
Pet-friendly vacation rentals in Williamsburg
Find and book unique pet-friendly homes on Airbnb
Top-rated pet-friendly home rentals in Williamsburg
Guests agree: these pet-friendly homes are highly rated for location, cleanliness, and more.

Centrally Located Sleek Studio Apartment
Private guest studio apartment with separate parking/entrance in a quiet neighborhood. Centrally located to shopping, restaurants , and parks. Airport:12 min CNU:6 min Riverside Medical Center:7 min Sentara Hospital:8 min Langley AFB:11 min Patrick Henry Mall:8 min Willimasburg/Bush Gardens: approx 30 min Virgina Beach Oceanfront: 45 min Wifi available with a 55" TV with streaming services (no cable). Coffee table folds into dining/work table. Stools under table. Full bath/kitchen/laundry unit.

Cap 2 Cap Cottage VA Capital Trail Charles City
Cap 2 Cap Cottage - Rural oasis awaits in a NEWLY RENOVATED COTTAGE on 6 acres. 52 mile Virginia Capital Trail (Jamestown - Richmond) is only 3/10 of a mile away.Primary suite w/ 1 King bed. Add'l bedroom w/ 1 Queen bed. 2 full baths. Great Wifi, Smart TV, fully equipped kitchen, private deck. Fantastic restaurant/brewery Indian Fields Tavern is 3 miles away. Perfect stay for cyclists ,history lovers or just unwinding. NO Smoking or parties. Colonial Williamsburg 24 miles, Richmond is 30 miles .

Mason Manor - Downtown Smithfield next to WCP
Historic Smithfield 233 S Mason Street 2 Bedrooms 1 Bath Located in the heart of historic Smithfield boasts old world charm and character with a touch of today’s conveniences. The living room has gas fireplace for cool evenings & leads to dining area & updated fully equipped kitchen. The full bath is updated with jetted tub. Front porch swing for relaxing and back deck for entertainment. Windsor Castle Park just steps away. Located just around the corner from restaurants, shopping & more.

History Art and Nature-110 Acres of Ancient Forest
WILLIAMSBURG AREA, SURRY, VA. Lightwood Forest is a beautiful historic house nestled in 110 acres of private woodland preserve. Surround yourself with history, antiques, art and nature, and over two miles of private hiking trails winding through the ancient forest. A true hands-on historical experience surrounded by nature. Lightwood Forest is in rural Surry County, on the south side of the James River, a short, free car ferry ride from Williamsburg and Jamestown, which runs 24/7, all year.

TooFine Lakehouse, pet friendly waterfront cottage
Cute & cozy (tiny) waterfront cottage nestled in a pine forest. Situated on an almost 3 acre point on the Diascund Reservoir this is THE perfect spot to get away from it all & still be in the middle of everything! Options abound - fishing from the dock, bird watching, canoeing, roasting marshmallows around the fire pit, swinging in the hammocks, napping on the screened in porch, grilling on the patio, reading in the loft, playing games (inside & out), or just chill & feel the vibe.

"Bee Haven" Cottage Retreat
Curious about what makes Gloucester so wonderful? Live like a local at "Bee Haven Retreat" 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.

The Nook
Enjoy a getaway in this cozy 1 bedroom apartment attached to a classic 1940s Cape Cod home minutes from Colonial Williamsburg and Jamestown. You'll be within biking distance to many local attractions such as Williamsburg Winery, Jamestown Island, Jamestown Settlement, Jamestown Beach, and Billsburg Brewery. Busch Gardens & Water Country are a 15 minute drive. The Nook was completely refinished in 2020. Need more space or traveling with a group? Inquire about our other units.

Historic Ware River Cottage at Glebefield
Come visit this quiet and peaceful setting on the Ware River in historic Gloucester VA. The cottage sits on a 65 acre waterfront property. This fully updated cozy cottage is a great home base for exploring Williamsburg, Yorktown, Jamestown and Richmond. Pets are welcome with a small fee and pre-approval. There are serval buildings and gardens to enjoy so please take note of the picture captions for details on the cottage and other dependencies.

Farm Stay - Guest Suite w/ Private Entrance
Ready to add some adventure (and a few new animal friends) to your Williamsburg trip? Stay at our cozy little homestead, where the coffee’s hot and the chickens are nosey. Watch amazing sunrises, sunsets and starry skies that’ll make you forget about city life. We also have goats and a couple of obnoxious geese to meet (if you want). Slow down, savor the countryside, and reconnect all while being only 15 minutes from Williamsburg.

Walk to beach lovely 2/2 in "Kingsmill on James"
Lovely, quiet, large ground floor 2 bdrm 2 full bath condo in "Kingsmill on the James". Beautiful tree and Audubon bird sanctuaries, trails. Condo backs to greenbelt, within walking distance to Kingsmill's beach, spa, marina, Café. **please note condo is in "Kingsmill on the James", not Kingsmill Resort...there's spa and beach access, for dogs too, but not pool... to use pool and resort, please book directly through the resort

Casita on the Corner
The Casita is a cozy 2 bedroom, one bath, small dog friendly home is on a corner lot in a family friendly neighborhood just minutes from major attractions like Busch Gardens-Water Country. The area is rich with historical sites. Be sure to visit Colonial Williamsburg, Jamestown and Yorktown. There is a shopping center with a Grocery store and restaurants within walking distance from the property.

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.
Popular amenities for Williamsburg pet-friendly home rentals
Pet-friendly home rentals with a hot tub

On Beach 3BD+Loft: Sauna|HotTub|Billard|FencedDeck

Stylish Beach House, Hot Tub, Pet Friendly

Wooded Wonderland Miniature Golf Hot tub Pool

Eventide Inn | Peaceful, Luxury Modern w/ Hot-Tub

Magical wooded cottage pool +priv hottub walk2town

Old Log Cabin School House w/10 acres on the Bay

3 BR Bay Home w Private Dock & all the Amenities

Cozy Cottage w/ Hot Tub, Pool Table, Fenced Yard
Pet-friendly home rentals with a pool

Positano Villa

Kingsmill 1bed/1ba on Golf Course 9th Fairway

Gorgeous Vacation House

Perfect Getaway!

The Rosé Retreat: Fireplace-Screened Porch-RELAX

“Old Smokey”A cozy, single bedroom, unique getaway

Waterfront Cottage Getaway Views/Kayaks/Fire Pit

Pelican Place, Cozy Retreat | Pool | Walk to Tides
Pet-friendly house rentals

Water Oaks at Chic's Beach

3 bedroom private home a block from the beach!

The Chesapeake St Retreat - Pet and Kid Friendly!

Quiet East Beach Bungalow, 1 block to beach!

2 BR Family & Pet Friendly House - Williamsburg

Family Friendly Home-Fire Pit-Walk 2 Town-King Bed

Rochambeau Retreat

Beachfront 2 Dwellings EV charger
When is the best time to visit Williamsburg?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sep | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | G$37,223 GYD | G$35,759 GYD | G$37,432 GYD | G$37,014 GYD | G$37,432 GYD | G$37,432 GYD | G$36,595 GYD | G$36,595 GYD | G$36,595 GYD | G$41,405 GYD | G$40,987 GYD | G$41,614 GYD |
| 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 that are pet-friendly in Williamsburg

Total vacation rentals
Explore 60 vacation rentals in Williamsburg

Nightly prices starting at
Williamsburg vacation rentals start at G$14,638 GYD per night before taxes and fees

Verified guest reviews
Over 2,710 verified reviews to help you choose

Family-friendly vacation rentals
30 properties offer extra space & kid-friendly amenities

Vacation rentals with a pool
10 properties feature pools

Rentals with dedicated workspaces
30 properties have a dedicated workspace

Wi-Fi availability
60 of Williamsburg vacation rentals include wi-fi access

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

4.8 Average rating
Williamsburg stays are highly rated by guests—averaging 4.8 out of 5!
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- Chesapeake Bay
- Busch Gardens Williamsburg
- Carytown
- Water Country USA
- First Landing State Park
- Pocahontas State Park
- Jamestown Settlement
- Buckroe Beach
- Brown's Island
- Outlook Beach
- Norfolk Botanical Garden
- Cape Charles Beachfront
- Libby Hill Park
- Chrysler Museum of Art
- The Poe Museum
- Science Museum of Virginia
- Hollywood Cemetery
- Greater Richmond Convention Center
- Nauticus
- First Landing Beach
- The NorVa
- Chrysler Hall
- Virginia Living History Museum
- Old Dominion University




