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Cumberland Vacation Rentals

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Check prices for these dates

In two weeks
Sep 4 - Sep 6
In two months
Oct 16 - Oct 18
In three months
Nov 13 - Nov 15
In four months
Dec 11 - Dec 13

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, (4 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 ￥16,531
￥40,456 total
includes taxes & fees
Aug 24 - Aug 25
Historic Powhatan Retreat | Walk to Restaurants & Distillery
A brick house with a chimney, a front porch, and a mailbox.

2. 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, (16 reviews)
"An excellent stay. Great location! Great amenities & attention to details! Thanks for a great stay!"
United States
Kristen C.
The price is ￥23,032
￥54,730 total
includes taxes & fees
Sep 22 - Sep 23
Walk to Longwood • Sleeps 6 • Cozy Cottage Near Hampden-Sydney
A log cabin with a porch, a small deck, and a fire pit area.

3. Getaway Cabin | Hot tub + Fire Pit + Trail Access

Getaway Cabin | Hot tub + Fire Pit + Trail Access
Farmville
9.8 out of 10, Exceptional, (71 reviews)
"We love that it is off the beaten path and the hot tub. It is perfect for a family of four."
United States
Rochelle
The price is ￥33,993
￥54,396 total
includes taxes & fees
Aug 26 - Aug 27
Getaway Cabin | Hot tub + Fire Pit + 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.

4. 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, (31 reviews)
"Great location and had everything needed for a great stay. "
United States
Jeff S.
The price is ￥17,152
￥40,576 total
includes taxes & fees
Aug 24 - Aug 25
Cozy Cabin w/ Hot Tub | State Park | Near Lake
A two-story house with a green door, a small porch, and a number '817' on the wall.

5. Cozy Trailside 1BR | Walk to Green Front

Cozy Trailside 1BR | Walk to Green Front
Farmville
The price is ￥25,114
￥47,672 total
includes taxes & fees
Aug 26 - Aug 27
Cozy Trailside 1BR | Walk to Green Front
A modern kitchen with grey cabinets, stainless steel appliances, a window with blinds, and a painting on the wall.

6. Trailside 2BR Cottage | Walk Downtown + Greenfront

Trailside 2BR Cottage | Walk Downtown + Greenfront
Farmville
The price is ￥30,208
￥53,667 total
includes taxes & fees
Aug 30 - Aug 31
Trailside 2BR Cottage | Walk Downtown + Greenfront
A red cabin with a wooden deck and a metal roof, elevated on stilts, surrounded by trees.

7. Trailside Cottage | 1BR Near Greenfront

Trailside Cottage | 1BR Near Greenfront
Farmville
The price is ￥25,591
￥48,329 total
includes taxes & fees
Aug 31 - Sep 1
Trailside Cottage | 1BR Near Greenfront
A two-story house with a deck, a front door, and a mailbox.

8. Trailside Cottage | Spacious 2BR Near Greenfront

Trailside Cottage | Spacious 2BR Near Greenfront
Farmville
The price is ￥25,559
￥48,297 total
includes taxes & fees
Aug 24 - Aug 25
Trailside Cottage | Spacious 2BR Near Greenfront
A house with a covered porch, outdoor seating, and a well-lit deck area.

9. 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 ￥24,637
￥48,540 total
includes taxes & fees
Aug 30 - Aug 31
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.

10. Cedar Ridge Cabin | Hot Tub + Fire + Trail Access

Cedar Ridge Cabin | Hot Tub + Fire + Trail Access
Farmville
10.0 out of 10, Exceptional, (64 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 ￥48,806
￥77,868 total
includes taxes & fees
Aug 31 - Sep 1
Cedar Ridge Cabin | Hot Tub + Fire + Trail Access
A two-story house with a front porch, a central entrance, and a symmetrical window arrangement.

11. Private Guest Suite by Wineries/Orchards/Cville

Private Guest Suite by Wineries/Orchards/Cville
Palmyra
10.0 out of 10, Exceptional, (50 reviews)
"Very nice room and suite clean and accomdating "
United States
Nick S.
The price is ￥23,048
￥37,169 total
includes taxes & fees
Aug 24 - Aug 25
Private Guest Suite by Wineries/Orchards/Cville

12. Crewe Corner Apartment D

Crewe Corner Apartment D
Crewe
The price is ￥20,028
￥56,070 total
includes taxes & fees
Aug 29 - Aug 30
Crewe Corner Apartment D
A compact kitchen with a microwave, toaster, and sink. There is a dining area with a table and chairs in the background.

13. 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)
"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 ￥39,340
￥55,666 total
includes taxes & fees
Aug 24 - Aug 25
The Country Retreat – Cozy Comfort Meets Peaceful Countryside

14. Shireton: Fantasy-Inspired Underground Cottage

Shireton: Fantasy-Inspired Underground Cottage
Arvonia
The price is ￥28,468
￥44,702 total
includes taxes & fees
Aug 25 - Aug 26
Shireton: Fantasy-Inspired Underground Cottage

15. Charming 3-bedroom country house in serene Scottsville with AC

Charming 3-bedroom country house in serene Scottsville with AC
Scottsville
The price is ￥40,055
￥49,266 total
includes taxes & fees
Aug 25 - Aug 26
Charming 3-bedroom country house in serene Scottsville with AC
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

Quality Inn University Area

Quality Inn University Area

10/10 Excellent
"Parking was great but the breakfast was terrible."
Jacqueline 1-night trip
Posted 5 days ago
Quality Inn University Area

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.