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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

4.83 out of 5 average rating, 178 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

4.97 out of 5 average rating, 207 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 Hampton

4.97 out of 5 average rating, 178 reviews

The Water's Edge

The "Water's Edge": a fantastic 100-year old waterfront home.Owner/host lives next door.(Please also check out their additional property, "Sun, Sea and Sand".) At The Water's Edge, the base rate includes 2 bedrooms and 2 full bathrooms.Additional bedrooms to accommodate additional guests may be available upon request for additional nightly fees. Great view of a Chesapeake Bay inlet.Private deck & dock. Modern appliances.Washer/dryer.Smart TVs.Free wifi.Keurig coffee maker.Fully equipped kitchen.

Guest favourite

Home in Williamsburg

4.92 out of 5 average rating, 165 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 Cape Charles

4.99 out of 5 average rating, 104 reviews

Modern Private Beach House close to Cape Charles

A sanctuary, an oasis, a one of a kind experience communing with nature while lounging in civilized splendor—all are apt descriptions of this New York architect designed beach house on the shores of the Chesapeake Bay. Guests enjoy stunning waterfront views from a finished floor height of 36 feet. The Eastern Shore of Virginia is famous for its flat tidewaters, but this property is perched amongst unusual relic Sandhills, complete with pines, gum trees and vast sea and sunset vistas.

Guest favourite

Home in Hampton

4.95 out of 5 average rating, 123 reviews

1950s bungalow, 2-1/2 blocks from Buckroe Beach

Enjoy shore life on the Chesapeake Bay 2 blocks from Buckroe Beach Park. 1400 sq ft-- 2 bedrooms w/ Florida room, dining room, galley kitchen and sleeping porch w/ double daybed. Linens and beach gear provided. Fenced backyard. Wiifi package for up to 10 devices. Explore restaurants, antiques and a brewery/cidery in historic Phoebus. Fort Monroe's beach, moat, fishing dock, biking, playgrounds and a brewery, while nearby Grandview Nature Preserve is a remote wetland beach.

Guest favourite

Home in Gloucester

4.96 out of 5 average rating, 134 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 Charles City

4.99 out of 5 average rating, 233 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

4.97 out of 5 average rating, 179 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.

Guest favourite

Home in Toano

4.91 out of 5 average rating, 149 reviews

Ivy's Cottage w/ Outdoor Movies Williamsburg Stay

Perfect for Williamsburg getaways, vacations, and short or month-long stays! -Out of the hustle and bustle, yet minutes to restaurants, shopping, & attractions -Huge yard on 2.25 acres: hammock, tree swing, fire pit + outdoor movie screen & projector, back deck and gas grill -Charming Cape Cod home, fireplace w/ gas logs -13 min to shopping outlets, 15-20 min to Busch Gardens, Colonial Williamsburg, Jamestown & W'burg Adventure Park

Guest favourite

Home in Yorktown

4.97 out of 5 average rating, 209 reviews

Modern-farmhouse Retreat

Beautifully updated home nestled among the trees just along the edges of Colonial National Historic Park. Great location to everything you might want to see! A few minutes bike ride to the gorgeous Colonial Parkway; go shopping at the Outlets; explore historic Williamsburg, Jamestown and Yorktown; spend the day at the beach, or just rest in this quiet haven! High Speed Internet and cozy atmosphere... put your feet up and relax!

Guest favourite

Home in Virginia Beach

4.9 out of 5 average rating, 211 reviews

Quilted Quarters by the Bay with Private Entrance

Enjoy beach life, hiking and biking near the Chesapeake Bay in a spacious fully furnished studio with a private entrance and private bath in a very safe and quiet neighborhood with one dedicated parking space as well. Five minute walk to the beach and First Landing State Park with hiking, biking, running trails, locally owned restaurants, bars, shops, breweries, grocery, pharmacy, farmer's market and yoga studio.

Holiday rentals for every style

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Villas

Luxurious estates for the ultimate escape

Flats

Convenient locations with everyday essentials

Cottages

Quaint homes, peaceful surroundings

Popular amenities for house rentals in Williamsburg

Free parking on premises

Air conditioning

House rentals with a pool

Guest favourite

Home in Cobbs Creek

4.9 out of 5 average rating, 119 reviews

Millionaire $ Views No Xtra Charge! Hot Tub! POOL!

Guest favourite

Home in Gloucester Point

4.99 out of 5 average rating, 148 reviews

York River Vacation Home

Guest favourite

Home in Irvington

5.0 out of 5 average rating, 101 reviews

Escape to magical wooded cottage with hot tub

Guest favourite

Home in Cobbs Creek

4.99 out of 5 average rating, 134 reviews

Blue Heron WaterSide

Guest favourite

Home in Virginia Beach

4.96 out of 5 average rating, 164 reviews

Salida del Sol, North End Beach

Guest favourite

Home in Virginia Beach

4.88 out of 5 average rating, 116 reviews

Half house w/pool & new patio all to yourself

Home in Virginia Beach

4.83 out of 5 average rating, 106 reviews

Stunning Views of Back Bay & Seconds to the Beach

Home in Norfolk

4.75 out of 5 average rating, 117 reviews

BEACH/ POOL HOUS, 1 min walk to the beach Norfolk

Weekly house rentals

Guest favourite

Home in Lanexa

4.95 out of 5 average rating, 173 reviews

Williamsburg Hide-A-Way Creekside

Guest favourite

Home in Norfolk

4.92 out of 5 average rating, 156 reviews

@Whit’s End? Come in and Relax

Guest favourite

Home in White Stone

4.91 out of 5 average rating, 149 reviews

Charming Serene Private Cottage

Home in Mathews

4.85 out of 5 average rating, 116 reviews

Piper’s Landing: Relaxing beach house near the Bay

Guest favourite

Home in Newport News

4.94 out of 5 average rating, 175 reviews

Cozy Craftsman in Midtown

Guest favourite

Home in Deltaville

4.95 out of 5 average rating, 131 reviews

The Oyster House

Guest favourite

Home in Deltaville

5.0 out of 5 average rating, 105 reviews

"No Bad Days" in this Fabulous Beachhouse w/ Dock!

Guest favourite

Home in Gloucester Point

4.99 out of 5 average rating, 72 reviews

Charming coastal home w/ outdoor area and river views

Private house rentals

Guest favourite

Home in Williamsburg

4.92 out of 5 average rating, 48 reviews

Charming 2/1 home close to everything!

Guest favourite

Home in Williamsburg

4.98 out of 5 average rating, 84 reviews

Cheerful 3-bedroom house with parking on premises

Guest favourite

Home in Gloucester

4.94 out of 5 average rating, 48 reviews

Charming Cottage Historic Gloucester Main Street

Guest favourite

Home in Norfolk

5.0 out of 5 average rating, 25 reviews

Stylish Beach House, Hot Tub, Pet Friendly

Guest favourite

Home in Hampton

4.91 out of 5 average rating, 23 reviews

Tiny Home In Buckroe Beach

Guest favourite

Home in Surry

5.0 out of 5 average rating, 79 reviews

Surry Homeplace

Guest favourite

Home in Newport News

4.88 out of 5 average rating, 90 reviews

Relax! Refreshing 3 bedroom Rancher

Guest favourite

Home in Gloucester

5.0 out of 5 average rating, 43 reviews

Welcome to this Waterfront Home with Amazing Views

Quick stats about house rentals in Williamsburg

Total rentals
20 properties
Wifi availability
20 properties include access to wifi
Rentals with dedicated workspaces
10 properties have a dedicated workspace
Pet-friendly rentals
10 properties allow pets
Family-friendly rentals
10 properties are a good fit for families
Total number of reviews
1.3K reviews

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