Holiday houses in Surry County

“Magnolia Cottage” on the River

Perched on a bluff high above the James River this charming rehabbed cottage is an idyllic escape from everyday life. This spot is for travelers who seek a step back in time to a simpler life. You’ll be surrounded by woods, water and a growing flower farm. The set up is unique in that the cottage itself holds living and sleeping space while your own designated bathroom and outdoor hot water shower are a short walk across the yard to a tool shed turned luxury bath and shower under the open sky.

Cozy Farm Cottage with Horses, Fire Pit, & Trails

Escape to Timberline Ranch, a 30-acre horse farm near historic Smithfield. Horses and goats are visible from multiple windows. Your bedroom is cozy with room-darkening drapes, plenty of blankets and pillows. The kitchen is well stocked. Coffee station stocked and to-go cups. Bathroom has a ceiling heater, towel warmer, essentials. W/D with detergent. Step out to the front porch rocking chairs, fire pit (wood incl), and picnic table. Explore trails, follow the creek, and hunt for hidden gnomes.

History Art and Nature-110 Acres of Ancient Forest

WILLIAMSBURG AREA, SURRY, VA. CELEBRATE AMERICA'S 250TH by living in the historic family home of a Revolutionary War soldier! 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. 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.

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!

The Hotel at The Surry Seafood Co Room 1

Beautiful efficiency hotel room overlooking Gray's Creek in Surry, VA with separate living and sleeping rooms. Private queen bed with walkin closet. Living area with pull out queen size sofa. Kitchenette with refrigerator and microwave in each room. Situated above a very nice seafood restaurant. Private balcony overlooks the marina and marshes. Fishing pier and public boat launch on site. Sleeps 4. Private entrance. 5.3% Sales tax will be added to final pricing per local laws.

Blue House On The Beach

Welcome to the Blue House on the Hill, This cozy little waterside home has THREE bedrooms with 3 beds, 2 baths, full kitchen, a beautiful screened in front porch perfect for summer nights watching the ferries arrive...plenty of room for the entire family. This house is is located close to all the Historic Triangle attractions including Colonial Williamsburg and Jamestown , it is a quick five minute walk to the beach. we have installed a new stove and dishwasher to the house also.

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.

2 Bedroom Stylish Kingsmill condo

Located in the beautiful Kingsmill resort, this charming two bedrooms, two baths condo with stunning seasonal views over the pond is only a few minutes away from CW, Busch Gardens, water country, William and Maryand other Williamsburg attractions. All Kingsmill amenities are not included as they are strictly for Kingsmill residents Guests have access to the Spa and to the Mill Coffee House which is within walking distance from the condo and serves breakfast and lunch every day..

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.

Coleman Cottage

Enjoy easy access to everything from this perfectly located home base. This recently updated cottage is steps away from our local farmers market and a short ride to all that Williamsburg has to offer. Walking distance to local grocery store and local restaurants. Minutes drive to Colonial Williamsburg, Jamestown Island, Billsburg and other outdoor breweries. William and Mary is minutes away. Newtown shops and restaurants is a short drive. Bush Gardens is a 10 minute drive

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.

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