
Holiday rentals with outdoor seating in Cumberland
Find and book unique Holiday Houses with Outdoor Seating on Airbnb
Top-rated Holiday Houses with Outdoor Seating in Cumberland
Guests agree: These Holiday Houses with Outdoor Seating are highly rated for location, cleanliness and more.

Bird's Eye View
Nestled high amidst the sturdy branches, "Bird's Eye View" is a sanctuary suspended between earth and sky. Located less than 5 minutes from Deep Creek Lake and perched among the foliage, our treehouse offers a panoramic perspective of the surrounding forest, granting its visitors an unparalleled vantage point to observe nature's wonders. Relax in the hot tub and take in an amazing sunset. The home is a harmonious blend of locally-crafted art and furniture to add rustic charm and modern comfort.

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.

NEW LISTING-"Cumberland Cottage"-charming,quaint
Relax in this charming, renovated rancher in a peaceful setting. Located outside of the city limits but convenient to attractions and dining. This home is comfy with all the amenities you have in your own home. Outside area for your children to play or for you to relax on the back porch. Cumberland is in easy driving distance to PA and WV. Enjoy cooking together and dining or playing games in the dining room, then relaxing in the living area. Renovated but still keeping the charm of a rancher.

The Caverne'-quaint EFF near C&O Canal, GAP & UPMC
This special place is close to everything Cumberland offers making it easy to plan your visit. Just minutes via bike to GAP and C&O Canal. This serviced apartment includes all the amenities a hotel room offers but with privacy and extra space. Off street parking is just steps away from the space where amenities include coin operated laundry & soda machine. Free wifi, tv, full size refrigerator, coffee maker with coffee etc provided, and micro & toaster oven for quick snacks or simple meals.

Great Location, Spacious, Comfy 2 bdrm 3 bed home
This home is centrally located near all things fun and exciting to do in Cumberland. Situated in a quiet residential neighborhood in the Western Maryland mountains. Minutes from historic downtown, the Potomac River, Rocky Gap State Park, Pennsylvania, the University of Pittsburg Medical Center, the C &O canal and much more. This home features 3 queen beds, 2 bedrooms both with 55" TV's and blackout curtains, a large separate dining room, a spacious kitchen, and living room with a 65" TV.

The Cottage on the Hill
Nestled against a hillside, at the end of a small city lane, sits a charming private retreat. Park in one of your reserved spaces and step down to a unique retreat high above the city to enjoy a vintage cottage with modern amenities. Walk to Historic Cumberland, enjoy local and regional attractions, or stay in and grill, build a fire, or play pool, poker, board or yard games. Well appointed, fully equipped, and with a beautiful view, come relax and enjoy this one of a kind location.

Mountain Oasis Cottage
Our Cottage is located at the base of a mountain on a dead end road it is very tranquil with a lot of deer that feed in the back yard. We are 15 minutes from the city of Cumberland Maryland where the “Western Maryland Bike Trail” is located and 30 minutes from historic Bedford, PA. The Cottage has two bedrooms that each feature queen size beds, one living room with a pull out queen size sofa bed, and a sitting room with a full size pull out sofa bed. Heated and cooled w/ mini splits.

The River House
A cozy, spacious and private get away with access to entire finished house. Located river front of the South Branch of the Potomac River, giving it the best view in the area. This cottage is also within 3 miles of C&O Canal, 17 miles from Historical Romney, 15 miles to Cumberland, MD and 10 miles to the Paw Paw, WV tunnel. 2 kayaks and 1 canoe available for river excursions. Come enjoy hiking, biking, kayaking, fishing or simply soak in all nature has to offer in the backyard.

Queen City Quarters- cozy, historic, 1920s home
Stay in a quiet setting as you explore Cumberland, MD. Enjoy a day trip on the nearby, scenic, steam train. Bike the Gap and C&O trail, minutes away. Explore the restored historic downtown with shopping and restaurants. This space is not suitable for small children or those with mobility concerns. No large groups or parties. Bedroom doors are louvered doors. See pictures. Research city and area if you are unfamiliar with economic conditions. We have a bike rack for 3 bikes.

Chalet in the Orchard; Romance, Luxury, Relaxation
The Chalet in the Orchard was designed with Romance, Luxury, and Relaxation in Mind. The Chalet offers many first class amenties to Enjoy with your Partner. * Movie Theater with Surround Sound * Tonal Digital Home Gym * Dedicated Work Space * Fast Wifi * Sauna * Hot tub * Outdoor TV * Gas and Wood Burning Fire Pit * Private outdoor Seating * Large Soaking Bathtub * Luxury Stone tile Shower * Heated Tile Bathroom Floors * Full Kitchen * Breville Espresso Machine * King Bed

Allegany Connection
NOTICE: extra santizing of hand touching areas in place for your protection. This eclectic 2-story duplex, late 18th century structure has both old and new charm. Single BR & bath upstairs; LR and Kit downstairs. Only 1 block from Main St. restaurants & unique shops. All are welcomed. Please bring your own infant bed. Sorry no pets. Free reserved parking for 1 vehicle & fast Wi-Fi. Instant booking is on. ABSOLUTELY NO SMOKING, or any kind is permitted inside our home.

Walk in the clouds Cabin
Amazing veiws! This cozy cabin over looks the Potomac river valley and Greenridge state forest. You can see mountain ranges from 3 different states. Enjoy the wilderness of West Virginia with only a short drive from, D.C. and Baltimore. Just 13 miles from Berkeley springs and famous PawPaw tunnel. Perfect couple getaway. Have a bigger family? Check out our sister cabin "Hummingbird Ridge" right down the road or book both. We look forward to having you on the mountain!
Popular amenities for Cumberland outdoor seating rentals
Holiday House Rentals with Outdoor Seating

Southern Charm Getaway in Romney, WV - Sleeps 6

Mtn. View~Cave Hot Tub~50 Ac~ATV Trails~Fishing

Arden House, Inwood WV

Our House on the GAP Bike Trail

The Country Ranch

Country Home Near Main St. & Trail

Flanigan Farmhouse - Cozy, modern 3 bdr on 4 acres

Our Shangri La
Apartment rentals with outdoor seating

Riverview Suite

Downtown Rustic Oasis II - Cyclists Welcome!

Private Studio Apartment - Own Entry

The Downtown Flat at Creekside

Rustic Ranch Guest Apartment

Charming 1-bdrm with balcony, Close to Everything.

2 BR Apt, 1 Mile to C&O & Gap Trail w/bike storage

Til Valhalla II
Condo rentals with outdoor seating

Charming 3BR Lakeview | Deck | Hot tub | W/D

Top of the Slopes | 4BR Ski-In/Ski-Out w/ Hot Tub

Lake Access/2BR/2Bath/kitchen/pool/5m to Wisp

Romantic condo with a view in historic Cumberland

Avalon Resort (Clothing Optional) Paw Paw WV Condo

Renovated 1BR Lakeview | Balcony

1 Mi to Wisp Resort: Hot Tub Haven in McHenry!

Cozy & spacious suite w/ loft. Lake Resort Lodge
When is the best time to visit Cumberland?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sep | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | $181 AUD | $179 AUD | $202 AUD | $194 AUD | $202 AUD | $193 AUD | $202 AUD | $209 AUD | $205 AUD | $202 AUD | $209 AUD | $209 AUD |
| Avg. temp | -3°C | -2°C | 2°C | 8°C | 13°C | 16°C | 18°C | 18°C | 15°C | 9°C | 4°C | -1°C |
Quick stats about holiday rentals with outdoor seating in Cumberland

Total holiday rentals
Explore 20 holiday rentals in Cumberland

Nightly prices starting at
Cumberland holiday rentals start at $90 AUD per night before taxes and fees

Verified guest reviews
Over 1,520 verified reviews to help you choose

Family-friendly holiday rentals
20 properties offer extra space and kid-friendly amenities

Rentals with dedicated workspaces
10 properties have a dedicated workspace

Wi-Fi availability
20 of Cumberland holiday rentals include Wi-Fi access

Popular amenities for guests
Guests love Kitchen, Wi-Fi and Pool across Cumberland rentals

4.9 Average rating
Cumberland stays are highly rated by guests—averaging 4.9 out of 5!
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- Rentals with outdoor seating Allegany County
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- Rentals with outdoor seating United States
- Wisp Resort
- Fallingwater
- Seven Springs Mountain Resort
- Whitetail Resort
- Berkeley Springs State Park
- Ohiopyle State Park
- Shawnee State Park
- Cacapon Resort State Park
- Blue Knob All Seasons Resort
- Laurel Mountain Ski Resort
- Lodestone Golf Course
- JayDee's Family Fun Center
- Warden Lake
- West Whitehill Winery
- Rock Gap State Park




