Cumberland Vacation Rentals

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Our top choices for Cumberland vacation rentals

Vacation Home in Amelia Court House

Steel Magnolias Cozy Main Home in Amelia County
10.0 out of 10, Exceptional, (11)
"I would highly recommend Jenny’s VRBO- the house was beautiful, clean, and she was incredibly welcoming and communicative! "
United States
Marissa H.
$277 nightly
The price is $292
Dec 29 - Dec 30
Total with taxes and fees
Steel Magnolias Cozy Main Home in Amelia County
10.0 out of 10, Exceptional, (8)
"The weekend I had planned changed significantly and owner was so kind to accommodate! Fantastic house and location. "
United States
Katherine M.
$255 nightly
The price is $287
Jan 4 - Jan 5, 2026
Total with taxes and fees
Charming 2 bedroom cottage in D-town Farmville. Close to Longwood & Hampden S.

Cabin in Farmville

Weekend Getaway Cabin
9.8 out of 10, Exceptional, (60)
"Impressive secluded cabin with all the amenities including full kitchen and a Jacuzzi on the back porch."
United States
Dave A.
$185 nightly
The price is $195
Jan 6 - Jan 7, 2026
Total with taxes and fees
Weekend Getaway Cabin
10.0 out of 10, Exceptional, (47)
"A perfect place to stay! Very clean and quiet!"
United States
Joanne
$207 nightly
The price is $228
Dec 29 - Dec 30
Total with taxes and fees
Private Guest Suite by Wineries/Orchards/Cville
9.8 out of 10, Exceptional, (17)
"Nice quiet cabin, wish we could have booked it longer."
United States
John S.
$215 nightly
The price is $231
Jan 19 - Jan 20, 2026
Total with taxes and fees
Cozy Cabin w/ Hot Tub | State Park | Near Lake

Vacation Home in Cumberland County

Riverview Cabin on the James
9.8 out of 10, Exceptional, (22)
"Cabin was clean and well kept. "
United States
Ricardo S.
$336 nightly
The price is $349
Jan 6 - Jan 7, 2026
Total with taxes and fees
Riverview Cabin on the James
10.0 out of 10, Exceptional, (57)
"Great location and the cabin was the perfect size for our group."
United States
Kimberly
$300 nightly
The price is $316
Dec 30 - Dec 31
Total with taxes and fees
Cedar Ridge Lodge Near High Bridge Trail
2.0 star property
$301 nightly
The price is $332
Jan 1 - Jan 2, 2026
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

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 $195 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.

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 Cabin w/ Hot Tub | State Park | Near Lake: This vacation home rental outside of Cumberland offers a fireplace, a balcony, and a barbecue grill to help you feel perfectly comfortable in your new surroundings. Kitchen amenities include a dishwasher, a fridge, and a stovetop. Make the most of the hot tub in this rental home to help you unwind.

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.