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Cumberland Vacation Rentals

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Check prices for these dates

In two weeks
16 Oct - 18 Oct
In two months
27 Nov - 29 Nov
In three months
25 Dec - 27 Dec
In four months
22 Jan - 24 Jan

Our top choices for Cumberland vacation rentals

A brick house with a chimney, a front porch, and a mailbox.

1. Walk to Longwood • Sleeps 6 • Cozy Cottage Near Hampden-Sydney

Walk to Longwood • Sleeps 6 • Cozy Cottage Near Hampden-Sydney
Farmville
10.0 out of 10, Exceptional, (17 reviews)
"The house is a charming older home. Great location, very clean, would stay here again!"
United States
Tracy F.
The price is AED 591
AED 1,390 total
includes taxes & fees
6 Oct - 7 Oct
Walk to Longwood • Sleeps 6 • Cozy Cottage Near Hampden-Sydney
A log cabin with a porch, a small deck, and a fire pit area.

2. Getaway Cabin | Hot tub + Fire Pit + Trail Access

Getaway Cabin | Hot tub + Fire Pit + Trail Access
Farmville
9.8 out of 10, Exceptional, (73 reviews)
"I give this cabin a five-star rating! It was incredibly cozy, spotless, and made me feel right at home. Communication with the owner was excellent—they were friendly, responsive, and very accommodating throughout my stay. I highly recommend this cabin to anyone looking for a relaxing getaway. I would definitely stay here again!"
United States
Michelle R.
The price is AED 667
AED 1,097 total
includes taxes & fees
13 Oct - 14 Oct
Getaway Cabin | Hot tub + Fire Pit + Trail Access
A log cabin interior with a fireplace, a television mounted on the wall, and a dining area.

3. Cedar Ridge Cabin | Hot Tub + Fire + Trail Access

Cedar Ridge Cabin | Hot Tub + Fire + Trail Access
Farmville
10.0 out of 10, Exceptional, (65 reviews)
"Second time we have stayed at this property and it is excellent! Very convenient to town also"
United States
Brandi P.
The price is AED 955
AED 1,571 total
includes taxes & fees
14 Oct - 15 Oct
Cedar Ridge Cabin | Hot Tub + Fire + Trail Access
A two-story house with a deck, a front door, and a mailbox.

4. Trailside Cottage | Spacious 2BR Near Greenfront

Trailside Cottage | Spacious 2BR Near Greenfront
Farmville
10.0 out of 10, Exceptional, (1 review)
"This adorable 2 bedroom cottage was perfect for a weekend visit to FarmVille with another couple. Each bedroom has its own bathroom. Beds were comfortable. A short walk to the High Bridge Trail that can also take you right into town. It is also a short drive to Main St"
United States
Steven C.
The price is AED 591
AED 1,099 total
includes taxes & fees
5 Oct - 6 Oct
Trailside Cottage | Spacious 2BR Near Greenfront
A kitchen with a wooden ceiling, a bar area with stools, and a sign that says 'Handmade.'

5. Historic Powhatan Retreat | Walk to Restaurants & Distillery

Historic Powhatan Retreat | Walk to Restaurants & Distillery
Powhatan
10.0 out of 10, Exceptional, (5 reviews)
"The layout was comfortable, house was charming. Owner was very good with communication, and helpful with any questions that arose. Would definitely stay here again!"
United States
Ryan S.
The price is AED 375
AED 923 total
includes taxes & fees
5 Oct - 6 Oct
Historic Powhatan Retreat | Walk to Restaurants & Distillery
A two-story house with a green door, a small porch, and a number '817' on the wall.

6. Cozy Trailside 1BR | Walk to Green Front

Cozy Trailside 1BR | Walk to Green Front
Farmville
The price is AED 580
AED 1,097 total
includes taxes & fees
4 Oct - 5 Oct
Cozy Trailside 1BR | Walk to Green Front
A modern kitchen with grey cabinets, stainless steel appliances, a window with blinds, and a painting on the wall.

7. Trailside 2BR Cottage | Walk Downtown + Greenfront

Trailside 2BR Cottage | Walk Downtown + Greenfront
Farmville
The price is AED 698
AED 1,232 total
includes taxes & fees
4 Oct - 5 Oct
Trailside 2BR Cottage | Walk Downtown + Greenfront
A red cabin with a wooden deck and a metal roof, elevated on stilts, surrounded by trees.

8. Trailside Cottage | 1BR Near Greenfront

Trailside Cottage | 1BR Near Greenfront
Farmville
The price is AED 591
AED 1,100 total
includes taxes & fees
5 Oct - 6 Oct
Trailside Cottage | 1BR Near Greenfront
A house with a covered porch, outdoor seating, and a well-lit deck area.

9. Steel Magnolias Cozy Main Home in Amelia County

Steel Magnolias Cozy Main Home in Amelia County
Amelia Court House
9.6 out of 10, Exceptional, (15 reviews)
"I would highly recommend Jenny’s VRBO- the house was beautiful, clean, and she was incredibly welcoming and communicative! "
United States
Marissa H.
The price is AED 569
AED 1,129 total
includes taxes & fees
4 Oct - 5 Oct
Steel Magnolias Cozy Main Home in Amelia County
A two-story house with a front porch, a central entrance, and a symmetrical window arrangement.

10. Private Guest Suite by Wineries/Orchards/Cville

Private Guest Suite by Wineries/Orchards/Cville
Palmyra
10.0 out of 10, Exceptional, (53 reviews)
"Very nice room and suite clean and accomdating "
United States
Nick S.
The price is AED 533
AED 847 total
includes taxes & fees
4 Oct - 5 Oct
Private Guest Suite by Wineries/Orchards/Cville
A cozy living room with a brick fireplace, a flat-screen TV mounted above it, and a dining area with a wooden table and chairs.

11. Cozy Cabin w/ Hot Tub | State Park | Near Lake

Cozy Cabin w/ Hot Tub | State Park | Near Lake
Appomattox
9.8 out of 10, Exceptional, (32 reviews)
"Great location and had everything needed for a great stay. "
United States
Jeff S.
Cozy Cabin w/ Hot Tub | State Park | Near Lake
A compact kitchen with a microwave, toaster, and sink. There is a dining area with a table and chairs in the background.

12. The Country Retreat – Cozy Comfort Meets Peaceful Countryside

The Country Retreat – Cozy Comfort Meets Peaceful Countryside
Scottsville
9.4 out of 10, Exceptional, (6 reviews)
"Nice clean place out in the country. We were there for Memorial Day weekend and had a nice relaxing time."
United States
Michael L.
The price is AED 909
AED 1,270 total
includes taxes & fees
2 Oct - 3 Oct
The Country Retreat – Cozy Comfort Meets Peaceful Countryside
A wooden cabinet with a shelf, a small birdhouse on top, and a round wooden door with a metal handle.

13. Shireton: Fantasy-Inspired Underground Cottage

Shireton: Fantasy-Inspired Underground Cottage
Arvonia
The price is AED 658
AED 1,021 total
includes taxes & fees
4 Oct - 5 Oct
Shireton: Fantasy-Inspired Underground Cottage
A compact kitchen with white cabinets, a black stove, and a microwave. There are two stools and a striped rug on the floor.

14. Crewe Corner Apartment D

Crewe Corner Apartment D
Crewe
The price is AED 463
AED 1,296 total
includes taxes & fees
4 Oct - 5 Oct
Crewe Corner Apartment D
Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.
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Top Cumberland Hotel Reviews

Hotel Weyanoke

Hotel Weyanoke

10/10 Excellent
"Such a cute place with a lot of character and old time charm. Everything was so nice!"
Brianna 1-night trip
Posted 14 hours ago
Hotel Weyanoke

Frequently asked questions

Are there vacation rentals in Cumberland?

Yes, you can find vacation rentals near well known points of interest in Cumberland, or you can choose a more secluded option if you're looking for relaxation. Cumberland is known for its parks.

What's the top vacation rental in Cumberland?

Cozy retreat just 1 mile from the Fine Creek Brewery & eclectic wedding venue. : This vacation home rental outside of Cumberland is located in a rural location and has a patio, a selection of games, and a barbecue grill to put you at ease in your new surroundings. Kitchen amenities include a dishwasher, a fridge, and a stovetop.

How many vacation rentals will I find in Cumberland?

Choose from 3 Expedia vacation rentals in Cumberland for a memorable vacation.

What can I see and do in Cumberland?

Bear Creek Lake State Park and Appomattox River are a couple of lovely local spots to get outside and enjoy nature. Longwood University and The Adventure Park at Sandy River Retreat are a couple of places you'll find in the larger area.

What are vacation rentals like in Cumberland?

Vacation rentals are private accommodations you can book for a short or long stay in Cumberland. Vacation rentals feature extras such as kitchens and laundry facilities so you'll be comfy for your stay. If you're concerned about a sanitized environment, vacation rentals can offer a sense of seclusion away from public hotel elevators and lobbies packed with people while still allowing you the experience of travel. You'll also have more space in a vacation rental than in a standard hotel, which is another reason why a vacation rental is a popular choice for a family trip or a small group gathering.