
Holiday rentals in Cumberland County
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Top-rated holiday rentals in Cumberland County
Guests agree: these stays are highly rated for location, cleanliness and more.
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Other great holiday rentals in Cumberland County
Guest favourite

Flat in Farmville
4.92 out of 5 average rating, 197 reviewsFarmville Getaway steps from Main Street
LaurieRating, 5 stars4 days ago
Great location in Farmville. Walk around the corner, rent a bike and a few pedals puts you on the High Bridge Trail. One block off adorable Main Street full of cute shops and restaurants. Did not realize this was the Green Front haven for furniture shopping! Super spacious and nicely decorated. Two full baths was great to have. Kitchen fully supplied. Window units kept everything nicely cooled. Easy access and parking. You will feel like a local here, it’s great!
Top guest favourite

Cabin in New Canton
4.98 out of 5 average rating, 47 reviewsRural, Rustic, Historic Cabin
TaraRating, 5 stars1 month ago
We were in town for a family wedding and wanted a peaceful place to stay where our dogs could get some exercise. Luke was extremely accommodating and friendly. The location was beautiful and we enjoyed the trails with our dogs. The cabin had everything we needed but kept the rustic charm. I enjoyed watching the horses in the pasture from the back screened in porch. We will definitely return when visiting family again.
Guest favourite

Cabin in Columbia
4.92 out of 5 average rating, 12 reviewsLarge Log Cabin & Greenhouse with Pond - Cherokee
SueRating, 5 stars10 months ago
This is a really unique, amazing space. Quiet, peaceful, beautiful. We walked around and looked at all the building and decorations...so many amazing things to see. I think the covered bridge was our favorite.
Top guest favourite

Home in Dillwyn
4.99 out of 5 average rating, 75 reviewsVinca House
GingerRating, 5 stars2 days ago
A very comfortable house 10 minutes south of Dillwyn. Perfect for seminary visits. There is a basement tenant that I don’t remember from the listing. Overall a very nice location and we will definitely stay again
Top guest favourite

Home in Farmville
5 out of 5 average rating, 89 reviewsThe Hide-A-Way
LisaRating, 5 stars1 week ago
I can’t say enough good things about this place! Clean, quiet, peaceful. Very well stocked and you can tell she adds her personal touch with fresh baked cookies for you. Very beautiful! I’ll be back with a longer stay for sure.
Guest favourite

Home in Farmville
4.94 out of 5 average rating, 145 reviewsThe Lake House
KristenRating, 5 stars1 week ago
Words do not do this place justice! Just the drive to get to the property sets a beautiful scene, but once you get over the little hill leading to the property itself? Unbelievable. The house is spacious, clean, and has tons of games and DVDs available. I had a work emergency that I had to handle remotely while I was there and the Wi-Fi was up to the task! Beds were extremely comfortable and the decor was adorable. There are plenty of seating options down at the dock too, all of which are well maintained. Joanna was an excellent host; I mentioned that my kids are avid swimmers and she advised me that they had some algae growth (which is advertised and was expected), but she took it upon herself to rake it up from around the dock and even left some inflatable floats and life jackets out for us! Joanna was quick to respond while we were there, even though she was out of town. We made some incredible memories! I could not recommend this house, or this host, enough!!!
Top guest favourite

Home in Farmville
5 out of 5 average rating, 19 reviewsCarriage House
BethRating, 5 stars1 month ago
The Carriage House is beautiful. From the decor, well-stocked kitchen to luxurious linens, we were very comfortable in this home for a long weekend. Just outside of Farmville in a beautiful rural setting, is a jewel of a home. We were a party of 4, busy with different wedding festivities all weekend. It was lovely to start our days on the porch with coffee and come home to relax on the porch to enjoy the each other. Thanks to our host for a well stocked kitchen, bathrooms and all the goodies for us to enjoy. We appreciated your flexibility when we needed it! I hope to return to enjoy more of the area, shop at Greenfront and stay in this lovely home once again.
Guest favourite

Cabin in Farmville
4.93 out of 5 average rating, 421 reviewsWeekend Getaway Cabin
JohnRating, 5 stars2 weeks ago
Wilmer’s place was super comfortable and had beautiful and peaceful surroundings. Wilmer was was responsive and helpful. Will definitely be back!!
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- Carytown
- Kings Dominion
- Pocahontas State Park
- Ash Lawn-Highland
- Brown's Island
- Chisholm Vineyards at Adventure Farm
- Lake Anna State Park
- Hermitage Country Club
- Science Museum of Virginia
- Independence Golf Club
- Hollywood Cemetery
- The Country Club of Virginia - James River
- The Foundry Golf Club
- Spring Creek Golf Club
- The Poe Museum
- Kinloch Golf Club
- Libby Hill Park
- Amazement Square
- Wintergreen Resort
- The Plunge Snow Tubing Park
- Grand Prix Raceway