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Cumberland Vacation Rentals

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Our top choices for Cumberland vacation rentals

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 CA $238
CA $549 total
includes taxes & fees
Oct 21 - Oct 22
Walk to Longwood • Sleeps 6 • Cozy Cottage Near Hampden-Sydney

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 CA $240
CA $409 total
includes taxes & fees
Oct 20 - Oct 21
Getaway Cabin | Hot tub + Fire Pit + Trail Access

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 CA $422
CA $679 total
includes taxes & fees
Oct 19 - Oct 20
Cedar Ridge Cabin | Hot Tub + Fire + Trail Access

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 CA $171
CA $383 total
includes taxes & fees
Nov 2 - Nov 3
Historic Powhatan Retreat | Walk to Restaurants & Distillery

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 CA $220
CA $411 total
includes taxes & fees
Oct 21 - Oct 22
Steel Magnolias Cozy Main Home in Amelia County

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 CA $200
CA $412 total
includes taxes & fees
Oct 19 - Oct 20
Cozy Cabin w/ Hot Tub | State Park | Near Lake

7. Private Guest Suite by Wineries/Orchards/Cville

Private Guest Suite by Wineries/Orchards/Cville
Palmyra
10.0 out of 10, Exceptional, (54 reviews)
The price is CA $216
CA $341 total
includes taxes & fees
Oct 20 - Oct 21
Private Guest Suite by Wineries/Orchards/Cville

8. Shireton: Fantasy-Inspired Underground Cottage

Shireton: Fantasy-Inspired Underground Cottage
Arvonia
The price is CA $254
CA $395 total
includes taxes & fees
Oct 28 - Oct 29
Shireton: Fantasy-Inspired Underground Cottage

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 CA $351
CA $497 total
includes taxes & fees
Nov 13 - Nov 14
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

You always said you would go on a dream vacation someday. Now, someday is here. But you don’t just want to dip your toe into the trip of a lifetime, you want to cannon ball into the deep end. Go ahead, unplug and unwind in style. When you book one of our vacation rentals, the ordinary is in the rearview. Instead of sharing your vacation with hundreds of hotel guests, you get to take advantage of all the space at your private apartment or room. You also get to enjoy all the amenities of a private residence for a truly unique and memorable stay. Why don’t you take off your shoes and settle in for a while? Your vacation just got upgraded.

As much as you love your short-term rental, it’s always good to get out and explore to soak up . Live like a local: Eat regional food, cheer on the home team, and visit the best cultural attractions in town. No matter the season, there is always something going on in . Seeing all the best attractions is bound to make you fall in love with Cumberland. Who knows, you may even be tempted to extend your vacation rental stay. There’s a reason home rentals are so popular here—after a long day of exploration, going back to your very own living room to stretch out is a dream come true.

It’s your escape so why share it? You deserve your own slice of paradise. Booking your vacation rental on Expedia is simple and safe. Just pick your dates to search for the perfect property and book securely. We let you contact the property owner directly to make any special arrangements. All that’s left to do is show up with bells on and have a memorable vacation. With all the amenities available in short-term rentals, that won’t be hard to do.

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.