House holiday rentals in Williamsburg

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Top-rated house rentals in Williamsburg

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Superhost
A charming Cape Cod home with a spacious front porch is surrounded by lush greenery and colorful flowers. The sloping roof features three dormer windows, while the well-maintained lawn provides an inviting entryway. The porch is equipped with seating and decorative accents.
Home in Williamsburg
4.82 out of 5 average rating, 272 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

Top guest favourite
A well-appointed bedroom features a spacious bed with a textured white cover. Colorful accent pillows add depth to the decor. A wooden dresser stands against one wall, while a bedside lamp illuminates the space. Natural light filters through a window adorned with light curtains.
Home in Smithfield
4.97 out of 5 average rating, 301 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.

Top guest favourite
The exterior of the house is illuminated by warm string lights, showcasing a spacious two-story structure. Adirondack chairs surround a central fire pit on a gravel patio, providing a cozy gathering area against a backdrop of tree line.
Home in Williamsburg
4.99 out of 5 average rating, 150 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.

Top guest favourite
A two-story blue home is surrounded by trees, featuring a spacious deck with railings accessible from the upper level. A gravel patio area with chairs and a fire pit is visible on the ground level, complemented by neatly maintained greenery.
Home in Gloucester Point
4.97 out of 5 average rating, 155 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 Williamsburg historic triangle (Busch Gardens), or just take it easy around the house and enjoy the outdoor area, the choice is yours.

Guest favourite
Home in Williamsburg
4.86 out of 5 average rating, 305 reviews

Bamboo Bungalo Duplex Near Busch Gardens

Find your home away from home when visiting historic Williamsburg. It feels very private here nestled amongst the bamboo and trees. This is a great location for families with children! We are within 5 minutes of Bush Gardens and Water Country for great family fun outings! For history buffs, we are 7 minutes from Colonial Williamsburg, 15 minutes from Jamestown Settlement and 20 minutes from Yorktown Battlefields. Enhance your stay with a relaxing herbal massage at the on site massage studio!

Top guest favourite
A spacious colonial-style home is set on manicured grounds, surrounded by trees. The exterior features a welcoming covered porch, large front windows, and well-maintained landscaping, creating an inviting first impression for guests.
Home in Williamsburg
4.93 out of 5 average rating, 214 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 ;)

Top guest favourite
An open living area is presented, featuring a stone fireplace and a large flat-screen TV mounted on the wall. A dining table with four wooden chairs is set with decorative placemats. Relaxing furniture includes a brown leather sofa and a recliner, offering comfort and style.
Home in Gloucester Point
4.96 out of 5 average rating, 108 reviews

Amazing Gem! Riverfront, Location, Sunsets, Quite

Kick back and relax in this calm, stylish space. Totally remodeled house on the York River, outstanding views with Sunsets that change every night. There are 2 beaches within 2 miles of here, the Historical Yorktown little over a mile away. You have Busch Gardens, Water Country, Historic Williamsburg all about a 15 minute drive down the Colonial Parkway. 3 Bedroom with Master having a King, river front bedroom has Queen and other has full bed all with TV's. You won't be disappointed

Top guest favourite
The exterior of the cottage features a landscaped yard with a green lawn and flower beds. The front porch is highlighted by potted plants and a flag, framed by windows with awnings that provide shade. Tall trees surround the property, creating a serene environment.
Home in Gloucester
4.95 out of 5 average rating, 211 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.

Top guest favourite
A charming cottage features a covered front porch adorned with rocking chairs and hanging plants. The exterior is painted in soft green with contrasting dark shutters and a metal roof, surrounded by landscaped greenery, creating a welcoming appearance.
Home in Mathews
4.99 out of 5 average rating, 104 reviews

Couples Cottage with Hot Tub

Wake up surrounded by greenery, sip coffee on a quiet porch, and unwind in the hot tub after a day exploring coastal Virginia. Sugartoad Cottage is a calm, plant-filled retreat designed for couples who want comfort, privacy, and walkable access to the best of small-town Chesapeake Bay life. Though located on Mathews Main Street, the cottage feels surprisingly secluded, with gardens, multiple decks, and thoughtfully designed outdoor spaces that make it easy to slow down.

Guest favourite
A charming exterior view of the home is presented, showcasing a well-maintained yard surrounded by a picket fence. A welcoming screened-in front porch is visible, complemented by lush greenery and landscaping. An American flag adorns the entrance, indicating a family-friendly atmosphere.
Home in Williamsburg
4.89 out of 5 average rating, 103 reviews

Charming 2/1 home close to everything!

Cozy 2 bedroom 1 bathroom fully renovated home centrally located in The Edge district of Williamsburg, Virginia! ❤️💙 Located in a family-friendly neighborhood and close to surrounding areas such as Yorktown and Jamestown. The home is located 5 miles from Busch Gardens, 2 miles from Colonial Williamsburg and William & Mary, 3 miles from Water Country USA, and 11 miles from Historic Yorktown. Food Lion (grocery store) and Dollar Tree are within walking distance.

Top guest favourite
The exterior of the home features a light yellow facade with white trim and a prominent brick base. A flagpole with an American flag is positioned near the entrance, which is adorned with a small wreath. Landscape and trees provide a natural backdrop.
Home in Gloucester
4.95 out of 5 average rating, 115 reviews

Charming Cottage Historic Gloucester Main Street

Welcome to the Blue Crab in heart of historic Gloucester Main Street and Village! Walkable location close to restaurants, produce market, specialty gourmet market and a brewery. Recently renovated! Driving distance to Busch Gardens and historic Jamestown/Yorktown/Williamsburg, in addition to Machicocomo State Park, Beaverdam Park and Belmont Pumpkin Patch. We are a proud military family and welcome you to our home!

Top guest favourite
An open-concept living area features a spacious sectional sofa and a large TV mounted on the wall. The kitchen island, with seating for four, is equipped with modern appliances and stylish finishes, providing a clean and functional space for cooking and gathering.
Home in Gloucester Point
4.99 out of 5 average rating, 171 reviews

Pointe Haven near Historic Yorktown

Discover the perfect blend of comfort and convenience at Pointe Haven. This newly remodeled 3-bedroom, 1-bath home offers a warm and inviting atmosphere for your stay in the heart of Virginia's Historic Triangle. Just 3 miles from Historic Yorktown and a short drive to the excitement of Busch Gardens and Colonial Williamsburg, Pointe Haven is your ideal retreat to relax and recharge between adventures.

Popular amenities for house rentals in Williamsburg

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Quick stats about house rentals in Williamsburg

  • Total holiday rentals

    Explore 40 holiday rentals in Williamsburg

  • Nightly prices starting at

    Williamsburg holiday rentals start at £52 per night before taxes and fees

  • Verified guest reviews

    Over 1,740 verified reviews to help you choose

  • Family-friendly holiday rentals

    20 properties offer extra space & child-friendly amenities

  • Pet-friendly holiday rentals

    Find 10 rentals that welcome pets

  • Holiday rentals with a pool

    10 properties feature pools

  • Rentals with dedicated workspaces

    20 properties have a dedicated workspace

  • Wifi availability

    40 of Williamsburg holiday rentals include wifi 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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