House vacation rentals in Surry County

4.84 out of 5 average rating, 235 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

4.97 out of 5 average rating, 38 reviews

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

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.

4.94 out of 5 average rating, 18 reviews

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

The Great Gatsby: Pink Flamingo Lounge Retreat!

Welcome to Gatsby's Pink Flamingo Lounge for a memorable stay! Unwind on swings, play the organ, and enjoy a variety of games in this spacious 4-bedroom, 2-bath home that comfortably sleeps up to 10 guests. Located near charming downtown Surry, our unique space features a fully fenced backyard for your furry canine companions. Outdoor activities include cornhole, Tubelox, darts, sprinkler and a baby pool. Handicap accessible with a ramp, this is a one-of-a-kind retreat you won't want to miss!

5 out of 5 average rating, 15 reviews

A log cabin with a green roof is surrounded by trees and open space. The front porch features multiple seating options. A stone chimney adds rustic charm, while natural pathways lead to the cabin entry. Sunlight filters through the branches, illuminating the serene setting.

Home in Smithfield

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.

5 out of 5 average rating, 109 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.

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.

4.99 out of 5 average rating, 101 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.

4.97 out of 5 average rating, 39 reviews

Sleeps 12 • 3.9 Miles to Colonial Williamsburg

Your family & friends will be glad you chose our home for your HOLIDAY GET AWAY 😊 We are centrally located to Historical Jamestown, Yorktown, & Colonial Williamsburg. We’re just minutes away from the Williamsburg Winery, Golf Courses, Busch Gardens, & Water Country. There is also a small airport around the corner that has a Restaurant called Charlie’s. You can set out on the patio, eat good food, & watch the airplanes land & take off. They even have a playground for little ones. ENJOY!!!

4.9 out of 5 average rating, 69 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.

5 out of 5 average rating, 51 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

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.

4.99 out of 5 average rating, 68 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.

4.89 out of 5 average rating, 9 reviews

A cozy bedroom features a decorative metal frame bed adorned with a neutral-toned blanket and a decorative pillow. Natural light floods through two windows, complemented by sheer curtains. A nightstand with a lamp is positioned beside the bed, alongside a wooden wardrobe and a plush area rug.

Home in Wakefield

Magic on Main

Lovingly renovated with bold colors and thoughtful decor. You are sure to love the small quirks found in this home. Fully furnished and ready for long term stays. 2 bedrooms, 2 full baths and a dedicated office space. There is a pullout bed in the living room that can be utilized as a 3rd bed. Landscaping crew comes once a week on Tuesdays. Pets welcome with prior approval given by host. Long term stay pet fee can be negotiated.

A charming blue house features a welcoming front porch with white railings and steps leading up to the entrance. Well-maintained landscaping includes small shrubs and a brick pathway. The property is surrounded by trees, providing a sense of privacy, and a gravel area can be seen nearby.

4.99 out of 5 average rating, 276 reviews

Cozy Single Family Home

Enjoy a little bit of home away from home in our 120 year old fully refurbished house. Property is centrally located with just an 8 minute drive to Historic Colonial Williamsburg, 2 minute drive to Route 199 access, 2 minute drive to the Williamsburg Winery, and 15 minute drive to Busch Gardens. Have morning coffee on the front porch or a BBQ on the back.

0 of 0 items showing

What guests are saying

Country Coastal House

5 out of 5 average rating, 3 reviews4 months ago

We had a truly wonderful stay at Dena’s home. The house was beautifully decorated for Christmas, creating a warm and festive atmosphere that made us feel right at home. The attention to detail and thoughtful gestures were remarkable. From the coffee and bedside waters to the abundance of toiletries, every aspect of our stay was well thought out. We were especially touched by the surprise Christmas gifts waiting under the tree, which added such a special and personal touch to our visit. The hospitality exceeded all expectations, and we highly recommend their home to anyone looking for a comfortable and memorable stay. We look forward to visiting again in the future!

Home in Williamsburg

What guests are saying

River House on the James

4.79 out of 5 average rating, 117 reviews7 months ago

Our stay at Joanna’s was a wonderful recharge for our family in a busy season. From the beach to the kids playing games and then relaxing by the fire-pit, this was exactly what we were looking for. Joanna was very responsive in resolving any issues we encountered. Thanks for everything!

Home in Spring Grove

What guests are saying

The Cuckoo's Nest

4.93 out of 5 average rating, 74 reviews1 week ago

We had a wonderful stay at Maureen’s place! The home was exactly as described—clean, cozy, and well equipped. We appreciated the thoughtful touches for our kids (Easter candy). We would definitely stay here again and highly recommend this place to anyone visiting the area. Thank you again for everything!

Home in Williamsburg

What guests are saying

Sleeps 7 & only 6.4 Miles to Busch Gardens

5 out of 5 average rating, 24 reviews1 month ago

Lisa was accommodating and very helpful. Impressed by her warm hospitality and attention to detail. Good location with easy access to Great Wolf Lodge and Busch Gardens. House was absolutely beautiful and had everything we needed. Thank you so much Lisa for being an AWESOME HOST.

Home in Williamsburg

What guests are saying

Riverfront across from Jamestown and Williamsburg

5 out of 5 average rating, 81 reviews8 months ago

Elli & Brent’s place on the James River was a beautiful spot for our family vacation. Our arrival was wonderful as our hosts had left us a cute note and treats to enjoy. The house had plenty of room for our group of 6, especially with the outdoor space/dock and the home theater, which might have been the kids favorite room. The property was conveniently just a quarter mile away from the ferry so Jamestown/Yorktown/Willliamsburg/Busch Gardens were easily accessible. Really an excellent place from which to visit the triangle and get some nice rest and relaxation in between. Thanks guys for such a lovely visit.

Home in Surry

What guests are saying

The CrackerJack House: A Military Salute & Arcade!

4.71 out of 5 average rating, 58 reviews3 weeks ago

The house was great! There were a few mix ups along the way but the hosts went above and beyond to fix them. They were very, very responsive to my messages and filled us with excellent suggestions about the area which helped because it is in a very small town. I did wish I knew the arcade was in a separate garage so if you have littles you may not be able to just send them over to play games, but for us it was fine. We LOVED the air hockey table, poker table and chips, board games and turtle game. The house had a variety of softness of beds which was nice because while I like a softer bed my daughter likes a harder bed and we both got our picks. It was really a great stay and I’d go back and recommend to a friend.

Home in Surry

1 of 10 pages

Vacation rentals for every style

Get the amount of space that is right for you

Hotels

Stylish accommodations and amenities

Unique stays

Spaces that are more than just a place to sleep

Homes

Comfortable places with all the essentials

Popular amenities for Surry County house rentals

Kitchen

Wifi

Pool

Free parking on premises

Air conditioning

House rentals with a pool

4.94 out of 5 average rating, 107 reviews

Aerial view of the property showcasing a fenced backyard with a sparkling blue pool surrounded by concrete. A seating area with lounge chairs and various floatation devices is visible beside the pool. Lush greenery from surrounding trees frames the scene, providing a sense of privacy.

Home in Portsmouth

Wooded Wonderland Miniature Golf Hot tub Pool

4.99 out of 5 average rating, 177 reviews

An open living space features comfortable seating with blue cushions and rattan furniture, complemented by a coffee table. Large windows allow natural light to fill the room, offering views of the water. The kitchen area, visible in the background, includes modern appliances.

Home in Gloucester Point

York River Vacation Home

4.83 out of 5 average rating, 30 reviews

Home in Portsmouth

Elegance Escape on Saunders Dr

4.84 out of 5 average rating, 87 reviews

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

Perfect Getaway!

4.55 out of 5 average rating, 11 reviews

A bright living area features a navy blue sofa adorned with patterned cushions, accompanied by two accent chairs. Large windows allow natural light, while a sliding glass door provides access to the outdoor area. Light hardwood flooring complements the neutral walls.

Home in Suffolk

1-bedroom home in Suffolk

5 out of 5 average rating, 12 reviews

The exterior of the farmhouse is surrounded by lush greenery, with a well-maintained lawn and blooming flowers. Spacious porches are featured on both levels, while large windows allow natural light to brighten the interior. The inviting entrance is highlighted by white railings and steps leading to the garden.

Home in Gloucester

Serenity Farm Equestrian Retreat in Historic VA

4.92 out of 5 average rating, 107 reviews

A round above-ground pool is positioned in the backyard, surrounded by green grass and tall trees. A patio area is visible with a small path leading to the pool. Several houses are seen in the background, creating a neighborhood setting.

Home in Hampton

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

Show all

Weekly house rentals

5 out of 5 average rating, 24 reviews

Sleeps 7 & only 6.4 Miles to Busch Gardens

JudithRating, 5 stars1 month ago

Lisa was accommodating and very helpful. Impressed by her warm hospitality and attention to detail. Good location with easy access to Great Wolf Lodge and Busch Gardens. House was absolutely beautiful and had everything we needed. Thank you so much Lisa for being an AWESOME HOST.

An outdoor soccer pool game area is set up on a green, turf-like surface, bordered by wooden frames. Colorful balls are arranged on one end, while a single white ball is positioned nearby. The surrounding space features natural grass and tall trees in the background.

4.86 out of 5 average rating, 50 reviews

Uncle Bill's Lodge & Soccer Pool Showdown

KellyRating, 5 stars4 weeks ago

We really enjoyed our stay. its only a ferry ride away from Jamestown and Williamsburg and the ferry was cool. Would definitely stay again.

4.99 out of 5 average rating, 276 reviews

Cozy Single Family Home

4.84 out of 5 average rating, 235 reviews

Colonial Retreat

4.97 out of 5 average rating, 38 reviews

Home in Spring Grove

Busch Gardens-River View-fire table-Cornhole

4.99 out of 5 average rating, 101 reviews

Surry Homeplace

A round glass-top dining table is surrounded by four upholstered chairs featuring tufted backs and decorative nailhead trim. A soft neutral color palette complements the warm wooden floor. A contemporary light fixture hangs above, and a shelf with decorative items is visible in the background.

4.76 out of 5 average rating, 17 reviews

Cozy Cabin

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, 69 reviews

Waterfront on the James 4,100 SF near Williamsburg

Show all

Private house rentals

5 out of 5 average rating, 24 reviews

Sleeps 7 & only 6.4 Miles to Busch Gardens

JudithRating, 5 stars1 month ago

Lisa was accommodating and very helpful. Impressed by her warm hospitality and attention to detail. Good location with easy access to Great Wolf Lodge and Busch Gardens. House was absolutely beautiful and had everything we needed. Thank you so much Lisa for being an AWESOME HOST.