Cumberland County Holiday Rentals

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Top Holiday Rentals Destinations in Cumberland County

Weekend Getaway Cabin
9.8 out of 10, Exceptional, (58)
"Very nice clean place with close to woods to sit on back porch with abundance of wild life, and very nice hot tub"
The price is NZ$339
includes taxes & fees
21 Oct - 22 Oct
Weekend Getaway Cabin
Cedar Ridge Lodge Near High Bridge Trail
10.0 out of 10, Exceptional, (52)
"Great stay"
The price is NZ$552
includes taxes & fees
19 Oct - 20 Oct
Cedar Ridge Lodge Near High Bridge Trail
Riverview Cabin on the James
9.6 out of 10, Exceptional, (20)
"Cabin was clean and well kept. "
The price is NZ$538
includes taxes & fees
3 Nov - 4 Nov
Riverview Cabin on the James
Private Guest Suite by Wineries/Orchards/Cville
10.0 out of 10, Exceptional, (45)
"A perfect place to stay! Very clean and quiet!"
The price is NZ$399
includes taxes & fees
21 Oct - 22 Oct
Private Guest Suite by Wineries/Orchards/Cville
Family-friendly home with kitchen, laundry, and spacious outdoor area.
2.0 star property
The price is NZ$850
includes taxes & fees
28 Oct - 29 Oct
Family-friendly home with kitchen, laundry, and spacious outdoor area.
Steel Magnolias Cozy Main Home in Amelia County
9.8 out of 10, Exceptional, (9)
"I would highly recommend Jenny’s VRBO- the house was beautiful, clean, and she was incredibly welcoming and communicative! "
The price is NZ$510
includes taxes & fees
20 Oct - 21 Oct
Steel Magnolias Cozy Main Home in Amelia County
D-town Farmville, close to HighBridge Trail,Greenfront,Longwood,Hampden-Sydney
10.0 out of 10, Exceptional, (6)
"The house perfect! The whole experience couldn’t have been better."
The price is NZ$522
includes taxes & fees
19 Oct - 20 Oct
D-town Farmville, close to HighBridge Trail,Greenfront,Longwood,Hampden-Sydney
Modern Cabin right outside of Richmond with everything you need and more to truly relax.
9.6 out of 10, Exceptional, (4)
"The property was beautiful and Trevor is an excellent host. Everything was very clean and with clear instruction. We came during a heavy snow and were able to enjoy a winter wonderland retreat -Trevor even assisted us getting in and out with our small vehicle. The snowy woods, along with the fire pit, hot tub, sauna and pizza oven made for a beautiful and memorable experience. We highly recommend this property to anyone that wishes to enjoy a splendid tiny home getaway. "
The price is NZ$576
includes taxes & fees
22 Oct - 23 Oct
Modern Cabin right outside of Richmond with everything you need and more to truly relax.
Pine Grove Cottage - Visit Monticello, Charlottesville & Many Local Wineries
9.0 out of 10, Wonderful, (122)
"Lovely place. Enjoyed it very much "
The price is NZ$366
includes taxes & fees
28 Oct - 29 Oct
Pine Grove Cottage - Visit Monticello, Charlottesville & Many Local Wineries
Hidden Rustic Retreat Cabin Getaway - a Wildlands Collection property
10.0 out of 10, Exceptional, (9)
"Brian is cool as ever and the property is incredible. The cabin is really nice and AC kicks!"
The price is NZ$546
includes taxes & fees
13 Nov - 14 Nov
Hidden Rustic Retreat Cabin Getaway - a Wildlands Collection property
Cozy Cabin w/ Hot Tub | State Park | Near Lake
10.0 out of 10, Exceptional, (11)
"Nice quiet cabin, wish we could have booked it longer."
The price is NZ$403
includes taxes & fees
20 Oct - 21 Oct
Cozy Cabin w/ Hot Tub | State Park | Near Lake
Rare Find: Private Animal Sanctuary & Tiny Cottage
10.0 out of 10, Exceptional, (23)
"A hidden gem with amazing hosts! Will definitely come back!"
The price is NZ$339
includes taxes & fees
13 Nov - 14 Nov
Rare Find: Private Animal Sanctuary & Tiny Cottage
Pine Grove Apartment: Visit Monticello, wineries, UVA
10.0 out of 10, Exceptional, (3)
"Nice stay"
The price is NZ$420
includes taxes & fees
27 Oct - 28 Oct
Pine Grove Apartment: Visit Monticello, wineries, UVA
Visit Monticello, Wineries, UVA & More
9.0 out of 10, Wonderful, (8)
"Great stay in Troy. Easy to get in and the rooms/beds were very good. Did not realize there were two locations on the same property/house. It was ok, because there were not other tenants but it would have been weird. May consider an option to separate the rental better?"
The price is NZ$964
includes taxes & fees
19 Oct - 20 Oct
Visit Monticello, Wineries, UVA & More
Visit Monticello, Wineries, UVA: Room for a Crowd
9.0 out of 10, Wonderful, (16)
"We had a great trip with the family to celebrate our daughter’s graduation at UVA. This property gave us plenty of space to relax, have brunch together, and enjoy the weekend"
The price is NZ$1,274
includes taxes & fees
19 Oct - 20 Oct
Visit Monticello, Wineries, UVA: Room for a Crowd
One of kind wellness/glamping experience right outside of Richmond with everything you need and more to truly relax.
The price is NZ$815
includes taxes & fees
29 Oct - 30 Oct
One of kind wellness/glamping experience right outside of Richmond with everything you need and more to truly relax.
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

Find out more about Cumberland County

Everything you need to know about Cumberland County holiday rentals

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

Cumberland County holiday 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 holiday 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 holiday rental with multiple bedrooms and shared living spaces to kick back in.  The selection of Cumberland County holiday rentals we have selected for you start as low as NZ$339 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 holiday 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 holiday.

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.