House holiday rentals in Surry County

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Top-rated house rentals in Surry County

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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, 261 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
A serene sunset casts warm hues over the water, framed by silhouettes of tall trees and branches. The sky transitions from deep blue to soft orange and pink, reflecting on the calm surface of the river, creating a peaceful natural scene.
Home in Spring Grove
4.94 out of 5 average rating, 53 reviews

Busch Gardens-River View-fire table-Cornhole

Relax with the whole family at this peaceful place to stay. Just a quick free ferry ride over in your car to Jamestown/Williamsburg for shopping, historical sights, and theme parks. (Busch Gardens/Water Country USA) The ferry again is free and you drive on and off. It runs 24 hrs a day 7 days a week. The home is open yet cozy to enjoy your family and friends. The house is laid out perfect for reunions or family gatherings. The wrap around deck is great for enjoying a cocktail or morning coffee.

Guest favourite
A circular arrangement of six wooden Adirondack chairs surrounds a fire pit, situated on a gravel surface. The area offers open views of greenery and countryside, providing a peaceful setting for gatherings and stargazing.
Home in Surry
4.77 out of 5 average rating, 78 reviews

The CrackerJack House: A Military Salute & Arcade!

There is something for everyone at this house! Spacious, stylish & comfortable with the added fun of a free home arcade! Leave your quarters at home! The house is themed with authentic & antique military photos & memorabilia, a special salute to all the men & women in the military! Home includes a Jukebox & Outdoor Pool Table, picnic area with gas grill & fire pit with ring of chairs perfect for stargazing. Equipped with BONUS FREE ARCADE ROOM! Air Hockey, Foosball, dart board & more! Come play!

Top Guest favourite
A charming log cabin is set amidst a lush green landscape, surrounded by towering trees. A stone pathway leads to the entrance, while natural stumps serve as rustic seating. Sunlight filters through the branches, casting a warm glow across the inviting exterior.
Home in Smithfield
4.98 out of 5 average rating, 41 reviews

Serene 8ac log house W/hot tub!

Welcome to your perfect short-term rental getaway in Smithfield, Virginia! Nestled along the picturesque riverbank, this enchanting log cabin invites you to unwind in the lap of natural beauty. Immerse yourself in the serenity of the surroundings as you indulge in the charm of a gorgeous retreat. **The Cabin:** Discover the allure of rustic elegance with our stunning log cabin, providing a cozy haven for your escape. You’ll be captivated by the tranquility that defines this unique dwelling.

Guest favourite
A historic house is set amidst gentle greenery, featuring a white exterior with multiple chimneys and a welcoming porch. A white picket fence encircles the lush yard, enriched by tall trees and seasonal foliage, creating a serene and inviting environment.
Home in Williamsburg
5 out of 5 average rating, 118 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, 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.

Top Guest favourite
The exterior of a welcoming home is illuminated at night, featuring a front porch decorated with patriotic banners. Soft lighting accents the entrance, while well-maintained greenery and floral arrangements enhance the appeal of the walkway.
Home in Williamsburg
5 out of 5 average rating, 29 reviews

Sleeps 7• 3 miles to Colonial Williamsburg

Minutes away from Historical landmarks & multiple activities. Like Colonial Williamsburg & Busch Gardens. When the day begins to slip away to night enjoy the s’mores I’ve provided for your group. Spend the evening around the Fire-pit telling stories & making memories. This home is perfect for Wedding Parties, Girls or Guys Getaways, or just a private time for 2. From the time you book our home I’m here to help you anyway I can to have a FUN filled, ADVENTUROUS, & a STRESS FREE Vacation.

Top Guest favourite
A circular fire pit is surrounded by stone blocks, with logs burning brightly in the center. Smoke gently rises into the air, and the area is bordered by grass and a quiet wooded backdrop.
Home in Surry
4.98 out of 5 average rating, 114 reviews

Surry Homeplace

Located a few miles from the ferry to Williamsburg, and one mile from Chippokes State Park, this home has the feel of camping with all the amenities of home! Inside you will find washer and dryer, wifi (this is dish wifi - Zoom will not work and sometimes it is spotty), two full bathrooms, and a fully stocked kitchen. Outside offers a fire pit, a charcoal grill, a fenced area for pets / limit 2 (30 pound max dog, NO CATS ) and plenty of room for parking. Smoking is NOT allowed in the house.

Superhost
A spacious private home is set on a large lawn, featuring a welcoming front porch and multiple gabled windows. Surrounding greenery complements the inviting exterior. The image captures the home from a distance, illustrating its placement near a winding road, with trees and a blooming flowering tree nearby.
Home in Williamsburg
4.87 out of 5 average rating, 90 reviews

Diamonds & Pearls of Williamsburg, VA

Diamonds & Pearls of Williamsburg, VA is an extraordinary home central to many attractions throughout Virginia. It is a private luxurious home with ample yard space for outside gatherings. Have a kingdom experience at this piece of paradise that sleeps 13 people and more. There are two full kitchens, an arcade room, a game room with a pool table, a sauna, two heated vibrating recliners, washer/dryer, a hammock, fire pit, grill, karaoke machine, and more games throughout the house to enjoy.

The historic Manor house exhibits a classic architectural design, featuring white siding and large windows that reflect the surrounding landscape. A manicured lawn stretches toward the serene James River, with trees providing a natural backdrop. A winding driveway curves around the front, enhancing the property’s charm.
Home in Spring Grove
4.89 out of 5 average rating, 28 reviews

1800's Manor House on the James River

5 Bedroom, 5.5 Bath, 1800's Manor overlooking the James River Eastover was part of a land grant in 1637 from the King of England to Henry Brown. Over the years, land was both acquired and subdivided into different parcels, leaving 283 acres, including the Manor house. Although the Manor house was not Henry Brown's house, it still has been of historical importance to many people. The Manor house was built in the 1880's and is currently owned and operated by The Edge Christian Camp, Inc.

Superhost
The exterior of a two-story blue house is shown, featuring a charming screened-in porch with white railings and steps leading up to the entrance. Large windows invite natural light, and the surrounding yard has grassy areas and trees in the background.
Home in Surry
4.75 out of 5 average rating, 57 reviews

Blue House On The Beach

Welcome to the Blue House on the Hill, This cozy little waterside home has THREE bedrooms with 3 beds, 2 baths, full kitchen, a beautiful screened in front porch perfect for summer nights watching the ferries arrive...plenty of room for the entire family. This house is is located close to all the Historic Triangle attractions including Colonial Williamsburg and Jamestown , it is a quick five minute walk to the beach. we have installed a new stove and dishwasher to the house also.

Guest favourite
A bright and airy living space showcases large windows framing views of lush greenery. A child is seen setting up a chess board on a central table, while comfortable seating options invite relaxation in the cozy atmosphere.
Home in Spring Grove
5 out of 5 average rating, 17 reviews

Analog Private Beach on 10 Acres

After a fun drive down a curvy forest flanked road, you emerge into the sunlight, dogleg around another field and enter the woods on a gravel road. When you get to the gate you can vaguely see the vastness of the James River and you hear the sound of a light breeze as it tumbles amid the leaves. You work the gate and as you push it open you realize the time you will spend on this sacred land connects you to more than 100 years of family gathering and balance with nature.

Guest favourite
The twin bedroom features a striped wall in calming shades of teal and white. Two spacious beds are adorned with white linens and colorful decorative pillows. A bedside table with woven baskets provides storage, and framed artworks enhance the serene ambiance.
Home in Surry
4.98 out of 5 average rating, 60 reviews

2 King EnSuites/Family Friendly/James River View

Welcome to The Scotland Shore House! Conveniently located next to the Scotland Ferry dock, we are just a 20 minute scenic ferry ride into historic Jamestown. Enjoy the beautiful 180° views of the James River while relaxing with the whole family. You will be approximately: 25 mins from Jamestown 30 mins from Williamsburg 40 mins from Bush Gardens 50 mins from Yorktown 7 mins from Chippokes State Park 60 mins from Richmond International Airport 75 mins from VA Beach

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