Holiday Rentals in Cumberland County

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Featured Holiday Rentals in Cumberland County

Our top choices for Cumberland County holiday rentals

Weekend Getaway Cabin
Outdoor spa tub

Weekend Getaway Cabin

9.8 out of 10, Exceptional, (55)
"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 €170
includes taxes & fees
28 Aug - 29 Aug
Weekend Getaway Cabin
Riverview Cabin on the James
Fridge, microwave, oven, stovetop

Riverview Cabin on the James

9.8 out of 10, Exceptional, (18)
"Very clean house inside and out. Beautiful views and walks through the woods along the river. Hot tub and fire pit (indoor and outdoor) were so cozy and wonderful. I have bookmarked to return because it was such a great place to stay. "
The price is €272
includes taxes & fees
24 Aug - 25 Aug
Riverview Cabin on the James
Cedar Ridge Lodge Near High Bridge Trail
Fridge, microwave, oven, dishwasher

Cedar Ridge Lodge Near High Bridge Trail

10.0 out of 10, Exceptional, (48)
"We had a wonderful stay for my son’s graduation from HSC . The cabin is clean and so cute! "
The price is €269
includes taxes & fees
21 Sept - 22 Sept
Cedar Ridge Lodge Near High Bridge Trail
Pine Grove Cottage - Visit Monticello, Charlottesville & Many Local Wineries
Exterior

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

9.0 out of 10, Wonderful, (117)
"Very convenient location, comfortable and great for the pup. "
The price is €187
includes taxes & fees
26 Aug - 27 Aug
Pine Grove Cottage - Visit Monticello, Charlottesville & Many Local Wineries
Bluebird Cottage A: Near Charlottesville, Wineries: Firepit, Patio, Dogs OK
Fridge, microwave, oven, stovetop

Bluebird Cottage A: Near Charlottesville, Wineries: Firepit, Patio, Dogs OK

10.0 out of 10, Exceptional, (35)
"This is the third time we have stayed and are never disappointed. If you are visiting friends or family in Lake Monticello, this is a perfect spot."
Bluebird Cottage A: Near Charlottesville, Wineries: Firepit, Patio, Dogs OK
Pet-Friendly Lake Monticello Home w/ Perks!
Coffee/tea maker, dining tables

Pet-Friendly Lake Monticello Home w/ Perks!

Pet-Friendly Lake Monticello Home w/ Perks!
Rustic Retreat Cabin Home - a Wildlands Collection property
Outdoor dining

Rustic Retreat Cabin Home - a Wildlands Collection property

10.0 out of 10, Exceptional, (4)
"Brian is cool as ever and the property is incredible. The cabin is really nice and AC kicks!"
The price is €274
includes taxes & fees
26 Aug - 27 Aug
Rustic Retreat Cabin Home - a Wildlands Collection property
Cozy retreat just 1 mile from the Fine Creek Brewery & eclectic wedding venue.
Terrace/patio

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

10.0 out of 10, Exceptional, (47)
"Fantastic place"
Cozy retreat just 1 mile from the Fine Creek Brewery & eclectic wedding venue.
In the Village Of Powhatan- walking distance to owners restaurant
5 bedrooms, desk, iron/ironing board, travel cot

In the Village Of Powhatan- walking distance to owners restaurant

10.0 out of 10, Exceptional, (42)
"Quite comfortable and centrally located"
In the Village Of Powhatan- walking distance to owners restaurant
Enchanting 2 Bedroom Cottage, The Fox Den, 258 Acres, Farmville, VA
Microwave, oven, stovetop, dishwasher

Enchanting 2 Bedroom Cottage, The Fox Den, 258 Acres, Farmville, VA

2.0 star property
10.0 out of 10, Exceptional, (9)
"The property owners are great, and the place was excellent.Thank you"
The price is €306
includes taxes & fees
1 Sept - 2 Sept
Enchanting 2 Bedroom Cottage, The Fox Den, 258 Acres, Farmville, VA
106 acre Farm with Animals, River & Private Pond, near Wineries and Breweries
Outdoor dining

106 acre Farm with Animals, River & Private Pond, near Wineries and Breweries

10.0 out of 10, Exceptional, (48)
"We spent almost a month at this property and enjoyed our time there! The hosts were excellent and made us feel at home. Would highly recommend and hope to visit again."
106 acre Farm with Animals, River & Private Pond, near Wineries and Breweries
Cozy Cabin w/ Hot Tub | State Park | Near Lake
Terrace/patio

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

9.8 out of 10, Exceptional, (8)
"I had a wonderful stay! Definitely would come back. "
The price is €204
includes taxes & fees
25 Aug - 26 Aug
Cozy Cabin w/ Hot Tub | State Park | Near Lake
Bluebird Cottage B: Firepit, Patio, Games; Near Charlottesville, Wineries
Exterior

Bluebird Cottage B: Firepit, Patio, Games; Near Charlottesville, Wineries

10.0 out of 10, Exceptional, (44)
"This was a great stay! There are very nice touches in the place and the snacks were appreciated. It is spotless with everything needed for a comfortable time, The beds are great we loved the fire pit. Will stay again! "
Bluebird Cottage B: Firepit, Patio, Games; Near Charlottesville, Wineries
Private Guest Suite by Wineries/Orchards/Cville
Interior

Private Guest Suite by Wineries/Orchards/Cville

10.0 out of 10, Exceptional, (43)
"A perfect place to stay! Very clean and quiet!"
The price is €205
includes taxes & fees
1 Sept - 2 Sept
Private Guest Suite by Wineries/Orchards/Cville
Private Paradise - Historic 1870 Home on 630 Acre Estate - Pool, Lake, Views
Outdoor pool

Private Paradise - Historic 1870 Home on 630 Acre Estate - Pool, Lake, Views

10.0 out of 10, Exceptional, (81)
"We loved the farmhouse and surrounding property. Plenty of room to spread out and comfortable, clean amenities with fully stocked pantry. We hope to visit again."
Private Paradise - Historic 1870 Home on 630 Acre Estate - Pool, Lake, Views
Visit Monticello, Wineries, UVA: Room for a Crowd
Outdoor dining

Visit Monticello, Wineries, UVA: Room for a Crowd

9.0 out of 10, Wonderful, (15)
"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"
Visit Monticello, Wineries, UVA: Room for a Crowd
Steel Magnolias Cozy Main Home in Amelia County
Exterior

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 €259
includes taxes & fees
24 Aug - 25 Aug
Steel Magnolias Cozy Main Home in Amelia County
Pine Grove Apartment: Visit Monticello, wineries, UVA
Outdoor dining

Pine Grove Apartment: Visit Monticello, wineries, UVA

10.0 out of 10, Exceptional, (2)
"During my stay at the VRBO rental, I found the house to be cozy and the outdoor space lovely and relaxing. The kitchen and BBQ grill were a plus. However, there were a few hiccups. The Wi-Fi was spotty, which made staying connected a bit tricky. The kitchen was not equipped with a set of steak or sharp knives, nor were there dish towels or cloths to clean up dirty dishes. The upstairs guests were quite noisy, with a small child running laps at 7:00 a.m. Additionally, there was a lack of board or...
Pine Grove Apartment: Visit Monticello, wineries, UVA
Group Getaway ~ 15 Mi to Charlottesville!
House (Multiple Bedrooms) | Interior

Group Getaway ~ 15 Mi to Charlottesville!

3.0 star property
Group Getaway ~ 15 Mi to Charlottesville!
Lilla’s Cozy Cabin: Where Comfort Meets Fun!
Fridge, microwave, oven, stovetop

Lilla’s Cozy Cabin: Where Comfort Meets Fun!

2.0 star property
10.0 out of 10, Exceptional, (2)
"Absolutely beautiful. Perfect for 2 families. Lots of room to spread out. Very clean. Thank you"
Lilla’s Cozy Cabin: Where Comfort Meets Fun!
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

Hampton Inn Farmville, VA

Hampton Inn Farmville, VA

10/10 Excellent
"N/A"
Timothy 1-night trip
Posted 3 days ago
Hampton Inn Farmville, VA