Charming Vacation Rentals in Gloucester, VA

Gloucester Retreat with Backyard Oasis and Pier!
House
Gloucester, VA, USA

Gloucester Retreat with Backyard Oasis and Pier! is located in Gloucester, just 28 miles from Water Country USA and 28 miles from Busch Gardens Williamsburg. Guests staying at this vacation home have access to a fully equipped kitchen. Free Wifi is available throughout the property and Busch Gardens & Water Country is 28 miles away. Offering 4 bedrooms, this spacious air-conditioned vacation home features 3 bathrooms with a bath, 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. Newport News/Williamsburg International Airport is 26 miles from the property.

Amenities:

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

Holiday Inn Express Gloucester by IHG
Hotel
6639 Forest Hill Ave, Gloucester, VA, 23061, USA

Hotel with free breakfast, near Gloucester Museum of History
Along with a 24-hour fitness center, this hotel has coffee/tea in a common area and a seasonal outdoor pool. Free buffet breakfast, free WiFi in public areas, and free self parking are also provided. Additionally, a business center, a meeting room, and laundry facilities are onsite.
Holiday Inn Express Gloucester by IHG offers 79 accommodations with coffee/tea makers and hair dryers. These individually furnished accommodations include desks. Refrigerators and microwaves are provided.

This Gloucester hotel provides complimentary wireless Internet access. Premium cable television is provided. Additionally, rooms include irons/ironing boards and blackout drapes/curtains. Housekeeping is provided daily.


Recreational amenities at the hotel include a 24-hour fitness center and a seasonal outdoor pool.

Guest Reviews:

- "Extremely friendly made the stay very nice to have such a friendly staff. " - "RELAXING. The moment you walk into the room, you relax. Fluffy white queen beds, beautiful nature view out the window, clean roomy bathroom. I think the way the white shower curtains are hung made the shower look more spacious and relaxing. Thank you!" - "Really clean!! " - "amazing breakfast, friendly and efficient staff" - "Comfortable bed, clean bathroom, and welcoming staff."

Holiday Inn Express - Gloucester by IHG
Hotel
6639 Forest Hill Avenue, Gloucester, VA, 23061, USA

Located in Gloucester, 23 miles from Busch Gardens & Water Country, Holiday Inn Express - Gloucester by IHG has accommodations with a seasonal outdoor swimming pool, free private parking, a fitness center and a shared lounge. The 3-star hotel has air-conditioned rooms with a private bathroom and free WiFi. Busch Gardens Williamsburg is 23 miles away and Duke Of Gloucester Street is 27 miles from the hotel. At the hotel, the rooms are equipped with a desk. All rooms in Holiday Inn Express - Gloucester by IHG are equipped with a TV and a hairdryer. The accommodation can conveniently provide information at the reception to help guests to get around the area. Colonial Williamsburg is 29 miles from Holiday Inn Express - Gloucester by IHG, while Water Country USA is 23 miles from the property. Newport News/Williamsburg International Airport is 21 miles away.

Guest Reviews:

- "Great location and staff was very helpful." - "Pleasant as always"

Hampton Inn Gloucester
Hotel
6638 Forest Hill Ave, Gloucester, VA, 23061, USA

Art Deco hotel with free breakfast and a fitness center
An indoor pool, a fitness center, and a bar/lounge are available at this smoke-free hotel. Free buffet breakfast, free WiFi in public areas, and free self parking are also provided. Additionally, a snack bar/deli, a 24-hour business center, and a coffee shop/cafe are onsite.
Hampton Inn Gloucester offers 84 air-conditioned accommodations with complimentary newspapers and coffee/tea makers. Beds feature down comforters and premium bedding. Televisions come with cable channels. Bathrooms include bathtubs or showers with deep soaking bathtubs and hydromassage showerheads, complimentary toiletries, and hair dryers.

This Gloucester hotel provides complimentary wired and wireless Internet access. Business-friendly amenities include phones along with free local calls (restrictions may apply). Additionally, rooms include irons/ironing boards and blackout drapes/curtains. A nightly turndown service is provided and housekeeping is offered daily.


Recreational amenities at the hotel include an indoor pool and a fitness center.

Guest Reviews:

- "I would stay again " - "This was probably the best breakfast selection I’ve seen in a while. Easily saved at least $30 on breakfast. In addition, the staff couldn’t have been more pleasant. " - "The staff was so accommodating. We were there because of a funeral and the staff went above and beyond to help us with early check in. The manager Wilbur was so helpful as well " - "Front desk staff are always accommodating and friendly. Buffet is really good and well stocked. The indoor pool is such a a great bonus."

Hampton Inn Gloucester
Hotel
6638 Forest Hill Avenue, Gloucester, VA, VA 23061, USA

Hampton Inn Gloucester is located in Gloucester, within 23 miles of Busch Gardens & Water Country and 29 miles of Colonial Williamsburg. This 3-star hotel offers a shared lounge and a 24-hour front desk. The hotel features an indoor pool and luggage storage space. A business center and vending machines with snacks and drinks are available on site at the hotel. Water Country USA is 23 miles from Hampton Inn Gloucester, while Busch Gardens Williamsburg is 23 miles away. Newport News/Williamsburg International Airport is 21 miles from the property.

Guest Reviews:

- "Good night stay. Clean efficient friendly" - "Our go to when we come to Gloucester" - "EXCELLENT!" - "It was great." - "Very relaxing" - "It was very nice and we will definitely be back!" - "Really nice stay,would stay again" - "I had a great time in a clean, comfortable and affordable hotel." - "The hotel needs to be cheaper if they are not gonna update their beds." - "I probably won't stay here again because of the price."

Chesapeake Bay RV Resort Thousand Trails - Campground
RV Rental
12014 Trails Lane, Gloucester, VA, 23061, USA

Family-friendly campground with 2 outdoor pools and a marina
This campground features a marina, 2 outdoor pools, and a restaurant. Self parking is free. Other amenities include a hot tub, laundry facilities, and an arcade/game room.
All 20 accommodations have flat-screen TVs with satellite channels and feature kitchenettes with refrigerators, stovetops, and microwaves. Guests will also find coffee makers.
Chesapeake Bay RV Resort Thousand Trails - Campground offers 20 air-conditioned accommodations with coffee/tea makers. Flat-screen televisions come with satellite channels. Kitchenettes offer refrigerators, stovetops, microwaves, and cookware/dishes/utensils.
2 outdoor swimming pools are on site along with a hot tub.

The recreational activities listed below are available either on site or nearby; fees may apply.

Guest Reviews:

- "It was awesome caught lots of big fish. The cabin felt like home." - "Was not happy with communication was told could check in early morning and charge 30 .buy a gentlemen night before chrck in next fday lady told us no but heard a lady beforevus got to chrck in earky paying 30 dollars thought was very unfair lady was not very pleasant while telling us so will not stsy in location again " - "Cabin was clean,and cold AC. Plenty of activities for everyone. Wonderful time, will be back."

Radiant Gloucester House with Private Porch!
House
Gloucester, VA, USA

Radiant Gloucester House with Private Porch! is located in Gloucester, just 30 miles from Colonial Williamsburg and 25 miles from Water Country USA. The property is around 25 miles from Busch Gardens Williamsburg, 29 miles from Duke Of Gloucester Street, and 29 miles from Cary Stadium. Free Wifi is available throughout the property and Busch Gardens & Water Country is 25 miles away. The air-conditioned vacation home consists of 2 bedrooms, 3 living rooms, a fully equipped kitchen with a dishwasher and a coffee machine, and 1 bathroom with a bath and a hair dryer. Towels and bed linen are offered in the vacation home. For added privacy, the accommodation features a private entrance. Zable Stadium is 30 miles from the vacation home. Newport News/Williamsburg International Airport is 22 miles from the property.

Guest Reviews:

- "This is our go-to for a comfortable, private place to relax when visiting the Gloucester/Williamsburg area." - "Great house to rent for groups up to 6 people." - "Very good. But I should not have to make trash runs to the city dump."

Historic Cottage on Ware River Estate
Cottage
Gloucester, Virginia, USA

Come spend your vacation in this quiet, peaceful setting on the Ware River. This charming and romantic 2 story cottage has hand hewn post and peg construction dating to the 1890's. There are fireplaces in both the living room and bedroom with ceiling fans in the bedroom and on the front porch. Just in front of the cottage is a restored icehouse used to store vegetables and dairy with blocks of ice brought from up north by steamboats down the Chesapeake Bay. The waterfront is a short stroll down our private oyster shell drive and has a pier with a floating dock, table, chairs and fishing gear. This is a perfect spot for watching our beautiful sunsets while enjoying a glass of wine, fishing, crabbing, or launching your canoe or kayak. The Cottage is 1 hr from Richmond or Norfolk, 2 hours from DC, 45 min from Williamsburg, 30 min from Yorktown, and 20 minutes to the Arts and waterman community of Mathews. It provides a great home base for exploring this beautiful and diverse region of Virginia.

Guest Reviews:

- "Loved everything about this place" - "The property is absolutely stunning, with beautiful gardens and access to the Ware River. The Cottage is small and tidy with decorations appropriate to its location. The kitchen is well equipped. Great area with lots to do either on the various rivers or bays or in the quaint small villages. A gem!" - "We enjoyed staying in this beautiful cottage and having access to the dock a short walk away. Beautiful property with all of your needs."

North Home on North River with Community Dock
House
Blackwater, VA, USA

Both parking on-site and free Wifi are available at North Home on North River with Community Dock. The air-conditioned vacation home consists of 3 bedrooms, a living room, a fully equipped kitchen with an oven and a coffee machine, and 2 bathrooms with a shower and free toiletries. Towels and bed linen are featured in the vacation home. The property has an outdoor dining area. Newport News/Williamsburg International Airport is 33 miles away.

Amenities:

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

Relax, Refresh, Renew.Waterfront Cottage.Near Williamsburg
Cottage
Gloucester, Virginia, USA

Enjoy the breathtaking views from anywhere in this brand new Waterfront Cottage. You can watch the sunrise from the King Master Suite - bedroom as well as the sunset! Great escape from the city as this riverfront cottage is just a short drive from Williamsburg, Richmond and Northern Virginia. Find tranquility in the country on the Ware River (off the Mobjack Bay). Embrace the peace and quiet as you partake in the beauty of nature all around you. The house has been described as a 'Mini Westin'. Upscale and the perfect retreat for those seeking solitude. Enjoy the screened in porch and rock away your cares....Share the comfy rocking chairs with someone special as you watch the sunrises, sunsets and the wonderful moonlit nights! There are TWO KAYAKS AND A CANOE!!!!!!!

Keywords: Secluded Waterfront Getaway, Boating, Beach, Waterfront, Waterview, Private, Near Golf Courses, Near Williamsburg, Peaceful, Quiet, Beach House

Guest Reviews:

- "So good...best vacation home ever! Thanks soooo much for letting us use it! It really blessed us!" - "Great place for fishing and having fun with the family" - "This was our second visit to this lovely home. We stayed a full week and wish we could have stayed longer. It is in a beautiful and charming area of Virginia. The house is mere feet from the water. We loved relaxing to the sound of the waves on the screened porch. There is plenty to do in driving distance including Williamsburg, Busch Gardens, and Jamestown. We took a day trip to Montecello which was absolutely worth the drive. The little country store just down the road is a must-visit. We enjoyed eating at Scoot’s Barbecue and Hole in the Wall which are 20-30 minutes (approx.) away but worth the drive. We also enjoyed exploring the quaint nearby town of Mathews. Check out Southwind Pizza if you go. The home is perfect for a couple or small family. My husband, 11-year-old son, and I enjoying kayaking with the provided equipment. We saw a large bald eagle right on property. Beds were comfy and kitchen was adequately stocked for preparing meals and snacks."

Family-Friendly Main St Gloucester Apt with Balcony!
Apartment
Gloucester, VA, USA

Family-Friendly Main St Gloucester Apt with Balcony! is located in Gloucester, just 26 miles from Colonial Williamsburg and 24 miles from Water Country USA. This apartment offers accommodations with a balcony. Free Wifi is available throughout the property and Busch Gardens & Water Country is 25 miles away. The air-conditioned apartment consists of 2 bedrooms, a living room, a fully equipped kitchen with an oven and a coffee machine, and 1 bathroom with a bath and a hair dryer. Towels and bed linen are featured in the apartment. The property has an outdoor dining area. Busch Gardens Williamsburg is 26 miles from the apartment, while Cary Stadium is 27 miles away. Newport News/Williamsburg International Airport is 22 miles from the property.

Amenities:

Transportation/Shuttle • Pet Friendly • Internet • Spa • Accessibility • Fireplace/Heating • Child Friendly • Guest Services • Other • Parking • Security/Safety

Charming Quiet Retreat on North River in Historic Gloucester, Virginia
House
Gloucester, Virginia, USA

Welcome to this guesthouse garage apartment on the North River in Gloucester! Enjoy a quiet retreat at this private setting overlooking both a river and a creek in Gloucester County. The property is a separate building from the owners' house, and is very private. Nestled in an area of historic estates and down a long country lane, this guest house apartment offers a base for exploring the Historic Triangle – Williamsburg, Jamestown and Yorktown -- only a half hour to fifty minutes away. You can also explore the rural counties of Gloucester and Mathews with historic courthouses and charming shops. While the property feels away-from-it all, it is only five miles from the village of Gloucester with restaurants, grocery stores, a gourmet shop with prepared foods, and clothes and jewelry and gift shops. It is also a short drive from an historic country store on neighboring Ware Neck that has both prepared foods and a wine shop, and it is near the world-renowned gardens of Brent and Becky's Bulbs. A canoe and two kayaks are available for paddling or fishing. Country walks, birding, or quiet reading on a deck overlooking both a river and a creek are relaxing pastimes that await you. Guests also have access to the owners' private dock and can fish from the dock, the shore or the kayaks.

The apartment contains 1 separate bedroom, a large living room with kitchen and dining nook, 1 bathroom, and a comfortable deck overlooking woods and water. The deck can comfortably seat 4 for meals. The bedroom has a queen bed, and the living room has a couch that turns into a queen size futon bed. The space is most comfortable for individuals, a couple, or a couple with a child or two. With the convertible couch in the living room, the property can accommodate up to four adults. It is a perfect place to chill out for a quiet week, few weeks or weekend, or to use as a base for touring the many historic areas in Tidewater Virginia. Longer term stays are also welcome. There are many cultural activities in Jamestown, Yorktown, and Colonial Williamsburg in addition to the historic sites themselves. The villages of Gloucester and Mathews also have various festivals and events throughout the year. This area of Gloucester County was once known as the "Venice of Tidewater," and today is still known as the "land of life worth living." There is opportunity for country walks and boating on the river and creek right here. Wifi is available through a Verizon Jetpack. Come for a visit to our beautiful area!

Guest Reviews:

- "Stayed for two weeks while irking as a locum doc. Great location. Comfortable bed. Well stocked kitchen. Great communication with owners" - "Cartridge house is clean and comfortable. Property is amazing and host are very nice people." - "This property is amazing. Rural but close to amenities. We saw squirrels, deer with fawns, turkeys, raccoons, and a fox. We were able to kayak and enjoy the water. Would have loved to stay longer!!!"

"Bee Haven" Cottage Retreat Near Colonial Williamsburg
House
Gloucester, Virginia, USA

Curious about what makes Gloucester so wonderful? Live like a local at "Bee Haven Cottage Retreat" and find out for yourself at our newly renovated 2 bedroom cottage. Super homey and spacious open floor plan living area allows for guests to have memorable family & friend time. Sit around with the windows open, sipping morning coffee or come out to the inviting front porch to listen to the birds chirping or star gazing while sipping evening wine. Our street is quiet & very safe with free parking spaces. Shops, restaurants, hiking, lovely beaches & Colonial Williamsburg all within a short driving distance of our home.

LIVING ROOM:
*Smart 55" TV, Cable Wifi Wireless Internet throughout entire house
*Lounge Couch comfortable for 4 & Side Chair
*Board Games, Uno & deck of cards
*Plenty of lighting
*Ceiling fan & throw blankets for long naps
*Main Entry Door, 3 windows with blinds & curtains

DINING AREA:
*Table with 4 chairs & 2 bar stools

KITCHEN:
*Electric stove/Oven, Microwave, Refrigerator w/ice maker & filtered water
*Dishwasher & dishwasher tablets provided, toaster, mixer, blender, can opener
*Mr. Coffee 12 cup coffee pot & filters (bring your own coffee)
*Keurig Single Serve Coffee Pot (bring your own pods)
*Completely stocked with cooking needs, including a selection of pots, pans, serving
dishes, platters, cookie trays, etc.
*Enough forks/spoons/knives/plates for everyone
*Includes 1 roll of paper towels, dishwashing soap, a sponge, dish cloths & dish towels
*Full size Washing Machine (bring your own detergent)
*Full size Dryer & dryer sheets included

MASTER BEDROOM:
*Queen size memory foam mattress with warm, comfy quilt, high end sheets, 4 pillows,
mattress protector to ensure a good night sleep
*2 windows with blinds & black out curtains
*2 large closets with plenty of storage space & hangers
*Ironing board & iron
*1 reading chair, ceiling fan & light
*2 bedside reading lights perfect for night reading

BEDROOM 2:
*Queen size memory foam mattress with warm, comfy quilt, high end sheets, 4 pillows,
mattress protector to ensure a good night sleep
*2 windows with blinds & black out curtains
*Ceiling fan with light
*1 bedside lamp perfect for night readers
*Full size dresser & mirror, closet with hangers

BATHROOM:
*Vanity with marble top, tub & shower combo perfect for long relaxing baths
*Tiled oversized shower & tiled entire bathroom floor
*Shampoo, conditioner, hand & body soap, dryer, towels, wash clothes, hand towels,
& toilet paper

BACK DECK:
*Located off the kitchen
*Table & chairs for 2
*Outdoor propane grill, complete with tank of propane,
with extra tanks located under back deck, grilling utensils

FRONT PORCH:
*Wicker loveseat & chairs comfortable seating for 4
*Perfect for morning coffee or evening wine listening to the birds chirping, star gazing &
nature at its best
*Outdoor string lighting on a timer
*Motion sensor light by front door
*Glass storm door which glass moves up and down to provide a screen door for fresh air

Guest Reviews:

- "The house was perfect. Decorated so cute! Close to where we wanted to be. Very relaxing. Stocked with everything you would need including shampoo!" - "Super nice home, exactly as described, nicely remodeled. Super quiet neighborhood. We enjoyed several walks with our pup. Not too far from places to eat. Would recommend!" - "Our family is very thankful for this accommodation. The house was safe, clean, & had everything our family could have ever need during our travels! Would very much recommend The Bee Haven to any small family and solo travelers wanting to explore the Gloucester area!"

Waterfront Farmhouse, Private Pool, Dock, 2 Master Suites + optional guesthouse
Other
North, Virginia, USA

Ideal for 3 or 4 couples - Each couple has a private, king master suite.
Three king suites in the house, one king suite in the guest house.

Here is an anti-dote to everything urban.
Wake to sweeping, pastoral river views.
Sip your coffee in the wicker porch swing on the waterfront porch.
Slip into your swimsuit for a dip in the pool.
Relax in the hammock by the water, shaded by hundred year old trees.

Watch the bald eagles and ospreys catch fish in the river.
Launch the kayaks and explore the pristine river shorelines.
Sail down into the Chesapeake Bay from the private deep water dock.
Gather at the firepit for smores and star gazing in the evenings.
Daytrip to Williamsburg, golf courses, wineries, theme parks and museums.
Families love this updated farmhouse that perfectly blends vintage charm, remodeled bathrooms and upscale conveniences.

ACCOMMODATIONS : 4 Bedrooms / 3.5 Baths (sleeps 8 - 10)
Optional guesthouse w/ king bed, twin w/ trundle, living area, kitchenette and bath - sleeps 4
(This guesthouse is never rented separately - your privacy is assured.)

Master Suite # 1 :
- Downstairs King Bedroom w/private bathroom, sitting area & waterfront deck with Adirondack chairs.
- Sitting area has a pair of comfortable chairs with ottoman overlooking the water
Master Suite # 2 :
- Upstairs King Bedroom w/ private bathroom, sitting area & waterfront balcony with outdoor sectional
- Remodeled bathroom has double sinks, freestanding soaking tub and separate large shower
Bedroom # 3 :
- Upstairs King Bedroom with waterview; shares attached bathroom
- Windowseat daybed suitable for child / teen in alcove room
Bedroom # 4 :
- Upstairs Twin Bedroom; shares attached bathroom
- Windowseat daybed suitable for child / teen in alcove room
Optional Guest House / Sleeps 2
- Separate guest house just steps off the driveway courtyard.
- Large (600 sq ft) open floor plan space has a king bed, private bath, living area w/ sofa, kitchenette, laundry.
- Guest house is never rented separately to another party. There is a separate rental fee of $400 / per week. The swimming pool and our three acre property are exclusively for your family's use.

AMENITIES:
Beds are freshly made up with high thread count linens.
Baths are stocked with bath towels, pool towels, soaps, shampoos, facial tissues and toilet tissue.
Cabana towels are provided for use around the swimming pool.

LIVING AREAS
Wireless 4G internet connects up to 5 computers or PDAs
Great sunset views from the west-facing, brick floored, river front porch with porch swing and wicker chairs.
Cozy family room with sectional sofa for family movie night or playing games.
Good selection of board games and puzzles provided.
Well equipped kitchen with stainless steel appliances and rustic brick floors.
Separate dining room (seats 10)
Quiet and cozy study/parlor for curling up with a good book.
DirectTV satellite TV service with DVR and DVD player

OUTDOOR FUN
Large swimming pool with chaises, tables and chairs (open seasonally May - mid-Sept)
Private pier with 7' water depth - dock up to a 60' craft
Attached floating dock makes stepping off your boat a breeze
Two kayaks available for exploring the river and spotting wildlife
Miles of unspoiled coastline for kayaking, sailing or fishing
No fishing license needed to fish from the dock
Crabpots available for catching crabs from the dock
Horseshoe Pit with horseshoes, Cornhole Beanbag Toss Game
Hammock by the water shaded by huge old trees
Fire Pit with Adirondack chairs
Private neighborhood boat launch is one house away
Local marina for boat service and supplies

KITCHEN AND DINING
Well equipped kitchen -- Stainless cookware, baking dishes, service for 12, Cuisinart coffeemaker, Cuisinart food processor, crockpot, blender, waffle iron, mixer, electric griddle for pancakes. Separate beverage refrigerator for drinks, wine and beer.
Prepare meals with the abundant locally grown produce and fresh seafood.
Dining Room table seats Ten.

DAYTRIPS, GOLF, THEME PARKS, MUSEUMS
Colonial Williamsburg (45 min) and Yorktown (30 min) are south, just across the York River.
New American Revolution Museum at Yorktown (30 minutes)
Jamestown Settlement and historic river estates beckon you farther along the James River.
Mariners Museum in Newport News houses the raised Civil War ironclad, The Monitor and great displays on the history of boats and fishing in the Chesapeake Bay.
Virginia Institute of Marine Science ( VIMS ) aquarium is a fun, family learning adventure.
Busch Gardens, Kings Dominion, Water Country USA, are popular family theme parks in Williamsburg.
Award winning golf courses to the south in Williamsburg and to the north near Irvington.
Norton Yacht Marina in Deltaville is an ASA sailing school with top-rated instructors.
Local children's sailing and tennis camps are available - at Ware Neck Yacht Club - register early!
Local farm offers pick your own blueberries for luscious, fresh berries in season.

To the north, across the Rappahannock River is the National Park birthplace of George Washington and Stratford Hall, the ancestral home of the Lee Family (Henry Lightfoot Lee and Robert E. Lee).

RESTAURANTS, WINERIES, SAILING SCHOOL, FISHING CHARTERS
In the town of Mathews find great locally owned restaurants: Richardson's (in the old drug store building -still retains the original ice cream counter), Southwind Cafe has innovative food, pizza and week-end music or the White Dog Bistro for fine dining or casual drinks and food on the deck.
Bay School of the Arts features the artwork of local artists and has fun art classes for all.
Stop by the Mathews Visitor Center in the original Sibley's General Store on Main Street.

Arrange for a guided kayaking tour or charter a local boat captain for fishing or sightseeing to the lighthouse and into the Chesapeake Bay.
You will find much to like in Mathews, but not a stoplight in the entire county.

In the town of Gloucester Courthouse, visit the 18th century village green with original courthouse and Visitors Center.
On Main Street you will find:
Ware Neck Produce for just-picked local produce, fruits and freshly caught local fish.
Kelsick Market has local gourmet foods to pair with their selection of craft beers and wine.

Food Lion grocery stores located in Gloucester Courthouse and Mathews. On Route 17 South, find Super Walmart, Aldis, Lowe's, Home Depot, Starbucks, UPS Store and other nationally known stores and restaurants.

Pick up a brochure on the Virginia Wine Trail and try some great local wines. Saude Creek Winery and New Kent Winery are in New Kent, home of Martha Washington, our first, First Lady.

Step back to simpler times, wonderful memories await you in this unhurried and unspoiled area.

A portion of our annual rentals are used to support conservation of the waters of the Chesapeake Bay so that future generations may enjoy the beauty and bounty of our rivers and estuaries.

Keywords: Chesapeake Bay, Swimming Pool, Williamsburg, Internet, Oysters,
Mathews, Gloucester, Riverhouse, Waterfront,
Fishing, Sailing, Kayaking, Retreat, Farmhouse

Guest Reviews:

- "The house itself was more spacious than we guessed from the pictures and the yard, pool and river were also fantastic. Made a trip to Colonial Williamsburg, which was great, but besides that, our family wanted to spend the week in the pool, on the dock, playing games and enjoying the property. The place was extremely well stocked and we had tons of things to do on the property. Highly recommend." - "This was the perfect place for my family to gather to celebrate the life of our father/grandfather/great-grandfather. Marsha was a very caring and responsive host during our stay on her lovely property. We especially enjoyed our family meals, time in the pool, catching crabs on the dock, and kayaking on the river."

Ware Haven Cottage On The Ware River With Pool, Pier, And Kayaks.
House
Gloucester Courthouse, Virginia, USA

Ware Haven Cottage is located on the Ware River in Gloucester County, VA. - a 20-minute run by boat to the Chesapeake Bay. Enjoy quiet seclusion in a peaceful setting with 270-degree water views, while being only moments from fine dining and shopping in the historic Gloucester Courthouse area. Spend time outside quietly observing the family of bald eagles and other birds like osprey, blue herons, and cranes who nest on the grounds. You may also witness a small pod of dolphins enjoying a playful swim down the river.
Located only minutes from the Virginia Historic Triangle - Yorktown, Jamestown, and Williamsburg, this charming, well-maintained cottage boasts beautiful craftsmanship on the inside and breathtaking views outside. The two-bedroom, one-bath home sleeps six. Fully furnished kitchen, two Smart TVs, kayaks, in-ground swimming pool, and lawn games. With over 200’ frontage on the Ware River waterfront, additional privacy provided by the inlet on the right, and beautiful wooded acreage behind, the Ware Haven Cottage offers peaceful privacy year-round. A boat dock is available for docking your boat or jet ski. The mean low tide at the end of the pier is 4 feet. Enjoy swimming, fishing, kayaking, boating, or just relaxing while the kids play basketball, yard games, or swing on the swingset! You may choose to relax in the 20x40’ inground pool during swim season (end of May through late September) with extensive pool decking, great for relaxing with a cold drink and an excellent book. The large screened-in front porch offers long river views any time of day. Enjoy the large fire pit when it gets cooler outside. It’s perfect for marshmallow roasting and making s'mores!

Guest Reviews:

- "This was the second time we've stayed here and would recommend it to anyone!" - "The setting is idyllic; the house is sparkling; the hosts are thoughtful and prompt. What more can you ask for? We can’t say enough about this property. The pool was a perfect respite after a long day at Busch Gardens. Even the trees seemed straight out of a storybook. A true gem." - "This cottage was absolutely perfect for our family (kids aged 4&6). The huge pool was great to swim in all day, and the rope showing the shallow end was perfect for our new swimmers. The house itself was so nice, very clean and has both and open front porch with rockers (great for morning coffees) and a huge screened in porch for meals or later in the evening when inevitably bugs will be out. This house has breathtaking views from all angles. The dock is great we saw lots of crabs and did some fishing. Two nights we even saw dolphins!!! Check in was very easy, and with gps it’s easy to find. We didn’t need to contact the owners because we had zero issues. It’s almost impossible to have a relaxing vacation with small children, but this serene location and all it’s amenities actually made this possible. It was worth the 10 hour drive to get there for us 10/10!"

Waterview & Water Access, Luxurious Retreat
Other
Gloucester, Virginia, USA

Step back to the yester years' simple life with all of the modern day conveniences of now at 'Family Tides'. Enjoy water views from the home, and water access to the private, guests-only sand beach is just steps away (less than 2 minute walk). This four bedroom, 2300 square foot home is luxuriously furnished and features 2 full bathrooms. Relax on the covered porch in the rocking chairs and watch sunrises and sunsets, or sit on the large deck and soak up the sunshine while barbecuing with your family. Kayak, Canoe, or swim in the river, or play on the sand beach. Cozy up inside with plenty of room to spread out, or cuddle together by the toasty wood burning stove. Great escape from the city as this River View Farmhouse is just a short drive to Williamsburg, Richmond, & Northern Virginia. Find tranquility in the country on the Ware River. Embrace the peace and quiet around you. Upscale perfect retreat for those seeking the quiet 'Rivah Living'.

Keywords: FARMHOUSE, WATER ACCESS, WATER VIEW, SAND BEACH, WILLIAMSBURG, PEACEFUL, QUIET, KAYAKS, CANOE, FISHING, SWIMMING, GRILL, WOOD STOVE, NEAR GOLF COURSES

Guest Reviews:

- "We had an amazing time at this lovely home. It was so cutely decorated and clean. We will definitely stay again." - "The property was perfect - quiet and charming and all four of us thoroughly enjoyed our stay. The only minor complaint we had was the 10 AM check out time on Sunday morning. With that being said, we would all highly recommend this place! Thank you for sharing your lovely home with us!" - "We had the best time at Jarvis Point. The house and area was absolutely beautiful. We loved all the restaurants recommendations and activity recommendations. We had the best time!! We will definitely be back."

Welcome to "The Happy Soul"
House
Gloucester, Virginia, USA

When I think of this house, I think of the quote "Let all that you do be done in LOVE". It has truly been a labor of LOVE restoring "The Doll House". We are premier host and are excited to add this to our list of rental homes. We have completely transformed this 1940's Bungalow into a place for you to rest & restore your soul. This luxurious and upscale home will not disappoint you with all the modern conveniences needed while exploring our area. Gloucester Courthouse was built in 1766 and is one of the oldest Courthouses still in use today. Hike or rent a boat at Beaverdam Park, sip chardonnay at a nearby winery, dine at one of Gloucester's fine eateries, shop in specialty boutiques and gourmet food shops, visit antique stores, local beaches, buy fresh local seafood & produce from our farmers market and many other attractions sure to keep your vacation memorable for many years. The open floor plan lends itself to easy entertaining and the deck plus a stamped concrete patio is sure to be the families favorite spot for meals or morning coffee. All bedrooms have high end memory foam mattresses. Furnished with care and attention to detail, this home will encourage relaxation and fun. Gloucester Courthouse is 5 miles, Yorktown 20miles, Colonial Williamsburg, Bush Gardens & Water Country 35miles from the property. PLEASE NOTE: We do not rent to anyone under the age of 25. We also do not allow pets or smoking in the home at anytime. We live close by if you need anything at all!

Guest Reviews:

- "A clean and pleasant place to stay. Lovely town as well." - "Beautiful home , beautifully decorated. We enjoyed sitting on front porch in the morning with our coffee. Great place for a girls get away. Would stay here again!" - "Excellent place to stay. In the country you can hear roosters in the distance in the mornings outside only. Went to Williamsburg one day from the home went to Richmond for the NASCAR race. The house is very centrally located for that area."

Welcome to this Waterfront Home with Amazing Viewsn
House
Gloucester, Virginia, USA

Welcome to our waterfront . Nestled along the Ware River, this unique property offers an unforgettable experience that combines comfort, luxury, and the most amazing sunsets. The open kitchen, living, and dining areas offer amazing views of the river. The interior is tastefully decorated with the perfect blend of modern elegance and coastal charm. Come and experience coastal living where the water becomes your playground and every moment is a celebration of nature's splendor.
The space
Livingroom: large sectional, arm chair with ottoman, smart TV (apps only)
Dining Area: table seating for 6 plus seating for 4 at high bar
Kitchen: furnished kitchen, coffee/tea bar, pantry, glass top range, single oven, farmhouse sink
Laundryroom: washer, dryer, ironing board, iron, cleaning tools
Hall Bath: single sink, walk in shower
Bedroom 1: full sized bed
Bedroom 2: full sized bed
Master Bedroom: queen sized bed, smart TV (apps only)
Master Bath: single sink, walk in shower
Guest access
You have access to the entire home.
Other things to note
We are here to help should you have any questions or issues. We live in the area and live close by.

Guest Reviews:

- "This property and the homeowner were fabulous. The information about the listing was very helpful, the home was well appointed, and the number of suggestions for where to go and what to do was great. The location was convenient to parks, shopping, museums, restaurants and marinas." - "We had a wonderful time staying here. The house was VERY clean, comfortable and our host was awesome! Wish the weather had been warm enough for getting out in the water. Gloucester is absolutely charming! ❤️"

Right on Main St! Shops, Arts, Dining and More!
Condo
Gloucester, Virginia, USA

A Completely Renovated Condo on Historic Main Street in Gloucester, Virginia. Art Center right next door, shops, spa, dining and more all a short walk down the street!

Condo features a Queen Bedroom w/ Walk-in Closet, Living Area with Pull-out Sleepsofa, Kitchen w/ Bar Seating, Laundry room with full-size washer and dryer, 1 Full Bathroom.

Guest Reviews:

- "This apartment is great. Clean and beautiful, equipped with everything you need. The location is right on Main Street in the cute town of Gloucester. Our host was very friendly and helpful. Love that it’s dog friendly. We had a wonderful stay and will definitely be back!!" - "Nice clean property. Centrally located. We’ll priced." - "We loved the ability to walk to the brewery and other restaurants. We will be back" - "We love VRBO’ing and this place is one of our favorites. Richard, the owner, was very responsive and attentive. The apartment is in the heart of Gloucester Courthouse, very well appointed and spotless. We hope to stay again the next time we visit. Can’t go wrong booking this charming spot."

Radiant Gloucester House w/Private Porch!
House
Gloucester, Virginia, USA

Enjoy your next Virginia getaway at this newly renovated 1920s Gloucester vacation rental in the heart of downtown. This 2-bedroom, 1-bathroom home is the perfect home base for anyone in your family, whether they’re history buffs or outdoor enthusiasts! Colonial Williamsburg, Busch Gardens, and Gloucester Point Beach are just a day trip away. Fun local events like the Daffodil Festival are walkable from the front door of the property, as well as shops, dining, and breweries.

-- THE PROPERTY --

Pet Friendly w/ Fee | Sunroom | Piano | Great Main Street Location

Bedroom 1: Queen Bed | Bedroom 2: Queen Bed | Office: Twin Daybed w/ Trundle

OUTDOOR LIVING: Patio furniture, outdoor dining
INDOOR LIVING: Dining table, shower/tub combo, ceiling fans, books, fireplace (decorative)
KITCHEN: Refrigerator, coffee maker, stove/oven, microwave, dishwasher, toaster, blender, dishware & flatware, cooking basics
GENERAL: Free WiFi, keyless entry, self check-in, central heating & A/C, washer & dryer, iron/board, towels/linens, trash bags/paper towels, hair dryer
FAQ: Pet fee (paid pre-trip), 3 steps required for access
PARKING: Driveway (2 vehicles), free street parking, RV/Trailer parking allowed on-site

-- THE LOCATION --

OUTDOORS: Beaverdam Park (3 miles), Warehouse Boat Ramp (3 miles), Williams Wharf Landing (19 miles), New Point Comfort Lighthouse (26 miles)
HISTORIC SITES: Gloucester Museum of History (0.3 miles), Fort Nonsense (10 miles), Yorktown (14 miles), Williamsburg (28 miles), Jamestown (35 miles)
LOCAL ATTRACTIONS: Shoppes At Gloucester (2 miles), Zoll Vineyards (10 miles), The Dog and Oyster Vineyard (26 miles), Busch Gardens Williamsburg (27 miles), Silver Hand Meadery (28 miles), Great Wolf Lodge Water Park (33 miles), Downtown Hampton (34 miles)
AIRPORT: Newport News/Williamsburg International Airport (23 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/ $100 fee (+ fees & taxes)
- No events, parties, or large gatherings
- Additional fees and taxes may apply
- Photo ID may be required upon check-in
- NOTE: The property requires 3 steps to access
- NOTE: The fireplace is decorative only and not for guest use

Guest Reviews:

- "Property was nice and clean. Plenty of room for 6 of us 2 adults 2 teens and 2 kids. Would stay again." - "We were traveling from Texas to Maine and needed a place to stay in the area while visiting friends on our route. The house was clean, tastefully decorated, comfortable beds, well stocked and owners/property management company had good communication." - "House was super clean, kitchen well outfitted (great to have a basic spices but at least there was salt and pepper:)). Driveway was more off-road than we expected which is not a big deal but stepping stones or some such would be great in the rain."

Bee Humble Cottage w/in 20mins to Public Beaches
Cottage
Gloucester, Virginia, USA

Curious about what makes Gloucester so wonderful? Live like a local at "Bee Humble Cottage" and find out for yourself at our newly renovated 2 bedroom cottage. Super homey and spacious living allows for guests to have memorable family & friend time. Sit around with the windows open, sipping morning coffee. Our street is quiet & very safe with free parking spaces. Shops, restaurants, hiking, lovely beaches & Colonial Williamsburg all within a short driving distance of our home.

Guest Reviews:

- "The property and home were both beautiful and well maintained! We will definitely be staying here again !" - "I stayed at this property from June 3 - June 8, 2023 with my 16 year old son. We loved it! The house is adorable and so very comfortable. It was definitely a home away from home. We enjoyed the many recommendations on restaurants in the guest book in the home, and we just had a wonderful time all together. It was a treat for my son and I to each have our own king beds as well! Thank you for a wonderful stay!"

Beautiful & Peaceful House Overlooking the River. Pets Welcome! Kayaks and Dock
House
Gloucester, Virginia, USA

Welcome to York Overlook! Enjoy this three bedrooms house for the entire family! Put the kids in the bunk room with a single over double bunk bed and a double bed, the kids will enjoy the primary bathroom complete with a shower and separate soaking tub to splash in. There is a second bedroom on the main floor furnished with a single over double bunk bed, great for kids or adults to enjoy. There is a hall bathroom with laundry room and shower also. Upstairs is the primary bedroom that is a true RETREAT with a king bed, separate sitting area, full bathroom and even a lovely balcony to enjoy. The house includes great spaces for recreation for all! the main living area is a fantastic OPEN CONCEPT space including a wonderful updated modern kitchen including breakfast bar seating. There is a cozy kitchen table and a large dining table along with comfortable seating to watch tv and movies. Enjoy AMAZING VIEWS from the full wall of windows. Outdoors features a porch overlooking the river and fenced in yard. The home is on a hill overlooking the river. Enjoy a fabulous dock with a launch for kayaks and a slip for your boat. Home is complete with everything needed to enjoy the water, kayaks, and paddles and life vests. Set up a picnic or play with the kids on the sandy beach by the river. There are outdoor games such as volleyball and cornhole, as well as a myriad of indoor entertainment including table shuffleboard, darts, foosball, games and table puzzles. Truly a WATERFRONT paradise for your family to enjoy.

For a money saving vacation, just stay onsite and enjoy your family time. If you want more adventure there are ample activities just a short drive away.

Colonial Williamsburg 1 Hour
Bush Gardens 1 Hour
Compass Family Entertainment Complex 45 Minutes
Several Small Waterman Museums Within an Hour
Downtown Gloucester 10 Minutes
Gloucester Point Fishing Pier 25 Minutes
Historic Yorktown and Yorktown Waterfront Beaches 30 Minutes
Fishing Charters Nearby
Sailing Charters are out of Yorktown Waterfront Pier or York River Yacht Haven

There is also a large flat sandy area between the house and river for the kids to pitch tents and of course there is a fire pit.

Guest Reviews:

- "Great property and location. Visited Busch Gardens and went go karting. Had a wonderful time." - "Great communication! A very relaxing location!" - "It’s an excellent water front property with plenty of space for fishing and crabbing. The host - Mark - really helped us with his valuable inputs and it was very easy to communicate with him. Our group was interested in fishing & selected this property as it has shallow waterfront. Mark’s great suggestions helped us catch fishes and he was very friendly right from the very beginning - from reservation till check out. Enjoyed the sunset, sunrise and the great ambiance this house has. Planning to go back again with family - perfect house to have a family vacation as well as hangout with friends."

Gloucester Retreat w/Backyard Oasis & Pier!
House
Gloucester, Virginia, USA

Pack your bags and head to this charming 4-bedroom, 2.5-bathroom vacation rental home nestled next to the York River in Gloucester. Boasting a stunning backyard space with river views, outdoor dining areas, a private fishing pier, ample entertainment space, and much more, this ideally located abode will have you and your family feeling right at home. Spend days relaxing at the home’s private beach area, perusing the American Revolution Museum at Yorktown, or visiting Busch Gardens Williamsburg.

-- THE PROPERTY --

River Access | 2,400 Sq Ft | Washer/Dryer

Ideal for a stress-free family retreat or a fun-filled getaway with close friends, this well-appointed home offers guests easy access to the river and the area’s top attractions without sacrificing the comforts of home.

Bedroom 1: King Bed | Bedroom 2: Full Bed | Bedroom 3: 2 Twin Bunk Beds | Bedroom 4: Twin Bunk Bed, King Bed (2 Twin Beds Pushed Together)

INDOOR LIVING: Smart TVs, fireplace, ceiling fans, dining table, laptop workspace, sewing machine
KITCHEN: Fully equipped, Keurig coffee maker, cooking utensils, dishware & flatware, hot water pot, microwave, island w/ seating, wine refrigerator, toaster oven
OUTDOOR LIVING: Private beach area, patio w/ seating, dining area, gas grill, river views & access, fire pit, private pier, kayak, canoe, & standup paddleboard w/ life vests
GENERAL: Free WiFi, lockbox entry, central air conditioning, complimentary toiletries, hair dryers, hangers, in-unit laundry machines, laundry detergent, iron/board, linens/towels, trash bags/paper towels, telescope
FAQ: Steps required, no fence before river
PARKING: Driveway (6 vehicles)

-- THE LOCATION --

NEAR THE WATER: York River (on-site), Cappahosic Public Beach (0.3 miles), Tanyard Boat Ramp (7.3 miles), Beaverdam Park (10.0 miles), Warehouse Boat Ramp (10.4 miles), Machicomoco State Park (10.9 miles), Gloucester Point Beach Park (16.3 miles), Williamsburg Charter Sails (16.4 miles), Yorktown Sailing Charters (17.5 miles), Yorktown Beach (17.6 miles), Yorktown Fishing Pier (18.6 miles)
THINGS TO DO & SEE: Gloucester Museum of History (8.2 miles), American Revolution Museum at Yorktown (17.5 miles), Water Country USA (27 miles), Busch Gardens Williamsburg (29.8 miles), Colonial Williamsburg (29.8 miles), College of William & Mary (30.9 miles), Williamsburg Premium Outlets (35.4 miles), Great Wolf Lodge Williamsburg (35.7 miles), Historic Jamestowne (37.8 miles), Williamsburg Botanical Garden (41.6 miles)
BREWERIES & WINERIES: Gloucester Brewing Company (8.4 miles), That Damn Mary Brewing Company (9.1 miles), Zoll Vineyards (17.3 miles), Anheuser-Busch Inc (28.5 miles), Gauthier Vineyard (28.7 miles), The Virginia Beer Company (29.4 miles), Silver Hand Meadery (31.6 miles), Williamsburg Winery, Ltd. (34.1 miles)
AIRPORT: Newport News/Williamsburg International Airport (26.5 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 upon check-in
- NOTE: The property requires stairs to access
- NOTE: This property may not be suitable for young children due to there being no fence between the home and the river. Adult supervision is recommended
- NOTE: Garage not available for guest use

Guest Reviews:

- "The house was very clean and had so much space! There were a total of 9 people staying here, 4 adults, 3 teenagers, and two small children and everyone was very happy with our stay. The backyard, dock, lake, beach, and patio were immaculate and well kept. I will definitely look into this home if I take another trip up there again." - "The house and especially the outdoor areas were wonderful with plenty of room for our family. We especially enjoyed the beach and kayaks. The mattresses in the bunk room were not comfortable and the kitchen was too cluttered with leftover food from previous guests, but all in all, a very nice house!"

Relax, Recharge And Enjoy.Near Williamsburg Walk To Restaurants and Shops
House
Gloucester, Virginia, USA

Whether you are visiting the area for an adventurous trip to local amusement parks, a historical trip to times past, or simply a relaxing refreshing get away, Holly House will meet all your needs. Holly House is a charming cape cod home located off the Historic Gloucester Courthouse Circle, which is just a short 30 minute drive to Colonial Williamsburg, Yorktown Victory Center, Busch Gardens, and area beaches.
This lovely home comfortably sleeps 10 people with three bedrooms and one and half baths. Upon entering the house, you are greeted with a spacious living room, which includes a full sized sleeper sofa. The dining room will seat up to 8 guests with additional seating in the eat-in kitchen. The kitchen is fully equipped with full sized appliances along with many small appliances including a toaster, coffee maker, waffle maker and more. Just off the kitchen, the utility room houses a washer and dryer for your convenience. A half bath is located off the kitchen.
Additionally, the first floor provides a bedroom with queen size bed.
Moving to the upstairs, you will find one bedroom with a queen bed and a large bedroom with two queen beds. The full bath has been recently remodeled and tastefully decorated. Initial paper products are provided for the bathrooms and kitchen.
Each bedroom has an HDTV with Direct TV and two bedrooms have Blu-Ray/DVD players. All bedrooms are equipped with ceiling fans and all linens are provided. WiFi is available to keep you connected if you so choose.
A peaceful relaxing patio area provides a grill with sitting and dining spaces. The house is located on a spacious corner lot with a nice yard for the children.
You will most certainly enjoy the charm and personality of the home and can indeed spend your vacation in the local area. Holly House is located only a short walk from Main Street where you will find a vibrant community of shops, restaurants, and Historic Sites with annual events such as the Daffodil Festival, Wine Festivals, Brew Jam Festivals and weekly Summer Market with Live Music. When you venture beyond the area, you can devote your time to visiting many historic and entertainment sites, such as Busch Gardens, Water Country, Jamestown, Yorktown, Colonial Williamsburg, Yorktown Beach, and Beaver Dam Park just to name a few.

Guest Reviews:

- "Two bedrooms upstairs and one downstairs make for a comfortable house to share with family. House is stocked with anything you might need. The hosts are fantastic communicators as well!" - "I couldn’t have asked for a better home for the weekend ! It was clean & everything was at hand. When we arrive there we’re homemade cookies with a sticky note with contact information in case we needed something and welcoming us . Amazing place !" - "The Holly House is so warm, cozy and inviting from the moment you step through the door. From being greeted with a plate of freshly baked cookies to looking around and feeling right at home by the beautiful decorated home, we couldn’t have asked for a nicer stay. We enjoyed the fun of the Williamsburg area and got to retreat back to “home”."

Tour Historic Gloucester Courthouse - walk to Main Street!
House
Gloucester, Virginia, USA

Comfortable home on a quiet cul-de-sac, convenient to Yorktown, Williamsburg, and Middle Peninsula. Walking distance to Gloucester's award-winning Main Street merchants and restaurants. Two blocks to farmer's market in season (March - Dec.) Historic Courthouse, cafes, restaurants, art galleries and Gloucester Brewing brewpub all within 1/2 mile. Enjoy privacy and security during your visit. This was the home of a retired schoolteacher and hopefully retains her generous personality. It offers a variety of books for reading and quiet contemplation.
If your desired dates do not appear available, please let us know as we can often be flexible with our use of the property.
There are just three steps up into the home from the driveway. The master bedroom is on the first floor and the en suite bathroom has a large shower with a low step. The remaining three bedrooms are on the second floor, and they share the upstairs bathroom.

Guest Reviews:

- "Tropical storm Debby made traveling very difficult. John graciously worked with our issues and made sure we arrived safely. House was as described and would definitely recommend the home. Very cozy." - "John was a wonderful host and communicated promptly! The house is in a quiet neighborhood, just a short walk to downtown. Very clean and had everything we needed. Nice deck area to sit and enjoy morning coffee.or end the day with a glass of wine. We will definitely stay again in the near future."

Perfect for long-term workers & short stays—comfort, style & convenience await!
House
Gloucester, Virginia, USA

This Great cozy country home is located close to many of the historical attractions in the area such as Colonial Williamsburg, Jamestown and Yorktown. It is also close to Busch Gardens and Water country. Local Access to the York River and tributaries for fishing kayaking and boating or simply enjoying the sun on the beach or one of the State Parks near by. Something for everybody!

Guest Reviews:

- "The place was perfect for our family and a quick drive to all the sites we wanted to see. The host was very easy to contact!" - "Mary was a great host!" - "Our second stay, love the property, yard and owner! Excellent for traveling with our dogs" - "Loved our stay! Dog friendly & beautiful surroundings. Mary was great!!" - "This property was great for families with dogs - very clean and a short drive to Williamsburg." - "Very welcome felt like home."

North Home on North River w/Community Dock
House
North, Virginia, USA

Imagine listening to the waves from the North River at this 3-bedroom, 2-bathroom Virginia vacation rental home. With access to 2 community beaches, a screened-in porch, and a community dock, the water adventures will never stop. Check your knowledge at one of the local museums or pack your fishing gear and cast a line at Beaverdam Park. For more city life, take a trip to Richmond to see the sights and city lights. After a day in the sun, swap stories with loved ones around the fire pit.

-- THE PROPERTY --

Bayfront | Beach Access | Screened-In Porch | Secluded Beach Community | 15 Min from Gloucester and Mathews

Bedroom 1: Queen Bed | Bedroom 2: Queen Bed | Bedroom 3: 2 Twin Bunk Beds

COMMUNITY AMENITIES: Boat ramp, 2 beaches
HOME LIVING: Smart TV, sectional sofa, fireplace, fire pit, outdoor seating, outdoor shower
KITCHEN: Fridge, stove/oven, microwave, coffee maker, dining table
GENERAL: Free WiFi, ceiling fans, central air conditioning, linens, towels, complimentary toiletries, hangers, trash bags, paper towels
FAQ: Stairs required for access
PARKING: Driveway (2 vehicles), free street parking (first-come, first-served)

-- THE LOCATION --

AQUATIC ADVENTURES: North River (on-site), Town Point Landing (12 miles), Williams Wharf Landing (13 miles), Warehouse Boat Ramp (14 miles), Beaverdam Park (15 miles), New Point Comfort Lighthouse (20 miles)
HISTORY: Fort Nonsense (8 miles), Gloucester Museum of History (12 miles), Yorktown (25 miles), Williamsburg (39 miles), Jamestown (46 miles)
RICHMOND (~68 miles): Virginia State Capitol, Children's Museum of Richmond, Virginia Museum of Fine Arts, Maymont, Lewis Ginter Botanical Garden
AIRPORTS: Newport News/Williamsburg International Airport (35 miles), Richmond International Airport (62 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 upon check-in
- NOTE: The property requires stairs to access
- NOTE: Some of the access roads are comprised of dirt/sand/gravel. When there are storms water can accumulate and make it a challenge for small cars. Please be sure to check with the Guest Contact if you have any questions regarding the road conditions

Guest Reviews:

- "We just got back home from our week in this terrific vacation home. We were a bit nervous when the road transitioned to unpaved surface. But any concern melted away when we pulled up to the house. It is very well appointed, with beautiful beach decor and the setting cannot be beat. Check in was seamless and the host was very responsive and accommodating. All in all, the only thing we change is how quickly the time flew by." - "We just got back from staying here. The views are absolutely amazing. You are right on the water! We watched the sunrise at the beach one morning, which is only a block from the house. So nice to wade in the water. Kids loved picking up crabs and getting seashells. While sitting on the couch, we could see dolphins! Enjoyed fishing off their pier which is only a few feet from their screened in porch. The bed was comfy and everything was really clean. Went to a local winery nearby one day and explored the town of Mathews and grabbed a pizza to eat back at the house. We plan to go back again!"

Water front Oasis with pickle-ball court and hot tub
House
North, Virginia, USA

Welcome to our luxurious waterfront 9bed/7bath retreat Accommodating 20 guests With Stunning Views and Amenities.

Along with the private pickleball court, hot tub, dock, arcade, Frisbee Golf, MiniGolf, Lifesize Chess, Dock, Kayaks and a dedicated movie theater this property also presents an abundance of land for you to explore and enjoy.

this also has a separate guest suite complete with its own kitchen. 2 bedrooms/1 bath

Whether you're hosting a large family gathering, a corporate retreat, our waterfront paradise offers the ultimate retreat.

To get a better idea of the layout
Here is a Virtual tour of the house: https://my.matterport.com/show/?m=LMfkLYQa2Kk

Here is a Virtual tour of the detached apartment: https://my.matterport.com/show/?m=oVyaWLn6pkH0

Guest Reviews:

- "Had a great experience staying at the property. It was as clean and well maintained. The host Jessica was a delight to work with." - "The Cradle Point Estate is absolutely amazing. Family-Friendly and great location for a retreat. Peace and Serenity The hosts are phenomenal. Will rent again in the very near future In The Spirit Of Community" - "We had a wonderful time staying at this home. We were a group of 12 ladies getting away for a girls weekend. This place was perfect, we did not leave for 3 days! Pickleball, paddle boarding, hot tub, and the arcade kept us busy. We were also able to go on long walks in the area. Plenty of room for everyone and a nice large kitchen to cook meals in and just hang out!"

Family-Friendly Main St Gloucester Apt w/Balcony!
Apartment
Gloucester, Virginia, USA

Above Operating Bakery | Quaint Setting | Shared Patio | Great for Traveling Nurses!

This aptly named vacation rental, 'Eden,' is a slice of paradise! The 2-bedroom, 1-bath apartment sits directly on Main Street, and the cherry on top is that it's above the Sweet Tooth Café. Start your morning with a visit to the bakery and plan your day on the patio. History buffs will love the museums, and Busch Gardens is perfect for the whole family. Come home each day to unwind in front of the fireplace.

-- THE PROPERTY --

SLEEPING ARRANGEMENTS
- Bedroom 1: 1 queen bed
- Bedroom 2: 1 bunk bed (twin/full futon)
- Living Room: 1 queen sleeper sofa
- Additional Sleeping: 1 portable crib

INDOOR LIVING
- 3 Smart TVs w/ cable
- Electric fireplace
- Dining table

OUTDOOR LIVING
- Private balcony
- Outdoor speakers
- Shared café patio, gas heater & gazebo

KITCHEN
- Stove/oven, refrigerator
- Dishware/flatware, cooking basics
- Dual drip & single-serve coffee maker
- Microwave, blender, Crockpot, rice cooker, toaster
- Trash bags & paper towels

GENERAL
- Free WiFi
- Central A/C & heating, ceiling fans
- Washer/dryer & laundry detergent
- Linens/towels & hair dryer

FAQ
- Pet fee (paid pre-trip)
- Sweet Tooth Cafe on-site (attached, located below)

ACCESSIBILITY
- Single-story apartment on upper floor, steps to enter

PARKING
- Free street parking (first-come, first-served)

-- THE LOCATION --

- Directly on Main Street above a café near shops & eateries
- Walk to Gloucester Museum of History
- 25-28 miles to Saunders, Busch Gardens Williamsburg & Colonial Williamsburg
- 58 miles to Richmond
- 63 miles to Virginia Beach
- 24 miles to Newport News/Williamsburg Int'l Airport

-- 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/ $200 fee (+ fees & taxes)
- No events, parties, or large gatherings
- Additional fees and taxes may apply
- Photo ID may be required upon check-in

ADDITIONAL INFORMATION
- This single-story apartment on the upper floor requires stairs to enter
- The homeowner operates the lower-level café on-site. The owner and café patrons may be present during your stay

Guest Reviews:

- "The property was much larger than I thought it would be for the location. The unit has been thoughtfully updated with modern amenities and furnishings but still retains the charm of the Main Street location. Speaking of location, you can’t ask for better. The owners also operate the coffee shop and restaurant below-a mainstay of the Gloucester community. The owner personally checked on us throughout our stay. When we return, I’ll check availability here first."

Eclectic Apartment- 2-4 friends- Family centered. Safe Neighborhood
Apartment
Gloucester, Virginia, USA

Garage apartment adjacent to family home. Quiet but family filled. Pool is open seasonally for limited hours. Safe and quiet neighborhood. 2 large friendly dogs that roam the yard. Close to VA fun!!!!

Guest Reviews:

- "It was like visiting relatives. Could have used some extra soap " - "Wonderful place to stay. Perfect for my needs, for sure."

Private 2 BD 1 Bath Suite
House
Gloucester, Virginia, USA

Private 2 bedroom 1 bath suite. Fully furnished with queen bed in master and twin trundle in the spare room. Living room, dining room, kitchen with Kuerig and drip coffee pot, dishwasher, gas oven, microwave, and full size double refrigerator and freezer. Designated work space. Brand new stackable washer and dryer. Extra linens. Ironing board in walk-in bedroom closet. Your own private screened in porch. Keyless entry next to your own parking space. Gas fireplace. Roku TV in living room and master bedroom. 3 night minimum required. All utilities and Wi-Fi included. No smoking and no pets. Close to Gloucester Courthouse, Busch Gardens, Water Country, Colonial Williamsburg, Yorktown Beach, Wineries, Breweries, Parks, and more!

Amenities:

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

Riverfront Apartment with pool
Apartment
Gloucester, Virginia, USA

The carriage house at the historic Oak Hall estate features expansive views of the North River, and is close to the Colonial Triangle of Williamsburg, Jamestown and Yorktown. Situated on the grounds of one of the finest houses in Gloucester County, amenities include an outdoor pool (from May through October), a private boat dock and over 500 meters of waterfront, including a private dock. This is an ideal getaway for a romantic weekend, for keen fishermen, for history buffs or just to enjoy the natural beauty of Mobjack Bay .

As well as a queen size bedroom, bathroom, kitchen and living/dining area, the flat has a lovely terrace you can dine on in nice weather, which looks out over the lawn and river beyond.

Guest Reviews:

- "Our stay was the perfect spot for relaxing after riding the Tour de Chesapeake. The property itself is like going back in time. The apartment had everything we needed. Sitting by the river was beautiful."

Calla Hill-Get away and relax inside or out!
House
Gloucester, Virginia, USA

About this space
Enjoy a unique and beautiful large home, on a private multi acreage property off a country dirt road. With two outdoor dining areas and a lounge area under the stars! We are located in a historical area, home of Pocahontas, and neighboring Yorktown and Williamsburg. Our small town also hosts a spring weekend daffodil festival and a new state park, Machicomoco. Enjoy small town life with plenty of restaurants and history to explore! *Please note that we live down a bumpy mile long dirt road.
Other things to note
Part of the unlit mile long road off the paved road can be dusty or muddy or with pot holes or be pleasantly grated. It can be annoying for some but we think our place is worth it. After half a mile you take a right off the dirt road and it’s gravel and well maintained but still unlit.

Our place has some creaky floors in the downstairs hall and occasional creaking of the house in general.

On rare occasions you may hear neighbors practice shooting their guns but usually only lasts 10-30 minutes.

Amenities:

Balcony/Terrace • Wellness Facilities • Tv • Child Friendly • Laundry • Air Conditioner • Entertainment • Other • Bedding/Linens • Sports/Activities • Kitchen • Internet

Gloucester Vacation-Rentals on the Map

Compare the Best Vacation-Rentals in Gloucester – Addresses, Prices, Stars, Rating, and Review Count

Property Name Address Price ($) Star Rating Review Count Book
Gloucester Retreat with Backyard Oasis and Pier! Gloucester, VA, USA 321 4.0 10.0 2 Click here
Holiday Inn Express Gloucester by IHG 6639 Forest Hill Ave, Gloucester, VA, 23061, USA 126 3.0 7.2 641 Click here
Holiday Inn Express - Gloucester by IHG 6639 Forest Hill Avenue, Gloucester, VA, 23061, USA 137 3.0 8.0 146 Click here
Hampton Inn Gloucester 6638 Forest Hill Ave, Gloucester, VA, 23061, USA 113 2.0 9.2 726 Click here
Hampton Inn Gloucester 6638 Forest Hill Avenue, Gloucester, VA, VA 23061, USA 149 3.0 8.3 128 Click here
Chesapeake Bay RV Resort Thousand Trails - Campground 12014 Trails Lane, Gloucester, VA, 23061, USA 157 2.0 8.6 25 Click here
Radiant Gloucester House with Private Porch! Gloucester, VA, USA 128 3.0 9.5 4 Click here
Historic Cottage on Ware River Estate Gloucester, Virginia, USA 175 10.0 274 Click here
North Home on North River with Community Dock Blackwater, VA, USA 318 3.0 1 Click here
Relax, Refresh, Renew.Waterfront Cottage.Near Williamsburg Gloucester, Virginia, USA 261 10.0 175 Click here
Family-Friendly Main St Gloucester Apt with Balcony! Gloucester, VA, USA 391 3.0 1 Click here
Charming Quiet Retreat on North River in Historic Gloucester, Virginia Gloucester, Virginia, USA 142 10.0 112 Click here
"Bee Haven" Cottage Retreat Near Colonial Williamsburg Gloucester, Virginia, USA 135 10.0 109 Click here
Waterfront Farmhouse, Private Pool, Dock, 2 Master Suites + optional guesthouse North, Virginia, USA 583 10.0 77 Click here
Ware Haven Cottage On The Ware River With Pool, Pier, And Kayaks. Gloucester Courthouse, Virginia, USA 403 10.0 72 Click here
Waterview & Water Access, Luxurious Retreat Gloucester, Virginia, USA 332 10.0 71 Click here
Welcome to "The Happy Soul" Gloucester, Virginia, USA 217 10.0 58 Click here
Welcome to this Waterfront Home with Amazing Viewsn Gloucester, Virginia, USA 228 10.0 34 Click here
Right on Main St! Shops, Arts, Dining and More! Gloucester, Virginia, USA 132 10.0 30 Click here
Radiant Gloucester House w/Private Porch! Gloucester, Virginia, USA 183 9.4 30 Click here
Bee Humble Cottage w/in 20mins to Public Beaches Gloucester, Virginia, USA 122 9.8 27 Click here
Beautiful & Peaceful House Overlooking the River. Pets Welcome! Kayaks and Dock Gloucester, Virginia, USA 436 10.0 25 Click here
Gloucester Retreat w/Backyard Oasis & Pier! Gloucester, Virginia, USA 446 9.4 25 Click here
Relax, Recharge And Enjoy.Near Williamsburg Walk To Restaurants and Shops Gloucester, Virginia, USA 202 10.0 21 Click here
Tour Historic Gloucester Courthouse - walk to Main Street! Gloucester, Virginia, USA 162 9.8 20 Click here
Perfect for long-term workers & short stays—comfort, style & convenience await! Gloucester, Virginia, USA 217 8.4 17 Click here
North Home on North River w/Community Dock North, Virginia, USA 219 9.8 10 Click here
Water front Oasis with pickle-ball court and hot tub North, Virginia, USA 965 9.0 8 Click here
Family-Friendly Main St Gloucester Apt w/Balcony! Gloucester, Virginia, USA 192 9.6 5 Click here
Eclectic Apartment- 2-4 friends- Family centered. Safe Neighborhood Gloucester, Virginia, USA 131 10.0 4 Click here
Private 2 BD 1 Bath Suite Gloucester, Virginia, USA 178 10.0 1 Click here
Riverfront Apartment with pool Gloucester, Virginia, USA 178 10.0 1 Click here
Calla Hill-Get away and relax inside or out! Gloucester, Virginia, USA 210 1 Click here

Note: The prices for each Vacation-Rentals in Gloucester 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

Vacation rentals in Gloucester that include a pool include:

  • Holiday Inn Express Gloucester by IHG.- Review Count: 641, Rating: 7.2
  • Holiday Inn Express - Gloucester by IHG.- Review Count: 146, Rating: 8.0
  • Hampton Inn Gloucester.- Review Count: 726, Rating: 9.2

Vacation rentals in Gloucester offering shuttle or transport options include:

  • Family-Friendly Main St Gloucester Apt with Balcony!.- Review Count: 0, Rating: 0.0

These vacation rentals in Gloucester provide spa or wellness access:

  • Family-Friendly Main St Gloucester Apt with Balcony!.- Review Count: 0, Rating: 0.0
  • Riverfront Apartment with pool.- Review Count: 1, Rating: 10.0

Family-friendly vacation rentals in Gloucester include:

  • Gloucester Retreat with Backyard Oasis and Pier!.- Review Count: 2, Rating: 10.0
  • Holiday Inn Express Gloucester by IHG.- Review Count: 641, Rating: 7.2
  • Holiday Inn Express - Gloucester by IHG.- Review Count: 146, Rating: 8.0

Pet-friendly vacation rentals in Gloucester include:

  • Holiday Inn Express - Gloucester by IHG.- Review Count: 146, Rating: 8.0
  • Chesapeake Bay RV Resort Thousand Trails - Campground.- Review Count: 25, Rating: 8.6
  • Radiant Gloucester House with Private Porch!.- Review Count: 4, Rating: 9.5

Vacation rentals in Gloucester that include breakfast options include:

  • Holiday Inn Express Gloucester by IHG.- Review Count: 641, Rating: 7.2
  • Holiday Inn Express - Gloucester by IHG.- Review Count: 146, Rating: 8.0
  • Hampton Inn Gloucester.- Review Count: 726, Rating: 9.2

Vacation rentals in Gloucester with private or on-site parking include:

  • Gloucester Retreat with Backyard Oasis and Pier!.- Review Count: 2, Rating: 10.0
  • Holiday Inn Express Gloucester by IHG.- Review Count: 641, Rating: 7.2
  • Holiday Inn Express - Gloucester by IHG.- Review Count: 146, Rating: 8.0

Some of the best Vacation Rentals in Gloucester are:

  • Gloucester Retreat with Backyard Oasis and Pier!.- Review Count: 2, Rating: 10.0
  • Holiday Inn Express Gloucester by IHG.- Review Count: 641, Rating: 7.2
  • Holiday Inn Express - Gloucester by IHG.- Review Count: 146, Rating: 8.0

Some of the popular Vacation Rentals in Gloucester are:

  • Hampton Inn Gloucester.- Review Count: 726, Rating: 9.2
  • Holiday Inn Express Gloucester by IHG.- Review Count: 641, Rating: 7.2
  • Historic Cottage on Ware River Estate.- Review Count: 274, Rating: 10.0