Cumberland Holiday Rentals

Start date: Check-in selected.
To Date
End date: Check-out
  • Change your mind

    Book hotels with free cancellation
  • Treat yourself

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

    Search almost a million properties worldwide

Check prices for these dates

In two weeks
In two months
In three months
In four months

Holiday Rentals in Cumberland

Holiday Home in Cumberland County

9.8 out of 10, Exceptional, (21)
"Cabin was clean and well kept. "
United States
Ricardo S.
The price is AU$531
includes taxes & fees
15 Dec - 16 Dec
Riverview Cabin on the James

Cabin in Farmville

10.0 out of 10, Exceptional, (56)
"All around great experience"
United States
Jason
The price is AU$481
includes taxes & fees
9 Dec - 10 Dec
Cedar Ridge Lodge Near High Bridge Trail

Cabin in Farmville

9.8 out of 10, Exceptional, (59)
"We love the cozy accommodations and close proximity to High Bridge Trails."
United States
Kay
The price is AU$297
includes taxes & fees
9 Dec - 10 Dec
Weekend Getaway Cabin

Holiday Home in Powhatan

10.0 out of 10, Exceptional, (62)
"Excellent host, property, and location"
United States
Josef M.
Cozy retreat just 1 mile from the Fine Creek Brewery & eclectic wedding venue.

Cottage in Rice

2.0 star property
10.0 out of 10, Exceptional, (16)
"The Fox Den was a great place to stay. Cozy, clean, and perfect place for a weekend! "
United States
Christina B.
Enchanting 2 Bedroom Cottage, The Fox Den, 258 Acres, Farmville, VA

Cottage in Scottsville

Private cabin in wine country

Holiday Home in Appomattox

9.8 out of 10, Exceptional, (15)
"Nice quiet cabin, wish we could have booked it longer."
United States
John S.
The price is AU$347
includes taxes & fees
10 Dec - 11 Dec
Cozy Cabin w/ Hot Tub | State Park | Near Lake

Apartment in Scottsville

10.0 out of 10, Exceptional, (23)
"A hidden gem with amazing hosts! Will definitely come back!"
United States
Leslie H.
The price is AU$274
includes taxes & fees
10 Dec - 11 Dec
Rare Find: Private Animal Sanctuary & Tiny Cottage

Cabin in Buckingham

9.8 out of 10, Exceptional, (14)
"Abundantly stocked, for 2 to 4 people a bargain, location and calm enviroment greatly appreciated "
United States
vera b.
Stunning View at the Lotus View Retreat in Yogaville/ Cabin

Chalet in Buckingham

10.0 out of 10, Exceptional, (11)
"The view really is that beautiful! It's rural and peaceful! The check-in and check-out was easy and the owners pleasant to work with. The house is very comfortable and open."
United States
Jennifer W.
Lotus View Retreat in Yogaville, Chalet with WiFi and AC

Holiday Home in Dillwyn

10.0 out of 10, Exceptional, (1)
"Everything was wonderful. We truly enjoyed our stay, The amenities were great and the home was welcoming.Loved it!!"
United States
Iris W.
Historic Farmhouse in the Dillwyn countryside. Not far from Farmville.

Holiday Home in Buckingham

10.0 out of 10, Exceptional, (26)
"Great place for extended family. Big kitchen, easy to work in. Incredible view of James River."
United States
Mary B.
5 Bedroom Hilltop Villa with Magnificent Views

Holiday Home in Goochland

10.0 out of 10, Exceptional, (82)
"Great stay as always."
United States
Bill W.
Private Paradise - Historic 1870 Home on 630 Acre Estate - Pool, Lake, Views

Holiday Home in Powhatan

10.0 out of 10, Exceptional, (46)
"Very quiet and cute. Exactly what we were looking for."
United States
Sam F.
In the Village Of Powhatan- walking distance to owners restaurant

Cottage in Farmville

3.0 star property
10.0 out of 10, Exceptional, (1)
"Michael was an excellent host. Property was clean and equipped as promised. Complete with Keurig and K-cups! Very quiet community, close to the places that we needed to go. High Bridge Trail is nearby, Three Rivers Brewery in Farmville. Nice selection of local houses of worship in the area. Would definitely recommend"
United States
Joseph
Charming Virginia Retreat w/ Covered Porch & Yard!

Holiday Home in Scottsville

10.0 out of 10, Exceptional, (50)
"This property was gorgeous! We loved our stay here! 100% recommend"
United States
Jennifer G.
106 acre Farm with Animals, River & Private Pond, near Wineries and Breweries

Cabin in Maidens

2.0 star property
10.0 out of 10, Exceptional, (3)
"Perfect spot for a quiet weekend away! Great communication, and the house was perfect for two families getting together for a cabin weekend. "
United States
Kim B.
Lilla’s Cozy Cabin: Where Comfort Meets Fun!

Apartment in Palmyra

10.0 out of 10, Exceptional, (47)
"A perfect place to stay! Very clean and quiet!"
United States
Joanne
The price is AU$351
includes taxes & fees
9 Dec - 10 Dec
Private Guest Suite by Wineries/Orchards/Cville

Cottage in Wingina

3.0 star property
Cottage w/ James River Access in Wingina!

Holiday Home in Amelia Court House

10.0 out of 10, Exceptional, (11)
"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$444
includes taxes & fees
10 Dec - 11 Dec
Steel Magnolias Cozy Main Home in Amelia County
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.
Save an average of 15% on thousands of hotels when you're signed in

Top Cumberland Hotel Reviews

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$274 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 Cabin w/ Hot Tub | State Park | Near Lake: This holiday home rental outside of Cumberland offers a fireplace, a balcony and a BBQ to help you feel perfectly comfortable in your new surroundings. Kitchen amenities include a dishwasher, a fridge and a stovetop. Make the most of Access to 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 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.