Lodging Image

Cumberland Holiday Rentals

  • Change your mind

    Book hotels with free cancellation

  • Treat yourself

    Sign in to save 10% or more on thousands of hotels
    Sign in

  • Be picky

    Search almost a million properties worldwide

Check prices for these dates

In two weeks
14 Aug - 16 Aug
In two months
25 Sept - 27 Sept
In three months
23 Oct - 25 Oct
In four months
20 Nov - 22 Nov

Our top choices for Cumberland holiday rentals

Flat-screen TV, fireplace, books

1. 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 HK$2,116
HK$3,443 total
includes taxes & fees
13 Aug - 14 Aug
Cedar Ridge Cabin | Hot Tub + Fire + Trail Access
Exterior

2. 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 HK$1,216
HK$2,411 total
includes taxes & fees
13 Aug - 14 Aug
Steel Magnolias Cozy Main Home in Amelia County
Exterior

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, (15 reviews)
"An excellent stay. Great location! Great amenities & attention to details! Thanks for a great stay!"
United States
Kristen C.
The price is HK$1,306
HK$2,910 total
includes taxes & fees
30 Aug - 31 Aug
Walk to Longwood • Sleeps 6 • Cozy Cottage Near Hampden-Sydney
Fridge, microwave, oven, stovetop

4. Trailside 2BR Cottage | Walk Downtown + Greenfront

Trailside 2BR Cottage | Walk Downtown + Greenfront
Farmville
The price is HK$1,490
HK$2,577 total
includes taxes & fees
31 Aug - 1 Sept
Trailside 2BR Cottage | Walk Downtown + Greenfront
Fridge, microwave, oven, stovetop

5. 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 HK$980
HK$2,161 total
includes taxes & fees
26 Aug - 27 Aug
Historic Powhatan Retreat | Walk to Restaurants & Distillery
Exterior

6. Trailside Cottage | Spacious 2BR Near Greenfront

Trailside Cottage | Spacious 2BR Near Greenfront
Farmville
The price is HK$1,267
HK$2,345 total
includes taxes & fees
2 Aug - 3 Aug
Trailside Cottage | Spacious 2BR Near Greenfront
Exterior

7. Trailside Cottage | 1BR Near Greenfront

Trailside Cottage | 1BR Near Greenfront
Farmville
The price is HK$1,263
HK$2,340 total
includes taxes & fees
2 Aug - 3 Aug
Trailside Cottage | 1BR Near Greenfront
Exterior

8. Cozy Trailside 1BR | Walk to Green Front

Cozy Trailside 1BR | Walk to Green Front
Farmville
The price is HK$1,239
HK$2,254 total
includes taxes & fees
26 Aug - 27 Aug
Cozy Trailside 1BR | Walk to Green Front
Interior

9. 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, (30 reviews)
"Great location and had everything needed for a great stay. "
United States
Jeff S.
Cozy Cabin w/ Hot Tub | State Park | Near Lake
Exterior

10. Private Guest Suite by Wineries/Orchards/Cville

Private Guest Suite by Wineries/Orchards/Cville
Palmyra
10.0 out of 10, Exceptional, (49 reviews)
"Very nice room and suite clean and accomdating "
United States
Nick S.
The price is HK$1,137
HK$1,773 total
includes taxes & fees
26 Aug - 27 Aug
Private Guest Suite by Wineries/Orchards/Cville
TV

11. Crewe Corner Apartment D

Crewe Corner Apartment D
Crewe
The price is HK$988
HK$2,740 total
includes taxes & fees
1 Sept - 2 Sept
Crewe Corner Apartment D
Coffee/tea maker, fridge, microwave, oven

12. 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 HK$1,941
HK$2,712 total
includes taxes & fees
4 Aug - 5 Aug
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.
View all properties
Save an average of 15% on thousands of hotels when you're signed in
Sign in
Sign up, it's free

Top Cumberland Hotel Reviews

Hotel Weyanoke

Hotel Weyanoke

10/10 Excellent
"I can't say enough great things about the staff here! My room as great, no issues!"
Claire 3-night trip
Posted 1 day ago
Hotel Weyanoke

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 holiday rentals in Cumberland?

Yes, there are holiday rentals close to the most popular sights in Cumberland, or you can select a more secluded option if you're looking for a relaxing stay. Cumberland is known for its parks.

What are some of the best holiday rentals that Cumberland has to offer?

Cozy retreat just 1 mile from the Fine Creek Brewery & eclectic wedding venue. : This holiday home rental outside of Cumberland is located in a rural location, and has a patio, a selection of games and a BBQ to put you at ease in your new surroundings. Kitchen amenities include a dishwasher, a fridge and a stovetop.

How many holiday rentals will I find in Cumberland?

Choose from 3 Expedia holiday rentals in Cumberland for a memorable holiday.

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 wider area.

What are holiday rentals like in Cumberland?

Holiday rentals are privately owned properties you can book for a few days, or a quick weekend, in Cumberland. Holiday rentals feature extras like laundry facilities and kitchens so you'll feel just like you're staying in your own home. If you're concerned about cleanliness, a holiday rental can offer a sense of seclusion away from public hotel lifts and bustling concierge desks while still allowing you a great travel experience. You'll also get more space in a holiday rental than in a hotel, which is another reason why a holiday rental is a great option for a small group gathering.