Cumberland Holiday Rentals: Short-Term Accommodations for Rent

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Our top choices for Cumberland holiday rentals

A kitchen with a wooden ceiling, a bar area with stools, and a sign that says 'Handmade.'

1. Historic Powhatan Retreat | Walk to Restaurants & Distillery

Powhatan

Ryan S.

HK$2,129 total

includes taxes & fees

30 Nov - 1 Dec

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

2. Walk to Longwood • Sleeps 6 • Cozy Cottage Near Hampden-Sydney

Farmville

Tracy F.

HK$2,951 total

includes taxes & fees

1 Dec - 2 Dec

A log cabin interior with a fireplace, a television mounted on the wall, and a dining area.

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

Farmville

Brandi P.

HK$3,093 total

includes taxes & fees

3 Nov - 4 Nov

A house with a covered porch, outdoor seating, and a well-lit deck area.

4. Steel Magnolias Cozy Main Home in Amelia County

Amelia Court House

Marissa H.

HK$2,140 total

includes taxes & fees

1 Dec - 2 Dec

A Hobbit-style house with a green door and circular windows, surrounded by a grassy hill and trees.

5. Shireton: Fantasy-Inspired Underground Cottage

Arvonia

HK$2,080 total

includes taxes & fees

3 Nov - 4 Nov

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.

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

Appomattox

Jeff S.

HK$2,159 total

includes taxes & fees

30 Nov - 1 Dec

A two-story house with a front porch, a central entrance, and a symmetrical window arrangement.

7. Private Guest Suite by Wineries/Orchards/Cville

Palmyra

Nick S.

HK$1,808 total

includes taxes & fees

3 Nov - 4 Nov

A living room with a sofa, coffee table, side table, lamp, and a television.

8. Crewe Corner Apartment D

Crewe

HK$2,610 total

includes taxes & fees

12 Nov - 13 Nov

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Top Cumberland Hotel Reviews

Crewe Boutique Inn

8/10 Good

"Very clean, staff was helpful."

In the Village Of Powhatan- walking distance to owners restaurant

10/10 Excellent

"This was a very comfortable and homey property. We enjoyed our stay so much. We had a great breakfast at The County Seat restaurant just down the block, and loved the atmosphere of the great little community the property is set in. Couldn't ask for a more relaxing and comfortable place to stay. The house was like being at Grandma's house. Love that it is pet friendly, and so roomy. We hope we have another chance to rent this home for a little longer stay. The weekend was just too short."

Maysville Manor Bed & Breakfast

10/10 Excellent

"I’m going to start off with saying The manor is beautiful. I found this gem kinda last minute and I’m glad I did. It is very clean, quiet and I felt mostly like I had it to myself. There were other guests who were staying but unless if I seen their vehicle or faintly heard them when I went to the Bathroom, I’d have never known. So as many others state, there is no breakfast, the owner you have to call upon arrival, they explain why and they are so nice. But I didn’t stay there for the breakfast, I stayed for the experience and I’m glad I did. It was very clean, there are 2kitchens to choose from and you have full reign of cooking and such, the back one has a dishwasher a well. The owner said any room with the doors open you can go in and check it out, now the not so great but still worth it part… the steps to the manor need work, there are a lot of stairs… different rooms you need to go up or down into this rooms by stairs. One of the bathrooms I had to step up then step down to get into the bathroom it was weird. But I loved this place and recommend for an adventure. I would and will go back. And last but not least this gem is up for sale!"

Find out more about Cumberland

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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.

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Check prices for these dates

Our top choices for Cumberland holiday rentals

1. Historic Powhatan Retreat | Walk to Restaurants & Distillery

2. Walk to Longwood • Sleeps 6 • Cozy Cottage Near Hampden-Sydney

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

4. Steel Magnolias Cozy Main Home in Amelia County

5. Shireton: Fantasy-Inspired Underground Cottage

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

7. Private Guest Suite by Wineries/Orchards/Cville

8. Crewe Corner Apartment D

9. The Country Retreat – Cozy Comfort Meets Peaceful Countryside

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

Find holiday rentals that suit your style

Top Cumberland Hotel Reviews

Crewe Boutique Inn

Holiday Inn Express & Suites Farmville by IHG

Hotel Weyanoke

Days Inn by Wyndham Farmville

In the Village Of Powhatan- walking distance to owners restaurant

Maysville Manor Bed & Breakfast

Stunning View at the Lotus View Retreat in Yogaville/ Cabin

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

Getaway Cabin | Hot tub + Fire Pit + Trail Access

Find out more about Cumberland

Frequently asked questions

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