Vacation rentals in Surry County

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Top-rated vacation rentals in Surry County

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Guest favorite

Condo in Williamsburg

4.95 out of 5 average rating, 152 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

Farm stay in Smithfield

5 out of 5 average rating, 104 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

Home in Surry

4.87 out of 5 average rating, 39 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!

Guest favorite

Home in Williamsburg

5 out of 5 average rating, 104 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, 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.

Guest favorite

Home in Surry

4.99 out of 5 average rating, 93 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 (30 pound max dog, NO CATS ) and plenty of room for parking. Smoking is NOT allowed in the house.

Guest favorite

Rental unit in Williamsburg

4.84 out of 5 average rating, 402 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.

Guest favorite

Condo in Williamsburg

4.92 out of 5 average rating, 63 reviews

Kingsmill Resort Business Class - Great Monthly

Our suite offers the ideal balance of comfort and productivity. Work from the balcony with a stunning river view, the barista table, or a dedicated desk. Step outside for a break on scenic trails, or host meetings in a stylish space that feels more like home than a hotel. Located in Williamsburg’s most exclusive resort community, this suite combines privacy with proximity to top attractions. Experience a thoughtfully designed space that supports both work and relaxation.

Guest favorite

Tiny home in Wakefield

4.95 out of 5 average rating, 76 reviews

Cute 1-bdrm tiny house in the country w/firepits

Enjoy the sounds of nature at this Studio-style Tiny House with heat for wintry nights and air conditioning. Tiny House features a kitchenette with a mini fridge, microwave, portable electric stove, coffee pot and grill. Plus a kitchen sink and running deep well water. Relax on the porch. This sleeps 2 privately and with a full size bed and a sleeper sofa. Inside you will find a new toilet for your convenience, plus a outdoor bathroom, shower and wash station.

Guest favorite

Condo in Williamsburg

4.97 out of 5 average rating, 108 reviews

Walk to beach large 2/2 in "Kingsmill on James"

Lovely, quiet, large 2 bdrm 2 full bath condo in "Kingsmill on the James". Beautiful tree and Audubon bird sanctuaries, trails. Condo backs to greenbelt, within walking distance to Kingsmill's beach, spa, marina, Café. **please note condo is in "Kingsmill on the James", not Kingsmill Resort...there's spa and beach access, for dogs too, but not pool... to use pool and resort, please book directly through the resort

Guest favorite

Condo in Williamsburg

4.98 out of 5 average rating, 83 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 & Water Country USA, Colonial Williamsburg, Jamestown, Yorktown and 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.

Guest favorite

Home in Williamsburg

4.99 out of 5 average rating, 241 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.

Guest favorite

Guest suite in Williamsburg

4.99 out of 5 average rating, 284 reviews

*Charming 2BR *Patio *Prime Location *Family Fun!

Come relax in our charming guest suite! Perfect for families, we are minutes from the Jamestown Settlement, Colonial Williamsburg, Busch Gardens, and much more. The guest suite is attached to the main house, but has private entry, patio, driveway, and parking. The home sits on 2 acres, and is surrounded by majestic oak trees.