
Holiday rentals in Williamsburg
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Top-rated holiday rentals in Williamsburg
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"Waterfront! The Lilypad on Mill Creek-Near Wmsbg"
The Lily Pad on Mill Creek provides lovely waterfront views, private dock, wifi, private parking and all the comforts of home! The entire home has been recently renovated, including new HVAC, electric and plumbing and all new appliances! Secluded location to enjoy fishing, kayaking, (kayaks and life vests provided)swimming, canoeing and enjoying the wildlife.Just minutes away from local restaurants and there are two local boat ramps, less than ten minutes away. Have your boat at your fingertips!

Moody Modern Cottage Hot Tub-Fire Pit-Creek views
Escape to this beautifully remodeled guest cottage, designed for an unforgettable stay. Nestled in a serene 6.5-acre setting with private creek views, it's just minutes from shopping, breweries, and dining. Wake up to breathtaking scenery, unwind in a peaceful setting, and enjoy modern amenities. Relax by the fire pit or soak in the hot tub. Perfect for a romantic retreat or a fun-filled family getaway in the Historic Triangle. Unmatched comfort, charm, and relaxation—your perfect escape awaits!

Charming coastal home w/ outdoor area and river views
Tucked away at the end of a quiet road, our home welcomes you. This spacious, thoughtfully designed 1 BR/1.5 BA home on 4 acres is ideal for those looking to relax and get away from it all while still being just minutes away from some of the areas best dining and attractions. Whether you want to watch the sun rise over the York River, spend the day exploring the Williamsburg historic triangle (Busch Gardens), or just take it easy around the house and enjoy the outdoor area, the choice is yours.

Luxury Riverfront Condo w/ sunrise & sunset views
Luxury One Bedroom Condo with stunning views of sunrises and sunsets overlooking the James River. Perfect for a romantic getaway or a small family adventure, you can sit on the private balcony and enjoy the serene views of the river and the marina, or venture out for kayaking, jet ski, pontoon boat, Busch Gardens, historic Colonial Williamsburg, wineries, award winning golf courses and restaurants, spa and so much more. Come and experience an unforgettable vacation while making many memories.

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.

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.

Bee Humble Cottage Entire Home
Curious about what makes Gloucester so wonderful? Live like a local at "Bee Humble Cottage" 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.

Hutch's Bluff - Waterfront near Williamsburg
Charming riverfront A-Frame home on 2 acres overlooking the Chickahominy River. Completely updated interior, including all furnishings and appliances. Wake in a King bed loft space with a majestic view of the river, or choose one of the two Queen bedrooms below. First floor all tile bathroom with a walk in shower. Stainless appliances and granite countertops. Bring your fishing gear, relax at the end of the pier, or enjoy the views from the large deck and fire pit.

Freedom Cottage /King Bed-Jamestown/ Busch Gardens
The Freedom Cottage is a charming little cottage comfortable for four can fit 5 with the sofa bed. You're minutes away from Freedom Park, The Premium Outlets, Jamestown Settlement and 15 minutes from Colonial Williamsburg, Busch Gardens and Water Country. The Williamsburg Winery is also well within reach of our home! Our place offers maximum utility and privacy! We ensure to sanitize every surface, wash every towel and replace every sheet after each guest.

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 farm, where the coffee’s hot, and the chickens absolutely want to know all your secrets. Watch amazing sunrises, sunsets and starry skies that’ll make you forget about city life. Bonus: we have goats and a couple of obnoxious geese. Fresh air, curious critters, and total relaxation—all just 15 minutes from Williamsburg.

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.
Popular amenities for Williamsburg holiday rentals
Other great holiday rentals in Williamsburg

Walk to beach lovely 2/2 in "Kingsmill on James"

Westgate Historic Williamsburg One Bedroom

Bamboo Bungalo Duplex Near Busch Gardens

Waterfront Guesthouse II on the Rappahannock

Centrally Located Sleek Studio Apartment

Beautiful 1BR at Williamsburg + Amenities

Pointe Haven near Historic Yorktown

Cheerful 3-bedroom house with parking on premises
Quick stats about holiday rentals in Williamsburg
Total holiday rentals
Explore 3,600 holiday rentals in Williamsburg
Nightly prices starting at
Williamsburg holiday rentals start at £22 per night before taxes and fees
Verified guest reviews
Over 13,630 verified reviews to help you choose
Family-friendly holiday rentals
1,090 properties offer extra space & child-friendly amenities
Pet-friendly holiday rentals
Find 50 rentals that welcome pets
Holiday rentals with a pool
1,700 properties feature pools
Rentals with dedicated workspaces
2,850 properties have a dedicated workspace
Wifi availability
3,590 of Williamsburg holiday rentals include wifi access
Popular amenities for guests
Guests love Self check-in, Pet-friendly and Laptop-friendly workspace across Williamsburg rentals
4.6 Average rating
Williamsburg stays receive an average rating of 4.6 out of 5 from guests
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- Chesapeake Bay
- Busch Gardens Williamsburg
- Buckroe Beach
- Carytown
- Water Country USA
- First Landing State Park
- Haven Beach
- Buckroe Beach and Park
- Pocahontas State Park
- Brown's Island
- Grandview Beach
- Jamestown Settlement
- Bethel Beach
- Outlook Beach
- Royal New Kent Golf Club
- Kiptopeke Beach
- Norfolk Botanical Garden
- Virginia Beach National Golf Club
- Golden Horseshoe Golf Club
- Chrysler Museum of Art
- Cape Charles Beachfront
- James River Country Club
- Wilkins Beach
- Little Creek Beach