Book Holiday Homes in Cumberland

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Featured Holiday Homes in Cumberland

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

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

Powhatan
With a stay at this vacation home in Powhatan, you'll be 19.5 mi (31.5 km) from Short Pump Town Center and 20.2 mi (32.5 km) from University of Richmond.
Cozy retreat just 1 mile from the Fine Creek Brewery & eclectic wedding venue.
In the Village Of Powhatan- walking distance to owners restaurant

In the Village Of Powhatan- walking distance to owners restaurant

Powhatan
When you stay at this vacation home in Powhatan, you'll be 8 minutes by car from Mill Quarter Plantation Golf Club.
In the Village Of Powhatan- walking distance to owners restaurant
Cozy Cabin w/ Hot Tub | State Park | Near Lake

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

Appomattox
The price is AU$387 per night from 20 Aug to 21 Aug
AU$387
20 Aug - 21 Aug
includes taxes & fees
Located in Appomattox, this vacation home is within a 15-minute drive of Appomattox River and Holliday Lake State Park.
Cozy Cabin w/ Hot Tub | State Park | Near Lake
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Riverview Cabin on the James

Riverview Cabin on the James

Cumberland County
The price is AU$470 per night from 13 Aug to 14 Aug
AU$470
13 Aug - 14 Aug
includes taxes & fees
This vacation home is 11.8 mi (19 km) from Byrd Cellars Winery and Vineyard and 12.2 mi (19.7 km) from Elk Island Winery.
Riverview Cabin on the James
5 Bedroom Hilltop Villa with Magnificent Views

5 Bedroom Hilltop Villa with Magnificent Views

Buckingham
When you stay at this vacation home in Buckingham, you'll be on a river and 14 minutes by foot from James River.
5 Bedroom Hilltop Villa with Magnificent Views
Steel Magnolias Cozy Main Home in Amelia County

Steel Magnolias Cozy Main Home in Amelia County

Amelia Court House
The price is AU$456 per night from 7 Aug to 8 Aug
AU$456
7 Aug - 8 Aug
includes taxes & fees
Located in Amelia Court House, this vacation home is on a lake, within a 15-minute drive of Appomattox River and Amelia County Court House.
Steel Magnolias Cozy Main Home in Amelia County
Private Paradise -  Historic 1870 Home on 630 Acre Estate - Pool, Lake, Views

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

Goochland
Located in Goochland, this vacation home is on a lake, within a 15-minute drive of J. Sargeant Reynolds Community College and James River.
Private Paradise - Historic 1870 Home on 630 Acre Estate - Pool, Lake, Views
The James at Clover Hill Farm a rural retreat.

The James at Clover Hill Farm a rural retreat.

Crozier
This family-friendly vacation home is 14.2 mi (22.8 km) from Short Pump Town Center and 23.8 mi (38.2 km) from University of Richmond.
The James at Clover Hill Farm a rural retreat.
106 acre Farm with Animals, River & Private Pond, near Wineries and Breweries

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

Scottsville
When you stay at this vacation home in Scottsville, you'll be on the waterfront, within a 5-minute drive of James River and Dorrier Park.
106 acre Farm with Animals, River & Private Pond, near Wineries and Breweries
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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.

Cumberland Holiday Houses

Do you love last minute road trips and late-night food runs and sunrises on the beach? Do words like “schedule” and “calendar” make you shout, “Don’t box me in!”? You might be a little bit of a rebel. But you’re a rebel with a cause: having a smashing holiday. Itinerary? What’s that? Our Cumberland vacation homes are the perfect way for you to wing it.

Holiday houses in Cumberland let you live life on your own terms. You’ll have so much space, you’ll wish you had more friends and family—but you can always invite over the neighbours. You can often have luxury amenities, but with all the attractions of Cumberland in your backyard, budget holiday homes will do just fine, too. That will just leave you more dough to spend on the important things: cocktails, brunch, and local Cumberland adventures, obvs.

If your adventure buddy happens to have fur and four legs, you just might find a pet-friendly holiday house in Cumberland with your name on it.

No need to spend big bickies for a holiday beach house the size of Buckingham Palace—unless you’re really in trouble with bae. We’ve got a great selection of Cumberland vacation homes with everything you need for a seriously amazing getaway. Throw out that daily planner and hit “reject” on all those meeting invites. You’re off to a place where there are no rules.

Cumberland Holiday Homes essential information

Accommodation
18 Holiday Homes
Lowest Price
AU$94
Highest Price
AU$470
Popular accommodation
Cozy retreat just 1 mile from the Fine Creek Brewery & eclectic wedding venue. , In the Village Of Powhatan- walking distance to owners restaurant, Cozy Cabin w/ Hot Tub | State Park | Near Lake, Riverview Cabin on the James, 5 Bedroom Hilltop Villa with Magnificent Views, Steel Magnolias Cozy Main Home in Amelia County, Private Paradise - Historic 1870 Home on 630 Acre Estate - Pool, Lake, Views, The James at Clover Hill Farm a rural retreat., 106 acre Farm with Animals, River & Private Pond, near Wineries and Breweries

Top trending hotels in Cumberland

Hotel Weyanoke

Hotel Weyanoke

3.5 out of 5
202 High Street, Farmville, VA
Fully refundableReserve now, pay when you stay
The price is AU$177 per night from 7 Aug to 8 Aug
AU$177
7 Aug - 8 Aug
includes taxes & fees
Located in Farmville, Hotel Weyanoke is just steps from Longwood University and 4 minutes by foot from Longwood Center for the Visual Arts.
Hotel Weyanoke
Days Inn by Wyndham Farmville

Days Inn by Wyndham Farmville

2 out of 5
2015 South Main St., Farmville, VA
Fully refundableReserve now, pay when you stay
The price is AU$108 per night from 10 Aug to 11 Aug
AU$108
10 Aug - 11 Aug
includes taxes & fees
With a stay at Days Inn by Wyndham Farmville in Farmville, you'll be in the historical district, a 5-minute walk from Weyanoke Park and a 3-minute drive from ...
Days Inn by Wyndham Farmville
Holiday Inn Express & Suites Farmville by IHG

Holiday Inn Express & Suites Farmville by IHG

2.5 out of 5
404 Sunchase Blvd, Farmville, VA
Fully refundable
The price is AU$239 per night from 10 Aug to 11 Aug
AU$239
10 Aug - 11 Aug
includes taxes & fees
With a stay at Holiday Inn Express & Suites Farmville by IHG in Farmville, you'll be within a 5-minute drive of Longwood Golf Course and Longwood Center for ...
Holiday Inn Express & Suites Farmville by IHG
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Super 8 by Wyndham Farmville

Super 8 by Wyndham Farmville

2 out of 5
Highway 15 South And Us 460 Byp, Farmville, VA
Fully refundableReserve now, pay when you stay
The price is AU$94 per night from 10 Aug to 11 Aug
AU$94
10 Aug - 11 Aug
includes taxes & fees
Located in Farmville, Super 8 by Wyndham Farmville is within a 5-minute drive of Weyanoke Park and Longwood University.
Super 8 by Wyndham Farmville
Don't see what you're looking for?
See all available properties in Cumberland
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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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^Subject to availability and chosen travel dates.