
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.

Romantic, hot tub, king bed, private, pet-friendly
Uniquely spacious escape for couple, small family, or solo traveler. 30-foot great room, wall of windows facing large deck, oak floors NEW HOT TUB in private setting. King bedroom with en suite bath; loft has twin bed. Modern with touches of mcm & vintage create a magical retreat for you in the treetops. On 2 acres. Hike to top of Cacapon Mountain from back door. Quick drive (3 mins) to private community pool/hot tub/tot pool (summer only). 10 minutes to Berkeley Springs with Roman Baths, arts s

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.

Southern Charm Getaway in Romney, WV - Sleeps 6
Beautiful, comfortable & clean family friendly getaway in West Virginia's first town! Located in the center of town and walking distance to restaurants, public library, boutiques, shopping, historical sites, Civil War trenches, public pool and Visitor's Center. Just a few short miles to The Potomac Eagle Scenic Excursion Train & to the South Branch of the Potomac River for fishing and canoeing. You will find many day trip activities within an hours' distance, including Skiing, hiking &biking

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.

Grouseland's Pondside Vacation Cottage
Set about a quarter mile off the road, our pet friendly solar powered vacation cottage is a perfect getaway for anyone trying to spend some alone time with nature! Guests have complete privacy inside the cottage with a full kitchen, two TV's, Wi-Fi, and a mini split system for heating and cooling. As well as exclusive access to the hot tub, fire pit and pond outside! We also have various shared hiking trails through the woods surrounding the cottage for campers and cottage guests to enjoy!

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".

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.

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.
Popular amenities for Cumberland outdoor seating rentals
Holiday House Rentals with Outdoor Seating

Everlong ~ Pet-friendly Retreat on 2 Wooded Acres

Abby's Lookout - Raised Retreat w/Hot Tub & WiFi

4BR: Chef’s Kitchen, Wood Stove, Resort Access

A-Frame Mountain Retreat

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

Simply Scandi- Modern Mt Retreat

Rines' Country Getaway

Our House on the GAP Bike Trail
Apartment rentals with outdoor seating

NamaStay Playhouse

Downtown Rustic Oasis II - Cyclists Welcome!

Ridgeview Suite

Apt In Historic Cumberland, MD

Mountain Meltdown - Pet Friendly | Wifi | Fire Pit

Tiny Cabin w Fire Pit Game Room and Dog Friendly

The Downtown Flat at Creekside

Rustic Ranch Guest Apartment
Other holiday rentals with outdoor seating

Hot Tub Hideaway | Fire Pit, Records & Forest Air

Delightful one-bedroom cabin on scenic farm

“The Loft” Guest House w/wifi workspace, gym etc

Paloma House Retreat

Mountain Maryland Getaway

The Dacha. Rebirth sauna experience

Acorn Palace at Rocky Gap

Retriever’s Retreat ~ High-Tech Log Cabin Oasis
When is the best time to visit Cumberland?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sep | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | $172 AUD | $170 AUD | $192 AUD | $185 AUD | $192 AUD | $183 AUD | $192 AUD | $199 AUD | $195 AUD | $192 AUD | $192 AUD | $185 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 $85 AUD per night before taxes and fees

Verified guest reviews
Over 1,640 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, 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
- Rentals with outdoor seating Maryland
- Rentals with outdoor seating United States
- Wisp Resort
- Seven Springs Mountain Resort
- Fallingwater
- Whitetail Resort
- Berkeley Springs State Park
- Ohiopyle State Park
- Cacapon Resort State Park
- Blue Knob All Seasons Resort
- Green Ridge State Forest
- Rock Gap State Park
- Deep Creek Lake State Park
- Old Town Winchester Walking Mall
- Swallow Falls State Park
- Museum of the Shenandoah Valley
- Laurel Hill State Park
- Fort Ligonier
- Fort Necessity National Battlefield
- Laurel Ridge State Park




