
Vacation rentals with a pool in Williamsburg
Find and book unique homes with a pool on Airbnb
Top-rated rentals with a pool in Williamsburg
Guests agree: these homes with a pool are highly rated for location, cleanliness, and more.

Kingsmill 1bed/1ba on Golf Course 9th Fairway
This beautiful 1 bed-1 bath unit is a cozy 400 sq.ft. and is located in the exclusive Kingsmill neighborhood. This first floor unit offers a king-size bed with a private patio that walks out onto the 9th Fairway of the River Course at Kingsmill. You'll enjoy the luxurious full bathroom with shower/tub combination and upgraded finishes. In the bedroom, you'll also find a computer desk, an over-sized sitting chair, a mini-fridge, a microwave, a Keurig coffee maker, and 50" Roku Smart TV w cable!

Waterfront Cottage Getaway Views/Kayaks/Fire Pit
A timeless cottage on a quiet property on the Rappahannock River with charming rose garden, relaxing pool, and quintessentially Virginia feel. Find us on IG @rosehilllcottagerappahannock! Explore nearby towns of Urbanna, White Stone, and Irvington, or stay close to home to enjoy sweeping views, waterfront adirondack chairs, and kayaks — perfect for a cocktail or coffee, or take a dip in the river or pool. With open living spaces and thoughtful decor, this is your waterfront retreat.

Beautiful 1BR at Williamsburg + Amenities
Built on the lush grounds of a former golf course, this quiet resort community is surrounded by the stunning landscape and historic spirit of Williamsburg. A great retreat any time of year, its central location also provides convenient access to explore all the area has to offer. • Guest checking in must be 21+ with valid ID. • Guest must have debit/credit card to put $250 refundable security deposit on hold at resort check-in. • Name on reservation must match photo ID at check-in.

Fabulous 1 bedroom suite - Kingsgate, Williamsburg
Located approximately one mile from historic Williamsburg, this property has everything you need. The resort boasts a range of amenities, including three indoor/outdoor pools, two tennis courts, a fitness center, a movie theater, a game room, a playground, miniature golf, and a barbecue area. Additionally, they offer an engaging activities program for guests. The perfect combination for a great visit to Williamsburg. the whole family to this great place with lots of room for fun.

3 BR Cottage on Mallardee Farm in Williamsburg
Enjoy all the comforts of home during your Williamsburg vacation at Mallardee Farm! Allow us to make our home, your home while you explore all of Williamsburg’s attractions-just a 15 minute drive away! You’ll find that Mallardee Farm will serve as its own attraction with our friendly, rescued farm pets, walking trails through the 57 acre property, complimentary fishing poles, canoe, row boat & kayaks to use on our 7 acre pond. Covid-19 precautions followed.

Peaceful Haven: nature & charming town
Do you want to get away from it all, change your surroundings and recharge yourself mentally and physically? Welcome to Peaceful Haven. Shops and restaurants of the lovely historic Village of Irvington are only a couple of minutes away. Hike just outside your door or in nearby parks, ride bikes around the meadows or to town, hang outside and listen to the birds, or just sink into the comfy couch to enjoy a movie on our large TV screen.

Creekside Guesthouse - Dock and Pool on 10 acres
With stunning views overlooking Bland Creek, this guesthouse is the perfect place to unwind or start your adventure. This two-bedroom apartment is nestled high in the treetops, perfectly situated on 10 acres of wooded and coastal beauty. When the time comes to explore, guests are only minutes away from eclectic shopping and dining in historic downtown Gloucester, with Williamsburg and Richmond an easy 45 minutes away.

Wyndham Patriots Place | King Bed Studio
Built on the lush grounds of a former golf course, this quiet resort community is surrounded by the stunning landscape and historic spirit of Williamsburg. A great retreat any time of year, its central location also provides convenient access to explore all the area has to offer. Wyndham Patriots Place | King Bed Studio • Size: 380 - 380 • Kitchen: Mini • Baths: 1 • Accommodates: 2 Guests • Beds: King Bed - 1

Country Living Guest House (Upstairs/Downstairs)
This country living guest suite is conveniently positioned on Lone Star Lakes Park. It is located in a quiet, private drive. Prepare quality meals in the down-stairs fully equipped eat-in kitchen with built-in cabinets, spacious countertops, a full-sized fridge, an electric stove, and everything you need to feel at home. Just off the kitchen is a half-bath. NO PETS ALLOWED.

Governor’s Green 1BR Dlx Condo w/ Full Kitchen
Everything needed for a memorable getaway to historic Williamsburg is right here. Take advantage of on-site recreation and endless amenities in a picturesque setting. The well-manicured lawns and pristine lakes make a lovely retreat after a day of adventuring in Colonial Williamsburg. This suite includes a King bed, and a Queen sleeper sofa in the main living area.

Westgate Historic Williamsburg One Bedroom
Offering a one bedroom apartment in Westgate Historic Williamsburg Resort with a king size bed, sofa bed and full kitchen. This fabulous resort has fantastic amenities and is a great location to visit the area attractions such as Colonial Williamsburg, Busch Gardens Williamsburg and Water Country USA. A great location to visit the local attractions.

2 Bedroom @ The Historic Powhatan Resort
Step back in time at The Historic Powhatan Resort, located on 256 acres of rolling woodland hills in historic Williamsburg, Virginia. • Guest checking in must be 21+ with valid ID. • Guest must have debit/credit card to put $100 refundable security deposit on hold at resort check-in. • Name on reservation must match photo ID at check-in.
Popular amenities for Williamsburg rentals with a pool
House rentals with a pool

Wooded Wonderland Miniature Golf Hot tub Pool

York River Vacation Home

Our Home Away from Home

Gorgeous Vacation House

Blue Heron WaterSide

The Rosé Retreat: Kayaks-Screened Porch-RELAX

Perfect Getaway!

Magical wooded cottage pool +priv hottub walk2town
Condo rentals with a pool

Wyndham Kingsgate (3 BD LO)

Patriots Place, one bedroom condo, cozy space

Great family vacation resort condo. Sleeps 12.

Vacation Village at Williamsburg

Lovely 2 Bedroom Condo in 4Diamond Historic Resort

1br Colonial in Williamsburg -Fun by Busch Gardens

Wyndham Patriots Place | King Bed Studio

Colonial Williamsburg Spacious 4 Bedroom Suite!
Other vacation rentals with a pool

Historic Powhatan Resort- 2 bedroom condo!

Peaceful Escape | Fireplace + Pool & Kitchen

Historic Charm & Modern Comfort at Hilton Powhatan

2 bedroom at The Historic Powhatan Resort

Historic Powhatan Resort- 2 bedroom condo!

The Historic Powhatan, 2br suite, Saturday check-i

Historic Powhatan Resort- 2 bedroom condo!

Club Wyndham Kingsgate One-Bedroom Condo
When is the best time to visit Williamsburg?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sep | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | ﺩ.ﺇ364 | ﺩ.ﺇ382 | ﺩ.ﺇ444 | ﺩ.ﺇ463 | ﺩ.ﺇ488 | ﺩ.ﺇ510 | ﺩ.ﺇ518 | ﺩ.ﺇ459 | ﺩ.ﺇ437 | ﺩ.ﺇ433 | ﺩ.ﺇ470 | ﺩ.ﺇ411 |
| Avg. temp | 5°C | 6°C | 9°C | 15°C | 19°C | 24°C | 26°C | 25°C | 22°C | 16°C | 11°C | 7°C |
Quick stats about vacation rentals with a pool in Williamsburg

Total vacation rentals
Explore 1,700 vacation rentals in Williamsburg

Nightly prices starting at
Williamsburg vacation rentals start at ﺩ.ﺇ110 per night before taxes and fees

Verified guest reviews
Over 9,850 verified reviews to help you choose

Family-friendly vacation rentals
1,000 properties offer extra space & kid-friendly amenities

Pet-friendly vacation rentals
Find 10 rentals that welcome pets

Rentals with dedicated workspaces
1,010 properties have a dedicated workspace

Wi-Fi availability
1,700 of Williamsburg vacation rentals include wi-fi access

Popular amenities for guests
Guests love Kitchen, Wifi, and Pool across Williamsburg rentals

4.7 Average rating
Williamsburg stays receive an average rating of 4.7 out of 5 from guests
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- Chesapeake Bay
- Busch Gardens Williamsburg
- Buckroe Beach
- Carytown
- Water Country USA
- First Landing State Park
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- Buckroe Beach and Park
- Pocahontas State Park
- Brown's Island
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