
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.

Charming 1BR Colonial Condo at Wyndham Kingsgate
Welcome to our charming 1BR/1BA condo close to Williamsburg! Located just minutes from historic Williamsburg, you can explore the area or stay on property and relax by the pool and enjoy the many family friendly amenities on site. Experience all that Williamsburg has to offer from historic landmarks along one of Williamsburg's many walking and biking trails like Powhatan Creek Trail, Historic Jamestown Bike Trail, and Freedom Park, historic downtown Williamsburg, and Busch Gardens.

Suitable 1BR Near Top Attractions!
Furnished in the Colonial style, this resort offers all the modern amenities and activities you could want. Surrounded by the area's top attractions and historic landmarks, there's plenty to explore, ensuring that your getaway is one to remember. • 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. . Resort Fee at $7 per night. • Name on reservation must match photo ID at check-in.

Chic Urban Living: 1BR in Kingsgate!
Furnished in the Colonial style, this resort offers all the modern amenities and activities you could want. Surrounded by the area's top attractions and historic landmarks, there's plenty to explore, ensuring that your getaway is one to remember. • 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. . Resort Fee at $7 per night. • Name on reservation must match photo ID at check-in.

Relax in Style: 2BR Condo w/ Balcony at Wyndham GG
Welcome to our beautiful 2BR Condo close to Historic Williamsburg! 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. Just three miles north of historic Williamsburg, we offer easy access to some of Williamsburg's most popular destinations.

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.

Waterfront Escape • Pool, Dock & Creek View
A peaceful waterfront retreat tucked into 10 wooded acres above Bland Creek, perfect for long summer days and relaxed evenings. - Private screened-in porch with cooling creek breezes - Pool days, firepits under the stars, and quiet moments outdoors - Kayaks, a floating dock, fishing, and nature right outside your door - Immaculately clean and thoughtfully stocked for a stress-free stay - Quiet setting just minutes from downtown Gloucester

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.

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.

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.

Historic Powhatan - 2 Bedroom
Powhatan Resort provides accommodations with a restaurant, free private parking and a bar. The property is close to Colonial Williamsburg, Jamestown, and 20 miles from Busch Gardens. It has an indoor and outdoor pool, hot tub, tennis, mini-golf, restaurant, snack bar, and a game room.
Popular amenities for Williamsburg rentals with a pool
House rentals with a pool

Wooded Wonderland Miniature Golf Hot tub Pool

York River Vacation Home

Chesapeake Bay Retreat Waterfront Indoor Pool

Gorgeous Vacation House

Blue Heron WaterSide

Perfect Getaway!

The Rosé Retreat: Fireplace-Screened Porch-RELAX

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

Williamsburg Plantation ThanksGiving Large Condo 2

Apartment Resort Williamsburg 2bdrm

Charming 3BR Colonial Condo at Wyndham Kingsgate

Marriott Manor Club Luxury Studio sleeps 4

Lovely 2 Bedroom Condo in 4Diamond Historic Resort

1br Colonial in Williamsburg -Fun by Busch Gardens

Big family 4BR (12) townhouse.

Patriots Place 2 Bedroom
Other vacation rentals with a pool

Amazing 2 bdrm at The Colonies

Kingsgate one bedroom

Patriots Place studio

Williamsburg Plantation Resort - sleeps 6

Historic Powhatan Resort- 2 bedroom condo!

Waterfront Hot-Tub, Canoe & Firepit w/ Dock

The Cottages at King's Creek Plantation -- 1BR4

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 | R1,579 ZAR | R1,658 ZAR | R1,930 ZAR | R2,009 ZAR | R2,121 ZAR | R2,217 ZAR | R2,264 ZAR | R2,025 ZAR | R1,658 ZAR | R1,802 ZAR | R1,898 ZAR | R1,547 ZAR |
| 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 1,690 vacation rentals in Williamsburg

Nightly prices starting at
Williamsburg vacation rentals start at R478 ZAR per night before taxes and fees

Verified guest reviews
Over 10,640 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
960 properties have a dedicated workspace

Wi-Fi availability
1,690 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
Destinations to explore
- Plainview Vacation rentals
- New York Vacation rentals
- East River Vacation rentals
- Washington Vacation rentals
- Jersey Shore Vacation rentals
- Myrtle Beach Vacation rentals
- Philadelphia Vacation rentals
- South Jersey Vacation rentals
- Pocono Mountains Vacation rentals
- Charlotte Vacation rentals
- Outer Banks Vacation rentals
- Cape Fear River Vacation rentals
- Rentals with a fire pit Williamsburg
- Family-friendly rentals Williamsburg
- Rentals with outdoor seating Williamsburg
- Resort rentals Williamsburg
- Condo rentals Williamsburg
- House rentals Williamsburg
- Rentals with a fireplace Williamsburg
- Rentals with a sauna Williamsburg
- Bed and breakfasts Williamsburg
- Apartment rentals Williamsburg
- Rentals with lake access Williamsburg
- Hotel rooms Williamsburg
- Serviced apartment rentals Williamsburg
- Rentals with breakfast Williamsburg
- Rentals with a washer and dryer Williamsburg
- Rentals with a patio Williamsburg
- Pet-friendly rentals Williamsburg
- Rentals with a home theater Williamsburg
- Rentals with beach access Williamsburg
- Beach house rentals Williamsburg
- Fitness-friendly rentals Williamsburg
- Rentals with a hot tub Williamsburg
- Villa rentals Williamsburg
- Cottage rentals Williamsburg
- Rentals with pools Virginia
- Rentals with pools United States
- Chesapeake Bay
- Busch Gardens Williamsburg
- Carytown
- Greater Richmond Convention Center
- Water Country USA
- First Landing State Park
- Pocahontas State Park
- Buckroe Beach
- Jamestown Settlement
- Brown's Island
- Cape Charles Beachfront
- Norfolk Botanical Garden
- Outlook Beach
- Libby Hill Park
- Chrysler Museum of Art
- Science Museum of Virginia
- The Poe Museum
- Hollywood Cemetery
- The NorVa
- Nauticus
- Colonial Williamsburg's Merchants Square
- Forest Hill Park
- Virginia Zoological Park
- Town Point Park




