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House vacation rentals in Cumberland

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Top-rated house rentals in Cumberland

Guests agree: these houses are highly rated for location, cleanliness, and more.

Guest favourite
Home in Cumberland
Jacob's Cottage
Free WI-FI now available. Our place is good for couples, solo adventurers, business travelers and families (with kids). The Cottage is a quaint, Cape Cod style house built in 1950. It sits high on a hill in the heart of Maryland's Appalachian Mountains in Allegany County. It is surrounded by views of Wills Mountain and Shrivers Ridge. The Cottage sits amongst a 660 acre family managed forest. Visitors have spotted deer, turkey, rabbits, squirrels, black bear and a multitude of song birds.
Dec. 17 – 24
$153 CAD per night
Guest favourite
Home in Springfield
Serene country retreat w/ pond, firepit and stars!
Otters Way is nestled on 4 sprawling aces; this idyllic retreat boasts a natural inlet pond of the S.B. Potomac River, providing a serene and picturesque backdrop for your stay. Our charming home offers ample space for you to unwind and create lasting memories! Immerse yourself in the beauty of nature as you gather around the firepit or our expansive back deck, perfect for cozy evenings under a starlit sky. A peaceful getaway or an adventurous escape, Otters Way is the ideal WV destination!
Mar. 11 – 18
$223 CAD per night
Guest favourite
Home in Cumberland
Charming 1907 Home in Historic Downtown Cumberland
This charming 1907 home is located just blocks from the main pedestrian street in Historic Downtown Cumberland and a 10 minute walk from Canal Place, the C&O Canal Great Allegheny bike trails, and the Western Maryland Scenic Railroad. The remodeled interior is equipped with all the modern conveniences, including a large kitchen and bathroom with jacuzzi tub and seven-head shower. The house maintains its historic charm with exposed brick and has a balcony, back patio, and yard space.
Mar. 19 – 26
$165 CAD per night

Popular amenities for Cumberland house rentals

House rentals with a pool

Guest favourite
Home in Hyndman
Wills Mountain Ranch
Sep. 14 – 21
$352 CAD per night
Guest favourite
Home in Oakland
Amazing Views! | 4BD/4.5BA | Dock, WISP, Hot Tub
Apr. 23 – 30
$463 CAD per night
Guest favourite
Home in Oakland
COZY&Private|HotTub|Firewood|CARC|Essentials|Sleds
Sep. 20 – 27
$842 CAD per night
Superhost
Home in Ohiopyle
Celebrate Spring in Ohiopyle, Walk to the Falls!
Jan. 25 – Feb. 1
$547 CAD per night
Guest favourite
Home in Cumberland
The Dacha.bright artist's house near the mountains
Sep. 3 – 10
$234 CAD per night
Superhost
Home in Rockwood
Private Chalet and Indoor Pool near Seven Springs
Mar. 20 – 27
$567 CAD per night
Guest favourite
Home in Berkeley Springs
CAMPfires under the STARS~5 STAR Modern LUX Chalet
Sep. 4 – 11
$837 CAD per night
Guest favourite
Home in Terra Alta
Cabin at Alpine Lake, near Deep Creek/WISP Resort
Oct. 1 – 8
$313 CAD per night
Guest favourite
Home in Terra Alta
Lake View Home w/Fire Pit, Indoor Pool, Dogs OK!
Dec. 28 – Jan. 4
$635 CAD per night
Superhost
Home in Terra Alta
New Listing! 6 bedroom, 3500SF Alpine Lake home
Dec. 19 – 26
$672 CAD per night
Superhost
Home in McHenry
Ski & Glee at Deep Creek Lake
Dec. 3 – 10
$1,616 CAD per night
Guest favourite
Home in McHenry
Large 5 BR - Steps from Lake & Wisp!
May 5 – 12
$1,110 CAD per night

Weekly house rentals

Guest favourite
Home in Salisbury
Mountain Views, 4 bdrm, 1 1/2 bath, pet friendly
Jul. 27 – Aug. 3
$283 CAD per night
Guest favourite
Home in Swanton
Bev's House at Sunny Meadows
Jun. 18 – 25
$274 CAD per night
Guest favourite
Home in McHenry
Newly Renovated 2 Bed/2 Bath in Deep Creek
May 31 – Jun. 7
$329 CAD per night
Guest favourite
Home in Meyersdale
Our House on the GAP Bike Trail
Mar. 23 – 30
$148 CAD per night
Guest favourite
Home in Meyersdale
Shire Chalet
May 22 – 29
$207 CAD per night
Guest favourite
Home in Berlin
Winter Getaway-Central to ski resorts, snow tubing
Jan. 18 – 25
$295 CAD per night
Guest favourite
Home in Rockwood
"Roost" in Rockwood's oldest brick house
Aug. 19 – 26
$229 CAD per night
Guest favourite
Home in Mill Run
Ohiopyle Oasis~21 miles to Seven Springs~Hot tub
Mar. 31 – Apr. 7
$416 CAD per night
Guest favourite
Home in Friendsville
The Hobbit House
Jun. 16 – 23
$257 CAD per night
Guest favourite
Home in Swanton
Family friendly and Cozy, Sparkling CLEAN
May 10 – 17
$330 CAD per night
Guest favourite
Home in McHenry
*Winter Specials* close to Wisp*Hot Tub*Lakefront
Sep. 3 – 10
$730 CAD per night
Guest favourite
Home in Swanton
Log Cabin at the Lake, 5300+ sq ft of fun!
Oct. 14 – 21
$1,003 CAD per night

Private house rentals

Guest favourite
Home in Cumberland
Charming Home Near Downtown
Jun. 1 – 8
$165 CAD per night
Guest favourite
Home in Cumberland
Laverne's Lodge
Jun. 11 – 18
$175 CAD per night
Guest favourite
Home in Cumberland
Spacious house near the Park!
Mar. 24 – 31
$175 CAD per night
Guest favourite
Home in Cumberland
NEW LISTING-"Cumberland Cottage"-charming,quaint
Nov. 1 – 8
$228 CAD per night
Guest favourite
Home in Cumberland
WiggerZen
Dec. 8 – 15
$218 CAD per night
Guest favourite
Home in Cumberland
Cozy Cottage
Oct. 17 – 24
$184 CAD per night
Guest favourite
Home in Cumberland
Rails and Trails Retreat ~ historic home w. yard
Nov. 20 – 27
$400 CAD per night
Superhost
Home in Cumberland
The Art House
Jul. 5 – 12
$200 CAD per night
Guest favourite
Home in La Vale
Hila's House
Jul. 17 – 24
$219 CAD per night
Guest favourite
Home in Romney
Southern Charm Getaway in Romney, WV - Sleeps 6
Jun. 11 – 18
$181 CAD per night
Guest favourite
Home in Frostburg
Spacious & Well Furnished 3BR Home Away from Home
Apr. 11 – 18
$243 CAD per night
Guest favourite
Home in Somerset
Creekside Cottage at Rice Run
Nov. 4 – 11
$182 CAD per night

Quick stats about house rentals in Cumberland

Total rentals

40 properties

Rentals with dedicated workspaces

20 properties have a dedicated workspace

Pet-friendly rentals

10 properties allow pets

Family-friendly rentals

30 properties are a good fit for families

Total number of reviews

2.5K reviews

Nightly prices starting at

$54 CAD before taxes and fees

Destinations to explore

  1. Airbnb
  2. United States
  3. Maryland
  4. Allegany County
  5. Cumberland
  6. House rentals