
Pet-friendly holiday rentals in Cumberland
Find and book unique pet-friendly homes on Airbnb
Quick stats about holiday rentals that are pet-friendly in Cumberland

Total holiday rentals
Explore 20 holiday rentals in Cumberland

Nightly prices starting at
Cumberland holiday rentals start at $156 NZD per night before taxes and fees

Verified guest reviews
Over 1,330 verified reviews to help you choose

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

Rentals with dedicated workspaces
10 properties have a dedicated workspace

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

Popular amenities for guests
Guests love Kitchen, Wifi and Pool across Cumberland rentals

4.8 Average rating
Cumberland stays are highly rated by guests—averaging 4.8 out of 5!
Top-rated pet-friendly home rentals in Cumberland
Guests agree: These pet-friendly homes are highly rated for location, cleanliness and more.

Mountain View Acres Getaway
Enjoy nature in a beautiful peaceful setting with 100 acres of privately owned property. Breathtaking panoramic views spanning 45 miles in a tranquil natural spot with hiking trails throughout. Handicap accessible. Within a short drive of 2 major ski resorts, the Flight 93 Memorial and 2 wineries. Several restaurants and a brewery also within a 15 minute drive. The property includes an outside firepit that is a favorite place for guests to relax and enjoy the breathtaking views of the mountains.

Covered Deck, Fire Pit, Hot Tub, Outdoor Shower
Escape to our modern industrial-chic-ish cabin nestled in the woods. A wilderness haven where contemporary and creative design meets nature face-to-face. Disconnect from the modern world, find inspiration, and create lasting memories. Embrace rustic elements, sleek lines, and raw textures. Renew creativity, bond with friends and loved ones, and embark on thrilling adventures while immersing yourself in the serenity of nature's embrace. Milam Ridge offers all of these experiences and more.

Our Shangri La
Take it easy at this unique and tranquil getaway. Our Shangri La is located above Prospect Overlook. National Geographic Magazine rated Prospect Overlook as one of the five best in the East. Views include three states: Pennsylvania, Maryland and West Virginia; and two rivers, the Potomac and Cacapon. Our Shangri La is 3 miles from the town of quaint town of Berkeley Springs, 9 miles from the picturesque Cacapon State Park and Cacapon Resort and golf (Robert Trent Jones masterpiece).

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.

Martha’s Cabin
Mountain Maryland's private cabin retreat is a completely renovated 1 bedroom, 1 bathroom getaway perfect for up to two guests. The peaceful wooded surroundings with walking paths to the property's creek will bring you relaxation and peace. Only minutes from Frostburg's small town attractions, Frostburg State University campus, downtown entertainment, shopping, local area hiking trails and state parks! Martha's Cabin is a perfectly tucked away yet with everything you need nearby.

Easygoing
Tired of the chaos and need a place to unwind and relax ? We have the perfect place for you! A quaint, quiet cabin to let you clear your mind and spirit after a day of hiking, biking or kayaking since we are only five miles from both the Paw Paw tunnel and the Potomac river. The cabin is equipped with electric, heating, stove top, microwave, large deck, hammock chairs, horseshoe pit, 2 double size futons with room to spare, indoor toilet but BEST of all is showering outside!

Cumberland Street House -GAP trail perfection!
Cyclists dream come true! The Cumberland Street House is less than a quarter mile from the Great Allegheny Passage - perfect for large groups! All of Cumberland's charm within walking distance. Downtown restaurants and shops only a half a mile away. Historic district, Cumberland Theatre & Western Maryland Scenic Railroad are just around the corner. Bikes can easily be stowed in the back room off the kitchen. Easy parking, and fenced-in yard is great for kids and pooches.

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.

The Shadoe on Greene
Just a stones-throw from everything Cumberland has to offer, The Shadoe on Greene is at the heart of it all. Literal steps from the Western Maryland Scenic Railroad, the Great Allegheny Passage trail & the Historic City Center, with a wide array of local shops and eateries. This unique property was built in the 1850's and has been lovingly restored to embrace it's history, as well as provide all of the modern amenities you'd expect.

Sweet 68
This stylish and unique place sets the stage for a memorable trip. You will feel right at home in this studio equipped with all the conveniences of home. Studio is in own private space with own entrance where you can sip some coffee on either of the patios. It is also located steps away from the hot tub. This studio apartment is located 1 mile off interstate 68. It is convenient to local restaurants in walking distance.

Hummingbird Ridge
Amazing views! This cozy cabin overlooks the Potomac Valley and Greenridge state forest. Enjoy viewing mountains ranges from 3 states. Unbeatable star gazing. Berkeley Springs is 13 miles away. The Paw Paw tunnel is 9 miles away. Plenty of local hiking, kayaking and fishing. The perfect getaway for a nature loving small family. We looking forward to having you on the mountain!

Modern Mountaintop Cabin with a gorgeous view
A modern mountain getaway with stunning views. Located on 8.5 acres and just two hours from DC, Baltimore and Pittsburgh, this makes the perfect spot for a relaxing weekend, a comfy remote work week, or an engagement! Berkeley Springs, the C&O Trail along the Potomac river, Green Ridge State Forest, and Cacapon Resort State Park are nearby.
Popular amenities for Cumberland pet-friendly home rentals
Pet-friendly house rentals

Everlong ~ Pet-friendly Retreat on 2 Wooded Acres

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

Grouseland's Pondside Vacation Cottage

Little Red Schoolhouse in Cross Junction

Berkeley Springs Jungle Lodge w/ private stream

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

the Lodge- Stunning View- Hot Tub- Dog Friendly

Highland House*Dog Friendly* Garage* sleeps 7
Pet-friendly home rentals with a pool

The Dreaming Tree, a Cozy 4-Bedroom A-frame Cabin

Cabin w/King Bed, Hot Tub

Wooded Nest, Cozy 3BR Chalet Near Spas & Hiking

The Mountain House

Toasted Marshmallow Chalet | Hot Tub & Fire Pit

Starry Night Cabin in The Woods Resort

Redbird Haven | Hot Tub • Pool • Pets Welcome

Starcatcher Chalet, The Woods Resort
Private, pet-friendly home rentals

Firepit, view, hiking, hot tub @ mountain A-frame!

VIEWS! Fire Pit|River Access|Pool Table|Arcade

Mountain Maryland Getaway

Moss Hill ~ Cozy Cabin w/Hot Tub & Fast Wi-Fi!

Private Spa Retreat in the Mountains~Sauna-Hot tub

Log Home on 11 acres w/ Hot Tub

Rooster Wrest in the Trees

The Nest: Modern Cabin Retreat on 5 Wooded Acres
When is the best time to visit Cumberland?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sept | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | $226 NZD | $226 NZD | $226 NZD | $208 NZD | $208 NZD | $217 NZD | $219 NZD | $243 NZD | $257 NZD | $234 NZD | $243 NZD | $243 NZD |
| 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 |
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- Fallingwater
- Wisp Resort
- Seven Springs Mountain Resort
- Ohiopyle State Park
- Berkeley Springs State Park
- Cacapon Resort State Park
- Rock Gap State Park
- Whitetail Resort
- Deep Creek Lake State Park
- Swallow Falls State Park
- Blue Knob All Seasons Resort
- Laurel Hill State Park
- Green Ridge State Forest
- Fort Ligonier
- Fort Necessity National Battlefield
- Laurel Ridge State Park
- Old Town Winchester Walking Mall
- Museum of the Shenandoah Valley
- Shawnee State Park
- Laurel Mountain Ski Resort
- Lodestone Golf Course
- Linn Run State Park
- Western Maryland Scenic Railroad





