Vacation Homes in Cumberland County

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Check prices for these dates

In two weeks
5 Sept - 7 Sept
In one month
19 Sept - 21 Sept
In two months
17 Oct - 19 Oct
In three months
14 Nov - 16 Nov

Top Cities in Cumberland County

Vacation HomesVacation Homes

Farmville

Farmville

Featured Vacation Homes in Cumberland County

Our top choices for Cumberland County holiday homes

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!
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
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 HK$819
HK$1,801 total
includes taxes & fees
25 Aug - 26 Aug
Cozy Cabin w/ Hot Tub | State Park | Near Lake
Charming 3-bedroom house with WiFi and AC in historic Appomattox
Interior

Charming 3-bedroom house with WiFi and AC in historic Appomattox

8.0 out of 10, Very good, (1)
"The home was beautiful and much bigger than advertised. There was 13 acres to the property with a beautiful pond and boathouse. We were celebrating my granddaughter‘s birthday and my great granddaughter‘s birthday. There was a lot for the children to do however, there was a lot of personal items around, a great deal of our time was spent telling young kids don’t touch. There was old food left in the refrigerator that had expired. The trashcan hadn’t been emptied and was left in the garage. There...
Charming 3-bedroom house with WiFi and AC in historic Appomattox
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
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
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 HK$1,223
HK$2,413 total
includes taxes & fees
24 Aug - 25 Aug
Riverview Cabin on the James
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"
The price is HK$4,297
HK$5,687 total
includes taxes & fees
24 Aug - 25 Aug
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 HK$1,133
HK$2,295 total
includes taxes & fees
24 Aug - 25 Aug
Steel Magnolias Cozy Main Home in Amelia County
Luxury home near Lake Monticello is nestled in a quiet area, close proximity to Charlottesville
Interior

Luxury home near Lake Monticello is nestled in a quiet area, close proximity to Charlottesville

10.0 out of 10, Exceptional, (7)
"Modern, clean property. I’d recommend staying here for anyone looking for a place to stay not too far from Charlottesville."
The price is HK$6,142
HK$12,703 total
includes taxes & fees
25 Aug - 26 Aug
Luxury home near Lake Monticello is nestled in a quiet area, close proximity to Charlottesville
The James at Clover Hill Farm a rural retreat.
Property grounds

The James at Clover Hill Farm a rural retreat.

10.0 out of 10, Exceptional, (38)
"We loved our stay. It is a beautiful home."
The James at Clover Hill Farm a rural retreat.
Private Oasis with Pool and Pavillion
Stovetop

Private Oasis with Pool and Pavillion

7.8 out of 10, Good, (9)
"Quiet neighborhood, big yard, had a great time."
Private Oasis with Pool and Pavillion
Visit Monticello, Wineries, UVA & More
Outdoor dining

Visit Monticello, Wineries, UVA & More

9.0 out of 10, Wonderful, (8)
"We loved this as a stop for our family of 6 on the way to the Outer Banks. Easy stop off the highway, much much better than multiple hotel rooms! Even though it’s close to the highway it’s also tucked away in nature, loved the big yard and the fire pit. Kids loved the game room after a long day in the car. Clean, comfortable and well stocked kitchen and bathrooms!!"
The price is HK$3,281
HK$4,386 total
includes taxes & fees
24 Aug - 25 Aug
Visit Monticello, Wineries, UVA & More
Broken Arrow Farm Completly Remodeled located between Richmond & Charlottesville
Microwave, oven, stovetop, dishwasher

Broken Arrow Farm Completly Remodeled located between Richmond & Charlottesville

10.0 out of 10, Exceptional, (1)
"As advertised. It was a good stay. Little far out there but different too. Very clean!"
Broken Arrow Farm Completly Remodeled located between Richmond & Charlottesville
Rusmar Farm: Equine Country Living 'n Powhatan, VA
Interior

Rusmar Farm: Equine Country Living 'n Powhatan, VA

9.4 out of 10, Exceptional, (3)
"Great place to stay. "
Rusmar Farm: Equine Country Living 'n Powhatan, VA
Mount Ida Manor in Virginia Wine Country
Private kitchen

Mount Ida Manor in Virginia Wine Country

Mount Ida Manor in Virginia Wine Country
Lakehouse & Bungalow with beach access
Private kitchen

Lakehouse & Bungalow with beach access

Lakehouse & Bungalow with beach access
Oasis Near Charlottesville With Pool Grill
4 bedrooms

Oasis Near Charlottesville With Pool Grill

2.0 star property
Oasis Near Charlottesville With Pool Grill
Stableview Cottage
Smart TV

Stableview Cottage

Stableview Cottage
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

Hotel Weyanoke

Hotel Weyanoke

10/10 Excellent
"Awesome property. We enjoyed our stay. We also enjoyed the food in the basement-Brussel sprouts and bread were bomb. Also enjoyed a few cocktails on the rooftop bar. We’ll be back when we visit our daughter at Longwood. Thanjs"
JUSTIN 1-night trip
Posted 9 hours ago
Hotel Weyanoke