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House vacation rentals in Surry County

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Top-rated house rentals in Surry County

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Home in Williamsburg

4.83 out of 5 average rating, 253 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

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, 47 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.

A cozy living room is presented with a patterned area rug featuring wildlife motifs. Comfortable seating is available with a futon and a patterned couch. A wooden coffee table sits in the center, and a television is mounted on the wall, accompanied by natural light from nearby windows.

4.88 out of 5 average rating, 58 reviews

Uncle Bill's Lodge & Soccer Pool Showdown

Uncle Bill welcomes your group to the comforts of the lodge & outdoor games in the heart of Surry! 3 bedroom, 2 bath home sleeps up to 12 guests! Complimentary smores kit for guests! Outdoor fun includes Soccer Pool, Archery range, Tetherball, Cornhole & kiddie hobbit house complete with tonka trucks, dinosaurs, kitchen play things & chalk to amuse the little ones. The backyard is fenced & ready to welcome your furry friends! Enjoy the fresh air & an open sky of stars with no light pollution!

Top guest favorite

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

5 out of 5 average rating, 34 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.

Home in Williamsburg

5 out of 5 average rating, 117 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 favorite

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, 28 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 favorite

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.

4.98 out of 5 average rating, 112 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.

Home in Williamsburg

4.86 out of 5 average rating, 85 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.

A circular fire pit area is surrounded by six chairs in different shades, positioned on a gravel surface. The backdrop features the calm waters of the James River under a clear blue sky, offering a serene outdoor space for gathering.

Home in Spring Grove

4.76 out of 5 average rating, 126 reviews

River House on the James

Private 3 bedroom home on bluff overlooking wide stretch of the James River with access to a mile+ long private community beach. Wide open floor plan. Large windows with view of the river and perfect place to see the sunrise. Large yard with fire pit and outside patio seating. A short walk to the beach where you can fish, swim or launch a boat. 15 minute drive to the free car ferry across to Jamestown Settlement with access to Colonial Williamsburg/Busch Gardens/William and Mary.

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, 14 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.

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.

4.98 out of 5 average rating, 59 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

Top guest favorite

A charming three-bedroom home is displayed, featuring a red brick exterior and a sloped roof. Black shutters frame the windows, and a set of steps leads to the front door. A manicured lawn surrounds the house, enhancing the inviting appearance.

Home in Williamsburg

4.99 out of 5 average rating, 77 reviews

3BR home across from the Williamsburg Winery

Enjoy a fully renovated 3-bedroom home directly across from the Williamsburg Winery. “Grape Views” is centrally located with just an 8 minute drive to Colonial Williamsburg/William & Mary campus, a 15 minute drive to Busch Gardens/Water Country, and less than a mile to the private Williamsburg Airport. Enjoy picturesque views of the winery whether dining in the newly remodeled kitchen or outside on the charming back patio. There is a strict no pets policy.

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Popular amenities for Surry County house rentals

Free parking on premises

Air conditioning

House rentals with a pool

An aerial view of the property reveals a spacious backyard featuring a swimming pool surrounded by lounge chairs and inflatable pool toys. Lush greenery encircles the area, enhancing the sense of privacy, and the house is seen with its inviting deck and patio area.

Home in Portsmouth

4.93 out of 5 average rating, 125 reviews

Wooded Wonderland Miniature Golf Hot tub Pool

A spacious backyard features a covered pool, surrounded by trees and natural landscaping. Comfortable seating is arranged on a wooden deck, offering views of the area. A small shed is visible at the back, contributing to the serene outdoor environment.

Home in Newport News

5 out of 5 average rating, 12 reviews

Spacious 4BR Home w/ Pool • Family Friendly

Top guest favorite

A spacious waterfront home is showcased with a well-maintained lawn and blooming yellow flowers near the entrance. A large driveway leads to a brick facade, complemented by a garage. Clear blue skies can be seen in the background, enhancing the welcoming appearance of the property.

Home in Gloucester Point

4.99 out of 5 average rating, 197 reviews

York River Vacation Home

A private pool is surrounded by a spacious patio area, featuring lounge chairs and shaded seating. The clear water reflects the blue sky, while a white fence offers privacy. Decorative elements such as lights and tropical decor enhance the leisure space.

Home in Norfolk

4.71 out of 5 average rating, 21 reviews

The Blue Octopus~Private Pool~HotTub~Beach~FirePit

A single-story brick house is framed by a well-maintained lawn and colorful bushes. The covered front porch features white railings and two entrances. Large windows allow natural light to fill the living spaces, while trees provide shade in the background.

Home in Portsmouth

4.87 out of 5 average rating, 45 reviews

Elegance Escape on Saunders Dr

A spacious backyard features a saltwater inground pool surrounded by manicured grass. A two-level deck is visible with patio furniture, offering comfortable seating options. The exterior of the two-story house is seen in the background, under a partly cloudy sky.

Home in Suffolk

4.84 out of 5 average rating, 103 reviews

Perfect Getaway!

An open-concept living area features a modern kitchen with white cabinetry and a spacious island. A living room area is visible with a navy blue sofa and a TV. Natural light filters in through dual glass doors that lead to outside greenery.

Home in Suffolk

4.55 out of 5 average rating, 11 reviews

1-bedroom home in Suffolk

A well-appointed bedroom features a spacious bed with light bedding and decorative pillows. Natural light enters through a window adorned with sheer curtains, illuminating the soft-toned walls. A cozy chair and side table complement the space, which is anchored by a patterned area rug.

Home in Hampton

4.92 out of 5 average rating, 117 reviews

4BD home w/ game room & pool near Langley & PTC!

Weekly house rentals

The front view of a charming blue house is displayed, featuring a welcoming porch with white railings and decorative elements. A small garden with manicured bushes flanks either side of the pathway leading to the front door. An American flag is proudly displayed on the left side.

Home in Williamsburg

4.99 out of 5 average rating, 304 reviews

Cozy Single Family Home

Home in Williamsburg

4.83 out of 5 average rating, 253 reviews

Colonial Retreat

A spacious dining area is set up with two dark wooden chairs positioned at a table adorned with a flower-patterned runner. The kitchen features dark cabinetry and stainless steel appliances, visible through an open archway that connects the two spaces.

Home in Williamsburg

4.94 out of 5 average rating, 87 reviews

The Cuckoo's Nest

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, 14 reviews

Analog Private Beach on 10 Acres

Top guest favorite

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.

4.98 out of 5 average rating, 112 reviews

Surry Homeplace

Top guest favorite

A vibrant sunrise is depicted over calm waters, casting a golden glow across the surface. A lone post emerges from the water, silhouetted against the sun, creating a serene focal point in the tranquil setting.

5 out of 5 average rating, 74 reviews

Waterfront on the James 4,100 SF near Williamsburg

In the backyard, a vibrant croquet set is displayed on lush green grass, with a red ball positioned near a hoop. In the background, swings hang from a frame, bordered by a wooden fence and shaded by tall trees.

Home in Spring Grove

4.89 out of 5 average rating, 27 reviews

The Great Gatsby: Pink Flamingo Lounge Retreat!

A cozy living room is presented with a patterned area rug featuring wildlife motifs. Comfortable seating is available with a futon and a patterned couch. A wooden coffee table sits in the center, and a television is mounted on the wall, accompanied by natural light from nearby windows.

4.88 out of 5 average rating, 58 reviews

Uncle Bill's Lodge & Soccer Pool Showdown

Private house rentals

The front view of a charming blue house is displayed, featuring a welcoming porch with white railings and decorative elements. A small garden with manicured bushes flanks either side of the pathway leading to the front door. An American flag is proudly displayed on the left side.

Home in Williamsburg

4.99 out of 5 average rating, 304 reviews

Cozy Single Family Home

Home in Williamsburg

4.83 out of 5 average rating, 253 reviews

Colonial Retreat

A spacious dining area is set up with two dark wooden chairs positioned at a table adorned with a flower-patterned runner. The kitchen features dark cabinetry and stainless steel appliances, visible through an open archway that connects the two spaces.

Home in Williamsburg

4.94 out of 5 average rating, 87 reviews

The Cuckoo's Nest

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, 14 reviews

Analog Private Beach on 10 Acres

Top guest favorite

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.

4.98 out of 5 average rating, 112 reviews

Surry Homeplace

Top guest favorite

A vibrant sunrise is depicted over calm waters, casting a golden glow across the surface. A lone post emerges from the water, silhouetted against the sun, creating a serene focal point in the tranquil setting.

5 out of 5 average rating, 74 reviews

Waterfront on the James 4,100 SF near Williamsburg

In the backyard, a vibrant croquet set is displayed on lush green grass, with a red ball positioned near a hoop. In the background, swings hang from a frame, bordered by a wooden fence and shaded by tall trees.

Home in Spring Grove

4.89 out of 5 average rating, 27 reviews

The Great Gatsby: Pink Flamingo Lounge Retreat!

A cozy living room is presented with a patterned area rug featuring wildlife motifs. Comfortable seating is available with a futon and a patterned couch. A wooden coffee table sits in the center, and a television is mounted on the wall, accompanied by natural light from nearby windows.

4.88 out of 5 average rating, 58 reviews

Uncle Bill's Lodge & Soccer Pool Showdown

Destinations to explore