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House holiday rentals in Williamsburg

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Top-rated house rentals in Williamsburg

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Home in Williamsburg

4.85 out of 5 average rating, 207 reviews

Colonial Retreat

Enjoy a getaway in our 1940 Cape Cod home minutes from Colonial Williamsburg & Jamestown. Within biking distance to many attractions such as Williamsburg Winery, Jamestown Island & Settlement, Jamestown Beach, and Billsburg Brewery. Busch Gardens & Water Country are a 15 minute drive. The house was refinished in 2021; you'll find an updated kitchen, smart TVs, large back patio & front porch. Please read the house rules before booking. No smoking. Need more space? Inquire about our other units

Guest favourite

Home in Smithfield

4.96 out of 5 average rating, 242 reviews

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.

Guest favourite

Home in Gloucester Point

4.99 out of 5 average rating, 169 reviews

York River Vacation Home

This lovely, spacious waterfront home is located on the York River in Gloucester County Virginia. It is the perfect get away to enjoy the relaxing sounds and sights of nature. The views are spectacular! Keep an eye out for osprey and dolphins as you enjoy watching the sunrise and set over the water. There is plenty to do! Relax in the salt water pool overlooking the water, bring a pole & fish and crab right off of the private dock, or venture out on the kayaks. 16 ton boat lift, Jet ski lifts.

Guest favourite

Home in Williamsburg

4.98 out of 5 average rating, 107 reviews

Cheerful 3-bedroom house with parking on premises

Have fun with the whole family at this cozy place. Conveniently located 2 minutes from the Great Wolf Lodge and 10 minutes from Busch Gardens, Colonial Williamsburg, the College of William and Mary, and several parks, this three-bedroom, three baths, big-basement stand alone house lets you explore “the Burg” hassle-free and recharge in a restful space on the back of the Waller Mill reservoir woods. The yard features beautiful landscaping, a large fire pit with solo stove & cozy backyard lights.

Guest favourite

Home in Williamsburg

4.92 out of 5 average rating, 179 reviews

The Williamsburg Retreat Gorgeous Private Acreage

Stunningly manicured and spacious custom built colonial on 6 private acres. - Specializing in large multigenerational family vacations, business and church retreats, and discerning private getaways. Perfect for those desiring comfort, style and space. - Massive covered deck with fire table and outside dinning. Start your day here with coffee and finish it with your favorite wine. -Collect fresh eggs and let the kids run!!! -17 min. to top Williamsburg attractions. -10 min. to outlet mall ;)

Guest favourite

Home in Locust Hill

4.97 out of 5 average rating, 115 reviews

Waterfront Cottage Getaway Pool/Kayaks/Fireplace

A timeless cottage on a private, 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.

Guest favourite

Home in Lanexa

4.95 out of 5 average rating, 191 reviews

Williamsburg Hide-A-Way Creekside

Cozy home, updated decor, full kitchen, 3 bedrooms (all Queen beds), 2 baths overlooking a gorgeous creek that is too beautiful to describe. Minutes from Colonial Williamsburg, Busch Gardens yet rural, private and quaint. Screened, 3 season porch with heat and A/C, gated deck for kids and pet containment, propane grill, fire table, swing set, boat ramp, kayaks. Enjoy a totally relaxing experience with homelike accommodations. **Pet friendly upon owner approval of breed, age, etc.

Guest favourite

Home in Williamsburg

5 out of 5 average rating, 104 reviews

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, 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.

Guest favourite

Home in Gloucester

4.96 out of 5 average rating, 157 reviews

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.

Guest favourite

Home in Gloucester Point

4.96 out of 5 average rating, 112 reviews

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 historic triangle, or just take it easy around the house and enjoy the outdoor area, the choice is yours.

Guest favourite

Home in Charles City

4.99 out of 5 average rating, 260 reviews

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.

Guest favourite

Home in Williamsburg

4.98 out of 5 average rating, 201 reviews

Casita on the Corner

Our cozy little 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. This area is rich with historical sites. Be sure to visit Colonial Williamsburg, Jamestown and Yorktown. Take a tour on The Colonial Parkway or If you are a cyclist bring your bike and ride the Capitol trail or hit the trails at Freedom Park or New Quarter Park.

Holiday rentals for every style

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Quaint homes, peaceful surroundings

Popular amenities for house rentals in Williamsburg

Free parking on premises

Air conditioning

House rentals with a pool

Home in Virginia Beach

4.82 out of 5 average rating, 111 reviews

THE OLD BEACON 1 | Beach Living

Guest favourite

Home in Virginia Beach

5 out of 5 average rating, 27 reviews

Paint The Beach Pink! Full House | Gas Fire Pit

Guest favourite

Home in Virginia Beach

4.94 out of 5 average rating, 106 reviews

Country Comfort Close to the Beaches

Home in Phoebus

4.85 out of 5 average rating, 179 reviews

Waterfront home with heated pool available!

Guest favourite

Home in Irvington

4.99 out of 5 average rating, 105 reviews

The Rosé Retreat: Fireplace-Screened Porch-RELAX

Guest favourite

Home in Virginia Beach

4.96 out of 5 average rating, 186 reviews

Salida del Sol, North End Beach

Guest favourite

Home in Irvington

4.99 out of 5 average rating, 122 reviews

Escape to magical wooded cottage with hot tub

Guest favourite

Home in Hampton

4.92 out of 5 average rating, 86 reviews

4BD home w/ game room, close to Langley & PTC!

Weekly house rentals

Guest favourite

Home in Gloucester Point

4.98 out of 5 average rating, 55 reviews

Amazing Gem! Riverfront, Location, Sunsets, Quite

Guest favourite

Home in Smithfield

4.9 out of 5 average rating, 172 reviews

Pigs Inn a Blanket

Guest favourite

Home in Gloucester

4.94 out of 5 average rating, 71 reviews

Charming Cottage Historic Gloucester Main Street

Guest favourite

Home in Norfolk

4.82 out of 5 average rating, 130 reviews

Picture Worthy Spanish Style Casita! 2 BR/ 2BA

Guest favourite

Home in Machipongo

5 out of 5 average rating, 54 reviews

Private Country Beach Retreat

Guest favourite

Home in Buckroe Beach

4.92 out of 5 average rating, 53 reviews

Tiny Home In Buckroe Beach

Guest favourite

Home in Lanexa

4.96 out of 5 average rating, 85 reviews

Elizabeth Rose Landing: A River House Retreat

Guest favourite

Home in Buckroe Beach

4.95 out of 5 average rating, 110 reviews

Quaint and Comfortable Buckroe Beach Getaway.

Private house rentals

Guest favourite

Home in Toano

4.91 out of 5 average rating, 78 reviews

5-Acre Getaway close to Historic Triangle

Guest favourite

Home in Williamsburg

4.95 out of 5 average rating, 57 reviews

Williamsburg Retreat

Guest favourite

Home in Newport News

4.9 out of 5 average rating, 60 reviews

1-Bedroom Home Near Christopher Newport University

Guest favourite

Home in Gloucester

4.99 out of 5 average rating, 68 reviews

Welcome to this Waterfront Home with Amazing Views

Guest favourite

Home in Newport News

4.91 out of 5 average rating, 53 reviews

Cozy 2 Bedroom In Menchville

Guest favourite

Home in Williamsburg

5 out of 5 average rating, 19 reviews

Sleeps 7 & only 6.4 Miles to Busch Gardens

Guest favourite

Home in Surry

4.99 out of 5 average rating, 93 reviews

Surry Homeplace

Guest favourite

Home in Lanexa

4.96 out of 5 average rating, 47 reviews

Waterfront Escape on the Chickahominy River

Quick stats about house rentals in Williamsburg

Total rentals
30 properties
Total number of reviews
1.6T reviews
Family-friendly rentals
20 properties are a good fit for families
Pet-friendly rentals
10 properties allow pets
Rentals with dedicated workspaces
10 properties have a dedicated workspace
Wifi availability
30 properties include access to wifi

Destinations to explore