Vacation rentals in Cumberland County

4.93 out of 5 average rating, 72 reviews

An aerial view captures a spacious rural landscape featuring a cozy guest house bordered by expansive green fields and trees. A pond is visible nearby, along with cultivated areas. The distant hills create a serene backdrop, emphasizing the tranquility of this working farm.

Guesthouse in Dillwyn

Cozy Farm Cottage near Farmville Virginia

Our cozy guest house is situated on a 36 acre working farm where you will enjoy privacy and pastoral views. Our posted rate is for 2 guests. The town of Farmville is an easy drive 10 miles south of us, where you will find Longwood University, Hampden-Sydney College, Green Front Furniture, the High Bridge Trail, and activities on the Appomattox River. Charlottesville, Richmond and Lynchburg are less than an hour away. Cottage has one bedroom with two twin beds, and one bedroom with a double bed.

4.98 out of 5 average rating, 53 reviews

The exterior of a green, converted train car is shown, featuring large windows and a set of steps leading to a black railing. Surrounding vegetation provides a natural backdrop, enhancing the serene setting along the railway.

Train in Columbia

Pullman Train Car at Rassawek

Our Pullman Car is one of 3 converted train cars available for rentals. The car was built by Pullman Co. in 1888. Guests staying in this car have access to the shared amenities of Rassawek Station including the patio “Flat Car” and our Lodge Cabin. Guests can also use the ponds on the property as well as the 5+ miles of private country roads for hiking, running and biking. The converted car has a living area, full kitchen, a bedroom with two double beds, a full bath with shower and a half bath.

Vacation home in Columbia

A cozy living area features a large stone fireplace, adorned with mounted animal heads, including a moose and bears. Comfortable seating is provided by a plush sofa and armchairs, while artwork and warm lighting create a relaxed atmosphere. A rug adds warmth underfoot.

4.95 out of 5 average rating, 38 reviews

Absolute heaven for outdoor enthusiasts!

If you love the outdoors and seclusion, Hooper's Rock Farm is for you. 1.5 miles of James River frontage in Cumberland Co, VA, 30-acre private lake, and 650 acres of fields, woods, and hills to explore and hike. Two living areas - one with large stone fireplace. Full kitchen. Screened porch overlooking lake. Sat TV. 2 John boats with trolling motors available for bass and crappie fishing in the lake. Entrance is 1 mile from public boat landing for James River access. Near many VA vineyards.

A gravel driveway leads toward a scenic countryside view, framed by trees on either side. At the entrance, two large tree stumps stand prominently, while a mailbox and a signpost indicate the property location. A soft sunset glow is visible in the distance.

5 out of 5 average rating, 94 reviews

The Hide-A-Way

Follow a long gravel driveway before you can view this comfortable house in the country. This house is 12 easy miles from the Town of Farmville and all it has to offer. Longwood University and Hampden-Sydney College is near by. Visit High Bridge State Park for hiking and Greenfront is a shopping destination. Lots of dining options will appeal to every taste and plenty of other activities to enjoy in this area. There is no phone-internet or satellite at The Hide-A-Way, Cell phones do work.

Superhost

A light-filled bedroom features a spacious bed adorned with neutral bedding and decorative pillows. A minimalist chair and a dresser are positioned nearby, complemented by a mirror and a potted plant. A ceiling fan offers comfort, while sunlight filters through the window with blinds.

Apartment in Farmville

5 out of 5 average rating, 4 reviews

Modern Downtown Farmville #1

Offering a truly unbeatable location, this newly renovated unit invites you to experience the joy of small-town living while being steps away from both downtown Farmville and the High Bridge Trail. So lace up your boots and take a hike(!)- you'll find charming boutiques, breweries, restaurants, and other fun attractions are right in your backyard. The High Bridge Trail offers miles of scenic beauty, river access, and lots of options for hiking, biking, kayaking, and horseback riding.

4.94 out of 5 average rating, 53 reviews

A hobbit house structure features a large, rounded door surrounded by a circular frame. The grass-covered roof blends with the natural landscape, with soft, green mounds and stepping stones leading to the entrance. Trees stand tall in the background, providing a serene forest setting.

Campsite in Arvonia

Shireton

Welcome to our hobbit house! As the property is off the grid, our solar panels may be unreliable at times. To ensure your comfort, we’ve installed a quiet backup generator that activates easily if power is interrupted. Set in a remote, natural location, we encourage guests to embrace the “glamping” atmosphere. Please note, we do not offer discounts for generator use. If this sounds like your ideal getaway, please read the full description and reach out w/ any questions.

4.95 out of 5 average rating, 65 reviews

A calm river scene features smooth, dark rocks at the water's edge, with gentle ripples reflecting the clear blue sky. Lush green trees line the riverbanks, enhancing the serene atmosphere. The landscape suggests a secluded natural environment perfect for relaxation.

Home in Columbia

Riverview Cabin on the James

VERY secluded with PRIVATE River access, STUNNING views, and a Hot Tub! A unique property offers modern amenities with a cabin feel. Granite countertops and upgraded appliances, custom tile showers, high quality mattresses, leather reclining couch. But the best part is the covered porch overlooking the James River! With your own private river access, you can enjoy a cool dip in the water or just the serenity of the peace and quiet. Lots of wildlife and stunning views.

A serene lakefront view showcases a spacious green lawn leading to a small pavilion. The pavilion features a covered area for relaxation, with a clear view of the tranquil lake surrounded by trees under a blue sky with scattered clouds.

4.95 out of 5 average rating, 151 reviews

The Lake House

Enjoy nature in this lakefront 3 bed/1.5 bath retreat. This house is set off the road in a very serene and rural area, yet you are only a short drive away from many conveniences. Less than 5 miles from Downtown Farmville, restaurants, GreenFront, and Longwood University. About a 20 min to Hampden Sydney. This is the perfect place to disconnect from the outside world and relax dockside. *Please read all details below*

4.99 out of 5 average rating, 77 reviews

Home in Dillwyn

Vinca House

Designed to be a comfortable place to rest...or work. Easily accessible on State Route but set in a wooded lot in southern Buckingham County, fifteen minutes from Farmville and ten minutes from Dillwyn. Broadband internet for work or recreation. Sit outside and see the neighboring farm animals or the occasional wildlife activity. Our posted rate is for up to 2 guests.

4.97 out of 5 average rating, 98 reviews

A spacious backyard features a well-manicured lawn surrounded by large trees and two distinct buildings. The gray house, featuring a porch, is complemented by a vibrant red structure, both capturing a serene outdoor setting.

Guesthouse in Cumberland

Lucid Dreams little house

Have fun at Lucid Dreams Little house on the farm. You can go dream walking and feel so free and peaceful. Open land and woods. A place you just don’t want to leave. Rocky the Mimi horse will greet you in the yard. Redneck beach in the back where picnics are always fun. Check out our beautiful sun rises and sunsets. Bring your horse or a friend.

A charming carriage house showcases a light-colored exterior with extensive wraparound porches. Lush green grass and neatly arranged flower beds enhance the landscape. A stone chimney rises from the side, framed by tranquil trees and a clear blue sky.

5 out of 5 average rating, 22 reviews

Carriage House

Welcome to town and country! Relax in this calm, private carriage house while visiting Farmville. This equestrian styled home is located by a 42 acre horse farm, and one mile from High Bridge Trail state park! It is 3 miles from charming downtown and Longwood University. Only 8 miles from Hampden-Sydney College.

A charming two-story blue house is set amidst well-maintained landscaping. The front yard features a pathway leading to the entrance, bordered by manicured bushes. A large tree provides shade, and a lamp post stands nearby, enhancing the welcoming exterior.