Cumberland Holiday Rentals

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Holiday Rentals in Cumberland

Cozy retreat just 1 mile from the Fine Creek Brewery & eclectic wedding venue.
10.0 out of 10, Exceptional, (3)
"Our family had such a lovely stay. The house was small, very cozy, absolutely spotless, and beautifully decorated. There were so many thoughtful touches - butter, eggs, and cream in the fridge, board games in the closet, DVDs in the bureau, laundry supplies, scented bath products, hairdryer, makeup remover pads, and even a bag of epsom salts in the bathroom. I felt so cared for, like I was a guest in the home of a friend. Our host made herself accessible if we had any needs, but we didn't have...
Cozy retreat just 1 mile from the Fine Creek Brewery & eclectic wedding venue.
In the Village Of Powhatan- walking distance to owners restaurant
10.0 out of 10, Exceptional, (24)
"Just what we needed while in Powhatan for a wedding. Tracy was very helpful and the house was perfect for us."
In the Village Of Powhatan- walking distance to owners restaurant
Cozy Get-A-Way in Neighborhood On 3 Lakes, With Fishing Docks, Firepit, Kayaks
9.8 out of 10, Exceptional, (9)
"It was a beautiful small but roomy bungalow. Highly recommend!"
The price is NZ$677
includes taxes & fees
1 Jun - 2 Jun
Cozy Get-A-Way in Neighborhood On 3 Lakes, With Fishing Docks, Firepit, Kayaks
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Private Guest Suite by Wineries/Orchards/Cville
10.0 out of 10, Exceptional, (33)
"My family loves Deer Hideout Retreat! This was our second stay. We love how well equipped the place is, it’s super clean, and the property (with trails!) is beautiful. The hosts have put a lot of thought into their guests’ comfort and have added so many nice touches. Check in and out is easy. If you need to get away, this is the place to go!"
The price is NZ$339
includes taxes & fees
3 Jun - 4 Jun
Private Guest Suite by Wineries/Orchards/Cville
⋆Charm and Convenience 2BR in Downtown Scottsville
9.8 out of 10, Exceptional, (17)
"We needed a place to stay for the evening. Had everything we needed and more. Appreciated the coffee/Keurig/creamer and the hair dyer!"
The price is NZ$335
includes taxes & fees
11 Jun - 12 Jun
⋆Charm and Convenience 2BR in Downtown Scottsville
Charming Lakefront Cabin: Fish, Hike & More!
9.8 out of 10, Exceptional, (24)
"Clean small cabin with an amazing view of the lake, was located very close to the property owners house."
Charming Lakefront Cabin: Fish, Hike & More!
5 Bedroom Hilltop Villa with Hot Tub and Magnificent Views
9.8 out of 10, Exceptional, (19)
"We had a fantastic time! House accommodations were exceptional. Very secluded. All needs were met. Would definitely do it again."
5 Bedroom Hilltop Villa with Hot Tub and Magnificent Views
106 acre Farm with Animals, River & Private Pond, near Wineries and Breweries
10.0 out of 10, Exceptional, (33)
"Such a lovely stay!! Everything was comfortable, clean, and lots of space to relax and unwind. I don't usually book a shared home, but was sold on the animals. Homeowners were so sweet checking in on us when we arrived while also granting the privacy expected for a booking. Just perfect. A highlight of our stay was the walk to the pond. One of the baby cows, we named Roo, came to greet us and was so precious letting us pet him. Would definitely stay again if in the area."
106 acre Farm with Animals, River & Private Pond, near Wineries and Breweries
Ghost Pine Studio, Scottsville 1 Bedroom Retreat
9.8 out of 10, Exceptional, (34)
"Comfortable apartment in private house, in the Virginia countryside."
Ghost Pine Studio, Scottsville 1 Bedroom Retreat
Cedar Ridge Lodge Near High Bridge Trail
10.0 out of 10, Exceptional, (35)
"The cabin was wonderful, clean, in a quiet setting in the woods. In my communications with the owner, he was extremely responsive and courteous. I highly recommend this place!"
Cedar Ridge Lodge Near High Bridge Trail
Seven Springs 500 acres of Seclusion and Disc Golf
10.0 out of 10, Exceptional, (4)
"The property was as advertised — secluded, elegant and therefore so relaxing! The house itself was beautiful and versatile no matter where you spent your time. It really had everything we needed to cook, explore and feel at home."
Seven Springs 500 acres of Seclusion and Disc Golf
Sleeps 5: Hot Tub, Fire Pit, & by Holliday Lake State Park
9.4 out of 10, Exceptional, (9)
"The cabin was adorable. Exactly as it appeared in the pictures. And very clean. The surroundings were beautiful."
The price is NZ$412
includes taxes & fees
11 Jun - 12 Jun
Sleeps 5: Hot Tub, Fire Pit, & by Holliday Lake State Park
Riverview Cabin on the James
9.6 out of 10, Exceptional, (7)
"Have quite a long driveway to the cabin. Far in the woods overlooking the river. Peaceful and comfortable cabin it was a nice stay and pet friendly too."
The price is NZ$703
includes taxes & fees
2 Jun - 3 Jun
Riverview Cabin on the James
Privacy and Relaxation on the James River!!
10.0 out of 10, Exceptional, (4)
"A really charming and quirky house, perched on an overlook above a bend in the James river. Very friendly host, nice grounds, and plenty to explore in the surroundings. We did some outdoor grilling and a fire in the pit on a very starry night. The kids were disappointed that the hottub wasn't working that weekend, but there were plenty of games and some swings nearby to keep them occupied."
Privacy and Relaxation on the James River!!
Yogi’s Paradise w/ Deck ~ 1 Mi to Yogaville!
9.6 out of 10, Exceptional, (8)
"Our family stayed over the Thanksgiving holiday, and we had a wonderful time! The house is so well stocked and every detail has been thought out. Beds and bathrooms were very comfortable and we loved the large living area. The owner was very communicative and sent us lots of advice about the home and the area!"
Yogi’s Paradise w/ Deck ~ 1 Mi to Yogaville!
Peaceful & Private home located on 4 acres with heated pool, hot tub & zip line!
10.0 out of 10, Exceptional, (2)
"Everything was perfect. Clean and convient location. Quiet street. Great host!"
Peaceful & Private home located on 4 acres with heated pool, hot tub & zip line!
Weekend Getaway Cabin
9.8 out of 10, Exceptional, (38)
"Property is immaculate. Spotless! Everything was in working order & the ease of check in and communication from property manager was 5 star ⭐ Within 5 minutes of town but seems a million miles away surrounded by woods and access to trail. This was our second stay.. thank you for making our 5 year anniversary special! Will return for another stay!"
Weekend Getaway Cabin
Beautiful 1815 cottage with solid beams, slate floor and two fireplaces.
9.2 out of 10, Wonderful, (23)
"This is a very unique, historic property in the quiet country atmosphere of Buckingham County - but also close to some historic sites and beautiful natural areas. The host, Nancy, is very friendly and welcoming. When we found we were short a few kitchen items, she very promptly made them available. The VRBO cottage, attached to the larger historic bed and breakfast, affords its own special privacy and atmosphere. The grounds, with tables for eating outside, slope down to an inviting gazebo. We...
Beautiful 1815 cottage with solid beams, slate floor and two fireplaces.
Charming Virginia Retreat w/ Covered Porch & Yard!
Charming Virginia Retreat w/ Covered Porch & Yard!
Rusmar Farm: Equine Country Living 'n Powhatan, VA
10.0 out of 10, Exceptional, (1)
"Needed a place during our house renovations for our two 3 year olds and us. Worked great. Nice old farmhouse with charm."
Rusmar Farm: Equine Country Living 'n Powhatan, VA
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See all available properties in Cumberland
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.

Other types of properties in Cumberland you may be interested in

Hotel Weyanoke
3.5 star property
9.4 out of 10, Exceptional, (897)
"Lovely hotel in a lovely little town. "
The price is NZ$192
includes taxes & fees
11 Jun - 12 Jun
Hotel Weyanoke
Days Inn by Wyndham Farmville
2.0 star property
8.2 out of 10, Very good, (100)
"Older property. Cost for stay was higher than overall value, but the staff made it worthwhile. Inner hallway needs renovation. Room looks good with what was done already renovation."
The price is NZ$108
includes taxes & fees
1 Jul - 2 Jul
Days Inn by Wyndham Farmville
Holiday Inn Express & Suites Farmville, an IHG Hotel
2.5 star property
9.2 out of 10, Wonderful, (422)
"Really convenient. Would definitely stay there again. "
The price is NZ$225
includes taxes & fees
6 Jun - 7 Jun
Holiday Inn Express & Suites Farmville, an IHG Hotel
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.

You always said you would go on a dream holiday someday. Now, someday is here. But you don’t just want to dip your toe into the trip of a lifetime, you want to cannonball into the deep end. Go ahead, unplug and unwind in style. When you book one of our Cumberland holiday rentals, the ordinary is in the rearview. Instead of sharing your vacation with hundreds of hotel guests, you get to take advantage of all the space at your private apartment. You also get to enjoy all the amenities of a private residence for a truly unique and memorable stay. Why don’t you take off your shoes and settle in for a while? Your holiday just got upgraded.

As much as you love your vacation rental, it’s always good to get out and explore to soak up Cumberland. Live like a local: Eat regional food, cheer on the home team, and visit the best cultural attractions in town. No matter the season, there is always something going on in Cumberland. Seeing all the best attractions is bound to make you fall in love with Cumberland. Who knows, you may even be tempted to extend your stay. There’s a reason home rentals are so popular here—after a long day of exploration, going back to your very own living room to stretch out is a dream come true. 

It’s your escape so why share it? You deserve your own slice of paradise. Booking your holiday rental on Expedia is simple and safe. Just pick your dates to search for the perfect property and book securely. We let you contact the property owner directly to make any special arrangements. All that’s left to do is show up with bells on and have a memorable vacation. With all the amenities available in Cumberland short-term rentals, that won’t be hard to do.

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?

In the Village Of Powhatan- walking distance to owners restaurant: This holiday home rental outside of Cumberland offers a balcony, a BBQ and air conditioning to help you feel perfectly comfortable in your new surroundings. It has 5 bedrooms, as well as a kitchen with a dishwasher, a fridge and a stovetop, so that you can cook with friends or family.

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.

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