Search Holiday Rentals in Cumberland

    price find illustration
    Change your mind
    Book hotels with free cancellation
    deals illustration
    Treat yourself
    Save instantly and earn perks with One Key
    bed illustration
    Be picky
    Search almost a million properties worldwide

Check prices for these dates

This weekend
Next weekend

Top Holiday Rentals in Cumberland

Cozy retreat just 1 mile from the Fine Creek Brewery & eclectic wedding venue.

10.0 out of 10, Exceptional, (43)
"Fantastic place"
Cozy retreat just 1 mile from the Fine Creek Brewery & eclectic wedding venue.

Private Guest Suite by Wineries/Orchards/Cville

10.0 out of 10, Exceptional, (43)
"A perfect place to stay! Very clean and quiet!"
The price is £164
includes taxes & fees
1 Jul - 2 Jul
Private Guest Suite by Wineries/Orchards/Cville

Cottage w/ James River Access in Wingina!

2.0 star property
10.0 out of 10, Exceptional, (2)
"Very charming and welcoming!"
Cottage w/ James River Access in Wingina!

Charming Lakefront Cabin: Fish, Hike & More!

9.8 out of 10, Exceptional, (29)
"Wonderful little property! Definitely a great, quiet little getaway!"
Charming Lakefront Cabin: Fish, Hike & More!

Charming Virginia Retreat w/ Covered Porch & Yard!

10.0 out of 10, Exceptional, (11)
"It's a wonderful place We would stay again!"
Charming Virginia Retreat w/ Covered Porch & Yard!

In the Village Of Powhatan- walking distance to owners restaurant

10.0 out of 10, Exceptional, (42)
"Had an Awesome time"
In the Village Of Powhatan- walking distance to owners restaurant

Cozy Cabin w/ Hot Tub | State Park | Near Lake

9.6 out of 10, Exceptional, (5)
"Great location! Cute home! Clean and well stocked! The mattresses were memory foam but very firm. Outside there is a small metal grill. Lots of comfortable furniture and the hot tub! "
The price is £168
includes taxes & fees
8 Jul - 9 Jul
Cozy Cabin w/ Hot Tub | State Park | Near Lake

Riverview Cabin on the James

9.8 out of 10, Exceptional, (15)
"Very clean house inside and out. Beautiful views and walks through the woods along the river. Hot tub and fire pit (indoor and outdoor) were so cozy and wonderful. I have bookmarked to return because it was such a great place to stay. "
The price is £230
includes taxes & fees
14 Jul - 15 Jul
Riverview Cabin on the James

Weekend Getaway Cabin

9.8 out of 10, Exceptional, (53)
"We always love staying at either HIgh Bridge cabin. It is such a peaceful place to relax, enjoy nature and yet be close to amenities in Farmville. We plan to stay many more times!"
The price is £144
includes taxes & fees
8 Jul - 9 Jul
Weekend Getaway Cabin

106 acre Farm with Animals, River & Private Pond, near Wineries and Breweries

10.0 out of 10, Exceptional, (45)
"Property is beautiful and easy to access. Owners were fantastic and went above and beyond to make sure everything was acceptable and taken care of!"
106 acre Farm with Animals, River & Private Pond, near Wineries and Breweries

Cedar Ridge Lodge Near High Bridge Trail

10.0 out of 10, Exceptional, (48)
"Thai cabin has becoming part of our family memories every year! We love our time in the hot tub, on the trail, exploring, sitting by the fire, and we enjoy FarmVille as well!"
The price is £235
includes taxes & fees
29 Jun - 30 Jun
Cedar Ridge Lodge Near High Bridge Trail

Private Paradise - Historic 1870 Home on 630 Acre Estate - Pool, Lake, Views

10.0 out of 10, Exceptional, (77)
"We loved the farmhouse and surrounding property. Plenty of room to spread out and comfortable, clean amenities with fully stocked pantry. We hope to visit again."
Private Paradise - Historic 1870 Home on 630 Acre Estate - Pool, Lake, Views

Lotus View Retreat in Yogaville, Chalet with WiFi and AC

10.0 out of 10, Exceptional, (1)
"The home is very secluded and has a magnificent view! The interior is gorgeous and perfect for a couple. The home faces west so the sunsets over the mountains and the James River are spectacular! There isn't a lot nearby in terms of grocery stores or restaurants. You'll have to travel 20 mins or so (as far as we could tell) to get to anything like that so bring your groceries. We highly recommend Muddy Paws winery. It's tiny and the owners treated us like royalty. Really good fruit wines (we...
The price is £216
includes taxes & fees
30 Jun - 1 Jul
Lotus View Retreat in Yogaville, Chalet with WiFi and AC

Steel Magnolias Cozy Main Home in Amelia County

9.8 out of 10, Exceptional, (8)
"Enjoyed the quiet and cozy atmosphere. I will definitely book again when I’m back in town!"
The price is £214
includes taxes & fees
27 Jul - 28 Jul
Steel Magnolias Cozy Main Home in Amelia County

Stunning View at the Lotus View Retreat in Yogaville/ Cabin

8.8 out of 10, Excellent, (3)
"Abundantly stocked, for 2 to 4 people a bargain, location and calm enviroment greatly appreciated "
The price is £162
includes taxes & fees
30 Jun - 1 Jul
Stunning View at the Lotus View Retreat in Yogaville/ Cabin

5 Bedroom Hilltop Villa with Magnificent Views

10.0 out of 10, Exceptional, (24)
"We booked this for a girls weekend and it didn’t disappoint. The five bedrooms have a bath attached which made it very convenient . The view was beautiful, the fire pit was absolutely relaxing. "
5 Bedroom Hilltop Villa with Magnificent Views

2 bedroom cottage in d-town Farmville, walking distance to Longwood University.

10.0 out of 10, Exceptional, (3)
"The house perfect! The whole experience couldn’t have been better."
The price is £198
includes taxes & fees
1 Jul - 2 Jul
2 bedroom cottage in d-town Farmville, walking distance to Longwood University.

Enchanting 2 Bedroom Cottage, The Fox Den, 258 Acres, Farmville, VA

2.0 star property
10.0 out of 10, Exceptional, (9)
"The property owners are great, and the place was excellent.Thank you"
The price is £285
includes taxes & fees
2 Jul - 3 Jul
Enchanting 2 Bedroom Cottage, The Fox Den, 258 Acres, Farmville, VA

Charming Virginia Retreat w/ Covered Porch & Yard!

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"
Charming Virginia Retreat w/ Covered Porch & Yard!

Luxury, Secluded Treehouse on the Rivanna River

8.6 out of 10, Excellent, (4)
"Stayed two nights while attending weddings in the area. A very unique and enjoyable stay. The trail down to the treehouse results in a quiet and secluded space - surrounded by forest and the sounds of birds. As mentioned in the listing, the path from the parking to the treehouse is a somewhat steep wooded trail, and there is a ladder up to the loft bedroom - so this would not be great for those with mobility issues. But for us, these things enhanced our stay, and we would definitely return. ...
Luxury, Secluded Treehouse on the Rivanna River
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

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 air conditioning to put you at ease in your new surroundings. Kitchen amenities include a dishwasher, a fridge and a stovetop.

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.