
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.

Cottage at Timberline Ranch in Smithfield Virginia
Relax on a private 30 acre horse farm. 8 miles from historic Smithfield, VA Spacious bedroom, double window with view of horse pastures. Room darkening drapes. Full length mirror with lighted makeup mirror, air purifier, ample sheets, blankets and pillows. Full kitchen like brand new and well stocked with necessities; cookware, dishes, paper products, spices. Large bathroom with ceiling heater, towel warmer, well stocked with towels and necessities. Washer and dryer, detergent supplied.

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

*Mid/Long Term Rental* Cozy Home at Mary Roberts
Bring the whole family to this great place with lots of room for fun. Less than 10 minutes away from Fort Eustis Military Base. Less than 15 min away from Newport News Airport, Christopher Newport University, and plenty of shopping and dining. Short drive to Williamsburg with shopping at the outlet mall, dining and entertainment for the family at Busch Gardens and Water Country USA theme parks.
Popular amenities for Williamsburg pet-friendly home rentals
Pet-friendly home rentals with a hot tub

Beach House~Hot Tub~3 Min to Sand~HUGE Kitchen

The Blue Octopus~Private Pool~HotTub~Beach~FirePit

Westgate Historic Williamsburg One Bedroom

Hot Tub Rivah Retreat 3BR Kilmarnock Escape

Magical wooded cottage pool +priv hottub walk2town

Wickline Cabin on Moon Creek

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

3 BR Bay Home w Private Dock & all the Amenities
Pet-friendly home rentals with a pool

Villa Positano

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

Beautiful country house with 5 bedrooms 4.5 baths

Relax in Urbanna, @ The Blue Tango!

Gorgeous Vacation House

The Rosé Retreat: Fireplace-Screened Porch-RELAX

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

Waterfront Cottage Getaway Views/Kayaks/Fire Pit
Pet-friendly house rentals

Water Oaks at Chic's Beach

Williamsburg Retreat

Cozy beach cottage! One block to the beach!

3 bedroom private home a block from the beach!

Quiet East Beach Bungalow, 1 block to beach!

2 BR Family & Pet Friendly House - Williamsburg

Analog Private Beach on 10 Acres

Piper’s Landing: Relaxing beach house near the Bay
When is the best time to visit Williamsburg?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sep | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | G$37,239 GYD | G$35,774 GYD | G$37,448 GYD | G$37,030 GYD | G$37,448 GYD | G$37,448 GYD | G$36,611 GYD | G$36,611 GYD | G$36,611 GYD | G$41,423 GYD | G$41,005 GYD | G$41,632 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 50 vacation rentals in Williamsburg

Nightly prices starting at
Williamsburg vacation rentals start at G$14,644 GYD per night before taxes and fees

Verified guest reviews
Over 2,550 verified reviews to help you choose

Family-friendly vacation rentals
20 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
50 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!
Destinations to explore
- Plainview Vacation rentals
- New York Vacation rentals
- Washington Vacation rentals
- East River 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 breakfast Williamsburg
- Villa rentals Williamsburg
- Rentals with a washer and dryer Williamsburg
- Rentals with a hot tub Williamsburg
- Rentals with outdoor seating Williamsburg
- Rentals with a home theater Williamsburg
- Rentals with beach access Williamsburg
- Family-friendly rentals Williamsburg
- Bed and breakfasts Williamsburg
- Rentals with lake access Williamsburg
- Rentals with a patio Williamsburg
- Cottage rentals Williamsburg
- Rentals with pools Williamsburg
- Apartment rentals Williamsburg
- Hotel rooms Williamsburg
- Fitness-friendly rentals Williamsburg
- Serviced apartment rentals Williamsburg
- Rentals with a fireplace Williamsburg
- Rentals with a sauna Williamsburg
- Resort rentals Williamsburg
- Rentals with a fire pit Williamsburg
- Condo rentals Williamsburg
- House rentals Williamsburg
- Pet-friendly rentals Virginia
- Pet-friendly rentals United States
- Chesapeake Bay
- Busch Gardens Williamsburg
- Buckroe Beach
- Carytown
- Water Country USA
- First Landing State Park
- Pocahontas State Park
- Haven Beach
- Buckroe Beach and Park
- Brown's Island
- Jamestown Settlement
- Grandview Beach
- Bethel Beach
- Kiptopeke Beach
- Outlook Beach
- Royal New Kent Golf Club
- Norfolk Botanical Garden
- Virginia Beach National Golf Club
- Golden Horseshoe Golf Club
- Chrysler Museum of Art
- Cape Charles Beachfront
- Wilkins Beach
- James River Country Club
- Libby Hill Park




