Cumberland Vacation Rentals

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Our top choices for Cumberland vacation rentals

Historic Powhatan Retreat | Walk to Restaurants & Distillery

Historic Powhatan Retreat | Walk to Restaurants & Distillery
Powhatan
10.0 out of 10, Exceptional, (3 reviews)
"My guests thought the property was adorable! They enjoyed their quick stay and wished they could have stayed longer! Thanks so much!"
United States
Pam H.
The price is CA $160
CA $364 total
includes taxes & fees
Jun 3 - Jun 4
Historic Powhatan Retreat | Walk to Restaurants & Distillery

Steel Magnolias Cozy Main Home in Amelia County

Steel Magnolias Cozy Main Home in Amelia County
Amelia Court House
10.0 out of 10, Exceptional, (13 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 $212
CA $418 total
includes taxes & fees
May 13 - May 14
Steel Magnolias Cozy Main Home in Amelia County

Getaway Cabin | Hot tub + Fire Pit + Trail Access

Getaway Cabin | Hot tub + Fire Pit + Trail Access
Farmville
9.8 out of 10, Exceptional, (69 reviews)
"The hot tub really made the stay. It was just a really pleasant space to spend the night."
United States
David
The price is CA $261
CA $428 total
includes taxes & fees
May 27 - May 28
Getaway Cabin | Hot tub + Fire Pit + Trail Access

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, (10 reviews)
"An excellent stay. Great location! Great amenities & attention to details! Thanks for a great stay!"
United States
Kristen C.
The price is CA $178
CA $446 total
includes taxes & fees
Jun 8 - Jun 9
Walk to Longwood • Sleeps 6 • Cozy Cottage Near Hampden-Sydney

Private Guest Suite by Wineries/Orchards/Cville

Private Guest Suite by Wineries/Orchards/Cville
Palmyra
10.0 out of 10, Exceptional, (49 reviews)
"The property was exactly as described, very clean and comfy. Beautiful location and the host Made us feel welcome with a little treat in the fridge. Will definitely make this location our go to place when in the area!"
United States
Bonny R.
The price is CA $198
CA $317 total
includes taxes & fees
May 13 - May 14
Private Guest Suite by Wineries/Orchards/Cville

Cedar Ridge Lodge | Hot Tub + Fire + Trail Access

Cedar Ridge Lodge | Hot Tub + Fire + Trail Access
Farmville
10.0 out of 10, Exceptional, (62 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 $329
CA $558 total
includes taxes & fees
May 13 - May 14
Cedar Ridge Lodge | Hot Tub + Fire + Trail Access

Trailside 2BR Cottage | Walk Downtown + Greenfront

Trailside 2BR Cottage | Walk Downtown + Greenfront
Farmville
The price is CA $289
CA $491 total
includes taxes & fees
May 31 - Jun 1
Trailside 2BR Cottage | Walk Downtown + Greenfront

Trailside Cottage | 1BR Near Greenfront

Trailside Cottage | 1BR Near Greenfront
Farmville
The price is CA $221
CA $417 total
includes taxes & fees
May 18 - May 19
Trailside Cottage | 1BR Near Greenfront

Trailside Cottage | Spacious 2BR Near Greenfront

Trailside Cottage | Spacious 2BR Near Greenfront
Farmville
The price is CA $221
CA $413 total
includes taxes & fees
May 17 - May 18
Trailside Cottage | Spacious 2BR Near Greenfront

Cozy Trailside 1BR | Walk to Green Front

Cozy Trailside 1BR | Walk to Green Front
Farmville
The price is CA $239
CA $434 total
includes taxes & fees
Jun 2 - Jun 3
Cozy Trailside 1BR | Walk to Green Front

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, (24 reviews)
"The cabin was clean, had every amenity one needs, and the hosts were wonderful/easy to work with."
United States
Evonne P.
The price is CA $160
CA $333 total
includes taxes & fees
Jun 1 - Jun 2
Cozy Cabin w/ Hot Tub | State Park | Near Lake

The Country Retreat – Cozy Comfort Meets Peaceful Countryside

The Country Retreat – Cozy Comfort Meets Peaceful Countryside
Scottsville
9.0 out of 10, Wonderful, (2 reviews)
"Needed a place for out of town family to attend a wedding. House was perfect, Jheanelle is a wonderful host. Would definitely rent again. "
United States
Jody S.
The price is CA $339
CA $479 total
includes taxes & fees
May 18 - May 19
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 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.