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Cumberland Holiday Rentals

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Check prices for these dates

In two weeks
16 Oct - 18 Oct
In two months
27 Nov - 29 Nov
In three months
25 Dec - 27 Dec
In four months
22 Jan - 24 Jan

Our top choices for Cumberland holiday rentals

A brick house with a chimney, a front porch, and a mailbox.

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, (17 reviews)
"The house is a charming older home. Great location, very clean, would stay here again!"
United States
Tracy F.
The price is AU$536
includes taxes & fees
6 Oct - 7 Oct
Walk to Longwood • Sleeps 6 • Cozy Cottage Near Hampden-Sydney
A log cabin with a porch, a small deck, and a fire pit area.

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

Getaway Cabin | Hot tub + Fire Pit + Trail Access
Farmville
9.8 out of 10, Exceptional, (72 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 AU$419
includes taxes & fees
13 Oct - 14 Oct
Getaway Cabin | Hot tub + Fire Pit + Trail Access
A two-story house with a green door, a small porch, and a number '817' on the wall.

3. Cozy Trailside 1BR | Walk to Green Front

Cozy Trailside 1BR | Walk to Green Front
Farmville
The price is AU$421
includes taxes & fees
6 Oct - 7 Oct
Cozy Trailside 1BR | Walk to Green Front
A kitchen with a wooden ceiling, a bar area with stools, and a sign that says 'Handmade.'

4. 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 AU$356
includes taxes & fees
5 Oct - 6 Oct
Historic Powhatan Retreat | Walk to Restaurants & Distillery
A red cabin with a wooden deck and a metal roof, elevated on stilts, surrounded by trees.

5. Trailside Cottage | 1BR Near Greenfront

Trailside Cottage | 1BR Near Greenfront
Farmville
The price is AU$423
includes taxes & fees
1 Oct - 2 Oct
Trailside Cottage | 1BR Near Greenfront
A house with a covered porch, outdoor seating, and a well-lit deck area.

6. 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 AU$429
includes taxes & fees
5 Oct - 6 Oct
Steel Magnolias Cozy Main Home in Amelia County
A two-story house with a front porch, a central entrance, and a symmetrical window arrangement.

7. Private Guest Suite by Wineries/Orchards/Cville

Private Guest Suite by Wineries/Orchards/Cville
Palmyra
10.0 out of 10, Exceptional, (53 reviews)
"Very nice room and suite clean and accomdating "
United States
Nick S.
The price is AU$334
includes taxes & fees
6 Oct - 7 Oct
Private Guest Suite by Wineries/Orchards/Cville
A modern kitchen with grey cabinets, stainless steel appliances, a window with blinds, and a painting on the wall.

8. Trailside 2BR Cottage | Walk Downtown + Greenfront

Trailside 2BR Cottage | Walk Downtown + Greenfront
Farmville
The price is AU$475
includes taxes & fees
4 Oct - 5 Oct
Trailside 2BR Cottage | Walk Downtown + Greenfront
A log cabin interior with a fireplace, a television mounted on the wall, and a dining area.

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

Cedar Ridge Cabin | Hot Tub + Fire + Trail Access
Farmville
10.0 out of 10, Exceptional, (65 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 AU$596
includes taxes & fees
12 Oct - 13 Oct
Cedar Ridge Cabin | Hot Tub + Fire + Trail Access
A two-story house with a deck, a front door, and a mailbox.

10. Trailside Cottage | Spacious 2BR Near Greenfront

Trailside Cottage | Spacious 2BR Near Greenfront
Farmville
The price is AU$425
includes taxes & fees
6 Oct - 7 Oct
Trailside Cottage | Spacious 2BR Near Greenfront
A wooden cabinet with a shelf, a small birdhouse on top, and a round wooden door with a metal handle.

11. Shireton: Fantasy-Inspired Underground Cottage

Shireton: Fantasy-Inspired Underground Cottage
Arvonia
The price is AU$400
includes taxes & fees
25 Oct - 26 Oct
Shireton: Fantasy-Inspired Underground Cottage
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.

12. 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, (32 reviews)
"Great location and had everything needed for a great stay. "
United States
Jeff S.
The price is AU$397
includes taxes & fees
12 Oct - 13 Oct
Cozy Cabin w/ Hot Tub | State Park | Near Lake
A compact kitchen with white cabinets, a black stove, and a microwave. There are two stools and a striped rug on the floor.

13. Crewe Corner Apartment D

Crewe Corner Apartment D
Crewe
The price is AU$486
includes taxes & fees
12 Oct - 13 Oct
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.

14. 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 AU$489
includes taxes & fees
1 Oct - 2 Oct
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

Tru by Hilton Farmville

Tru by Hilton Farmville

10/10 Excellent
"It was clean"
Tylynn 2-night trip
Posted 1 day ago
Tru by Hilton Farmville

Find out more about Cumberland

Everything you need to know about Cumberland holiday rentals

Whether you’re excited for the perfect family holiday, a romantic getaway for two, or the ultimate city break, we’ve got the Cumberland holiday rental for you. At Expedia, you can take your pick from private holiday homes, apartments, cottages, cabins, villas... 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 holiday rental for you by simply entering your desired dates. Then check your favourite filters to narrow down your search. 

Cumberland holiday 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 months, such as  . For more hustle and bustle, you may prefer to visit in . 

Prices vary throughout the year and depend on the property type. Your chosen location and amenities will impact the cost of your trip, too. A Cumberland holiday rental often works out to be a fantastic, cost-effective option for groups and families visiting for a few nights or longer. And if a hotel room is just too small, get a holiday rental with multiple bedrooms and shared living spaces to kick back in.  The selection of Cumberland holiday rentals we have selected for you start as low as AU$334 per night. Entering your travel dates in the search wizard might find you even better deals!

How to find incredible deals on Cumberland rentals

At Expedia, we put the best Cumberland holiday 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 holiday.

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 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.