Best Accommodations in Winchester

Affordable Accommodations in Winchester

Discover the best accommodations in Winchester with our expert recommendations. Each option has been chosen for its quality, ensuring an extraordinary travel experience.

Landmarks in Winchester
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"

Landmarks in Winchester
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:

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

Landmarks in Winchester
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!"

Landmarks in Winchester
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!"

Landmarks in Winchester
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"

Landmarks in Winchester
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."

Landmarks in Winchester
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"

Landmarks 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."

Landmarks in Winchester
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!"

Landmarks in Winchester
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."

Landmarks in Winchester
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:

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

Landmarks in Winchester
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."

Landmarks in Winchester
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:

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

Landmarks in Winchester
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."

Landmarks in Winchester
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 • Security/Safety • Internet • Parking • Child Friendly

Landmarks in Winchester
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."

Landmarks in Winchester
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:

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

Landmarks in Winchester
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!"

Landmarks in Winchester
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:

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

Landmarks in Winchester
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."

Winchester Family Friendly Accommodations

Winchester Accommodations with Parking

Winchester Pet Friendly Accommodations

Winchester Accommodations with Entertainment

Winchester Accommodations with Private Pool

Winchester Accommodations with Spa

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

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