Holiday rentals in Surry County

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.

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.

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!

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.

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.

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.

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

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.

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.