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

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.

Secluded 2 BR cabin in the forest awaits you!
Have you ever wanted to run away and live in the forest? Come and be enchanted by the sights and sounds of nature. Wake to the birds singing and deer wandering through the yard. At night, watch the stars in all of their brilliance! The cabin features a wall of windows giving you the true feeling of being in the forest! Cozy, yet spacious with 2 beds and baths, keypad entry, a front porch and large back deck, we have everything you need for a relaxing fun vacay with " Mother Nature".

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.

Country Home Near Main St. & Trail
Welcome to this charming and cozy home sitting at the highest point in Frostburg. Incredible mountain and forest views from the upstairs windows, lots of old house details and including two staircases and a sleeping porch. There are hardwood floors throughout. Lots of space to relax. Two full baths, one with shower and one with tub/shower. Gas range and fully stocked kitchen. Smart TV's in two bedrooms, and in the main living room. Strong Wifi, and a washer and dryer in the basement.

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.

The Nest near Deep Creek
Kick back and relax in this calm, stylish space. Brand new, beautiful one bedroom apartment above a detached garage just 5 miles from Deep Creek Lake. Beautifully designed space with craftsman quality large kitchen, king size neo-industrial walnut bed, live-edge vanity and wall cap, articulating lamp, all made by local craftsman. Leather pull out couch with queen bed sleeps two extra guests. Relax by the fire pit and listen to the birds in the woods.

Casselman View Cottage
Casselman View Cottage is perfectly located steps from the banks of the Casselman River, next tothe Mountain Grape Tavern, Spruce Forest Artisan Village, and The Historic Casselman River Bridge. A two-story cottage, with a full kitchen, the ultimate in hospitality is provided - located in the heart of Grantsville's Arts & Entertainment District. Also onsite is Maple & Vine Market, food and wine shop, and the Garrett County Arts Council Gallery Too!
Popular amenities for outdoor seating rentals in Cumberland
House rentals with outdoor seating

Southern Charm Getaway in Romney, WV - Sleeps 6

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

Hot tub/Pool Table/Wi-Fi/Gym/Views/Pets/Tanning

Our House on the GAP Bike Trail

Peaceful nature retreat nestled in a forested area

The Country Ranch

Our Shangri La

Flanigan Farmhouse - Cozy, modern 3 bdr on 4 acres
Apartment rentals with outdoor seating

Riverview Suite

Downtown Rustic Oasis II - Cyclists Welcome!

The Downtown Flat at Creekside

Private Studio Apartment - Own Entry

Turkeyfoot Wisteria Apartment

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
Apartment rentals with outdoor seating

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

2bd/2ba King Bed w/Resort Shuttle

Sleeps 7, 2BR, 4 BED, Ski IN/OUT, Pool , 7 Springs

7 Springs*4 Season Resort-Free shuttle*Sleeps 4

Mountain Views - Pet Friendly & Fall Color

Landlocked @ DCL Lakefront *Close to Wisp*

Seven Springs *Ski-in/Ski-out Condo 1 Bed, 1 Bath

Ski-In & Ski-Out Condo -7 Springs -Prime Location
When is the best time to visit Cumberland?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sep | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | € 105 | € 104 | € 117 | € 113 | € 117 | € 112 | € 117 | € 122 | € 119 | € 117 | € 122 | € 122 |
| 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 € 52 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 & child-friendly amenities

Rentals with dedicated workspaces
10 properties have a dedicated workspace

Wifi availability
20 of Cumberland holiday rentals include wifi access

Popular amenities for guests
Guests love Kitchen, Wifi 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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- Fallingwater
- Wisp Resort
- Seven Springs Mountain Resort
- Whitetail Resort
- Ohiopyle State Park
- Cacapon Resort State Park
- Shawnee State Park
- Berkeley Springs State Park
- Blue Knob All Seasons Resort
- Laurel Mountain Ski Resort
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- Warden Lake
- West Whitehill Winery
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