Holiday Rentals in Cumberland County

  • Change your mind

    Book hotels with free cancellation

  • Treat yourself

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

  • Be picky

    Search almost a million properties worldwide

Our top choices for Cumberland County holiday rentals

TV, fireplace, books

Getaway Cabin | Hot tub + Fire Pit + Trail Access

Getaway Cabin | Hot tub + Fire Pit + Trail Access
Farmville
9.8 out of 10, Exceptional, (69 reviews)
"Very quiet and relaxing. Loved the wood fireplace and hot tub on deck. Peaceful getaway "
United States
Karen L.
Getaway Cabin | Hot tub + Fire Pit + Trail Access
Fridge, microwave, oven, stovetop

Trailside 2BR Cottage | Walk Downtown + Greenfront

Trailside 2BR Cottage | Walk Downtown + Greenfront
Farmville
The price is €311
includes taxes & fees
8 Jun - 9 Jun
Trailside 2BR Cottage | Walk Downtown + Greenfront
Exterior

Cozy Trailside 1BR | Walk to Green Front

Cozy Trailside 1BR | Walk to Green Front
Farmville
The price is €274
includes taxes & fees
8 Jun - 9 Jun
Cozy Trailside 1BR | Walk to Green Front
Flat-screen TV, fireplace, books

Cedar Ridge Lodge | Hot Tub + Fire + Trail Access

Cedar Ridge Lodge | Hot Tub + Fire + Trail Access
Farmville
10.0 out of 10, Exceptional, (63 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 €301
includes taxes & fees
1 Jun - 2 Jun
Cedar Ridge Lodge | Hot Tub + Fire + Trail Access
Exterior

Trailside Cottage | 1BR Near Greenfront

Trailside Cottage | 1BR Near Greenfront
Farmville
The price is €260
includes taxes & fees
8 Jun - 9 Jun
Trailside Cottage | 1BR Near Greenfront
Exterior

Trailside Cottage | Spacious 2BR Near Greenfront

Trailside Cottage | Spacious 2BR Near Greenfront
Farmville
The price is €247
includes taxes & fees
8 Jun - 9 Jun
Trailside Cottage | Spacious 2BR Near Greenfront
Fridge, microwave, oven, stovetop

Bluebird Cottage A: Across from Lake Monticello, Near Charlottesville, 1 Dog Ok

Bluebird Cottage A: Across from Lake Monticello, Near Charlottesville, 1 Dog Ok
Palmyra
10.0 out of 10, Exceptional, (44 reviews)
"Very cute and clean rental in a good location to easily access activities ."
United States
Christine T.
The price is €208
includes taxes & fees
2 Jun - 3 Jun
Bluebird Cottage A: Across from Lake Monticello, Near Charlottesville, 1 Dog Ok
Interior

Bluebird Cottage B: Quiet, Firepit, Patio, Games

Bluebird Cottage B: Quiet, Firepit, Patio, Games
Palmyra
10.0 out of 10, Exceptional, (57 reviews)
"The place was lovely and check-in/out a breeze"
United States
Monica D.
The price is €221
includes taxes & fees
11 Jun - 12 Jun
Bluebird Cottage B: Quiet, Firepit, Patio, Games
Fridge, microwave, oven, stovetop

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

Pine Grove Cottage - Visit Monticello, Charlottesville & Many Local Wineries
Troy
9.0 out of 10, Wonderful, (141 reviews)
"The cottage was very clean and very comfortable. We really enjoyed staying there."
United States
Stephen S.
The price is €184
includes taxes & fees
3 Jun - 4 Jun
Pine Grove Cottage - Visit Monticello, Charlottesville & Many Local Wineries
Exterior

Private Guest Suite by Wineries/Orchards/Cville

Private Guest Suite by Wineries/Orchards/Cville
Palmyra
10.0 out of 10, Exceptional, (49 reviews)
"The property was exactly as described, very clean and comfy. Beautiful location and the host Made us feel welcome with a little treat in the fridge. Will definitely make this location our go to place when in the area!"
United States
Bonny R.
The price is €202
includes taxes & fees
11 Jun - 12 Jun
Private Guest Suite by Wineries/Orchards/Cville
Exterior

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, (10 reviews)
"An excellent stay. Great location! Great amenities & attention to details! Thanks for a great stay!"
United States
Kristen C.
The price is €291
includes taxes & fees
8 Jun - 9 Jun
Walk to Longwood • Sleeps 6 • Cozy Cottage Near Hampden-Sydney
Interior

Modern Cabin right outside of Richmond with everything you need and more to truly relax.

Modern Cabin right outside of Richmond with everything you need and more to truly relax.
Mineral
9.6 out of 10, Exceptional, (12 reviews)
"Loved the Wellness Cabin. Especially the wood fired hot tub."
United States
Ashley D.
The price is €240
includes taxes & fees
1 Jun - 2 Jun
Modern Cabin right outside of Richmond with everything you need and more to truly relax.
Exterior

Steel Magnolias Cozy Main Home in Amelia County

Steel Magnolias Cozy Main Home in Amelia County
Amelia Court House
10.0 out of 10, Exceptional, (13 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 €264
includes taxes & fees
31 May - 1 Jun
Steel Magnolias Cozy Main Home in Amelia County
Fridge, microwave, oven, stovetop

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 €214
includes taxes & fees
31 May - 1 Jun
Pine Grove Apartment: Visit Monticello, wineries, UVA
Fridge, microwave, oven, stovetop

Historic Powhatan Retreat | Walk to Restaurants & Distillery

Historic Powhatan Retreat | Walk to Restaurants & Distillery
Powhatan
10.0 out of 10, Exceptional, (4 reviews)
"My guests thought the property was adorable! They enjoyed their quick stay and wished they could have stayed longer! Thanks so much!"
United States
Pam H.
The price is €215
includes taxes & fees
3 Jun - 4 Jun
Historic Powhatan Retreat | Walk to Restaurants & Distillery
Property grounds

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, (5 reviews)
"Such a charming cabin. Thoroughly enjoyed our stay."
United States
Myla E.
One of kind wellness/glamping experience right outside of Richmond with everything you need and more to truly relax.
Fridge, microwave, oven, stovetop

The Country Retreat – Cozy Comfort Meets Peaceful Countryside

The Country Retreat – Cozy Comfort Meets Peaceful Countryside
Scottsville
9.0 out of 10, Wonderful, (4 reviews)
"Needed a place for out of town family to attend a wedding. House was perfect, Jheanelle is a wonderful host. Would definitely rent again. "
United States
Jody S.
The price is €296
includes taxes & fees
29 May - 30 May
The Country Retreat – Cozy Comfort Meets Peaceful Countryside
Exterior

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

Visit Monticello, Wineries, UVA & More

Visit Monticello, Wineries, UVA & More
Troy
9.2 out of 10, Wonderful, (10 reviews)
"Would surely return . Very clean , plenty of room , huge yard , loved the outdoor set up. Mattress was so comfy . We all really enjoyed our stay ."
United States
Jammie B.
Visit Monticello, Wineries, UVA & More
Outdoor dining

Visit Monticello, Wineries, UVA: Room for a Crowd

Visit Monticello, Wineries, UVA: Room for a Crowd
Troy
9.4 out of 10, Exceptional, (21 reviews)
"So grateful to have a pet friendly property so close to UVA!"
United States
Beth M.
Visit Monticello, Wineries, UVA: Room for a Crowd
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.
View all properties
Save an average of 15% on thousands of hotels when you're signed in
Sign in
Sign up, it's free

Top Cumberland County Hotel Reviews

Hampton Inn By Hilton Gordonsville

Hampton Inn By Hilton Gordonsville

10/10 Excellent
"yy"
Jesse 1-night trip
Posted 8 hours ago
Hampton Inn By Hilton Gordonsville

Find out more about Cumberland County

Holiday Homes in Cumberland County

Search for holiday homes in Cumberland County on Expedia.ie! You can easily find your home rentals, villas, holiday apartments in Cumberland County using one of the methods below: 

  • View our selection of featured holiday homes in Cumberland County
  • Use the map to find apartments and other holiday rentals in the Cumberland County neighbourhood you prefer
  • Enter your travel dates to view the best deals on holiday homes in Cumberland County while they last

Look no further and take a look at our great range of rental properties in Cumberland County!