Vacation rentals in Cumberland County

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Top-rated vacation rentals in Cumberland County

Guests agree: these stays are highly rated for location, cleanliness, and more.

Guest favorite

Home in Farmville

4.95 out of 5 average rating, 114 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 5mi 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 - esp about not good cell service and currently no WIFI (but we're working on it).

May 1 – 8

R2,901 ZAR per night
Guest favorite

Guesthouse in Dillwyn

4.91 out of 5 average rating, 56 reviews

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.

Aug 19 – 26

R2,308 ZAR per night
Superhost

Train in Columbia

4.97 out of 5 average rating, 33 reviews

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.

Sep 10 – 17

R3,988 ZAR per night

Popular amenities for Cumberland County vacation rentals

Other great vacation rentals in Cumberland County

Superhost

Camper/RV in Cumberland

Where RV Glamping A Unique Camping Experience

Jun 5 – 12

R1,352 ZAR per night
Guest favorite

Guesthouse in Cartersville

5.0 out of 5 average rating, 9 reviews

The Bright Spot Guest House

Aug 27 – Sep 3

R2,318 ZAR per night

Cabin in Arvonia

4.71 out of 5 average rating, 7 reviews

The Cabin on the Ridge

Nov 30 – Dec 7

R3,728 ZAR per night

Home in Arvonia

4.87 out of 5 average rating, 78 reviews

Slate River Getaway

Nov 27 – Dec 4

R2,226 ZAR per night

Guesthouse in Cumberland

New place to stay

Lucid Dreams little house

Oct 12 – 19

R1,870 ZAR per night

Home in Cumberland

New place to stay

New! Luxury barndo, 5m to town

Jun 29 – Jul 6

R6,303 ZAR per night

Home in Farmville

New place to stay

Charming Virginia Retreat w/ Covered Porch & Yard!

Jan 27 – Feb 3

R3,678 ZAR per night

Tent in Cumberland

New place to stay

Glamping Camping at Open Sky

Oct 23 – 30

R2,579 ZAR per night
Guest favorite

Room in Farmville

5.0 out of 5 average rating, 18 reviews

The Colonial Farmhouse

Oct 9 – 16

R2,307 ZAR per night
Guest favorite

Cabin in Farmville

4.99 out of 5 average rating, 162 reviews

Cedar Ridge Lodge Near High Bridge Trail

Mar 1 – 8

R5,972 ZAR per night
Guest favorite

Train in Columbia

5.0 out of 5 average rating, 12 reviews

Boxcar with floor to ceiling glass doors

Jul 23 – 30

R3,306 ZAR per night
Superhost

Cabin in Columbia

4.82 out of 5 average rating, 11 reviews

Modern Log Cabin with Stunning Rolling Hill Views

Sep 7 – 14

R3,521 ZAR per night