Once the largest and most prosperous American colony, Virginia’s erstwhile capital Williamsburg packs quite a punch. This 18th-century city is a pleasing mishmash of a living museum and a bustling college town, with College of William & Mary students and faculty calling the place home. Williamsburg takes you back to a time when the concept of a “United States of America” was being born and the new country’s foundational ideals were taking shape. Today, the old streets of Colonial Williamsburg boast stunning historical landmarks such as The Capitol, Governor’s Palace and George Wythe House that let you peek into a bygone era.
There’s so much to explore in Williamsburg that you may find yourselves utterly exhausted. A pool would be just the thing to help unwind from a long day of exploring the place. Check into one of the top Airbnbs with pool in Williamsburg, Virginia, to beat the tiredness.
We handpicked these listings carefully, considering (wherever possible) Superhost status, recent guest reviews, location, accommodation type, prices, availability of dates, decor, and access to pool. The image galleries get refreshed with the latest updates regularly. They were last updated on April 13, 2024.
1. Apartment in Westgate Historic Williamsburg Resort (from USD 174)
This one’s a neat one-bedroom unit in Westgate Historic Williamsburg Resort. Here, you can start your day with a hearty breakfast prepared in the full kitchen. Then, sit back and catch a movie on the living room television. Avail of WiFi access for an added fee if you want to catch up on some work.
You can head to the outdoor pool for a refreshing swim session and follow it up with a relaxing dip in the hot tub. As the pool is heated, you can use it throughout the year! And in case you’re not in the mood for a swim, relax on the sun loungers and enjoy the view!
If you want your dogs to join you on your trip, you can bring up to two dogs per rental at an additional charge. They must not exceed an individual or combined weight limit of 27 kg (60 lbs).
Top guest reviews
Amenities & Room:
bed was comfortable and the jacuzzi tub was a nice treatgreat place for kids with (free) mini-golf pool arcade and (not free) kids clubthe bed was super comfortable and check in was smoothCleanliness:
very clean and comfortableclean convenient and great dealthe whole place needs a deep cleaneverything was nice and cleanroom was nice and cleanHost:
the resort staff were helpfulresort staff was very friendlythe pet friendly option was perfect for us and the host and staff were very accommodatingthe staff was friendly and the room was cleanour stay here was so comfortable barbara was quick and responsive to all of our questionsRead more reviewsLocation:
excellent location in the central part of williamsburggreat stay close to colonial williamsburg and supermarket within walking distancethe location is perfect for colonial williamsburg and very close to jamestown and yorktownit was easy getting to busch gardens and colonial williamsburg from this locationthis villa was certainly located near cute shops and restaurants
Superhost
2. Charming rental with good shared facilities (from USD 199)
This colonial-style rental calls for a lazy day spent couched in the living room to watch a movie on the television. You can also put on your apron and try out some recipes in the full kitchen.
In the evening, head to the shared complex for a workout in the fitness room. To finish the workout in style, check out the gorgeous indoor pool inviting you for a swim. Not in the mood for swimming? You can laze around by the pool instead! Kids can enjoy themselves in the games room, where there’s a pool table, table tennis set up and other activities.
Top guest reviews
Amenities & Room:
nice furniture and bedding 5Read more reviewsHost:
ash was a great host he was quick to respond to any questions that i hadexcellent on-site staff highly recommend this placeeasy communication with host 2
3. Comfortable pet-friendly rental (from USD 111)
Here’s an apartment where you can start your mornings sipping on coffee on the balcony. Then, head down to the common area and practice a few strokes at either the seasonal outdoor pool or the indoor one. The outdoor pool also has a whirlpool and water park-like features - it’s bound to make your children’s day better! And if you fancy a game of tennis, the courts await you.
While the unit is pet-friendly, guests must inform the hosts of their plans in advance. You will need to pay an additional fee during check-in and present proof of the pet’s vaccination.
Top guest reviews
Cleanliness:
everything was great very clean and nicehis place was sparkling clean and a lot more spacious than we had expectedHost:
nicholas is a wonderful host who is quick to respond and very reliablenicholas is an excellent host and very quick to respondRead more reviewsLocation:
close to all williamsburg attractions and the pool was excellent for familieswe found this place and it was ideal for my husband me and our cat
Nearby Airbnbs with pool
4. Country-style rental (from USD 110)
Check out this well-appointed rental, located about 15-20 minutes driving distance away from Williamsburg. You will easily be able to explore the town as well as enjoy country-style living here.
While at the rental, you can spend hours floating around in the shared saltwater swimming pool’s cool water. Alternately, consider lounging on the poolside and soaking in some sunshine. A certified reflexologist is also available for appointments on-site - it’s a good opportunity to book their services and relax your tense muscles. As it turns dark, consider lighting up the fire pit and exchanging stories into the wee hours of the night.
Note that the pool cannot be used after 7:30pm. Guests are requested to refrain from using lotions, oils, or creams before stepping into the pool.
Top guest reviews
Amenities & Room:
bed is like sleeping on a cloudnice touch to have small kitchen space for breakfast toovibrant and artistic very spacious private space over a detached garage overlooking the pool and the woodsthe open space with bed living space dining space and nice size restroom is spacious and funa lovely little guest house with unique decor a soft and comfy bed and a great patio and poolCleanliness:
clean and super cozyvery comfortable bed in a clean and spacious studioit was a clean comfortable spacethe pool was always open clean and refreshing with fresh towels waitingfun spacious clean and welcomingHost:
the host was very friendly and accommodatingbabbitt is an amazing hostbabbitt is a great hostshe is attentive intuitive warm and welcomingbabbitt is the best host we’ve ever hadRead more reviewsLocation:
three lovely wineries close bya wonderful cute little quiet get away spotbeautiful place that feels far away from the city but is an easy distance to williamsburg and busch gardensclose to vineyards and local attractionslocation was great for trips to both williamsburg and richmond
5. Rosehill Cottage (from USD 178)
Rosehill Cottage, perched on the banks of the Rappahannock River, is the ideal place to enjoy a vacation. You can make the most of the morning with a walk in the rose garden. Then, spend hours splashing around in the seasonal outdoor pool on-site. This saltwater pool is open from late spring to early fall. And if you don’t want to swim, just sit by the pool and enjoy sunbathing.
In the evening, walk to the outdoor area and sip on wine while soaking in sweeping river views. Or, consider stepping into the river for some fun play-time. This can be followed by a cookout at the barbecue area.
Pets are also allowed at this rental. The fenced private garden is a good spot for your furry buddies to rollick around. However, keep them leashed if you’re venturing outside the rental property. The grounds directly open into the river.
Top guest reviews
Cleanliness:
the home is so clean and comfortablethe kitchen is very well stocked it's wonderfully clean and everything you could wish for is providedhome is very clean and has everything you needthe home was clean cozy and so thoughtfully decorated and the waterfront view is gorgeousRead more reviewsHost:
heather and adam are wonderful hostsand the hosts were very communicative and friendlythe hosts heather & adam were very responsive and made sure our stay was perfectowners were wonderful with communication really enjoyed our staywe can’t wait to come back heather and adam were excellent and very communicative hosts
6. Perfect rental for a digital detox
Here’s a second-floor unit in a standalone bungalow. There is no WiFi and even television access is limited here, so it is the perfect spot for a digital detox. So, why not spend your days chilling at the private pool? You can also make use of the wading pool when you want to dangle your toes in the water, but not really splash around. Do note that the pool is not heated. If the water feels too cold, consider sitting out in the garden and reconnecting with nature. You can even walk up to the dock and soak in panoramic river views for as far as the eye can see.
Note that the access to this rental’s living space is via steep stairs. Keep this in mind if your group includes kids or people with mobility issues.
Williamsburg, Virginia, United StatesAccommodates: 5
Top guest reviews
Amenities & Room:
amazing place very comfortable and great amenitieswe were very comfortable with great a/cchildren loved access to the pool fishing on the pier and the small private beachwe had everything we needed and the beds were comfortablethe dining table was the perfect place for gamesCleanliness:
the place was very clean and had plenty of kitchen items and linensextremely clean and well thought out guest housethe home was clean and well maintainedthe pool is great and was cleaned daily while we were thereit’s comfortable spacious clean and cozyHost:
great spot and awesome hostrenee is a good host with good communicationalways a nice stay here and renee is a great communicative host and very accommodatingrenee is a great host and communication was incredibleour host was great with communication and went above and beyondRead more reviewsLocation:
the location for all attractions is unbeatablegreat place close to nearby attractions nothing over 30 minutes awayamazing location; space was greatsuch a cute little place to staygreat location right on the va capital trail and river
7. Ranch-style vacation retreat (from USD 165)
Escape into a world of relaxation at this ranch-style home. You can spend time playing a game of foosball indoors or curl into the seating on the screened porch and read a book. Every time you look up, the lush garden will soothe you. The seasonal outdoor pool is another great spot to chill with your loved ones. This can be followed by some drinks and a barbecue cookout at the poolside deck.
Please note that you can use the pool only between 10am and 9:30pm. The pool is open from the end of April to the end of September.
Top guest reviews
Amenities & Room:
lots of space to play card or board games - couple living rooms back patio etcCleanliness:
very clean house and spotless refrigeratorivette’s place is super clean and spacious in a great locationHost:
beautiful home and lovely host ivette was a great host and amazingly accommodatingivette was very communicative and accommodating and made us feel welcomed during our stayRead more reviewsLocation:
great trip and really close to vcu for the theatreit wad nice and safe neighborhood to walk our dog
8. Waterfront cottage with lovely views (from USD 140)
Located on the grounds of the historic Turner Hall estate, this Airbnb rental offers some stunning views of the North River. You can spend hours lazing on the living room couch and admiring garden and river views from the cottage or head out for birdwatching. A kitchenette is available at the rental, so whip up some light meals to address those hunger pangs.
There is a shared outdoor pool on-site, where kids and adults can have a great time. This pool is operational from May to October.
Top guest reviews
Read more reviewsLocation:
an ideal getaway location filled with thoughtful touchessit by the small beach on the river relax by the pool walk on the shady lane
9. Studio apartment for couple stays (from USD 79)
This equipped studio apartment is a cosy space for couple stays. The place has a full kitchen so you can prepare your own meals. Don’t forget to bring your swimsuit along as there’s a private pool with a water slide and pool volleyball net for you to enjoy. The pool is open year-round, so you can use it no matter when you plan the trip.
However, this property is not suitable for children and infants.
Top guest reviews
Amenities & Room:
the wifi is great along with a tv equipped with rokuthe room is a nice size; kitchen is fully furnished; wifi was outstandinghaving the full kitchen coffee pot and little extras was wonderfulthe bed was super comfy and the bathroom was stocked with extra toiletries in case we forgot somethingeverything from the hand written welcome sign to the treats to the comfortable studioCleanliness:
everything was very clean and organizedthe place is really clean and smell goodvery clean with easy check inthe place was amazing very clean and neatthe space was clean and overall very comfortableHost:
wonderful hosts wonderful staykevin and mandy were so accommodating and lovelykevin and mandy are wonderful hosts i would certainly come back againkevin and mandy were very responsive and pleasant hostsmandy and kevin - thank you for being such wonderful hostsRead more reviewsLocation:
the location was also absolutely perfectcharming and very quiet locationgood location for visiting norfolk and virginia beachwe would highly recommend this location to anyonei would definitely reserve this location on my next visit
10. Spacious home with a private dock access (from USD 342)
This spacious home is a great vacation retreat, where you can fire up the HDTV and catch your favourite show. You could follow this up with some reading and a snooze in the comfortable bedroom.
Once you wake up refreshed, consider heading to the private pool for a few hours. The saltwater pool will be a pleasure to swim in. Else, walk up to the private dock and do some fishing or venture out on a kayak. A tandem kayak, double-jet ski lift and wet slip have been made available for guests’ use.
If your children have come along for the vacation, the hosts request that they are supervised when around the pool, dock or river. Kids can also wear life vests for safety while swimming. Please avoid running around the pool since the path may be slippery. Jumping or diving into the pool is best avoided.
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
Chilling in Williamsburg
As there’s so much to explore in Williamsburg, you’ll find a trip to this place thoroughly refreshing. From visiting the historically loaded landmarks to sampling a range of colonial fare, you’ll find your itinerary packed. However, all that activity might tire you out. Book out a private accommodation with a pool, so you can unwind before trying out more new experiences in the city.
History
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