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Cumberland Vacation Rentals

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Check prices for these dates

In two weeks
Oct 30 - Nov 1
In two months
Dec 11 - Dec 13
In three months
Jan 8 - Jan 10
In four months
Feb 5 - Feb 7

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, (18 reviews)
"The house is a charming older home. Great location, very clean, would stay here again!"
United States
Tracy F.
The price is ￥26,483
￥60,278 total
includes taxes & fees
Oct 21 - Oct 22
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, (75 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 ￥27,284
￥45,889 total
includes taxes & fees
Oct 20 - Oct 21
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, (66 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 ￥40,924
￥67,915 total
includes taxes & fees
Oct 20 - Oct 21
Cedar Ridge Cabin | Hot Tub + Fire + Trail Access
A kitchen with a wooden ceiling, a bar area with stools, and a sign that says 'Handmade.'

4. Historic Powhatan Retreat | Walk to Restaurants & Distillery

Historic Powhatan Retreat | Walk to Restaurants & Distillery
Powhatan
10.0 out of 10, Exceptional, (6 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 ￥18,972
￥42,945 total
includes taxes & fees
Nov 2 - Nov 3
Historic Powhatan Retreat | Walk to Restaurants & Distillery
A house with a covered porch, outdoor seating, and a well-lit deck area.

5. 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 ￥24,493
￥45,426 total
includes taxes & fees
Oct 18 - Oct 19
Steel Magnolias Cozy Main Home in Amelia County
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.

6. 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, (34 reviews)
"Great location and had everything needed for a great stay. "
United States
Jeff S.
The price is ￥22,219
￥45,884 total
includes taxes & fees
Oct 19 - Oct 20
Cozy Cabin w/ Hot Tub | State Park | Near Lake
A two-story house with a front porch, a central entrance, and a symmetrical window arrangement.

7. Private Guest Suite by Wineries/Orchards/Cville

Private Guest Suite by Wineries/Orchards/Cville
Palmyra
10.0 out of 10, Exceptional, (54 reviews)
"Very nice room and suite clean and accomdating "
United States
Nick S.
The price is ￥24,019
￥38,171 total
includes taxes & fees
Oct 19 - Oct 20
Private Guest Suite by Wineries/Orchards/Cville
A wooden cabinet with a shelf, a small birdhouse on top, and a round wooden door with a metal handle.

8. Shireton: Fantasy-Inspired Underground Cottage

Shireton: Fantasy-Inspired Underground Cottage
Arvonia
The price is ￥28,301
￥43,931 total
includes taxes & fees
Oct 18 - Oct 19
Shireton: Fantasy-Inspired Underground Cottage
A compact kitchen with a microwave, toaster, and sink. There is a dining area with a table and chairs in the background.

9. 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 ￥39,110
￥54,643 total
includes taxes & fees
Oct 20 - Oct 21
The Country Retreat – Cozy Comfort Meets Peaceful Countryside
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

8/10 Good
"The overall condition of the room was excellent. Breakfast, not so much. Not much of a selection, other than boiled eggs and cereal."
Robert 1-night trip
Posted 11 hours ago
Hotel Weyanoke

Find out more about Cumberland

Search for holiday rentals in Cumberland on Expedia! You can easily find your home rentals, villas, holiday apartments in Cumberland using one of the methods below:

  • View our selection of featured holiday rentals in Cumberland
  • Use the map to find apartments and other holiday homes in the Cumberland neighbourhood you prefer
  • Enter your travel dates to view the best deals on holiday rentals in Cumberland while they last

Look no further and take a look at our great range of rental properties in Cumberland!

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.