Vacation rentals in Surry County

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Top-rated vacation rentals in Surry County

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Top guest favorite

Condo in Williamsburg

4.95 out of 5 average rating, 164 reviews

Kingsmill 1bed/1ba on Golf Course 9th Fairway

This beautiful 1 bed-1 bath unit is a cozy 400 sq.ft. and is located in the exclusive Kingsmill neighborhood. This first floor unit offers a king-size bed with a private patio that walks out onto the 9th Fairway of the River Course at Kingsmill. You'll enjoy the luxurious full bathroom with shower/tub combination and upgraded finishes. In the bedroom, you'll also find a computer desk, an over-sized sitting chair, a mini-fridge, a microwave, a Keurig coffee maker, and 50" Roku Smart TV w cable!

Guest favorite

A serene spa reception area features a polished stone counter with dual computer stations. Elegant light fixtures with intricate designs hang above, while shelves are lined with various skincare products. A decorative display with a floral arrangement adds a touch of natural beauty to the space.

Condo in Williamsburg

4.95 out of 5 average rating, 129 reviews

Luxury Riverfront Condo w/ sunrise & sunset views

Luxury One Bedroom Condo with stunning views of sunrises and sunsets overlooking the James River. Perfect for a romantic getaway or a small family adventure, you can sit on the private balcony and enjoy the serene views of the river and the marina, or venture out for kayaking, jet ski, pontoon boat, Busch Gardens, historic Colonial Williamsburg, wineries, award winning golf courses and restaurants, spa and so much more. Come and experience an unforgettable vacation while making many memories.

Top guest favorite

Farm stay in Smithfield

5 out of 5 average rating, 141 reviews

Cottage at Timberline Ranch in Smithfield Virginia

Relax on a private 30 acre horse farm. 8 miles from historic Smithfield, VA Spacious bedroom, double window with view of horse pastures. Room darkening drapes. Full length mirror with lighted makeup mirror, air purifier, ample sheets, blankets and pillows. Full kitchen like brand new and well stocked with necessities; cookware, dishes, paper products, spices. Large bathroom with ceiling heater, towel warmer, well stocked with towels and necessities. Washer and dryer, detergent supplied.

Superhost

An outdoor seating area is presented, featuring a large sectional sofa adorned with colorful cushions. A large black umbrella provides shade over a central coffee table, with a decorative rug laid beneath. The surrounding fenced backyard is neatly landscaped, enhancing the space's privacy.

Home in Spring Grove

4.9 out of 5 average rating, 21 reviews

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!

Guest favorite

Home in Williamsburg

5 out of 5 average rating, 113 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

A laundry area is showcased, featuring a white washing machine and a beige dryer side by side. Shelving above holds a sign reading 'Mistletoe' and provides storage for laundry supplies. The checkered floor adds a subtle pattern to the functional space.

Home in Surry

4.98 out of 5 average rating, 107 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.

Top guest favorite

A playground area featuring a variety of climbing structures and slides is surrounded by trees. Swing sets with multiple seats are visible, and a sandy play area is provided for children. The setting is peaceful, with clear pathways and an open layout for easy movement.

Condo in Williamsburg

4.96 out of 5 average rating, 105 reviews

Lovely large 2/2 bath, water views in Kingsmill

A lovely oasis, Kingsmill on the James River (not part of Kingsmill Resort*) is adjacent to and was built by Busch Gardens and offers acres of preserved nature. This 1400 square feet condo, the largest two bedroom two full bathroom available in the newest section by the James River, walk to beach, spa, restaurants, playground. Condo has views of water in 3 seasons. *there's spa and beach access, for dogs too, but not pool...to use pool and resort, please book directly through Resort.

Top guest favorite

A charming red bungalow with a yellow trim features white French doors and a pitched roof. Colorful striped chairs are positioned near a table on the porch. A fire pit is arranged with stone seating, surrounded by lush green fields under a partly cloudy sky.

Cabin in Wakefield

4.93 out of 5 average rating, 54 reviews

Sugarshack

Want to getaway and enjoy the sounds of nature. My unique bungalow is surrounded by my beautiful farm field. Located just outside Wakefield and just 20 minutes from the free Scotland ferry to Williamsburg This is a great valued stopover Perfect for 2 romantic folks, or a close family member or friend to enjoy and relax. I now have WiFi and a smart tv that’s perfect. Plus a hand wash station, hot shower and bathroom is just 15 feet away from your tiny home. It’s is very private.

Guest favorite

Two gaming controllers are placed on a dark wooden surface, resting alongside a compact retro game console. A decorative lamp with a textured glass base is visible in the background, adding a soft glow to the scene.

Apartment in Williamsburg

4.84 out of 5 average rating, 444 reviews

The Nook

Enjoy a getaway in this cozy 1 bedroom apartment attached to a classic 1940s Cape Cod home minutes from Colonial Williamsburg and Jamestown. You'll be within biking distance to many local attractions such as Williamsburg Winery, Jamestown Island, Jamestown Settlement, Jamestown Beach, and Billsburg Brewery. Busch Gardens & Water Country are a 15 minute drive. The Nook was completely refinished in 2020. Need more space or traveling with a group? Inquire about our other units.

Top guest favorite

Cottage in Surry

4.94 out of 5 average rating, 51 reviews

Riverfront Oasis | Kayaks, Private Beach, & More

* Private beach & river access – perfect for fishing, kayaking, or simply enjoying the view * Spacious back porch & firepit – relax under the stars with family & friends * Fully stocked kitchen – cook your favorite meals with ease * Cozy living room with river views – the ultimate relaxation spot * High-speed WiFi & Smart TV – stay connected or enjoy a movie night * Located 5 minutes from the ferry to Williamsburg , Busch Gardens, and Jamestown

Guest favorite

A large green sign displaying 'Padgett's Ordinary' in prominent white lettering is framed with holiday decorations including greenery and red berries. Directional information to buildings and units is presented with an arrow pointing right, surrounded by landscaped plants.

Apartment in Williamsburg

4.95 out of 5 average rating, 111 reviews

Comfy 1BR w pond view Kingsmill

Be close to everything when you stay at Kingsmill’s centrally-located gated community. Minutes from Busch Gardens, Colonial Williamsburg, Jamestown, Yorktown and College of William & Mary. At end of busy day, relax on your private balcony overlooking pond. If you are looking for comfort, convenience, cleanliness and security, this is your place! Sorry, no pets.

Top guest favorite

The entryway features a Dutch-door that opens to a view of the outdoors, framed by a brick floor and white walls. A small rug is positioned at the threshold, and doors lead to adjacent rooms, creating a welcoming entrance.

Home in Williamsburg

4.99 out of 5 average rating, 288 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.