Once the capital of Virginia Colony, Williamsburg is a beautiful city with an old-world charm, a rich history that dates back to the American Revolution, and fascinating attractions worth discovering. From admiring the pre-revolution beauty of the Governor’s Palace to immersing in art at the Muscarelle Museum of Art, memorable experiences await here. History buffs can travel back to the 18th century in Colonial Williamsburg Visitor Center. For families, a visit to the fun-filled Pirate’s Cove Adventure Golf is ideal. While there are plenty of superb accommodations within the city limits, there are also exceptional ones nearby, offering private pools. If you’re interested, browse through this list of the best vacation rentals with private pool near Williamsburg, Virginia.
We handpicked these listings carefully, considering (wherever possible) host status, recent guest reviews, location, accommodation type, prices, availability of dates, decor, and access to private pool. The image galleries get refreshed with the latest updates regularly. They were last updated on May 31, 2024.
1. Pet-friendly dwelling in a tranquil neighborhood (from USD 350)
Blissful family memories are made in this stunning Airbnb with vibrant interiors and a homey ambiance, situated in a peaceful community. Besides being conveniently furnished, it is pet-friendly, too, which tourists are fond of. Topping it all off is an outdoor pool in the fenced backyard where you and your loved ones can spend time splashing around. While in the pool, kids are required to use life vests for extra caution.
Top guest reviews
Amenities & Room:
and oh yeah the pool didn't hurt eitherCleanliness:
the house was very clean very accommodatingit was a very nice stay clean comfortable and very spaciousthis place is awesome everything was neat and clean and had everything that we could ever needshamus home was very clean great location i would stay here again if i return to vathe house is very clean the kids loves to stay in the house they feel like homeHost:
beautiful home & a great host 5 starsfive stars great host & beautiful home my family & i slept comfortablyamazing house and host i threw a pool party one day and had family night the nextalso shamus was a great hostRead more reviewsLocation:
convient location and in a nice quiet neighborhoodperfect location to the rest of hamptonthe pool was awesome and our kids loved it the location is good and close to busch gardens (approxwe had a wonderful time in shamus's placeit is nice place to stay away from home
2. Renovated carriage house in Cumberland Estate (from USD 442)
Located in Cumberland Estate, this VRBO guarantees you a peaceful and quiet stay. Guests will sleep in a characterful carriage house and enjoy its amenities, including a kitchenette, a fitness room, and WiFi. From Memorial Day to mid-October, the swimming pool is usually open and accessible to guests. It is fenced, surrounded by verdant greens, and equipped with sunbeds where you can chill while reading a book.
Top guest reviews
Cleanliness:
it was clean and had everything we needed for our stayRead more reviewsLocation:
this was a perfect locationwe loved the accommodations but our experience was enhanced by the locationthe property is beautiful and so relaxing to walk around
3. Beautiful country retreat (from USD 365)
This VRBO bills itself as the perfect country retreat. It nestles in a lovely setting, showcasing a convenient fully furnished interior and a dreamy fenced outdoor pool with toys as its main attraction. The soaking facility is only seasonally open, usually from May to September. Should you need extra space, you can book the pool house at an additional cost. Since quiet hours start at 10 pm, you can only use the facility until 09:59 pm.
The private saltwater pool has a 10-ft (3-m) deep end, and access to it is rarely shared with the property’s owner. Its optional poolside lounge includes a wet bar, seating areas, a game table, a television, and a bathroom.
Top guest reviews
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we enjoyed the views the pool deck and our dogs really took advantage of the fenced front yardthe pool and pool house were awesome and the cottage was very comfortablenice pet friendly 3 bed 2 bath house outside of williamsburgthe house is charming and comfortableCleanliness:
the house was clean and extremely comfortablethe property is clean beautiful and relaxingthe house itself was a little outdated (bathrooms kitchen and bedding) but was clean bright and comfortableHost:
lovely property and excellent hostreally a wonderful hostthe house was great and owner was attentive to concerns and questions during stayyou couldn’t ask for a better host than the owner stevehost was awesome and did all the little things that really made for a nice stayRead more reviewsLocation:
there’s some great little fishing spots very close by if you’re into thatthe house is outside of town and the surroundings were super quiet
4. Spacious waterfront haven on Grandview Island (from USD 479)
If you seek accommodation that can fit big groups, this roomy vacation rental on Grandview Island might interest you. Apart from its comfortable space, it delights guests with mesmerizing water views and a heated indoor pool. The soaking facility measures 900 sq. ft.(83.6 sq m), and a hot tub can be found beside it.
If you’re looking to enjoy a more natural playground, Buckroe Beach is only 3.8 mi (6.1 km) from the property.
Top guest reviews
Amenities & Room:
beautiful views and nice pool and hot tubthe back room was nice also to look out on the water chill and relaxwe were not disappointed the house is so spacious - large rooms and all the amenitiesbetween the pool the nature reserve the beach and the dock we were in heaventhe rooms were very comfortable the kitchen well equippedCleanliness:
nice clean area & neighborhoodthe house was clean well stocked and we really enjoyed the pool and hot tubthis property was exactly like the pictures clean spacious quiet and cozy we had so much funHost:
the owner was very responsive and helpfulproperty manager was very responsive and helpfulthe owner is really nice and he responds quicklythe host was great to work with always prompt with any questionsowner took us at a day notice and was very responsive and kindRead more reviewsLocation:
great location to beach shopping & restaurantsquiet location but with easy access to grocery stores etcclose to everything shopping and funthe neighborhood is quiet and peacefulwe couldn’t ask for a better place for a getaway the house was huge
5. Ware Haven Cottage (from USD 345)
Set along Ware River, the Ware Haven Cottage offers mesmerizing vacation views. Birdwatching and occasional dolphin-watching are activities guests can enjoy on-site. Also, the fully furnished property provides holidayers with their own fenced outdoor pool, which is seasonally open from May to September. The in-ground facility measures 20 ft by 40 ft (6.1 m by 12.2 m). It is 3-ft (0.9-m) deep from the pool steps while the water at the slide area has a depth of 6-ft (1.8 m).
The unheated pool is set on a rustic deck, which offers sets for drinking tropical fruity beverages and reading a book.
Top guest reviews
Amenities & Room:
quite and cozy cottage by the river with a nice poolCleanliness:
steve was amazing the house was immaculate and it was the best vacation we have ever hadHost:
the hosts were wonderful and available if neededsteve is a great hoststeve and cindy are wonderful hosts and were only a text awaysteve and cindy were wonderful hosts; i almost felt like familyRead more reviewsLocation:
great house and wonderful location on the water great for kayaking
6. Upscale abode with a fire pit area (from USD 400)
From the scenic waterfront setting to the classy and well-equipped interiors, everything you look for in an ideal vacation home is here - and more.
Outside, a fire pit area and a saltwater pool await. The private swimming facility is heated for your comfort and offers lovely views of the Hampton River. The host only asks that you always return the cover of the pool when not using it. Also, avoid messing with the pump and heater. Should you come across any pool complication, be sure to contact the host instead of trying to fix it yourself.
Top guest reviews
Amenities & Room:
great place and the heated pool was tons of funa beautiful heated pool and fire pit and plenty of outdoor seatingoutdoor space is wonderful and heated pool was by far my favorite partthe heated pool was the everyone’s favorite place to begreat house we really enjoyed the heated poolCleanliness:
everything was very cleanvery spacious updated and clean houseplace was very clean and kitchen had everything we neededplace was clean and very functional for our grouphouse was large enough for our needs clean offering a perfect outdoor living spaceHost:
host was nice and made accommodations goodthe host is extremely communicative and helpfulgreat house and great hostthe rooms are spacious you can tell the host is very thoughtful about their guestsdirections were clear and shamus was extremely responsiveRead more reviewsLocation:
amazing house in an amazing locationbeautiful house in a great locationgreat location and house was just as describedthe location is great in a very nice neighborhood with plenty of parking spacegreat place beautiful pool and great location for fishing
7. Siren Cove (from USD 866)
This vacation rental charms travelers with its tourist-friendly location near Mellen Street and the attractions along with it. Also, the beautiful water views and elegantly furnished bright interiors are a hit with guests. The property has a backyard with an outdoor pool, so you can enjoy a refreshing dip. Since there’s no lifeguard to oversee the happenings there, parents are required to keep an eye on their kids for safety.
Management rules state that the owners will not be liable for accidents and injuries on the property.
Top guest reviews
Amenities & Room:
cozy house with amazing amenitiesplenty of rooms and the backyard is excellent with a dock and pool and firepitCleanliness:
kim and her team were very accommodating the house was clean and beautiful they made our stay memorablethis is a beautiful fully functional home for a family vacation it was very clean and nicely decoratedthe home is super clean beautifully decorated and well appointed with everything you will need during your stayHost:
the host was a pleasure to deal withvery helpful and pleasant hostamazing property with a super great hosthosts were very responsive on any issues that aroseRead more reviewsLocation:
close to great sightsthis was the ideal place for our group of 10 an amazing view & locationgreat place for a large family gatheringkim’s house was the perfect place for our large family gatheringwonderful place for a family getaway
8. Scenic vacation home on York River (from USD 360)
Are you on the hunt for scenic accommodations on York River? This lovely vacation home with spectacular water, sunrise, and sunset views might pique your interest. It is fully furnished and fun-filled, thanks to a private dock, kayaks, and a riverfront saltwater pool with 35,000 gal (132,489.4 l) of water.
Kids are prohibited in the pool area without accompanying adults. Life vests are also available for the children’s safety. Diving and jumping into the facility are not allowed, too, as well as running and playing with balloons that can burst and get stuck in the filtration system.
Top guest reviews
Amenities & Room:
the pool was awesome and the view of the river was greatgreat place with an awesome view and pool we had a great time and can't wait to stay againCleanliness:
the house was super clean and had everything you could needthe house is spacious clean and beautifulplace was incredibly clean and there were so many thoughtful toucheseverything is bright and cleanthis property is amazing- very spacious and super cleanHost:
the hosts are wonderfulthey were so kind and thoughtfulvery nice recent renovations carol and gene are excellent hosts and quick to answer any questionscarol & gene were great hosts the home is gorgeous with an absolutely beautiful viewgene is very nice and accommodatingRead more reviewsLocation:
house is in a great location for fishing crabbing sunsetsthe home is beautiful inside and out and the location is perfectbeautiful space close enough to towns but secluded enough to have an amazing relaxing time along the water
9. Good Vibes Villa
At Good Vibes Villa, guests can enjoy a circular above-ground pool on a fenced deck. The professionally maintained 27 ft (8.2 m) outdoor soaking facility is equipped with accessories and a single life vest for young swimmers. With a 4.5 ft (1.4 m) depth measurement, it is mostly safe for kids, but adult supervision is also required at all times. While the pool is only seasonally open from June to September, it is operational 24/7 during its season.
A roofed lounge area can be found on the deck, offering a shady retreat to guests in between swims.
Hampton, Virginia, United StatesAccommodates: 6
Top guest reviews
Amenities & Room:
was really impressed with the amount and quality of kitchen “stuff” lolthe beds were very comfortablethe pool area was so beautiful and relaxingCleanliness:
the house was clean and well stocked with basic essentialsit was easy to access and was very cleancourtney’s place is very cleanfun place & great for a summer stay clean spacious and all the essentials for a comfortable experienceRead more reviewsLocation:
i loved staying at this locationas soon as you walk in the door it feels like a home away from homegreat home with a very convenient location comfortable beds and decorations were awesome
Have fun in your private pool
Williamsburg has a lot to offer in terms of history and must-visit attractions for the whole family to enjoy. Take your holiday experience up a notch by booking a stay from this list of the best vacation rentals with private pools near Williamsburg, Virginia.
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