A tree-lined path with a clear blue sky.

Cumberland County Vacation Rentals

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Our top choices for Cumberland County vacation rentals

A log cabin with a porch, a small deck, and a fire pit area.

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

Getaway Cabin | Hot tub + Fire Pit + Trail Access
Farmville
9.8 out of 10, Exceptional, (74 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 CA $265
CA $437 total
includes taxes & fees
Oct 19 - Oct 20
Getaway Cabin | Hot tub + Fire Pit + Trail Access
A log cabin interior with a fireplace, a television mounted on the wall, and a dining area.

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

Cedar Ridge Cabin | Hot Tub + Fire + Trail Access
Farmville
10.0 out of 10, Exceptional, (66 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 CA $395
CA $645 total
includes taxes & fees
Oct 14 - Oct 15
Cedar Ridge Cabin | Hot Tub + Fire + Trail Access
A two-story house with a deck, a front door, and a mailbox.

3. Trailside Cottage | Spacious 2BR Near Greenfront

Trailside Cottage | Spacious 2BR Near Greenfront
Farmville
10.0 out of 10, Exceptional, (1 review)
The price is CA $200
CA $396 total
includes taxes & fees
Oct 14 - Oct 15
Trailside Cottage | Spacious 2BR Near Greenfront
A modern kitchen with grey cabinets, stainless steel appliances, a window with blinds, and a painting on the wall.

4. Trailside 2BR Cottage | Walk Downtown + Greenfront

Trailside 2BR Cottage | Walk Downtown + Greenfront
Farmville
The price is CA $189
CA $383 total
includes taxes & fees
Oct 22 - Oct 23
Trailside 2BR Cottage | Walk Downtown + Greenfront
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 CA $197
CA $393 total
includes taxes & fees
Oct 15 - Oct 16
Trailside Cottage | 1BR Near Greenfront
A two-story house with a green door, a small porch, and a number '817' on the wall.

6. Cozy Trailside 1BR | Walk to Green Front

Cozy Trailside 1BR | Walk to Green Front
Farmville
The price is CA $250
CA $453 total
includes taxes & fees
Oct 20 - Oct 21
Cozy Trailside 1BR | Walk to Green Front
A house with a covered porch, outdoor seating, and a well-lit deck area.

7. 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 CA $221
CA $435 total
includes taxes & fees
Oct 19 - Oct 20
Steel Magnolias Cozy Main Home in Amelia County
A brick house with a chimney, a front porch, and a mailbox.

8. 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, (18 reviews)
"The house is a charming older home. Great location, very clean, would stay here again!"
United States
Tracy F.
The price is CA $234
CA $544 total
includes taxes & fees
Nov 3 - Nov 4
Walk to Longwood • Sleeps 6 • Cozy Cottage Near Hampden-Sydney
A kitchen with a wooden ceiling, a bar area with stools, and a sign that says 'Handmade.'

9. Historic Powhatan Retreat | Walk to Restaurants & Distillery

Historic Powhatan Retreat | Walk to Restaurants & Distillery
Powhatan
10.0 out of 10, Exceptional, (6 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 CA $167
CA $380 total
includes taxes & fees
Nov 2 - Nov 3
Historic Powhatan Retreat | Walk to Restaurants & Distillery
A two-story house with a front porch, a central entrance, and a symmetrical window arrangement.

10. Private Guest Suite by Wineries/Orchards/Cville

Private Guest Suite by Wineries/Orchards/Cville
Palmyra
10.0 out of 10, Exceptional, (54 reviews)
"Very nice room and suite clean and accomdating "
United States
Nick S.
The price is CA $207
CA $332 total
includes taxes & fees
Nov 1 - Nov 2
Private Guest Suite by Wineries/Orchards/Cville
A wooden hot tub with a stone fireplace in the background.

11. One of kind wellness/glamping experience right outside of Richmond with everything you need and more to truly relax.

One of kind wellness/glamping experience right outside of Richmond with everything you need and more to truly relax.
Mineral
10.0 out of 10, Exceptional, (7 reviews)
"Went here for our anniversary and it was an absolutely lovely time! Will definitely be back!"
United States
ValarieR
The price is CA $404
CA $644 total
includes taxes & fees
Oct 14 - Oct 15
One of kind wellness/glamping experience right outside of Richmond with everything you need and more to truly relax.
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, (34 reviews)
"Great location and had everything needed for a great stay. "
United States
Jeff S.
The price is CA $200
CA $414 total
includes taxes & fees
Oct 20 - Oct 21
Cozy Cabin w/ Hot Tub | State Park | Near Lake
A modern kitchen with a large island, a built-in oven, and a window with curtains.

13. Bluebird Cottage B: Quiet, Firepit, Patio, Games

Bluebird Cottage B: Quiet, Firepit, Patio, Games
Palmyra
10.0 out of 10, Exceptional, (63 reviews)
"The host was very responsive and we thoroughly enjoyed staying there. Beautiful backyard!"
United States
Kelli c.
The price is CA $180
CA $359 total
includes taxes & fees
Oct 19 - Oct 20
Bluebird Cottage B: Quiet, Firepit, Patio, Games
A covered porch with two wooden rocking chairs and a view of a wooded area with autumn foliage.

14. Still Waters a secluded quiet lake front home close to Hampden Sydney & Longwood

Still Waters a secluded quiet lake front home close to Hampden Sydney & Longwood
Pamplin
10.0 out of 10, Exceptional, (9 reviews)
The price is CA $299
CA $528 total
includes taxes & fees
Oct 18 - Oct 19
Still Waters a secluded quiet lake front home close to Hampden Sydney & Longwood
A compact kitchen with a stove, oven, coffee maker, and a refrigerator.

15. Pine Grove Apartment: Visit Monticello, wineries, UVA

Pine Grove Apartment: Visit Monticello, wineries, UVA
Troy
9.4 out of 10, Exceptional, (6 reviews)
"Was a great place to lay our heads for the night while we were in town for a wedding very cozy and had everything you could need would highly recommend!"
United States
Jordan
The price is CA $257
CA $351 total
includes taxes & fees
Nov 2 - Nov 3
Pine Grove Apartment: Visit Monticello, wineries, UVA
A compact kitchen with a microwave, toaster, and sink. There is a dining area with a table and chairs in the background.

16. 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 CA $353
CA $498 total
includes taxes & fees
Oct 25 - Oct 26
The Country Retreat – Cozy Comfort Meets Peaceful Countryside
A wooden deck with wicker chairs and a table, surrounded by a wooden railing and greenery.

17. Visit Monticello, Wineries, UVA: Room for a Crowd

Visit Monticello, Wineries, UVA: Room for a Crowd
Troy
9.4 out of 10, Exceptional, (25 reviews)
"Great place for us, comfortable and well-equipped."
United States
Lynn F.
The price is CA $784
CA $1,052 total
includes taxes & fees
Nov 1 - Nov 2
Visit Monticello, Wineries, UVA: Room for a Crowd
A geodesic dome structure with a hot tub, seating area, and a small wooden building in a forest setting.

18. One of kind wellness/glamping experience with wellness amenities, covered outdoor dining, a complete live fire cooking setup, and a clear star gazing top.

One of kind wellness/glamping experience with wellness amenities, covered outdoor dining, a complete live fire cooking setup, and a clear star gazing top.
Mineral
9.6 out of 10, Exceptional, (4 reviews)
"Beautiful location and close to Richmond. Everything was functional, spotless, and very easy to use from arrival to departure. Can't say enough about how great an experience this was and will definitely be returning in the future"
United States
AlexanderG
The price is CA $410
CA $652 total
includes taxes & fees
Nov 4 - Nov 5
One of kind wellness/glamping experience with wellness amenities, covered outdoor dining, a complete live fire cooking setup, and a clear star gazing top.
Holiday Home Exterior [summer]

19. 2 Queen Bed| Non Smoking

2 Queen Bed| Non Smoking
Keyswille VA
10.0 out of 10, Exceptional, (160 reviews)
"Conveniently located next to key spots but not too noisy at night, really enjoyed that balance during our visit."
United States
Anonymous traveller
The price is CA $100
CA $121 total
includes taxes & fees
Nov 11 - Nov 12
2 Queen Bed| Non Smoking
A modern kitchen with stainless steel appliances, a dining table with chairs, and a window with blinds.

20. Pine Grove Cottage - Visit Monticello, Charlottesville & Many Local Wineries

Pine Grove Cottage - Visit Monticello, Charlottesville & Many Local Wineries
Troy
9.2 out of 10, Wonderful, (150 reviews)
"Had a great stay! Everything was as expected and the property was nice."
United States
Jules R.
The price is CA $214
CA $307 total
includes taxes & fees
Nov 2 - Nov 3
Pine Grove Cottage - Visit Monticello, Charlottesville & Many Local Wineries
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 County Hotel Reviews

Cedar Ridge Cabin | Hot Tub + Fire + Trail Access

Cedar Ridge Cabin | Hot Tub + Fire + Trail Access

10/10 Excellent
"Spectacular rental. Super cozy and very clean."
Melody R. 2-night trip
Posted 19 hours ago
Cedar Ridge Cabin | Hot Tub + Fire + Trail Access

Find out more about Cumberland County

Everything you need to know about Cumberland County vacation rentals

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

Cumberland County vacation rentals: An excellent choice for every season

Whenever you want to travel, a warm welcome awaits you in Cumberland County. 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 depends on the property type. Your chosen location and amenities will impact the cost of your trip, too. A Cumberland County vacation 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 vacation rental with multiple bedrooms and shared living spaces to kick back in.  The selection of Cumberland County vacation rentals we have selected for you start as low as CA $307 per night. Entering your travel dates in the search wizard you might find even better deals!

How to find incredible deals on Cumberland County rentals

At Expedia, we put the best Cumberland County vacation 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 County 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 County vacation.

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 County. And to unlock even more fantastic deals, bundle your accommodation, flights, and car rental together to save and book with Expedia in complete confidence.