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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 kitchen with a wooden ceiling, a bar area with stools, and a sign that says 'Handmade.'

1. 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.
$268 nightly
The price is $272
Nov 2 - Nov 3
Total with taxes and fees
Historic Powhatan Retreat | Walk to Restaurants & Distillery
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.
$272 nightly
The price is $286
Oct 20 - Oct 21
Total with taxes and fees
Getaway Cabin | Hot tub + Fire Pit + Trail Access
A brick house with a chimney, a front porch, and a mailbox.

3. 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.
$335 nightly
The price is $380
Nov 4 - Nov 5
Total with taxes and fees
Walk to Longwood • Sleeps 6 • Cozy Cottage Near Hampden-Sydney
A house with a covered porch, outdoor seating, and a well-lit deck area.

4. 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.
$273 nightly
The price is $287
Oct 18 - Oct 19
Total with taxes and fees
Steel Magnolias Cozy Main Home in Amelia County
A log cabin interior with a fireplace, a television mounted on the wall, and a dining area.

5. 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.
$457 nightly
The price is $481
Nov 3 - Nov 4
Total with taxes and fees
Cedar Ridge Cabin | Hot Tub + Fire + Trail Access
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.
$271 nightly
The price is $290
Oct 19 - Oct 20
Total with taxes and fees
Cozy Cabin w/ Hot Tub | State Park | Near Lake
A wooden cabinet with a shelf, a small birdhouse on top, and a round wooden door with a metal handle.

7. Shireton: Fantasy-Inspired Underground Cottage

Shireton: Fantasy-Inspired Underground Cottage
Arvonia
$259 nightly
The price is $278
Oct 18 - Oct 19
Total with taxes and fees
Shireton: Fantasy-Inspired Underground Cottage
A two-story house with a front porch, a central entrance, and a symmetrical window arrangement.

8. 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.
$209 nightly
The price is $231
Nov 9 - Nov 10
Total with taxes and fees
Private Guest Suite by Wineries/Orchards/Cville
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.
$314 nightly
The price is $346
Oct 20 - Oct 21
Total with taxes and fees
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

Super 8 by Wyndham Farmville

Super 8 by Wyndham Farmville

8/10 Good
"Everything was wonderful. The cleaning crew needs to focus more on ensuring the bathroom is clean as in the floor and toilets and tub is HAIR FREE !! every room I've been in so far the bathroom is always neglected.. that should be the very first thing that's gets taken care of in the rooms ."
Bonnie 1-night trip
Posted 1 day ago
Super 8 by Wyndham Farmville

Find out more about Cumberland

Everything you need to know about Cumberland vacation rentals

Whether you’re excited for the perfect family vacation, a romantic getaway for two, or the ultimate city break, we’ve got the Cumberland vacation rental for you. At Expedia, you can take your pick from private vacation homes, apartments, condos, resorts, cabins, villas, motels. The list goes on, and on …and on.

There’s just as wide a choice of amenities, too. Maybe you’re dreaming of your own pool, long evenings in a hot tub, or watching the kids laugh through the day at a waterpark. Maybe you just want a quiet retreat in a pet-friendly apartment. Well, we can help you find it. Hunt out the perfect Cumberland vacation rental for you by simply entering your desired dates. Then check your favorite filters to narrow down your search.

Cumberland vacation rentals: An excellent choice for every season

Whenever you want to travel, a warm welcome awaits you in Cumberland. If you’re looking for a little peace, consider booking during the quieter low season months. For more hustle and bustle, you may prefer to visit Cumberland in high season.

Prices vary throughout the year. Your chosen location, property type, and amenities will impact the cost of your trip, too. The selection of properties we have chosen for you start as low as $231 per night. Rates vary depending on your travel dates, location, and amenities so make a search and you might find even better deals!

How to find incredible deals on Cumberland rentals

At Expedia, we put the best Cumberland vacation rentals in one place. All you need to do is take your pick. And as we offer book now, pay later options, as well as free cancellation on some properties, you can plan your trip with total peace of mind. You’ll always find a great deal with Expedia.

To find some top Cumberland rental deals, enter your travel dates, and sort your search results by price. You can also filter by budget, so you only see accommodation in your ballpark. Next, add any filters you want—and just like that, you’ve built your dream Cumberland vacation.

If you’re looking for a little inspiration, browse our latest incredible offers, or use the map to view all accommodation in and around Cumberland. And to unlock even more fantastic deals, bundle your accommodation, flights, and car rental together to save and book with Expedia in complete confidence.

Explore a world of travel with Expedia

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.