Vacation rentals with outdoor seating in Surry County

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

The CrackerJack House: A Military Salute & Arcade!

There is something for everyone at this house! Spacious, stylish & comfortable with the added fun of a free home arcade! Leave your quarters at home! The house is themed with authentic & antique military photos & memorabilia, a special salute to all the men & women in the military! Home includes a Jukebox & Outdoor Pool Table, picnic area with gas grill & fire pit with ring of chairs perfect for stargazing. Equipped with BONUS FREE ARCADE ROOM! Air Hockey, Foosball, dart board & more! Come play!

“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.

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.

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.

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.

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.

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

Lovely, quiet, large ground floor 2 bdrm 2 full bath condo in "Kingsmill on the James" (also available as a 3 bedroom, 3 bathroom!) 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