Affordable Stays Near Shenandoah Apple Blossom Festival

Valley Vista-Mins to SkylineDrive-Hot Tub-King, Queen Beds
Villa
515 Corron Drive, Front Royal, VA, VA 22630, USA

5.7 miles from Crosby Stadium in Front Royal, Valley Vista-Mins to SkylineDrive-Hot Tub-King, Queen Beds provides accommodations with access to a hot tub. Guests can benefit from a patio and an outdoor fireplace. There's a sun terrace and guests can use free Wifi and free private parking. The air-conditioned villa consists of 2 bedrooms, a living room, a fully equipped kitchen with a dishwasher and a coffee machine, and 1 bathroom with a hot tub and slippers. Guests can take in the ambience of the surroundings from an outdoor dining area or keep warm by the fireplace on colder days. The villa offers bed linen, towels, and laundry service. Guests can also relax in the garden. Cedar Creek And Belle Grove National Historical Park is 17 miles from the villa, while Alamo Drafthouse Cinema – Winchester is 27 miles away. Washington Dulles International Airport is 53 miles from the property.

Guest Reviews:

- "Perfectly pleasant oasis! All the comforts of home & more!" - "A beautiful, accommodating, relaxing oasis!" - "Our stay near Front Royal, VA was fantastic with great amenities, friendly staff, and a beautiful location." - "The stay was so comfortable. Best Front Royal rental so far." - "Good people with a lot to offer for a fun family adventure." - "Great location and nice amenities"

Cleveland Park awesome Winchester 2 BR 1st fl napt. walk to everything!
Apartment
Winchester, Virginia, USA

Cleveland Park is a bright 2 bedroom ground floor apartment just two blocks away from the heart of the city the much loved walking mall. It is an older building but has a charm that will delight you —Its crazy convenient to be within walking distance to downtowns local shops, live music, art studios, delicious restaurants and much more.

Amenities:

Bedding/Linens • Fireplace/Heating • Tv • Internet • Wellness Facilities • Air Conditioner • Security/Safety • Pet Friendly • Kitchen • Parking • Other • Laundry

Cozy Cottage w Hot Tub, Fire Pit, WiFi & Sunroom!
House
437 Joans Quadrangle Road, Front Royal, VA, 22630, USA

Cozy Cottage w Hot Tub, Fire Pit, WiFi & Sunroom! is located in Front Royal, just 11 miles from Crosby Stadium and 24 miles from Alamo Drafthouse Cinema – Winchester. Both free Wifi and parking on-site are accessible at the vacation home free of charge. Cedar Creek And Belle Grove National Historical Park is 24 miles away and Glen Burnie Historic House And Gardens is 24 miles from the vacation home. Featuring a patio with lake views, this vacation home also includes a TV, a well-equipped kitchen with an oven, a microwave, and a fridge, as well as 1 bathroom with a hot tub and a hair dryer. For added privacy, the accommodation features a private entrance. Guests can relax in the garden at the property. Washington Dulles International Airport is 39 miles from the property.

Guest Reviews:

- "Amazing last-minute booking. Within an hour received my code and the stay was very cozy." - "Loved the mountains, close to the Shenandoah Park" - "Perfect escape after two weeks of non-stop family time." - "It was great!"

Spacious Cabin on Cedar Creek, Shenandoah's hidden getaway!
Cabin
Strasburg, Virginia, USA

Spacious Cabin on Cedar Creek - Make memories at Shenandoah's best hidden getaway! Cabin is on 30 acres of creek front property. Enjoy the quiet tranquility of the forest, take out the kayaks, do a little fishing, or visit our egg laying chickens.

Ideas for your Cabin Experience...

Enjoy a cup of coffee or tea before breakfast, taking in stunning views overlooking Cedar Creek from this two-level cabin, deep in the Virginia countryside.

Cool off in the creek at the local "Swimmin' hole", which ranges from 2 to 4 feet deep, or cast your line in the hopes of catching a brook trout, or other native fish. Bring your PFD, fishing rod, and water shoes. Two Kayaks are available to paddle about - or you can coordinate with your hosts for a 2+ hour kayaking trip on the creek. Extended trips may be dependent on rainfall. Additional charge will apply.

Relax in one of two hammocks in the front yard or lounge down by the Creek. Spend the cool mountain evenings roasting marshmallows by our natural rock fire pit - firewood is provided for guests. Watch fireflies dance among the trees, while you sip a glass of local wine from our two-tiered deck.

Virginia wildlife abounds - walk the trails along the creek, woodlands, and meadows of the Cabin's 30 acres. Sit quietly and you may just see a doe and her fawn, wild turkeys, or a fox or mink. Don't sit quietly and you might see a squirrel. ;) Enjoy wild edibles when in season: Wineberries, Hickory Nuts, Walnuts, and Pawpaws. Yum!

We also have chickens on the property. We don't have a rooster, so you won't be woken by "cockel-doodle-do" in the morning. You can sleep in.

Amenities
* Two Queen beds are up on the Loft. Not a separate bedroom.
* Pull Out Couch - Queen size.
* AC/Heat, and Ceiling fans, as well as an indoor wood stove. Wood provided.
* Dining room table for 6
* Kitchen has a Stove, Oven, Microwave and Refrigerator/Freezer, and filtered water.
* Glasses, plates, silverware, pots/pans and cooking utensils.
* Keurig Coffee maker, kettle, and toaster. K-cups provided
* Clean Linens are provided for the beds, per stay
* Outdoor gas grill, for your grilling pleasure
* Travel Crib available on request - Let us know at booking time
* Washer and Dryer for Laundry.

Off Property Adventures - If you want to venture out, here are some things to do:
* Apple Picking at one of the many local orchards, in season
* Bell Grove Plantation for Civil War history, driving tour, and weekend events.
* Deer Rapids swinging bridge
* Strasburg Antiques & Museum
* Skyline Caverns
* Seven Bends State Park
* Strasburg Antiques & Museum
* Strasburg's "Concert in the Park" every Friday night during the Summer
* Family Drive-In Movie Theater - Double feature on the weekends
* Many local Wineries

We are a newly retired couple living in another house on the same property about .3 miles away. We will absolutely give you space to use the cabin as your own, but we are available if an issue arises. You may see us around the property gardening or tending to our chickens.

Find more info on IG: @cabin.cedar.creek
https://www.instagram.com/cabin.cedar.creek/

Guest Reviews:

- "Loved everything during our stay. Rich and Mary are so wonderful and super nice. The cabin was immaculately clean and had everything we needed. The kids had a blast playing and exploring in the creek. Just an overall great place to stay. We highly recommend it!!" - "The cabin was super clean and stocked with everything we could have needed. We really enjoyed swimming and fishing in the creek. Lots of small touches that really made our stay amazing. Rich and Mary even brought us fresh eggs twice!"

Rivers Edge - On the River, Breathtaking views!
House
377 Avalon Drive, Front Royal, VA, VA 22630, USA

A recently renovated vacation home, Rivers Edge - On the River, Breathtaking views! offers accommodations in Front Royal. With river views, this accommodation offers a balcony. There's a sun terrace and guests can use free Wifi and free private parking. The air-conditioned vacation home consists of 3 bedrooms, a living room, a fully equipped kitchen with a dishwasher and a coffee machine, and 2 bathrooms with a shower and a hair dryer. Towels and bed linen are featured in the vacation home. For added privacy, the accommodation features a private entrance. An indoor play area is also available at the vacation home, while guests can also relax in the garden. Crosby Stadium is 3.9 miles from Rivers Edge - On the River, Breathtaking views!, while Cedar Creek And Belle Grove National Historical Park is 19 miles away. Washington Dulles International Airport is 53 miles from the property.

Guest Reviews:

- "This is without a doubt, my favorite listing I have stumbled upon in my adventures. If in the area, book here." - "Beautiful secluded retreat" - "The house is clean, fun, well equipped with needed amenities, as well as family with little-friendly." - "Perfect stay with outstanding views surrounded by wildlife just wish we could have stayed longer"

Riverfront - Happy Peach on the Shenandoah
House
Strasburg, Virginia, USA

Come relax and enjoy at The Happy Peach! Nestled at the base of the Massanutten Mountains on the North Fork of the Shenandoah River (100 feet of frontage), this cozy house is the perfect base for adventures or a restful getaway. Fishing, hiking, rafting, antique shopping, wine tasting, exploring caverns or visiting historic sites are just some of the possibilities. Our 2-bedroom house is an ideal getaway for a small group or family and is only 90 miles from DC and 15 miles away from the North entrance of Shenandoah National Park.

The house is on a wooded lot near the end of a quiet road. A large screened porch faces the river and is great for dining, board games or simply relaxing and listening to the sounds of nature. The porch has lighting as well as ceiling fans to keep things cool. There is additional outdoor seating on the deck and a fire pit just down the back steps. The area is home to abundant wildlife and small creatures including deer, river otter, ground hogs, a variety of birds, bear as well as many insects and reptiles so prepare to convene with nature!

For entertainment, there's a variety of options: books, puzzles, games, movies (DVD) and music.

The kitchen is fully equipped with cookware, dishes and utensils as well as some basic spices.
Bedroom linens and bathroom towels are provided for each guest.
Air conditioning is available and most rooms have a ceiling fan for additional / alternate cooling.

The peaceful and friendly town of Strasburg is just 10 minutes away and offers a number of delicious dining options including a variety of restaurants, a bakery, ice cream shop and a couple of breweries. Take a tour of the town and enjoy all the murals painted by professional artists. At just 15 miles away, Front Royal is your gateway to Shenandoah National Park and the famous Skyline Drive … explore the visitors center, get out for a hike or jump into a rafting adventure! There are wineries, caverns, a covered bridge, museums, battlefields and many quaint towns in the Shenandoah Valley beckoning to you … try not to fall in love!

Guest Reviews:

- "Our family really enjoyed being here. The house had all the features we loved and more. We especially enjoyed sitting by the river and the screened in porch I’m the evenings. The house was very spacious yet cozy. Like home away from home. I especially want to say our host was so attentive and easy to contact if needed. We look forward to going back again." - "My husband and I brought our 5 month old for a little getaway and we were not disappointed! Callie was so accommodating and easy to get in touch with. We felt right at home in the master bedroom—it was extra cozy. The master bedroom and screened porch make this getaway 5 stars alone. Add in the river, the wine berries around the property and the surrounding beauty and you have it made! The Mountain View on the way to and from the property is breathtaking. Watch out for the gnats in the heat of the summer (mostly toward the road where the forest gets really dense). They tend to want to fly straight into your eyes and I had one stuck in there for a few hours (thankfully got it out). This is basically on national forest land so there’s nothing but forest for miles if you’re looking straight out the front of the property. Beautiful stay! I can imagine the fall would be equally as beautiful here. We will be coming back."

Luxury 4BR Retreat Kitchen Grill Fireplace
House
111 Sundial Ct, Winchester, VA, VA 22602, USA

Luxury 4BR Retreat Kitchen Grill Fireplace offers accommodations in Winchester, 8.8 miles from Alamo Drafthouse Cinema – Winchester and 18 miles from Cedar Creek And Belle Grove National Historical Park. The air-conditioned accommodation is 4.6 miles from Glen Burnie Historic House And Gardens, and guests can benefit from on-site private parking and complimentary Wifi. Appalachian Trail Conference Headquarters is 27 miles from the vacation home and Harpers Ferry National Historical Park is 29 miles away. Offering a terrace, this vacation home also has a flat-screen TV, a well-equipped kitchen with a dishwasher, an oven, and a microwave, as well as 3 bathrooms with a bidet and a hair dryer. For added privacy, the accommodation features a private entrance. Crosby Stadium is 21 miles from the vacation home, while Locust Hill Golf Course is 24 miles away. Hagerstown Regional Airport is 47 miles from the property.

Guest Reviews:

- "Amazing house and property in Winchester"

The Nest at Chester Gap
House
Chester Gap, Virginia, USA

Nestled next to Shenandoah National Park and less than a mile from the Appalachian Trail, The Nest offers a true escape... breathtaking views along with an architecturally charming retreat. Enjoy smores at the fire pit... find a waterfall... overlook the mountains in your shower... grill out on the expansive deck... languish in the hot tub... just relax and enjoy the view! My place is good for couples, solo adventurers, families (with kids), and furry friends (pets on a case-by-case basis).

Do you like to visit wineries with your dog(s)?... check out https://www.corkhounds.com/ to see local wineries that welcome your furry friends. Search for Chester Gap, VA.

As a an added bonus, we are excited to offer our guests access to a local personal chef who will come to the home during your stay and prepare a lovely, locally curated dinner for two. Dates are subject to availability. Let me know if youre interested and ill be happy to connect you to your personal chef.

Guest Reviews:

- "The pictures don’t do it justice. Can’t wait to go back!!" - "The property is beautiful, rustic, modern and cozy! We loved the fire pit, hot tub and amenities. Our pup loved it too! So many things to sniff during his walks. The communication with the owner was seamless and the place was incredibly clean. We plan to come back as often as possible! *This property is an easy drive from the Northern Virginia area." - "The property that you see in the pictures is actually even nicer in person if you can believe that. The thought and attention to detail that went into designing the nest is amazing, it took some real talent to mix modern and rustic and pull it off in such a stunning fashion. Julie is an amazing communicator, responding to our messages immediately (no exaggeration, it was like it is was in real-time). The directions for getting to the house and accessing everything we needed were crystal clear and recommendations for places to visit were spot-on. The views are astounding and the drives to and from the wineries (especially in the fall as leaves were turning) was one of the highlights of our trip. There are hiking trails nearby and more wineries than you will be able to visit in one trip. We couldn't be happier with the experience at the Nest, highly recommended."

Multi-gen Family Mountain House
House
208 Markham Farm Road, Front Royal, VA, VA 22630, USA

Multi-gen Family Mountain House is a recently renovated vacation home in Front Royal where guests can make the most of the garden and shared lounge. Guests can benefit from a balcony and an outdoor fireplace. The vacation home also offers free Wifi, free private parking, and facilities for disabled guests. Offering a terrace and mountain views, the spacious vacation home includes 6 bedrooms, 3 living rooms, flat-screen TV, an equipped kitchen, and 4 bathrooms with a walk-in shower and a bath. Featuring air conditioning, this unit has a dressing room and a fireplace. The property has an outdoor dining area. For guests with children, the vacation home provides indoor and outdoor play areas. Cycling can be enjoyed nearby. Crosby Stadium is 10 miles from Multi-gen Family Mountain House, while Alamo Drafthouse Cinema – Winchester is 23 miles away. Washington Dulles International Airport is 37 miles from the property.

Guest Reviews:

- "Beautiful, relaxing, wished we´d booked more days" - "Great house in a great location!"

Beautiful Historic Home Overlooking Shenandoah River and Blue Ridge Mountains
House
Boyce, Virginia, USA

The Play Garden is a charming renovated country home nestled on 20 acres in the heart of Horse/Hunt country at the foothills of the Blue Ridge Mountains in historic Clarke County, Virginia. From the large veranda on top of the plateau you have the best view in the county of the bending Shenandoah River and there are up to 150 boxwoods of all varieties on the property. The house is surrounded by wineries and historic sites located an hour and 15 minutes west of Washington, DC, 25 minutes west of Middleburg/Upperville, 20 minutes east of Winchester, 10 min from Millwood, and 10 min from Berryville. The main house, which has been recently renovated, was built in 1908 and has been in our family since 1920 and maintained with loving care. The adjacent guest house is more contemporary and has the 4th bedroom.

In addition to the view there is a swimming pool and total privacy from the outside world, with basically no houses in view. The main house has three bedrooms (two kings and twin full size beds), a sleeper sofa in the den, 4 baths (two full and two half) and a large kitchen with double oven, washer/dryer, etc while the adjacent guest house has one full bath, a king bedroom and a sleeper sofa in the living area. Both are tastefully furnished, including many antiques.

In the area you will be able to see and do the following (we have more info to send you upon booking):

- A multitude of WINERIES (including Delaplane Cellars, RDV Vineyards, Barrel Oak Winery, Veramar Winery, Bluemont Vineyards), BREWERIES (Dirt Farm Brewery, Bear Chase Brewery) and DISTILLERIES (Copper Fox, Catoctin Creek)
- Shenandoah River - with fishing and kayaking
- Appalachian Trail Hikes- Sky Meadows State Park
- Historic Middleburg
- Salamander Resort and Spa
- Watermelon Park for canoeing , tubing, fishing (though we have 8 kayaks and our caretaker can assist with logistics)
- Burwell-Morgan Mill, an historic water wheel grist mill and the most original operating Mill in the country, circa 1792 that grinds wheat and corn. Grinding days on weekends during May- October
- Shenandoah National Park
- Blandy Experimental Farm and State Arboretum of Va.
- Skyline Caverns
- Harper's Ferry
- The Long Branch Historic House and Farm
- Red Fox Inn (oldest continuous Inn in the U.S Middleburg, Va)
- Berryville Monastery (opened to public)
- Bear's Den Trail, Raven Rocks Trail and Hollow Brook Trail
- Millwood village, Locke Store
- Red Schoolhouse Antiques along with many other antique shops within 25 minutes
- Clarke County Farmer's Market, May-Oct
- Mount Airy Farmer's Market, year around
- Shenandoah Seasonal Farm Stand, May -Oct
- Horse Trail riding , ask for details
- Wilson's Animal Park (great for kids)
- Barns of Rose Hill (great venue for music)
- Blue Ridge Hot Air Balloons
- Dinosaur Land (great for kids)
- Civil War Battlefield tours
- Revolutionary War sites
- Upperville Horse Show (oldest in the country)
- Golf , ask for details

Restaurants in the area:
- The Buttery, Millwood, Va.
- Ashby Inn and Restaurant, Paris, Va
- Hunter's Head Tavern, Upperville, Va
- The Berryville Grille, Berryville, Va
- Red Fox Inn, Berryville, Va
- L' Auberge Provencale, White Post, Va
- Hidden Horse Tavern, Middleburg, Va
- King Street Oyster Bar, Middleburg, Va
- Field and Main, Marshall, Va
- The Rail Stop, The Plains, Va
- Front Porch Market and Grill, The Plains, Va
- Girasole, The Plains, Va
- The Whole Ox, Marshall, Va
- Locke Store, Millwood, Va (great boutique food to take out or eat at Burwell-Morgan Mill meadow across the road)
- Camino Real Mexican, Berryville, Va
- Mario's Pizza, Berryville, Va (delivery)
- Fox Pizza, Berryville, Va (delivery)
- HorseShoe Curve (good bar with music as well) Bluemont, Va
- Sweet Nola's, Winchester, Va
- Union Jack Pub & Restaurant, Winchester, Va
- The Butcher Station, Winchester, Va
- Violino Ristorante, Winchester, Va
- Crush Bar, Winchester, Va
- Patsy's Pastry Pizzas, Winchester, Va

Keywords: House

Guest Reviews:

- "We absolutely LOVED our stay at the historic “Play Garden”, a house with great character and charm. Every summer my husband and I spend a week with my sister in law and brother in law to reconnect. We’ve rented many beautiful historic houses but this magical place is very special … just lovely, it truly was like staying at a friend’s house. Everything we needed was there: pans, dishes, glassware, spices, oils, tableclothes, great bed linens & towels, a brand new grill, kayaks and bikes, and the pool! Our favorite activity was to relax and dine on the front porch/veranda overlooking the bend in the Shenandoah River. The owner, Will, and caretaker, Ricky, were both very accessible via text and phone. This is a very well appointed historic house."

A Whimsical Farmhouse Retreat- Suite 3
House
343 1st Street Suite 3, Berryville, VA, VA 22611, USA

A Whimsical Farmhouse Retreat- Suite 3 is located in Berryville, just 16 miles from Locust Hill Golf Course and 17 miles from Alamo Drafthouse Cinema – Winchester. The air-conditioned accommodation is 13 miles from Glen Burnie Historic House And Gardens, and guests can benefit from on-site private parking and complimentary Wifi. Crosby Stadium is 23 miles away and Cedar Creek And Belle Grove National Historical Park is 26 miles from the guest house. The spacious guest house includes a fully equipped kitchenette with a fridge and kitchenware, as well as a coffee machine. Towels and bed linen are available in the guest house. The property has an outdoor dining area. Appalachian Trail Conference Headquarters is 19 miles from the guest house, while Harpers Ferry National Historical Park is 21 miles from the property. Washington Dulles International Airport is 40 miles away.

Amenities:

Pet Friendly • Child Friendly • Security/Safety • Parking • Fireplace/Heating • Air Conditioner • Internet

Modern Mountain Retreat w/Deck + Hot Tub!
House
Chester Gap, Virginia, USA

Pack your bags for an unforgettable getaway to the Shenandoah Mountains at this newly renovated Chester Gap vacation rental! This 3-bedroom, 2.5-bath home features mid-century modern rustic decor, high-end appliances, and a private outdoor space complete with an expansive deck, hot tub, fire pits, and an abundance of outdoor games! When you're not enjoying the comforts of this home, sample wines at a local vineyard, visit historic sites, or hike the Appalachian Trail just out your front door!

-- THE PROPERTY --

Outdoor Fire Pit + Indoor Wood-Burning Stove | Pets Welcome w/ Fee | Newly Renovated | Hot Tub | Private WFH Office

Whether you're visiting the area for scenic hiking trails, nearby vineyards, historic attractions, work remote, or simply to get away from it all, this year-round Rappahannock County mountain home has everything you'll need and more for a memorable family trip or a weekend getaway with friends.

Bedroom 1: Queen Bed | Bedroom 2: Queen Bed | Bedroom 3: Twin Bed w/ Twin Trundle | Additional Sleeping: Futon, Queen AreoBed Air Mattress, 2 Pack 'n Plays

OUTDOOR LIVING: Furnished deck w/ seating for 6, gazebo, hot tub, 2 grills (charcoal + propane), wood-burning Solo Stove, backyard, covered front porch w/ swing, cornhole, ring toss, croquet, bocce, giant Jenga
INDOOR LIVING: 2 Smart TVs w/ YouTube TV, 6-person dining table, wood-burning stove (firewood provided), electric fireplace, hardwood floors, WiFi Sonos speakers, laptop-friendly workspace w/ sit-stand desk in bedroom 2, record player, telescope
SEPARATE OFFICE: 2 monitors, sit-stand desk, printer, high-speed WiFi (supports multiple devices/streaming/teleworking w/ full video)
KITCHEN: Fully equipped, stainless steel appliances, dishwasher, microwave, coffee maker (fresh coffee beans provided), coffee grinder, tea bags, toaster, knife set, kettle, spices, Vitamix blender, Crock-Pot, dishware/flatware, cocktail mixing set + glasses, bar cart
GENERAL: Free high-speed WiFi (100+ Mbps fiber optic), washer/dryer, linens/towels, A/C, ceiling fans, 2 high chairs, card table, plethora of games + puzzles
FAQ: 4WD recommended in winter, pet fee (paid pre-trip)
ACCESSIBILITY: 2-story home, external steps required for entry, internal steps required for bedroom access
PARKING: Driveway (4 vehicles)

-- THE LOCATION --

FAMILY EXCURSIONS: Smithsonian Conservation Biology Institute (4.9 miles), Fireball Arcade (7.2 miles), Skyline Drive Entrance (7.9 miles), Fantasyland Park (8.1 miles), Skyline Caverns (8.2 miles), Flint Hill (9.0 miles), Rockland Park Disc Golf Course (13.3 miles), Little Washington (14.0 miles), Sperryville (20.0 miles), State Arboretum of Virginia (23.2 miles), Old Town Winchester (30.5 miles), Luray Caverns (31.5 miles), Shenandoah Caverns (49.6 miles)
HISTORIC ATTRACTIONS: Virginia Beer Museum (7.3 miles), Cedar Creek and Belle Grove National Park (20.1 miles), Museum of Shenandoah Valley (34.0 miles)
OUTDOOR RECREATION: Chester Gap Trailhead - Appalachian Trail (0.1 miles), Front Royal Outdoors (9.9 miles), Dickey Ridge Trailhead (11.8 miles), Glen Manor Vineyard (12.6 miles), Shenandoah River State Park (15.7 miles), Downriver Canoe Company (16.9 miles), Sky Meadows State Park (26.2 miles), Shenandoah River Outfitters (39.0 miles)
EAT + DRINK: Chester Gap Cellar (2.1 miles), Rappahannock Cellars (4.0 miles), Spelunker's (7.1 miles), Element (7.1 miles), PaveMint Smokin' Taphouse (7.2 miles), Front Royal Brewing Company (7.4 miles), Melting Pot Pizza (8.7 miles), The Blue Door Kitchen and Inn (8.7 miles), Griffin Tavern (8.7 miles), The Apple House (11.2 miles), Glen Manor Vineyards (12.8 miles), The Inn at Little Washington (14.6 miles), Narmada Winery (18.4 miles), Headmaster's Brewery (19.9 miles), Before and After (20.1 miles), Pen Druid Brewing (20.8 miles)
AIRPORTS: Dulles International Airport (62.2 miles), Ronald Reagan Washington National Airport (71.2 miles)

-- REST EASY WITH US --

Evolve makes it easy to find and book properties you'll never want to leave. You can relax knowing that our properties will always be ready for you and that we'll answer the phone 24/7. Even better, if anything is off about your stay, we'll make it right. You can count on our homes and our people to make you feel welcome — because we know what vacation means to you.

-- POLICIES --

- No smoking
- Pet friendly with a $25 fee (+ taxes & fees)
- No events, parties, or large gatherings
- Additional fees and taxes may apply
- Photo ID may be required upon check-in
- NOTE: This 2-story home requires external steps for entry and internal steps for access to all bedrooms
- NOTE: 4-wheel drive or all-wheel drive is recommended in the winter months to access the property

Guest Reviews:

- "We wanted a quick and easy weekend getaway and this house was perfect. Hot tub, firepit, gas and charcoal grill, location near trailhead. The kitchen had all the amenities we needed for making meals. The coffee was a nice touch. The owner was very responsive and had great recommendations for nearby wineries & sites." - "A newly updated property with great amenities and privacy. Very close to the Appalachian Trail and the national park, downtown Front Royal, winetasting and more. The owner was very responsive to questions. A great spot. Highly recommend."

Pure Luxury
House
111 Sundial Ct, Winchester, VA, VA 22602, USA

Pure Luxury offers accommodations in Winchester, 18 miles from Cedar Creek And Belle Grove National Historical Park and 22 miles from Crosby Stadium. With free private parking, the property is 4.4 miles from Glen Burnie Historic House And Gardens and 8.8 miles from Alamo Drafthouse Cinema – Winchester. Harpers Ferry National Historical Park is 29 miles from the vacation home. With free Wifi, this 6-bedroom vacation home provides a flat-screen TV, a washing machine, and a fully equipped kitchen with an oven and microwave. Towels and bed linen are featured in the vacation home. For added privacy, the accommodation features a private entrance. Locust Hill Golf Course is 24 miles from the vacation home, while Appalachian Trail Conference Headquarters is 27 miles away. Hagerstown Regional Airport is 47 miles from the property.

Amenities:

Parking • Barbecue/Outdoor Cooking • Security/Safety • Child Friendly • Other • Balcony/Terrace • Air Conditioner • Internet • Pet Friendly

Family Retreat w/Deck Near Appalachian Trail!
House
Berryville, Virginia, USA

Experience the natural beauty of Virginia from this spacious Berryville vacation rental. Featuring 4 bedrooms, 3.5 baths, a game room, and a furnished deck with views of the Blue Ridge Mountains, this log home provides a relaxing retreat following your adventures. Spend your days hiking the Appalachian Trail, fishing the Shenandoah River, or visiting the local wineries. Fire up the grill for a cookout, then challenge your friends to a game of ping pong before settling down around the campfire!

-- THE PROPERTY --

Fire Pit | Gas Grill | 1 Mile to Shenandoah River | 4,384 Sq Ft

Bedroom 1: King Bed | Bedroom 2: Queen Bed | Bedroom 3: 2 Twin Beds | Bedroom 4: Queen Bed | Additional Sleeping: Pack 'n Play

OUTDOOR LIVING: Furnished deck, dining area, balcony, patio, gas grill, furnished porch, 80 x 90 fenced-in dog run area, mountain views
INDOOR LIVING: 2 Smart TVs w/ cable, 2 living rooms, wood-burning fireplace, 2 dining tables, office, laptop-friendly workspaces w/ monitors, jetted tub, ceiling fans, books
GAME ROOM: 1 Smart TV w/ cable, wet bar, pool table, ping pong table, game table, workout equipment, board games
KITCHEN: Fully-equipped w/ high-end appliances, cooking basics, dishwasher, Keurig & drip coffee makers, blender, toaster oven, toaster, Crockpot, electric kettle, knife set, breakfast bar w/ bar stools
GENERAL: Central heating & air conditioning, free WiFi, washer & dryer, laundry detergent, linens & towels, complimentary toiletries, hair dryers, trash bags & paper towels
FAQ: 1 exterior step required, pet fee (paid pre-trip), wildlife may be present, Ring doorbell camera (facing entryway)
PARKING: Driveway (4 vehicles), RV parking

-- THE LOCATION --

OUTDOOR RECREATION: Shenandoah River (1.0 miles), State Arboretum of Virginia (8.1 miles), Sky Meadows State Park (14.0 miles), G Richard Thompson Wildlife Management Area (17.5 miles), Shenandoah National Park - Front Royal Entrance (23.3 miles)
HIKING TRAILS: Appalachian Trail Access Morgans Mill Rd (12.8 miles), Ridge to River Trail (13.1 miles), W&OD Trailhead (17.9 miles), Chapman DeMary Trail (20.7 miles), Trillium Trail (21.2 miles), Trumbo Hollow Hike Trailhead - Appalachian Trail (25.1 miles)
FAMILY FRIENDLY: Clarke County Ruritan Fairgrounds (5.0 miles), Chet Hobart Park (5.0 miles), Wayside Farm Fun (5.4 miles), Nalls Farm Market (5.8 miles), Mackintosh Fruit Farm (10.3 miles), Dinosaur Land (11.5 miles)
VINEYARDS: Veramar Vineyard (7.7 miles), Twin Oaks Tavern Winery (10.8 miles), Bluemont Vineyard (13.7 miles), Bogati Winery (13.8 miles), Williams Gap Vineyard (16.1 miles), Otium Cellars (18.6 miles), James Charles Winery & Vineyard (19.2 miles), Sunset Hills Vineyard LLC (22.3 miles), 8 Chains North Winery (24.0 miles), Casanel Vineyards and Winery (25.8 miles)
AIRPORTS: Dulles International Airport (27.2 miles), Eastern West Virginia Regional Airport (30.8 miles), Ronald Reagan Washington National Airport (52.0 miles)

-- REST EASY WITH US --

Evolve makes it easy to find and book properties you'll never want to leave. You can relax knowing that our properties will always be ready for you and that we'll answer the phone 24/7. Even better, if anything is off about your stay, we'll make it right. You can count on our homes and our people to make you feel welcome — because we know what vacation means to you.

-- POLICIES --

- No smoking
- Dog friendly w/ $50 fee (+ fees & taxes, 3 max)
- No events, parties, or large gatherings
- Additional fees and taxes may apply
- Photo ID may be required upon check-in

ADDITIONAL INFORMATION
- The maximum occupancy is flexible and can accommodate 3 additional children, totaling 9 guests. The property cannot accommodate more than 6 adults
- Wildlife may be present. It is recommended that dogs are supervised while outside
- Ticks are present in the area. It is recommended that dogs are protected against fleas and ticks
- Your safety matters. This property features a Ring doorbell device with an exterior security camera facing the front outdoor entry. The camera does not look into any interior spaces. The camera actively records video when motion is detected by the device (including devices linked to the camera such as the alarm system’s motion detector) or when the video doorbell button is pressed

Guest Reviews:

- "This cabin was perfect for my family. My sons loved having their own space downstairs with their own bathroom, bedroom, wet bar, and pool table. The fenced in run was perfect for our furbaby. My mom and I sat out on the beautiful deck every night and morning to admire the beautiful view. I cannot say enough about the cabin and the owners. They were very responsive to my questions. I highly recommend staying here!!" - "This is a wonderful place for a quiet family vacation! Situated in a rural country setting overlooking forested areas and pastures, we were able to sip coffee on the expansive deck before sunrise while listening to a rooster wake up the forest residents (i.e., birds that then flocked to the bird feeders and deer and rabbit that grazed on the lawn). The property was clean and well maintained with more than enough space for our family of six adults to spread out and read, watch TV, play pool, table tennis or darts, or just relax on the deck and enjoy the view. The property was fully furnished with the essentials (i.e., bedding, toiletries, kitchen appliances, and even coffee), and was ready for our arrival. We did bring a prepared dinner and breakfast with us so we didn't have to shop for groceries until the day after we arrived; the local grocery store is about four miles away as are several farm markets. Making our stay even more relaxing, we were able to keep our dogs out of the house while having them eat, sleep, and relax in the enclosed, dog-friendly, furnished breezeway! Our dogs especially enjoyed the opportunity to run and play in the expansive dog run, and we could grab a couple waste bags from the property-furnished supply as we headed out the door. We thoroughly enjoyed our stay at this property, and will make plans to return next year."

Apt movie theater game room treadmill
Apartment
111 Sundial Ct, Winchester, VA, VA 22602, USA

Apt movie theater game room treadmill is located in Winchester, just 8.8 miles from Alamo Drafthouse Cinema – Winchester and 18 miles from Cedar Creek And Belle Grove National Historical Park. The air-conditioned accommodation is 4.4 miles from Glen Burnie Historic House And Gardens, and guests can benefit from private parking available on site and free Wifi. Appalachian Trail Conference Headquarters is 27 miles from the apartment and Harpers Ferry National Historical Park is 29 miles away. The spacious apartment has 2 bedrooms and 1 bathroom with a bidet and a hair dryer. A flat-screen TV is featured. The accommodation is non-smoking. Crosby Stadium is 22 miles from the apartment, while Locust Hill Golf Course is 24 miles away. Hagerstown Regional Airport is 47 miles from the property.

Amenities:

Other • Child Friendly • Internet • Parking • Security/Safety

Beautifully Restored Log Cabin in Bluemont, VA
Cabin
Bluemont, Virginia, USA

Welcome to this unique mountain getaway in Bluemont, at the northern tip of the Blue Ridge mountains. The ~100 year old log cabin has been restored, yet leaves many of the original features like the open ceiling that showcases beams harvested from the mountain.

The Cabin (main room) has a good-sized addition that provides a full kitchen with new appliances, a full bathroom, a sitting room/den with a washer/dryer, and a cozy bedroom with a comfy queen bed and all linens. For added privacy, there is a separate driveway and parking space for 2 autos.

We are in eastern Clarke county, just over the Loudoun County border in Northwestern Virginia. In the heart of Virginia’s wine country, we are ~ 5 minutes from:
- Bluemont Vineyard, Dirt Farm Brewery, Great Country Farms, Bluemont Station Brewery and Winery, and Bear Chase Brewery.
- And within a 20-minute drive, you can reach these beautiful vineyards: Breaux, Tarara, Sunset Hills, Notaviva, Veramar, Chrysalis, Delaplane and many more.

Here you can be as busy as you want to be, or not.
- Hiking? Bear’s Den will lead you to the Appalachian Trail.
- Shopping? 20 minutes to the Leesburg Outlets. ~30 minutes to Middleburg or Millwood for antiques.
- Dining out? Many restaurants in Purcellville, Leesburg or Middleburg.
- History buff? Loudoun Museum, Morven Park, George C. Marshall Dodona Manor, Oatlands House and Gardens.
- Staying in? Snuggle up in front of the wood stove, enjoy the stars, watch DirecTV, sleep in peace.

And your family? Kids are welcome; there is one queen bed in the bedroom, and there are 2 inflatable twin mattresses available. One is 13" high for smaller children; the other is 18" high when inflated. Dogs are welcome, too but please only one and less than 50 pounds. It’s very important that your pup stay on lead when outside – there are many furry friends to chase, even for the best trained dog.

We have prepared lots of amenities to make your stay comfortable and memorable:
- Fully stocked kitchen with pots & pans, dishes, glasses, coffee, tea, creamer, sugar
- Pillow top queen bed, sheets, pillows, comforters
- Bath towels, soaps, hair dryer
- New propane grill
- New patio table w/4 chairs and umbrella

For guests interested in staying during the week please note: During October through December this year it is difficult for me to accommodate guests arriving Monday through Wednesdays. If you are interested in those days please send an inquiry and I will do my best to accommodate your plans. Thank you for your understanding.

Enjoy your stay in our little Cabin in Bluemont!

Guest Reviews:

- "It was exactly what id hoped itd be...very relaxing & quiet. Have always wanted to stay in a original log cabin & it exceded my expectations!" - "We truly enjoyed our weekend stay at this beautiful rustic cabin. Bonnie was a wonderful host who greeted us with a bottle of wine, which was so thoughtful, and made sure we were familiar with all the amenities the cabin had to offer. The cabin was quiet and secluded and was carefully stocked for guests, and we were beyond impressed."

Hot Tub - Fire Pit - Fast Wi-Fi - Pet Friendly - Wine Country Escape
House
1713 Old Chapel Road, Boyce, VA, VA 22620, USA

Hot Tub - Fire Pit - Fast Wi-Fi - Pet Friendly - Wine Country Escape is located in Boyce, just 13 miles from Glen Burnie Historic House And Gardens and 15 miles from Alamo Drafthouse Cinema – Winchester. This property offers access to a patio and free private parking. Locust Hill Golf Course is 20 miles from the vacation home and Appalachian Trail Conference Headquarters is 23 miles away. With free Wifi, this 4-bedroom vacation home provides a flat-screen TV, a washing machine, and a fully equipped kitchen with a dishwasher and oven. Towels and bed linen are provided in the vacation home. The property has an outdoor dining area. Guests can also relax in the garden. Crosby Stadium is 18 miles from the vacation home, while Cedar Creek And Belle Grove National Historical Park is 19 miles away. Washington Dulles International Airport is 35 miles from the property.

Amenities:

Barbecue/Outdoor Cooking • Air Conditioner • Child Friendly • Parking • Internet • View • Security/Safety

Front Royal Hilltop Cabin w/Panoramic Views!
Cabin
Front Royal, Virginia, USA

Plan your trip to Front Royal, VA, with this cabin as the focal point for your unforgettable retreat! The 4-bedroom, 3-bathroom vacation rental features picturesque views, a private hot tub, a screened-in porch, charming decor, and a stunning chef's kitchen. Plus, you'll be in the ideal spot to explore the beauty of the Appalachian Mountains at places like Shenandoah National Park, the Appalachian Trail, and Sky Meadows State Park. Or, stay back to relax on your spacious deck!

-- THE PROPERTY --

Cottage-Core Vibe | 5-Acre Lot | Hike & Explore | Solar Powered | Near Wineries & Vineyards

Bedroom 1: King Bed | Bedroom 2: King Bed | Bedroom 3: King Bed | Bedroom 4: 2 Full Bunk Beds | Additional Sleeping: 2 Pack 'n Plays

OUTDOOR LIVING: Private hot tub, spacious deck, dining area, gas grill (propane provided), charcoal grill, panoramic valley views, screened-in porch, patio furniture, wooded views, covered patio, open yard
INDOOR LIVING: Smart TV w/ cable, dining table, 2 wood-burning stoves (wood provided), books, board games, desk workspace, shuffleboard table, mudroom
KITCHEN: Stainless steel appliances, gas stovetop, knife set, toaster, coffee maker, microwave, blender, Crockpot, spices, toaster, cooking basics, dishware & flatware, cocktail bar set, stand mixer, cast iron frying pans
GENERAL: Free WiFi, central heating & air conditioning, washer & dryer, linens & towels, hair dryer, 2 high chairs, iron & board, keyless entry
FAQ: Step-free entry, 1st-floor bedroom & bathroom, 1 exterior security camera (facing out), pet fee (paid pre-trip)
PARKING: Driveway (4 vehicles)

-- THE LOCATION --

OUTDOORS: Appalachian Trail Access (7 miles), Trillium Trail (8 miles), Sky Meadows State Park (9 miles), Trumbo Hollow Hike Trailhead (14 miles), Shenandoah National Park (15 miles)
FAMILY FRIENDLY: Fantasyland Playground (13 miles), Skyline Drive (15 miles), Skyline Caverns (15 miles), Abram's Delight (18 miles), Patsy Cline Historic House (19 miles), Museum of Shenandoah Valley (20 miles)
WINERIES: Fox Meadow Vineyards & Winery (10 miles), Delaplane Cellars (12 miles), Aspen Dale Winery at the Barn (18 miles), Chester Gap Cellars (18 miles), Rappahannock Cellars (20 miles)
DAY TRIP: Luray Caverns (38 miles), Shenandoah Caverns (54 miles), Bryce Resort (60 miles), Massanutten Resort (64 miles), Washington, D.C. (70 miles), Baltimore (103 miles)
AIRPORT: Dulles International Airport (41 miles)

-- REST EASY WITH US --

Evolve makes it easy to find and book properties you'll never want to leave. You can relax knowing that our properties will always be ready for you and that we'll answer the phone 24/7. Even better, if anything is off about your stay, we'll make it right. You can count on our homes and our people to make you feel welcome — because we know what vacation means to you.

-- POLICIES --

- No smoking
- Pet friendly w/ $50 fee (+ fees & taxes)
- No events, parties, or large gatherings
- Must be at least 25 years old to book
- Additional fees and taxes may apply
- Photo ID may be required upon check-in
- NOTE: Your safety matters. This property features 1 exterior security camera located on the roof facing the driveway. The camera is outward facing and does not look into interior spaces. The camera records video when activated by motion

Guest Reviews:

- "A little buggy in the area and house, but that’s nature, right?! Besides that, beautiful place, can’t wait to come back!" - "The house was absolutely stunning - very clean, well decorated, comfortable and cozy, with every amenity you can imagine. The views from the porch were so beautiful and we loved watching the sunset. Service was patchy near the house (in the house the wifi was perfect) so I recommend loading up the map to make sure you know where you’re going towards the end. Host was very responsive and accommodating. We tubed the river and went to Bear Chase Brewing and loved both activities! Went into Front Royal for groceries vs the close small shop (recommend this if you need full cooking groceries) but it was an easy drive and good store. We’d come back for sure!"

Front Royal Hilltop Cabin with Panoramic Views!
House
Front Royal, VA, USA

20 miles from Glen Burnie Historic House And Gardens in Front Royal, Front Royal Hilltop Cabin with Panoramic Views! features accommodations with access to a hot tub. This vacation home provides accommodations with a patio. Free Wifi is available throughout the property and Crosby Stadium is 12 miles away. The air-conditioned vacation home consists of 4 bedrooms, a living room, a fully equipped kitchen with a dishwasher and a coffee machine, and 3 bathrooms with a hot tub and a hair dryer. Towels and bed linen are provided in the vacation home. The property has an outdoor dining area. Alamo Drafthouse Cinema – Winchester is 21 miles from the vacation home, while Cedar Creek And Belle Grove National Historical Park is 25 miles away. Washington Dulles International Airport is 34 miles from the property.

Amenities:

Pet Friendly • Accessibility • Fireplace/Heating • Security/Safety • Internet • Hot Tub • Guest Services • Parking • Sports/Activities • Other • Child Friendly • Wellness Facilities

Historic Mountain Cottage at Blue Ridge Overlook
House
Bluemont, Virginia, USA

Come to the Blue Ridge Mountains and refresh your spirit! Our vintage farmhouse is in the heart of Virginia’s wine country, minutes from vineyards, breweries and wedding venues. Enjoy our local wines on the back deck watching spectacular sunsets and wait for the stars to light up the sky. Walk to the Appalachian Trail from the Bear’s Den trailhead one mile away. Play in the Shenandoah River a few minutes away. Middleburg, Purcellville, Leesburg and Civil War sites nearby.
As you travel up the mountain on our Scenic Virginia Byway, you start to see the stacked stone walls from the Revolutionary War era. You’ve entered the Bear’s Den Historic District, 1900’s era homes built as summer retreats for Washingtonians escaping the summer heat. The Bluemont train carried them out of the city where they were met at the station by horse drawn wagons to take them up the mountain. Bishop’s Gate was built in 1910 as the parsonage for the bishop who ran the neighboring church. The charming cottage was restored in 2018 by the owners who live on the adjacent property. The house is thoroughly updated while staying true to its original form. Original heart pine floors, bead board walls and original furnishings offer lots of charm. All kitchen supplies (including coffee for the Keurig coffeemaker) are included. Online work or school with reliable internet. Games, puzzles, books and a record player are available.
The screened porch, complete with porch swing and rockers, is surrounded by mature boxwoods- perfect nesting sites for the songbirds that welcome you. Under the bistro lights on the back deck, a table for outside dining seats six and Adirondack chairs overlook the fire pit and barn. The rope swing in the 200 year old tulip poplar tree delights all ages.
We are situated on 20 wooded acres perfect for getting kids in touch with nature and off screens!
S’mores supplies provided for the outdoor fire pit and all firewood is provided. Charcoal for the grill is also provided. Winter weather advisory: weather on the mountain is very unpredictable, you will need 4 wheel drive or chains. The driveway is 400 feet down the mountain and ice makes it very difficult driving.

One hour from D.C half an hour from Dulles.

For more fun pictures, follow @bluemontcottage on Instagram

Guest Reviews:

- "Thank you to Marcia for an amazing stay with beautiful scenery and interesting history! We had everything we needed and more!" - "Beautiful house! Loved the porch, the lawn, the tire swing, and unfortunately we didn't have enough time to use the fire pit. It was a perfect place for our family to stay while attending a wedding. And Marcia was very communicative and lovely." - "We had a wonderful stay in Bluemont! The location is very conveniently located to take advantage of everything that Bluemont and Purcellville have to offer. We thoroughly enjoyed our time at the house and around town. We'd definitely return for another visit."

Elegant Paris Manor with Private Pool!
Villa
Paris, VA, USA

Elegant Paris Manor with Private Pool! offers accommodations in Paris, 19 miles from Glen Burnie Historic House And Gardens and 21 miles from Crosby Stadium. This villa provides air-conditioned accommodations with a patio and free Wifi. In their free time, guests at the villa can opt for a refreshing swim in the outdoor swimming pool, a drink at the bar, or a stroll in the garden. Providing a balcony and garden views, the spacious villa includes 6 bedrooms, 2 living rooms, cable flat-screen TV, an equipped kitchen, and 7 bathrooms with a bath and a shower. Towels and bed linen are provided in the villa. The property has an outdoor dining area. Alamo Drafthouse Cinema – Winchester is 21 miles from the villa, while Old Jail Museum is 24 miles away. Washington Dulles International Airport is 26 miles from the property.

Amenities:

Parking • Pool • Fireplace/Heating • Internet • Bar • Other • Sports/Activities • Child Friendly • Guest Services • View • Security/Safety • Accessibility

Peaceful Mountain Retreat Near Appalachian Trail, Wineries, Breweries and More
Cabin
Bluemont, Virginia, USA

Escape to beautiful Bluemont, VA and enjoy our cabin nestled on 28 wooded acres. Our home backs up to the Appalachian Trail and is in close proximity to the Shenandoah River and numerous wineries and breweries such as Bear Chase Brewery, Bluemont Vineyard, Twin Oaks Winery and many more. We are also within a fifteen minute drive to outstanding restaurants such as The Ashby, Buttery at Locke Store, L' Auberge Provencale and Hunter's Head Tavern.

Our home features four bedrooms, all with queen beds, as well as two full bathrooms. The kitchen is stocked with dinnerware, glassware, utensils, pots, pans, a coffee machine and more. We generally like to unplug here, but provide a wifi hotspot in case you would like to stay connected (please note, it is mountain style wifi and not always reliable). Our living room also has a smart TV that can stream your favorite apps and a DVD player with a collection of movies.

For wildlife lovers, deer are a common sight on our property, as well as all types of birds including a pair of nesting Golden Eagles. Guests are welcome to enjoy our outdoor fire pit during their stay.

A complimentary bottle of local wine is included in the nightly rate.

We hope you will enjoy all that Bluemont has to offer as much as we do!

Guest Reviews:

- "We had a wonderful stay at the house. The whole experience delivered exactly what we needed - close proximity to wineries, easy to booking and communication with owners, cute and cozy inside, and a bottle of wine in the kitchen upon arrival! Pictures of the place were wonderfully accurate and loved being surrounded by nature. Perfect getaway for our first time in Bluemont. Easy drive from DC. Would definitely stay here again!" - "We had a wonderful stay and thank you for being a great host, Cassie! The house was perfect for our group of 8 (4 adults & 4 kids). The beds were comfortable and the kitchen had all of the supplies we needed. The firepit was a lot of fun and we also had a great time watching old DVDs! The house is in close proximity to vineyards and if you have kids, I suggest going to the Great Country Farms. I’m looking forward to coming back with my husband for a romantic getaway!"

Pet-Friendly Berryville Home Walk to Main Street!
House
Berryville, VA, USA

Pet-Friendly Berryville Home Walk to Main Street! is located in Berryville, just 15 miles from Locust Hill Golf Course and 17 miles from Alamo Drafthouse Cinema – Winchester. This vacation home offers accommodations with a patio. Free Wifi is available throughout the property and Glen Burnie Historic House And Gardens is 12 miles away. The air-conditioned vacation home consists of 3 bedrooms, a living room, a fully equipped kitchen with a dishwasher and a coffee machine, and 1 bathroom with a shower and a hair dryer. Towels and bed linen are featured in the vacation home. The accommodation has a fireplace. Appalachian Trail Conference Headquarters is 19 miles from the vacation home, while Harpers Ferry National Historical Park is 21 miles away. Washington Dulles International Airport is 40 miles from the property.

Guest Reviews:

- "Great place to rest after a day if trooping to see history" - "Lovely little house" - "Visit to Family Forest" - "Berryville Home Exceeded Our Expectations" - "Very satisfactory for our needs. Would recommend!" - "It was a very nice house"

Idle Hour at Chester Gap
House
Front Royal, Virginia, USA

Whole house in the foothills of the Shenandoah Mountains and the heart of Virginia wine country. The house is adjacent to Chester Gap Cellars, which offers weekend wine tastings, tours, hiking trails, and spectacular views. Access to the Appalachian Trail is nearby along with Shenandoah National Park, Skyline Drive, and the Shenandoah River. House features expansive back deck, outdoor dining, and private hot tub.

With a quiet surrounding and spectacular views, Idle Hour at Chester Gap is a perfect retreat from the hustle and bustle. Perfect for romantic couples or an entire family. Fully stocked kitchen for home cooked meals including an outdoor grill and deck with outdoor dining table. The back deck also includes a private hot tub. There are three bedrooms each with queen beds. The Master Bath with a Jacuzzi jet tub is attached to the Master Bedroom. The other two bedrooms share a full bath on the hallway. A queen-sized pull out sofa is available in the Office, which can be closed off similar to a fourth bedroom.

Guests have 24-hour access using a smart lock keypad on the front door and will be provided with a personalized code during your stay.

Please note that the fireplace is currently nonfunctional. We are looking at ways to connect gas to the fireplace for your future stays. There is an outdoor fire pit, however!

Guest Reviews:

- "Had a wonderful time! Great memories for sure! Nicest vineyard in the Shenandoah!" - "Great location close to town and the entrance to Shenandoah National Park. Beautiful views from the back deck! The hot tub was enjoyable after our long hikes. The area is very quiet and the house has everything you'll need for an enjoyable stay." - "Our third stay at this great property and it was fabulous as usual! It was adorably decorated for Christmas, which was a real treat. We arrived the night of an ice storm and although several trees were down, Jeff quickly remedied the situation and cleared the trees. This VRBO is always top notch!"

Chic Front Royal Retreat Near Shenandoah River!
House
Front Royal, VA, USA

Boasting air-conditioned accommodation with a patio, Chic Front Royal Retreat Near Shenandoah River! is situated in Front Royal. This holiday home is 35 km from Alamo Drafthouse Cinema - Winchester and 35 km from Glen Burnie Historic House and Gardens. With free WiFi, this 2-bedroom holiday home features a cable flat-screen TV and a kitchen with a dishwasher and oven. Towels and bed linen are available in the holiday home. Crosby Stadium is 3 km from the holiday home, while Cedar Creek and Belle Grove National Historical Park is 25 km from the property. The nearest airport is Washington Dulles International Airport, 79 km from Chic Front Royal Retreat Near Shenandoah River!.

Guest Reviews:

- "Wonderful location and cozy atmosphere." - "After entering the necessary digits it would be useful to mention that you after entering the code you have to press the" - "Loved the View!!"

Stunning Former Winery w/Pool & Mtn Views!
Villa
Berryville, Virginia, USA

Welcome to Juniper Acres! Escape to the beautiful Shenandoah Valley at this elegant Berryville vacation rental! This 8-bedroom, 5.5-bathroom villa is nestled on the peaceful property of a former vineyard and boasts all the comforts your crew will need for an unforgettable stay — from ample dining areas to a spacious deck. Venture out to tour local breweries and wineries, hike nearby trails, and take a day trip to Shenandoah National Park. These adventures and more are just a short drive away!

-- THE PROPERTY --

7,078 Sq Ft | Pet Friendly w/ Fee | Outdoor Living Space | Gas Grill | Seasonal Pool (Memorial Day-Labor Day)

Boasting a well-appointed interior, scenic outdoor space, and easy access to the area’s attractions, this spacious Berryville retreat provides a unique space that’s ideal for group getaways.

Bedroom 1: King Bed | Bedroom 2: 2 Full Beds | Bedroom 3: Queen Bed | Bedroom 4: Queen Bed | Bedroom 5: Queen Bed | Bedroom 6: Queen Bed | Bedroom 7: Twin Bed, Full Bed | Bedroom 8: Full Bed | Additional Sleeping: 2 Air Mattresses

OUTDOOR LIVING: Private yard, screened porch, deck, patio w/ outdoor dining areas, fire pit, swing, children’s playset
INDOOR LIVING: Smart TV, fireplace, dining tables, home office w/ desk & chair, wet bar, board games, open floor plan
KITCHEN: Fully equipped, stainless steel appliances, cooking basics, island w/ seating
GENERAL: Free WiFi, central A/C & heating, linens/towels, complimentary toiletries, in-unit washer/dryer, ceiling fans, hair dryer, iron/ironing board
FAQ: Stairs required for access, 6 exterior security cameras (facing out), pet fee (paid pre-trip)
PARKING: Driveway (10 vehicles), RV/trailer parking allowed on-site

-- THE LOCATION --

OUTDOOR RECREATION: Shenandoah River (7.2 miles), State Arboretum of Virginia (14.4 miles), Sky Meadows State Park (18.8 miles), G Richard Thompson Wildlife Management Area (22.3 miles), Shenandoah National Park - Front Royal Entrance (29.3 miles)
HIKING: Appalachian Trail Access Morgans Mill Rd (7.6 miles), Ridge to River Trail (7.8 miles), W&OD Trailhead (12.7 miles), Chapman DeMary Trail (15.5 miles), Trillium Trail (26.3 miles), Trumbo Hollow Hike Trailhead - Appalachian Trail (29.9 miles)
FAMILY FUN: Wayside Farm Fun (2.3 miles), Nalls Farm Market (3.3 miles), Chet Hobart Park (7.7 miles), Clarke County Ruritan Fairgrounds (7.8 miles), Mackintosh Fruit Farm (10.3 miles), Dinosaur Land (17.0 miles)
LOCAL SIPS: Veramar Vineyard (2.5 miles), Twin Oaks Tavern Winery (5.5 miles), Bluemont Vineyard (8.5 miles), Bogati Winery (8.6 miles), Williams Gap Vineyard (10.9 miles), Otium Cellars (13.3 miles), Sunset Hills Vineyard LLC (17.4 miles), 8 Chains North Winery (19.9 miles), Casanel Vineyards and Winery (20.5 miles), James Charles Winery & Vineyard (22.4 miles)
AIRPORT: Dulles International Airport (36.7 miles)

-- REST EASY WITH US --

Evolve makes it easy to find and book properties you'll never want to leave. You can relax knowing that our properties will always be ready for you and that we'll answer the phone 24/7. Even better, if anything is off about your stay, we'll make it right. You can count on our homes and our people to make you feel welcome — because we know what vacation means to you.

-- POLICIES --

- No smoking
- Pet friendly with $50 fee (+ fees & taxes)
- No events, parties, or large gatherings
- Must be at least 25 years old to book
- Additional fees and taxes may apply
- Photo ID may be required upon check-in
- NOTE: The property requires stairs to access
- NOTE: Your safety matters. This property features 6 exterior security cameras located on each door to the property, facing outward toward all outdoor entrances. They do not look into any interior spaces. The cameras actively record video while guests are in residence
- NOTE: This property sleeps 17 guests in 9 beds, with room for 20 total by using the 2 air mattresses

Guest Reviews:

- "This was a perfect venue for a surprise birthday party/reunion. There was plenty of space to mingle; all the bedrooms were spacious and comfortable; the kitchen was well equipped, and there were generous extras like s'mores fixings in the kitchen and spare toiletries in the bathrooms. The setting and view are gorgeous, and rather than take advantage of all the great things to do in the area, we just hung out on the porch and in the pool, and enjoyed the place. Everyone in our group, from the 11-year-old to the 80-year-old, was delighted with it."

Modern Mountain Retreat with Deck and Hot Tub!
House
Chester Gap, VA, USA

22 miles from Cedar Creek And Belle Grove National Historical Park in Chester Gap, Modern Mountain Retreat with Deck and Hot Tub! features accommodations with access to a hot tub. The property is around 28 miles from Alamo Drafthouse Cinema – Winchester, 28 miles from Glen Burnie Historic House And Gardens, and 31 miles from Pinnacles Viewpoint. Free Wifi is available throughout the property and Crosby Stadium is 8 miles away. The air-conditioned vacation home consists of 3 bedrooms, a living room, a fully equipped kitchen with a dishwasher and a coffee machine, and 3 bathrooms with a hot tub and a hair dryer. Towels and bed linen are available in the vacation home. The property has an outdoor dining area. Washington Dulles International Airport is 55 miles from the property.

Guest Reviews:

- "VA Wine Festival WeekendGetaway" - "Perfect weekend getaway." - "Quiet,comfortable, relaxing stay in a clean home with anything you could need for your stay."

The Outpost Suite 3 - Whimsical Farmhouse Retreat
Apartment
Berryville, Virginia, USA

One of three places to stay at The Outpost, our favorite private master suite is nestled away on the outskirts of downtown Berryville, VA and carefully curated with the finest fixtures, furnishings, and finishes to make your getaway as comfortable as a luxury hotel. Every piece of furniture has been hand selected or hand made along with the hotel quality Frette bedding and linens. This king bedroom comes with a kitchenette, hot plate, board games, yoga mats, and even a table setting for 6.

Guest Reviews:

- "We had Suite 3, but family had reserved the various parts of the property for an event. It was perfect. The décor was so interesting, homey and historical with botanical prints. The huge deck and common areas were perfect for sharing time. We had a nice time on a bike ride. The Outpost is set behind a house and barn, so finding it in the beginning was hard. I would definitely return!" - "Lovely house and a wonderful host" - "The suite was very comfortable and cozy. We really enjoyed our stay. The location was convenient for our activities around the area. We love the Locke Store, The Buttery, and Cordial coffee!"

Front Royal Retreat on 3 Acres with Mtn Views!
Apartment
Front Royal, VA, USA

Front Royal Retreat on 3 Acres with Mtn Views! is located in Front Royal, just 18 miles from Cedar Creek And Belle Grove National Historical Park and 23 miles from Luray Caverns. Free Wifi is available throughout the property and Crosby Stadium is 4.6 miles away. The air-conditioned apartment consists of 2 bedrooms, a living room, a fully equipped kitchen with a dishwasher and a coffee machine, and 2 bathrooms with a shower and a hair dryer. Towels and bed linen are provided in the apartment. The property has an outdoor dining area. Alamo Drafthouse Cinema – Winchester is 24 miles from the apartment, while Glen Burnie Historic House And Gardens is 24 miles away. Washington Dulles International Airport is 53 miles from the property.

Amenities:

Accessibility • Security/Safety • Fireplace/Heating • Guest Services • Internet • Pet Friendly • Child Friendly • Sports/Activities • Parking • Other

The Outpost Suite 2- A Curated Farmhouse Suite
Apartment
Berryville, Virginia, USA

One of three places to stay at The Outpost, our largest master suite is nestled away on the outskirts of downtown Berryville, VA and carefully curated with the finest fixtures, furnishings, and finishes to make your getaway as comfortable as a luxury hotel. Every piece of furniture has been hand selected or hand made along with the hotel quality Frette bedding and linens. This bedroom comes with a full sized bed, sofa bed, kitchen, work desk, board games, yoga mats, and a table setting.

Guest Reviews:

- "This property was amazing. We rented the whole house and the two attached apartments/suites. The entire house is just stunning. The decor is very unique. The house is comfortable. Fit our party 13." - "Perfect quick getaway we intended. The outpost is pretty centrally located to the amenities of Berryville. Loved it." - "Smaller then it appeared! But very cozy!" - "First, we couldn’t find it. Nothing in our check in process identified how/where to locate entry to our accommodations. Other guests in the house let us know that our entry was “in the back” of the old house converted into multiple rental units. Second, the warm welcoming decor of our studio unit was obliterated by the thin door separating our bed pillows from the game room with pool table on the other side of the non- sound proofed plywood. Normal sounds kept us awake into the wee hours of the next morning. We ended up having to spend the second night of our stay at another hotel to insure a good nights sleep before our 12-hr drive home. We could hardly wait to arrive at what looks to be an adorable place to stay; and, we’re very quickly disappointed by the lack of attention to insure that each guest enjoys a restful and rejuvenating night’s sleep. So much thought went into decor."

Shenandoah Thunder Chalet Guest Suite
House
959 Thunder Rd, Front Royal, VA, VA 22630, USA

Offering a garden, Shenandoah Thunder Chalet Guest Suite features accommodations in Front Royal. This property offers access to a balcony, free private parking, and free Wifi. Crosby Stadium is 8.4 miles from the vacation home and Cedar Creek And Belle Grove National Historical Park is 17 miles away. Featuring a terrace and garden views, the spacious vacation home includes 2 bedrooms, a living room, flat-screen TV, an equipped kitchen, and 2 bathrooms with a bidet and a shower. Featuring air conditioning, this unit has a dressing room and a fireplace. The property has an outdoor dining area. Alamo Drafthouse Cinema – Winchester is 27 miles from the vacation home, while Luray Caverns is 29 miles from the property. Washington Dulles International Airport is 57 miles away.

Amenities:

Other • View • Child Friendly • Security/Safety • Parking • Barbecue/Outdoor Cooking • Internet • Balcony/Terrace • Air Conditioner • Guest Services

Beautiful, cozy retreat in wine country!
Apartment
Berryville, Virginia, USA

This private, fully furnished, country apartment is located at the base of the Blue Ridge Mountains in the Shenandoah Valley off a wing of our home. We are 1/2 mile from the Shenandoah River, close to farmer's markets, wineries, breweries, hiking trails- including the AT, as well as several small towns for exploring and shopping. So much history: Winchester, Harper's Ferry, Berkley Springs and DC all within 1.5 hours. Available for hosting healthcare workers as well. We look forward to hosting you!

Guest Reviews:

- "Absolutely great weekend due to Kelly and this property. Location is perfect for local breweries, wineries, restaurants, and hiking. Will definitely come back!" - "This VRBO is beautifully decorated, much LARGER than I thought, with a completey separate kitchen area, which was really helpful as my husband sleeps a lot later than I do. The WINDOWS are fantastic and let in natural light with a beautiful rural/pastoral setting. There are two chairs in the bedroom, one that is a HUGE comfy recliner, which actually two of us could sit in! Wonderful lighting throughout and EVERY amenity one could think of. I had a ton of questions in advance, as I was planning my husband's birthday, and Kelly responded SO quickly and was SO helpful. I have nothing negative to say - this is a GREAT PLACE and we didn't want to leave!"

Shenandoah Valley Home - 9 Mi to Natl Park!
House
Front Royal, VA, USA

Shenandoah Valley Home - 9 Mi to Natl Park! offers accommodations in Front Royal, 28 miles from Glen Burnie Historic House And Gardens and 31 miles from Luray Caverns. 12 miles from Cedar Creek And Belle Grove National Historical Park and 22 miles from Alamo Drafthouse Cinema – Winchester, the property offers a spa and wellness center and a bar. Free Wifi is available throughout the property and Crosby Stadium is 8.7 miles away. The air-conditioned vacation home consists of 4 bedrooms, a living room, a fully equipped kitchen with kitchenware, and 3 bathrooms with a bath and a hair dryer. Towels and bed linen are offered in the vacation home. The accommodation has a fireplace. Washington Dulles International Airport is 59 miles from the property.

Amenities:

Internet • Parking • Sports/Activities • Accessibility • Fireplace/Heating • Bar • Security/Safety • Spa • Other • Child Friendly

Modern House Barn @ 66 acre- Horse Farm
House
Berryville, Virginia, USA

Enjoy your stay at this completely renovated and unique barn apartment on a 66-acre horse farm with sweeping meadow and mountain views nestled between wine country and the Blue Ridge Mountains. This stay will allow you the peace and tranquility of farm life, while only being 5-10 minutes from restaurants, grocery stores, hiking trails, overlooks, coffee shops, breweries, and some of wine countries best wineries! Horse boarding & stall available upon request for an additional charge!
Other things to note
Our AC remotes are available upon request in the home so let us know if the temperature is not to your liking and we will make sure to accommodate you!

Guest Reviews:

- "We had a great stay very cool property relaxing and quiet but still close to lots of things to do" - "We had a great stay at this nice property. Mini split AC units were awesome. Excellent communication with host. " - "Cozy two bedroom apartment close to Winchester VA with accommodations for horses only steps away. Very clean lodging, the farm grounds are well cared for. We would definitely stay again!"

Historical Paris Cabin on Farm with Fire Pit!
House
Paris, VA, USA

Historical Paris Cabin on Farm with Fire Pit! is located in Paris, just 21 miles from Crosby Stadium and 21 miles from Alamo Drafthouse Cinema – Winchester. The property is around 24 miles from Old Jail Museum, 25 miles from Cedar Creek And Belle Grove National Historical Park, and 29 miles from Locust Hill Golf Course. Free Wifi is available throughout the property and Glen Burnie Historic House And Gardens is 19 miles away. The air-conditioned vacation home consists of 3 bedrooms, 2 living rooms, a fully equipped kitchen with kitchenware, and 2 bathrooms with a shower and a hair dryer. Towels and bed linen are provided in the vacation home. The accommodation has a fireplace. Jiffy Lube Live is 31 miles from the vacation home. Washington Dulles International Airport is 25 miles away.

Amenities:

Other • Ocean View • Guest Services • Accessibility • Security/Safety • Fireplace/Heating • Sports/Activities • View • Internet • Pet Friendly • Parking • Oceanfront

Historical and Spacious House in the Center of Small Town Life
House
Strasburg, Virginia, USA

The house known as Holliday & King is a great option for families or group of friends who want to get away and enjoy small town life, explore Shenandoah National Park, the George Washington National Forest as well as the rich history of Shenandoah Valley. Located in the center of Strasburg's Historic District, it is 1 to 2 blocks to small restaurants, a brewery and shopping. The house itself is part of the Town's history, built in 1761. Enjoy large rooms, high ceilings and a lovely porch where you can watch activity in the town. Our local folks will probably say hello too!

Guest Reviews:

- "We had a wonderful stay at this amazing house....everyone had an enjoyable time and loved reading about the history of the house. And despite its age and old-school charm, it was in wonderful condition and was equipped with updated bathrooms, kitchen, a/c, wifi, and laundry room, with televisions in every bedroom and in the game room. The rooms were quite comfortable and oversized, and the dining room with the extra-large farmhouse table was super nice. And it had a great outdoor patio, actually two patio areas. Very clean, and right in the heart of Strasburg, a perfect location if staying in town there and not too far from Shenendoah National Park. And the hosts, Kath and Tom, were fantastic...they left us notes everywhere to help us feel at home and even surprised us with a very nice welcome gift on the farmhouse table, which we thoroughly appreciated and enjoyed. A five-star stay all the way around...the best option for sure, would highly recommend this house!!!"

Front Royal Retreat about 1 Mi to National Park!
House
Front Royal, VA, USA

Front Royal Retreat about 1 Mi to National Park! offers accommodations in Front Royal, 15 miles from Cedar Creek And Belle Grove National Historical Park and 21 miles from Alamo Drafthouse Cinema – Winchester. This vacation home is 21 miles from Glen Burnie Historic House And Gardens and 25 miles from Luray Caverns. Free Wifi is available throughout the property and Crosby Stadium is 1.4 miles away. The air-conditioned vacation home consists of 3 bedrooms, a living room, a fully equipped kitchen with a dishwasher and a coffee machine, and 2 bathrooms with a shower and a hair dryer. Towels and bed linen are offered in the vacation home. For added privacy, the accommodation features a private entrance. Washington Dulles International Airport is 48 miles from the property.

Amenities:

Child Friendly • Guest Services • Fireplace/Heating • Internet • Parking • Accessibility • Other • Security/Safety • Laundry

Berryville Bliss: Basement Apartment in welcoming Berryville
Apartment
Berryville, Virginia, USA

Enjoy your private escape in historic Berryville, VA. Walking distance to Rosemont Manor, restaurants, rparks, pickleball courts, and short drive to the Appalachian Trail, breweries, and wineries. Our newly renovated basement apartment offers 2 spacious bedrooms, 1 luxurious bathroom with large shower and Jacuzzi tub, full kitchen, and cozy living room, all with private entrance. Unwind in our saltwater pool and hot tub after exploring the town.

* pool and hot tub now open!!! May-October* hot tub heat is an optional amenity with a $50 natural gas heating fee. Guests interested in using it should inform before their arrival to ensure it is prepared/heated.

Amenities:

Internet • Entertainment • Child Friendly • Wellness Facilities • Hot Tub • Fireplace/Heating • Balcony/Terrace • Ocean View • Barbecue/Outdoor Cooking • Private Pool • Parking • Security/Safety

Family Retreat with Deck Near Appalachian Trail!
House
Berryville, VA, USA

Family Retreat with Deck Near Appalachian Trail! offers accommodations in Berryville, 15 miles from Glen Burnie Historic House And Gardens and 17 miles from Alamo Drafthouse Cinema – Winchester. This vacation home features air-conditioned accommodations with a balcony. Cedar Creek And Belle Grove National Historical Park is 23 miles from the vacation home and Appalachian Trail Conference Headquarters is 23 miles away. With free Wifi, this 4-bedroom vacation home provides a cable flat-screen TV, a washing machine, and a fully equipped kitchen with a dishwasher and oven. Towels and bed linen are featured in the vacation home. For added privacy, the accommodation features a private entrance. Locust Hill Golf Course is 19 miles from the vacation home, while Crosby Stadium is 21 miles away. Washington Dulles International Airport is 42 miles from the property.

Amenities:

Child Friendly • Security/Safety • Fireplace/Heating • Wellness Facilities • Accessibility • Other • Guest Services • Internet • Parking • Sports/Activities • Pet Friendly

Riverbend Retreat
Cabin
Berryville, Virginia, USA

Discover this fabulous 2-bedroom gem in Berryville. This soothing cabin features 1 queen bed and 1 full bed, perfect for a cozy retreat. With amenities like heating, WiFi, and a washing machine, guests can relax and unwind in style. The bathroom comes equipped with a hair dryer for added convenience. Relax and getaway to our charming riverfront cabin we call our Riverbend Retreat. Completely renovated and fully stocked our home is cozy for any occasion. Enjoy being within walking distance of Watermelon park and enjoy tubing, fishing, swimming, & more worth immediate access and spectacular views!

Guest Reviews:

- "Well done newly renovated cabin. I will definitely stay here again if I am in the area."

Juliana Spa Suite - Entire Main Apartment
Apartment
1019 Berryville Avenue Main Floor, Winchester, VA, VA 22601, USA

Juliana Spa Suite - Entire Main Apartment is located in Winchester, just 2.1 miles from Glen Burnie Historic House And Gardens and 6.7 miles from Alamo Drafthouse Cinema – Winchester. Both free Wifi and private parking are available at the apartment free of charge. There's parking on-site, and the property provides an electric vehicle charging station. The apartment is composed of 1 bedroom, a fully equipped kitchen, and 1 bathroom. A flat-screen TV is featured. The accommodation is non-smoking. Cedar Creek And Belle Grove National Historical Park is 16 miles from Juliana Spa Suite - Entire Main Apartment, while Locust Hill Golf Course is 22 miles away. Hagerstown Regional Airport is 46 miles from the property.

Guest Reviews:

- "Beautiful experience."

Beautifully Renovated Downtown Flat: Japanese Decor
Apartment
Strasburg, Virginia, USA

This privately set 2nd-floor 1920s flat was immaculately renovated in 2022. With hardwood floors, living houseplants, a new kitchen, new bedroom with plush mattress, new living room with daybed and new bathroom, the character is maintained with modern elegant upgrades. All rooms are beautifully furnished and appointed with sophisticated Japanese-inspired decor. Enjoy a sense of peace and tranquility throughout this stylish flat.

-Private bathroom with combined bath and shower
-Enclosed yard and garden, perfect for relaxing
-Secure private entrance
-Shentel internet service provider month to month packages (not included)

Within walking distance to local events, restaurants, craft brewery, and a gym. Convenient driving to route 11, interstate 81 and 66 for easy access to travel. With so much to offer, you certainly can't miss this opportunity; contact us now and book today!

View Property Contact Details

Amenities:

Hot Tub • Internet • Tv • Bedding/Linens • Kitchen • Fireplace/Heating • Security/Safety • Laundry • Wellness Facilities • Child Friendly • Air Conditioner • Other

Charming Family Luxury Home
Villa
100 Rugby Place, Winchester, VA, VA 22603, USA

Charming Family Luxury Home is located in Winchester, just 7.7 miles from Alamo Drafthouse Cinema – Winchester and 18 miles from Cedar Creek And Belle Grove National Historical Park. The air-conditioned accommodation is 2.2 miles from Glen Burnie Historic House And Gardens, and guests can benefit from on-site private parking and complimentary Wifi. The villa is composed of 2 bedrooms, a fully equipped kitchen, and 3 bathrooms. A flat-screen TV is available. The accommodation is non-smoking. Locust Hill Golf Course is 23 miles from the villa, while Crosby Stadium is 27 miles from the property. Hagerstown Regional Airport is 46 miles away.

Amenities:

Internet • Child Friendly • Air Conditioner • Security/Safety • Parking

Beautifully Renovated Downtown Flat: Japanese Decor #2
Apartment
Strasburg, Virginia, USA

Classic 1920 brick unit styled in unique Japanese decor. Open space one bedroom one bath, with 65 large smart tv and professional culinary kitchen gas stove, indoor houseplants, luxury fabrics with a peaceful and private walkout enclosed backyard. New appliances, central heat and air, shower, tankless water heater, washer and dryer and laundry room. Freshly painted throughout, public street parking. Conveniently downtown, nearby Riverwalk park, shops and restaurants, and major commuter rt.81/66. Rent includes utilities. Credit score must be 650+ No pets No smoking or vaping.

Amenities:

Internet • Air Conditioner • Child Friendly • Laundry • Bedding/Linens • Wellness Facilities • Fireplace/Heating • Security/Safety

The Queen of Winchester
Apartment
1019 Berryville Ave, Winchester, VA, VA 22601, USA

The Queen of Winchester is located in Winchester, just 22 miles from Locust Hill Golf Course and 25 miles from Crosby Stadium. The property is around 2.1 miles from Glen Burnie Historic House And Gardens, 6.7 miles from Alamo Drafthouse Cinema – Winchester, and 16 miles from Cedar Creek And Belle Grove National Historical Park. The apartment offers both free Wifi and free private parking. The air-conditioned apartment is composed of 1 separate bedroom, a fully equipped kitchen, and 1 bathroom. A flat-screen TV is featured. The accommodation is non-smoking. Appalachian Trail Conference Headquarters is 27 miles from the apartment, while Harpers Ferry National Historical Park is 29 miles away. Hagerstown Regional Airport is 46 miles from the property.

Amenities:

Parking • Child Friendly • Internet • Security/Safety

Mountain View Bungalow in Front Royal
House
Front Royal, Virginia, USA

This special place is close to everything, making it easy to plan your visit. The large front porch highlights a beautiful view of the Shenandoah Mountains. This property offers easy access to Front Royal's shops, grocery stores, trails, and restaurants within 10 minutes. With street parking available, it's simple to get around town. Make the most of small town living in this cozy and amenity-filled home.

Amenities:

Pet Friendly • Other • Balcony/Terrace • Sports/Activities • Air Conditioner • Laundry • Fireplace/Heating • Kitchen • Security/Safety • Parking • Internet • Tv

Front Royal Studio with Mtn Views and Brick Oven
Apartment
Front Royal, VA, USA

Front Royal Studio with Mtn Views and Brick Oven is located in Front Royal, just 4.6 miles from Crosby Stadium and 19 miles from Cedar Creek And Belle Grove National Historical Park. The property is around 23 miles from Luray Caverns, 24 miles from Alamo Drafthouse Cinema – Winchester, and 30 miles from Glen Burnie Historic House And Gardens. With free Wifi, this apartment offers a cable flat-screen TV, a washing machine, and a fully equipped kitchen with an oven and microwave. Towels and bed linen are offered in the apartment. The accommodation offers an air conditioning, a heating, and a private bathroom. Washington Dulles International Airport is 53 miles from the property.

Amenities:

Accessibility • Child Friendly • Fireplace/Heating • Internet • Sports/Activities • Security/Safety • Pet Friendly • Other • Parking • Guest Services

Very charming & spacious 2 bedrm
Apartment
Winchester, Virginia, USA

Separate back entrance. Spacious fully finished walk out basement with fully furnished. It has two bed room . 1st bedroom has 1 queen bed and 2nd bedroom has two full bed . Air mattress is also available for extra person . Full kitchen with dining area. Big Living room has big screen and Projector.

Amenities:

Bedding/Linens • Fireplace/Heating • Wellness Facilities • Internet • Parking • Laundry • Other • Kitchen • Air Conditioner • Tv • Child Friendly

Nostalgia Lane in the heart of the city
Apartment
Winchester, Virginia, USA

Welcome to downtown Winchester and the beautiful Nostalgia Lane. Your apartment is located on the second floor in a vintage Tudor style building one block off of walking mall overlooking the city street.
Its space is light & airy & full of charm - Come park & walk to Handley Library, the Discovery Museum, all of the eclectic shops nearby. You will love it ! Looking for more space? I have two larger houses in downtown Winchester. Find me: Michele Bouve Hoffman on social media. Happy Travels!
The space
This historic apartment on the second floor overlooking Boscawen Street—has the original layout /dining area/ desk area/living room with large flat screen TV/ galley style kitchen and laundry area/full bath and three separate bedrooms each with plenty of light, comfortable beds, and the kind of ambience that makes guests feel at home .

Amenities:

Bedding/Linens • Kitchen • Tv • Laundry • Child Friendly • Other • Air Conditioner

Cameron Charmer pristine downtown apt with double master suites
House
Winchester, Virginia, USA

Take a step into pure luxury in this newly renovated 1930's charmer in up and coming downtown area of Winchester. Owners have spared no expense to make this the kind of place where guests can come & forget about the rest of the world ! Incredible top of the line centralized dine in kitchen, wide open & inviting living areas, two master suites each with walk in closets & baths up lovely custom pine staircase.
Come spoil yourself a bit at the Cameron Charmer, you are sure to enjoy your stay !
The space
Over 1600 square feet of lavishly renovated space where the local builder has taken great care to retain the innate charm of Old Town Winchester. Open and airy, uncluttered and refined-- those who want to be pampered a bit and like a clean and rich feel will find Cameron Charmer does not disappoint !

Amenities:

Child Friendly • Laundry • Kitchen • Bedding/Linens • Air Conditioner • Other

Peaceful Riverfront Retreat w/Yoga & Art Studio!
Apartment
Berryville, Virginia, USA

From hosting morning yoga sessions to making memories on the water, this riverfront vacation rental has everything you need for a blissful stay! This 1-bedroom, 1-bathroom apartment comes complete with a wood-burning fire pit, an easel, and a home gym. Cruise around the river in the double kayak, paint the river views from the art table, or sip some local wine at Veramar Vineyard! Whether you’re seeking serenity or on-the-water fun, this Berryville gem has it all!

-- THE PROPERTY --

Home Gym | Kayak | Direct Shenandoah River Access

Bedroom: Queen Bed

OUTDOOR LIVING: Covered patio w/ bistro table, riverfront w/ Adirondack chairs, tree swing, fire pit, life vests, beach towels
INDOOR LIVING: Flat-screen TV for DVDs only (no cable), decorative fireplace, yoga mat, elliptical machine, workout bench, art easel (art supplies not provided), dining table, board games, books, 700 sq ft
KITCHENETTE: Mini fridge, microwave, drip coffee maker, toaster, cooking basics, dishware & flatware, electric cooktop, hot plate
GENERAL: Free WiFi, keyless entry, central heating & A/C, linens/towels, complimentary toiletries, trash bags/paper towels
FAQ: 1 step required to access, no guardrails in front of river, no oven, homeowner lives on-site
PARKING: Driveway (1 vehicle)

-- THE LOCATION --

SHENANDOAH RIVER (on-site): Kayaking, tubing, fishing
HOT SPOTS: Bear's Den Scenic Lookout (11 miles), Bluemont (11 miles), Patsy Cline Historic House (16 miles), Museum of the Shenandoah Valley (17 miles), Harpers Ferry National Historical Park (23 miles), Skyline Caverns (24 miles)
RAISE A GLASS: Veramar Vineyard (7 miles), Bear Chase Brewing Company (10 miles), B Chord Brewing Company (11 miles), Dirt Farm Brewing (13 miles), Bluemont Vineyard (13 miles), Bogati Winery (13 miles), Delaplane Cellars (17 miles)
ESCAPE TO NATURE: Raven Rocks Trailhead (9 miles), Appalachian Trail Access (12 miles), Ashby Gap Trailhead (12 miles), Cool Spring Nature Preserve (13 miles), Sky Meadows State Park (15 miles), Shenandoah National Park (24 miles)
AIRPORT: Dulles International Airport (43 miles)

-- REST EASY WITH US --

Evolve makes it easy to find and book properties you'll never want to leave. You can relax knowing that our properties will always be ready for you and that we'll answer the phone 24/7. Even better, if anything is off about your stay, we'll make it right. You can count on our homes and our people to make you feel welcome — because we know what vacation means to you.

-- POLICIES --

- No smoking
- No pets allowed
- No events, parties, or large gatherings
- Additional fees and taxes may apply
- Photo ID may be required at check-in
- NOTE: The property requires 1 step to access
- NOTE: The property does not have an oven
- NOTE: The property may not be suitable for children due to the steep 6-foot drop to the river with no protective guardrails
- NOTE: It is recommended to bring your own art supplies and yoga mat
- NOTE: The homeowner lives on-site, in a separate unit with a separate entrance, and may be present during your stay

Amenities:

Security/Safety • Internet • Sports/Activities • Fireplace/Heating • Air Conditioner • Wellness Facilities • Tv • Kitchen • Bedding/Linens • Entertainment • Balcony/Terrace • Other

Available for 2026 Apple Blossom Only! 2 Bedroom on Parade Route!
Apartment
Winchester, Virginia, USA

Your 2026 Apple Blossom begins at this 2-bedroom apartment, located directly next to Handley Library on the Parade Route! The cozy space is equipped with all the essentials like a hair dryer, heating, iron, and AC. Kickback, relax, and enjoy everything Winchester and our apartment has to offer during this special weekend! Thursday, April 29 - Sunday, May 3 booking only.

Amenities:

Fireplace/Heating • Laundry • Internet • Air Conditioner • Security/Safety • Bedding/Linens • Wellness Facilities • Child Friendly

Family Friendly Retreat #6
House
Winchester

Relax in a cozy place to rest while visiting historic Winchester and its surrounding beauty!

Other things to note
Our room maintenance procedures are a little different here because our mission is to support homeless veterans through this process. When you book with us, you are asked to pay a $65 cleaning fee. This fee os used as follows:
$40 - supports homeless veterans through ARISEUnited to move veterans from homelessness to homeownership in association with the UnitedWay.
$25 - Normal cleaning fee to be reimbursed after your room is cleaned according to Check Out procedures

We are extremely proud to be able to grow this partnership and help deserving veterans and their families. I would appreciate it if you have someone in your family that served…that you would include a picture and short story about them so we can post it on our Airbnb page!

Amenities:

TV • First aid kit • Exercise equipment • Smoke alarm • Indoor fireplace • Air conditioning • Free parking on premises • Fire extinguisher • Washer • Wifi

Family Friendly Retreat #2
House
Winchester

Forget your worries in this spacious and serene space. Very near to excellent exercise facilities, shopping, historic buildings, scenic parks and a comfortable place that’s sure to meet your needs in a 5-star but budget-friendly way!

Other things to note
Our room maintenance procedures are a little different here because our mission is to support homeless veterans through this process. When you book with us, you are asked to pay a $65 cleaning fee. This fee os used as follows:
$40 - supports homeless veterans through ARISEUnited to move veterans from homelessness to homeownership in association with the UnitedWay.
$25 - Normal cleaning fee to be reimbursed after your room is cleaned according to Check Out procedures

We are extremely proud to be able to grow this partnership and help deserving veterans and their families. I would appreciate it if you have someone in your family that served…that you would include a picture and short story about them so we can post it on our Airbnb page!

Family Friendly Retreat #5
House
Winchester

Forget your worries in this spacious and serene space. Very near to excellent exercise facilities, shopping, historic buildings, scenic parks and a comfortable place that’s sure to meet your needs in a 5-star but budget-friendly way!

Other things to note
Our room maintenance procedures are a little different here because our mission is to support homeless veterans through this process. When you book with us, you are asked to pay a $65 cleaning fee. This fee os used as follows:
$40 - supports homeless veterans through ARISEUnited to move veterans from homelessness to homeownership in association with the UnitedWay.
$25 - Normal cleaning fee to be reimbursed after your room is cleaned according to Check Out procedures

We are extremely proud to be able to grow this partnership and help deserving veterans and their families. I would appreciate it if you have someone in your family that served…that you would include a picture and short story about them so we can post it on our Airbnb page!

Lovely Winchester Retreat -1
House
Winchester

Enjoy this awesome space tucked inside the heart of downtown Winchester, close to all amenities and fun throughout the year!

Great for short or long stays with onsite parking with Wifi, Smart TV and a full, stocked kitchen! Great for professionals, students and families that need to get together for special occasions!

Especially desire veterans and Active duty personnel as a part of our income goes to support homeless and elderly Vets!

Hope to see you soon! It would be a tremendous blessing!

Other things to note
Keys are planted near the water meter in a yellow cup, just get one and return it at end of stay otherwise a $50 fee.

Our room maintenance procedures are a little different here because our mission is to support homeless veterans through this process. When you book with us, you are asked to pay a $40 cleaning fee. This fee os used as follows:
$20 - supports homeless veterans through ARISEUnited to move veterans from homelessness to homeownership in association with the UnitedWay.
$20 - Normal cleaning fee to be reimbursed after your room is cleaned according to Check Out procedures

We are extremely proud to be able to grow this partnership and help deserving veterans and their families. I would appreciate it if you have someone in your family that served…that you would include a picture and short story about them so we can post it on our Airbnb page!

Amenities:

TV • Smoke alarm • Lock on bedroom door • Privacy and safety • Air conditioning • First aid kit • Fire extinguisher • Wifi • Heating and cooling • Internet and office

Family Friendly Retreat #3
House
Winchester

Forget your worries in this spacious and serene space. Very near to excellent exercise facilities, shopping, historic buildings, scenic parks and a comfortable place that’s sure to meet your needs in a 5-star but budget-friendly way!

Amenities:

Bed linens • Ceiling fan • TV • Washer • Shower gel • Air conditioning • Dryer • Clothing storage • Body soap • Hot water

Cheerful one bedroom available.
House
Winchester

Take it easy at this unique and tranquil getaway! Pet friendly, with windows on northern and eastern walls. Full access to kitchen, living room, and dining room. Cats and dogs welcome. Backyard only accessible by prior arrangement.

The space
Caleb and I and the cats welcome you! Caleb lives in the room next door and I live in the basement. The cats go wherever they like!

Guest access
Living room, kitchen, and dining room are shared spaces. TV in the main room is available for guest use.

Other things to note
1 outdoor camera on smart-locking front door.

Amenities:

Lock on bedroom door • Carbon monoxide alarm • Hair dryer • Smoke alarm • Essentials • Iron • Fire extinguisher • Central heating • TV • Air conditioning

Family Friendly Retreat #1
House
Winchester

Forget your worries in this spacious and serene space. Very near to excellent exercise facilities, shopping, historic buildings, scenic parks and a comfortable place that’s sure to meet your needs in a 5-star but budget-friendly way!

Other things to note
Our house maintenance procedures are a little different here because our mission is to support homeless veterans through this process. When you book with us, you are asked to pay a $65 cleaning fee. This fee os used as follows:
$40 - supports homeless veterans through ARISEUnited to move veterans from homelessness to homeownership in association with the UnitedWay.
$25 - Normal cleaning fee to be reimbursed after your room is cleaned according to Check Out procedures

We are extremely proud to be able to grow this partnership and help deserving veterans and their families. I would appreciate it if you have someone in your family that served…that you would include a picture and short story about them so we can post it on our Airbnb page!

Amenities:

Shower gel • Air conditioning • Free dryer – In building • Ceiling fan • Washer • Hot water • TV • Clothing storage: closet • Bed linens • Body soap

Family Friendly Retreat #3
House
Winchester

Forget your worries in this spacious and serene space. Very near to excellent exercise facilities, shopping, historic buildings, scenic parks and a comfortable place that’s sure to meet your needs in a 5-star but budget-friendly way!

Other things to note
Our room maintenance procedures are a little different here because our mission is to support homeless veterans through this process. When you book with us, you are asked to pay a $65 cleaning fee. This fee os used as follows:
$40 - supports homeless veterans through ARISEUnited to move veterans from homelessness to homeownership in association with the UnitedWay.
$25 - Normal cleaning fee to be reimbursed after your room is cleaned according to Check Out procedures

We are extremely proud to be able to grow this partnership and help deserving veterans and their families. I would appreciate it if you have someone in your family that served…that you would include a picture and short story about them so we can post it on our Airbnb page!

Amenities:

Clothing storage • Dryer • Ceiling fan • Body soap • TV • Bed linens • Hot water • Washer • Air conditioning • Shower gel

Family Friendly Retreat #4
House
Winchester

Forget your worries in this spacious and serene space. Very near to excellent exercise facilities, shopping, historic buildings, scenic parks and a comfortable place that’s sure to meet your needs in a 5-star but budget-friendly way!

Other things to note
Our room maintenance procedures are a little different here because our mission is to support homeless veterans through this process. When you book with us, you are asked to pay a $65 cleaning fee. This fee os used as follows:
$40 - supports homeless veterans through ARISEUnited to move veterans from homelessness to homeownership in association with the UnitedWay.
$25 - Normal cleaning fee to be reimbursed after your room is cleaned according to Check Out procedures

We are extremely proud to be able to grow this partnership and help deserving veterans and their families. I would appreciate it if you have someone in your family that served…that you would include a picture and short story about them so we can post it on our Airbnb page!

Amenities:

Hot water • Clothing storage • Washer • Dryer • Ceiling fan • Air conditioning • TV • Bed linens • Shower gel • Body soap

A quiet and safe place to stay.
House
Berryville

Relax with the whole family at this peaceful place to stay.

Amenities:

Fire extinguisher • Heating • Dryer • Smoke alarm • Central air conditioning • 55 inch TV with Netflix • Children’s dinnerware • Children’s books and toys • Paid washer – In building • Exercise equipment

Twin Room in Quiet Neighborhood
House
Frederick County

Relax with the whole family at this peaceful place to stay. We are close to various wineries, Cedar Creek Battlefield, Shenandoah University, and Winchester. The Skyline Parkway is within a short distance and makes for a nice day trip.

Monthly only one-bedroom private efficiency
House
Frederick County

*Monthly* Kick back and relax in your own private space. This immaculate efficiency apartment is geared towards quiet students, professionals, or slow travelers looking to call the Winchester area home for a bit. Located in a quiet neighborhood just a short drive from the Winchester Medical Center and Shenandoah University, this space provides a fully furnished apartment which is part of our single family home. Privacy is ensured with your own entrance and sound mitigation barriers.

The space
One bedroom with a full sized bed. Private full on-suite bathroom features a vanity. You will have a private entrance with keyless entry to your space.
The kitchenette has many appliances including a microwave, slow cooker, toaster/air fry oven, hot plate, Keurig and drip coffee, full size sink with disposal, but it does not have a range type oven or dishwasher.

Guest access
Street parking for one car is free and ample. While the neighborhood is very walkable with a bike trail and sidewalks, a car is best for this area's shopping and amenities.
Area:
Winchester Medical Center : 7 miles/ 13 min,
Shenandoah University : 6 miles / 12 min.
Dulles International Airport : 39 miles
Shenandoah National Park : 16 miles

Other things to note
While we have a fairly quiet household and no children or pets, you will hear us occasionally as this apartment is attached/part of our home. Occasionally our family will visit and that will create more temporary noise. My husband will occasionally be in his little wood shop which can make some machine noise. We have installed sound mitigation materials to reduce this as much as possible. Again, we have done everything we can to make this space as private and comfortable as possible.
Also, while we have no cameras on the apartment side of the home, we do have them on the outside of the front and back of the home.
Parking for one car is on the street in front of our home. We ask that you pull up to the utility box at the corner of our lot.

Amenities:

Conditioner • Hot water • Shower gel • Free washer – In unit • Cleaning products • Dryer – In unit • Hangers • Essentials • Hair dryer • Shampoo

Room in Quiet Neighborhood
House
Frederick County

Private room in a quiet peaceful neighborhood in Stephens City. Close to Winchester and Farmers Markets galore. Also close to Shenandoah University. Come and explore the historic area with many battle fields in the surrounding area.

Amenities:

Bathtub • Body soap • Portable fans • Essentials • Hair dryer • Hot water • Bed linens • Air conditioning • Conditioner • Shampoo

Private room in Winchester VA
House
Winchester

Your family will be close to everything when you stay at this centrally-located place.

Private Room in Winchester VA
House
Winchester

Bring the whole family to this great place with lots of room for fun.

Amenities:

Cleaning products • Extra pillows and blankets • Room-darkening shades • Hangers • Iron • Bathtub • Essentials • Central air conditioning • Hot water • Clothing storage: closet

Private Room with own entrance
House
Winchester

Forget your worries in this spacious and serene space.

Amenities:

Cleaning products • Dryer • Washer • Extra pillows and blankets • Clothing storage • Hangers • Hair dryer • Iron • Bed linens • Essentials

Old Town Winchester Gem
House
Winchester

Ask about pricing for stays over 45 days! You will be two blocks from the Old Town Winchester Pedestrian Walking Mall along with all of its shops, restaurants and history. You'll have a private bedroom. You'll share the house with one other guest. There's a full sized washer and dryer in the basement, street parking right out front and quick access to all the wonderful things Winchester and the Shenandoah Valley have to offer. And Washington, DC is just over the mountain about 75 miles!

The space
The first floor has a living room, dining room and kitchen. These are shared spaces with one other guest.

The second floor has two private bedrooms - one for you, one for one other guest. There is a shared bathroom and a large linen closet.

The basement has a full sized washer and dryer.

All utilities are included.
Fiber optics high speed internet.
Fully stocked kitchen - plates, pots and pans, cooking utensils, etc.

Guest access
You can use all parts of the house except for the second bedroom which is occupied by another guest.

During your stay
Reach out to Linda by text, call or email.

Amenities:

Carbon monoxide alarm • Washer • Free parking on premises • Wifi • Self check-in • Smoke alarm • Air conditioning • Lock on bedroom door • Fire extinguisher

Sean’s Bar Cozy Irish Retreat
Apartment
Winchester

Sean’s Bar – A Cozy Irish-Inspired Retreat in Winchester

Welcome to Sean’s Bar, a unique lower lever apartment just off I-81 and minutes from downtown Winchester. Designed with charm and convenience, this cozy space offers a comfortable stay.

Inspired by Sean’s Bar, the oldest pub in Ireland, this apartment captures the warmth and character of an authentic Irish pub. Whether you're visiting for business, a weekend getaway, or just passing through, you'll love the inviting atmosphere.

The space
Experience the Charm of Ireland in Winchester at Sean’s Bar – A Cozy Basement Retreat

Welcome to Sean’s Bar, a unique and cozy basement apartment conveniently located just off I-81 and minutes from downtown Winchester. This stylish and comfortable retreat offers exceptional value, blending history, charm, and convenience for travelers seeking a memorable stay.

Inspired by Sean’s Bar, the oldest pub in Ireland, this space has been designed to capture the warmth, authenticity, and character of a true Irish pub—right in the heart of Winchester. Whether you're here for business, a weekend getaway, or just passing through, you'll find this one-of-a-kind apartment to be a perfect mix of comfort and charm.

What You’ll Love About the Space:

Irish Pub-Inspired Ambiance – Enjoy a cozy atmosphere reminiscent of the legendary Sean’s Bar, complete with rustic decor and warm lighting.
Prime Location – Quick and easy access to I-81, making travel a breeze. Downtown Winchester, with its vibrant restaurants, shops, and historic sites, is just a short drive away.
Comfort & Convenience – A well-appointed living space with all the essentials to make your stay comfortable, including a fully equipped kitchen, cozy bedroom, and modern amenities.
Affordable Luxury – Get the best of both worlds with a unique and inviting stay at an unbeatable value.
Book your stay today and experience a little taste of Ireland in the heart of Virginia! 🍀🍻

Winchester Landmarks on the Map

Compare the Best Landmarks in Winchester – Addresses, Prices, Stars, Rating, and Review Count

Property Name Address Price ($) Star Rating Review Count Book
Valley Vista-Mins to SkylineDrive-Hot Tub-King, Queen Beds 515 Corron Drive, Front Royal, VA, VA 22630, USA 206 4.0 8.3 12 Click here
Cleveland Park awesome Winchester 2 BR 1st fl napt. walk to everything! Winchester, Virginia, USA 288 2.0 1 Click here
Cozy Cottage w Hot Tub, Fire Pit, WiFi & Sunroom! 437 Joans Quadrangle Road, Front Royal, VA, 22630, USA 169 4.0 7.5 11 Click here
Spacious Cabin on Cedar Creek, Shenandoah's hidden getaway! Strasburg, Virginia, USA 227 10.0 117 Click here
Rivers Edge - On the River, Breathtaking views! 377 Avalon Drive, Front Royal, VA, VA 22630, USA 215 4.0 10.0 3 Click here
Riverfront - Happy Peach on the Shenandoah Strasburg, Virginia, USA 197 10.0 104 Click here
Luxury 4BR Retreat Kitchen Grill Fireplace 111 Sundial Ct, Winchester, VA, VA 22602, USA 278 4.0 10.0 3 Click here
The Nest at Chester Gap Chester Gap, Virginia, USA 481 10.0 104 Click here
Multi-gen Family Mountain House 208 Markham Farm Road, Front Royal, VA, VA 22630, USA 382 4.0 10.0 3 Click here
Beautiful Historic Home Overlooking Shenandoah River and Blue Ridge Mountains Boyce, Virginia, USA 720 10.0 86 Click here
A Whimsical Farmhouse Retreat- Suite 3 343 1st Street Suite 3, Berryville, VA, VA 22611, USA 210 4.0 7.5 2 Click here
Modern Mountain Retreat w/Deck + Hot Tub! Chester Gap, Virginia, USA 288 9.8 74 Click here
Pure Luxury 111 Sundial Ct, Winchester, VA, VA 22602, USA 258 4.0 10.0 2 Click here
Family Retreat w/Deck Near Appalachian Trail! Berryville, Virginia, USA 458 10.0 45 Click here
Apt movie theater game room treadmill 111 Sundial Ct, Winchester, VA, VA 22602, USA 150 4.0 10.0 1 Click here
Beautifully Restored Log Cabin in Bluemont, VA Bluemont, Virginia, USA 222 10.0 43 Click here
Hot Tub - Fire Pit - Fast Wi-Fi - Pet Friendly - Wine Country Escape 1713 Old Chapel Road, Boyce, VA, VA 22620, USA 486 4.0 8.0 1 Click here
Front Royal Hilltop Cabin w/Panoramic Views! Front Royal, Virginia, USA 730 10.0 38 Click here
Front Royal Hilltop Cabin with Panoramic Views! Front Royal, VA, USA 700 4.0 10.0 1 Click here
Historic Mountain Cottage at Blue Ridge Overlook Bluemont, Virginia, USA 394 10.0 25 Click here
Elegant Paris Manor with Private Pool! Paris, VA, USA 1910 4.0 1 Click here
Peaceful Mountain Retreat Near Appalachian Trail, Wineries, Breweries and More Bluemont, Virginia, USA 448 10.0 19 Click here
Pet-Friendly Berryville Home Walk to Main Street! Berryville, VA, USA 143 3.0 9.6 5 Click here
Idle Hour at Chester Gap Front Royal, Virginia, USA 277 10.0 15 Click here
Chic Front Royal Retreat Near Shenandoah River! Front Royal, VA, USA 280 3.0 8.8 4 Click here
Stunning Former Winery w/Pool & Mtn Views! Berryville, Virginia, USA 1543 9.6 12 Click here
Modern Mountain Retreat with Deck and Hot Tub! Chester Gap, VA, USA 200 3.0 9.7 3 Click here
The Outpost Suite 3 - Whimsical Farmhouse Retreat Berryville, Virginia, USA 189 7.2 10 Click here
Front Royal Retreat on 3 Acres with Mtn Views! Front Royal, VA, USA 286 3.0 8.5 2 Click here
The Outpost Suite 2- A Curated Farmhouse Suite Berryville, Virginia, USA 198 6.6 7 Click here
Shenandoah Thunder Chalet Guest Suite 959 Thunder Rd, Front Royal, VA, VA 22630, USA 318 3.0 10.0 2 Click here
Beautiful, cozy retreat in wine country! Berryville, Virginia, USA 122 10.0 4 Click here
Shenandoah Valley Home - 9 Mi to Natl Park! Front Royal, VA, USA 182 3.0 3.0 1 Click here
Modern House Barn @ 66 acre- Horse Farm Berryville, Virginia, USA 182 8.0 4 Click here
Historical Paris Cabin on Farm with Fire Pit! Paris, VA, USA 304 3.0 10.0 1 Click here
Historical and Spacious House in the Center of Small Town Life Strasburg, Virginia, USA 225 10.0 3 Click here
Front Royal Retreat about 1 Mi to National Park! Front Royal, VA, USA 324 3.0 9.0 1 Click here
Berryville Bliss: Basement Apartment in welcoming Berryville Berryville, Virginia, USA 297 10.0 3 Click here
Family Retreat with Deck Near Appalachian Trail! Berryville, VA, USA 389 3.0 10.0 1 Click here
Riverbend Retreat Berryville, Virginia, USA 134 10.0 2 Click here
Juliana Spa Suite - Entire Main Apartment 1019 Berryville Avenue Main Floor, Winchester, VA, VA 22601, USA 148 8.0 3 Click here
Beautifully Renovated Downtown Flat: Japanese Decor Strasburg, Virginia, USA 52 1 Click here
Charming Family Luxury Home 100 Rugby Place, Winchester, VA, VA 22603, USA 180 4.0 3 Click here
Beautifully Renovated Downtown Flat: Japanese Decor #2 Strasburg, Virginia, USA 54 1 Click here
The Queen of Winchester 1019 Berryville Ave, Winchester, VA, VA 22601, USA 145 7.0 1 Click here
Mountain View Bungalow in Front Royal Front Royal, Virginia, USA 166 1 Click here
Front Royal Studio with Mtn Views and Brick Oven Front Royal, VA, USA 158 9.0 1 Click here
Very charming & spacious 2 bedrm Winchester, Virginia, USA 172 1 Click here
Nostalgia Lane in the heart of the city Winchester, Virginia, USA 184 1 Click here
Cameron Charmer pristine downtown apt with double master suites Winchester, Virginia, USA 198 1 Click here
Peaceful Riverfront Retreat w/Yoga & Art Studio! Berryville, Virginia, USA 336 1 Click here
Available for 2026 Apple Blossom Only! 2 Bedroom on Parade Route! Winchester, Virginia, USA 353 1 Click here
Family Friendly Retreat #6 Winchester 20 2.0 1 Click here
Family Friendly Retreat #2 Winchester 25 5.0 1 Click here
Family Friendly Retreat #5 Winchester 25 9.1 1 Click here
Lovely Winchester Retreat -1 Winchester 26 1 Click here
Family Friendly Retreat #3 Winchester 30 10.0 1 Click here
Cheerful one bedroom available. Winchester 30 9.52 1 Click here
Family Friendly Retreat #1 Winchester 35 8.34 1 Click here
Family Friendly Retreat #3 Winchester 35 6.0 1 Click here
Family Friendly Retreat #4 Winchester 35 8.0 1 Click here
A quiet and safe place to stay. Berryville 40 10.0 1 Click here
Twin Room in Quiet Neighborhood Frederick County 43 9.78 1 Click here
Monthly only one-bedroom private efficiency Frederick County 44 9.6 1 Click here
Room in Quiet Neighborhood Frederick County 44 9.94 1 Click here
Private room in Winchester VA Winchester 45 9.46 1 Click here
Private Room in Winchester VA Winchester 45 9.34 1 Click here
Private Room with own entrance Winchester 48 1 Click here
Old Town Winchester Gem Winchester 49 1 Click here
Sean’s Bar Cozy Irish Retreat Winchester 50 9.0 1 Click here

Note: The prices for each Landmarks in Winchester do vary. This can be because of the number of people you are booking for, how far in advance you book and the season. The prices above are only meant as a rough estimate for comparison purposes. Click the buttons above (or click here) to get the latest prices.

Frequently Asked Questions

Accommodations in Winchester that offer a pool include:

  • Beautiful Historic Home Overlooking Shenandoah River and Blue Ridge Mountains.- Review Count: 86, Rating: 10.0
  • Elegant Paris Manor with Private Pool!.- Review Count: 0, Rating: 0.0
  • Stunning Former Winery w/Pool & Mtn Views!.- Review Count: 12, Rating: 9.6

Accommodations in Winchester offering spa or wellness facilities include:

  • Shenandoah Valley Home - 9 Mi to Natl Park!.- Review Count: 1, Rating: 3.0
  • Juliana Spa Suite - Entire Main Apartment.- Review Count: 3, Rating: 8.0

Family-friendly accommodations in Winchester include:

  • Valley Vista-Mins to SkylineDrive-Hot Tub-King, Queen Beds.- Review Count: 12, Rating: 8.3
  • Cleveland Park awesome Winchester 2 BR 1st fl napt. walk to everything!.- Review Count: 0, Rating: 0.0
  • Cozy Cottage w Hot Tub, Fire Pit, WiFi & Sunroom!.- Review Count: 11, Rating: 7.5

Pet-friendly accommodations in Winchester include:

  • Valley Vista-Mins to SkylineDrive-Hot Tub-King, Queen Beds.- Review Count: 12, Rating: 8.3
  • Cleveland Park awesome Winchester 2 BR 1st fl napt. walk to everything!.- Review Count: 0, Rating: 0.0
  • Cozy Cottage w Hot Tub, Fire Pit, WiFi & Sunroom!.- Review Count: 11, Rating: 7.5

Accommodations in Winchester that serve free breakfast include:

  • Multi-gen Family Mountain House.- Review Count: 3, Rating: 10.0

Accommodations in Winchester that offer on-site parking include:

  • Valley Vista-Mins to SkylineDrive-Hot Tub-King, Queen Beds.- Review Count: 12, Rating: 8.3
  • Cleveland Park awesome Winchester 2 BR 1st fl napt. walk to everything!.- Review Count: 0, Rating: 0.0
  • Cozy Cottage w Hot Tub, Fire Pit, WiFi & Sunroom!.- Review Count: 11, Rating: 7.5

Some of the best Accommodations in Winchester are:

  • Valley Vista-Mins to SkylineDrive-Hot Tub-King, Queen Beds.- Review Count: 12, Rating: 8.3
  • Cozy Cottage w Hot Tub, Fire Pit, WiFi & Sunroom!.- Review Count: 11, Rating: 7.5
  • Rivers Edge - On the River, Breathtaking views!.- Review Count: 3, Rating: 10.0

Some of the popular Accommodations in Winchester are:

  • Spacious Cabin on Cedar Creek, Shenandoah's hidden getaway!.- Review Count: 117, Rating: 10.0
  • Riverfront - Happy Peach on the Shenandoah.- Review Count: 104, Rating: 10.0
  • The Nest at Chester Gap.- Review Count: 104, Rating: 10.0