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

Total vacation rentals
Explore 10 vacation rentals in Cumberland

Nightly prices starting at
Cumberland vacation rentals start at $80 per night before taxes and fees

Verified guest reviews
Over 1,410 verified reviews to help you choose

Family-friendly vacation rentals
10 properties offer extra space & kid-friendly amenities

Rentals with dedicated workspaces
10 properties have a dedicated workspace

Wi-Fi availability
10 of Cumberland vacation 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.
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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.
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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.
Outdoor spacesPetsCheck-in

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.
PetsWalkabilityCheck-in

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.
PetsOutdoor spacesIndoor spaces

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!
Outdoor spacesPetsTV

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.
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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.
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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.
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Sqyrls Nest - hot tub, pets, fire pit, game room
Tucked away in the peaceful woods just outside of historic Berkeley Springs, Sqyrls Nest is the perfect mountain hideaway for those craving a little adventure, relaxation, and everything in between. Whether you're soaking in the hot tub under the stars, sipping coffee on the screened-in porch, or gathering around the campfire with friends, this private vacation home is designed for making memories.
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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!
PetsWalkabilityHiking

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.
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Popular amenities for Cumberland pet-friendly home rentals
Pet-friendly house rentals

Everlong ~ Pet-friendly Retreat on 2 Wooded Acres
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Berkeley Springs Jungle Lodge w/ private stream
Outdoor spacesPetsHeating

Our Shangri La
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Hot tub/Pool Table/Wi-Fi/Gym/Views/Pets/Tanning
Outdoor spacesWalkabilityDecor

Little Red Schoolhouse in Cross Junction
Outdoor spacesPetsHot tub

KLAE House - nestled among the trees
PetsWalkabilityHospitality

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

Cozy Orchard Home bike trail, hiking-dog friendly
PetsWalkabilityBreakfast
Pet-friendly home rentals with a pool

The Mountain House
WalkabilityOutdoor spacesLocation

Romantic, hot tub, king bed, private, 1-gig fiber
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Romantic Cabin Retreat | King Bed, Pet-Friendly
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Cabin w/King Bed, Hot Tub
Outdoor spacesPetsPool

Redbird Haven | Hot Tub • Pool • Pets Welcome
Outdoor spacesWalkabilityHot tub

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

Large Luxury Cabin & Hot Tub & Fire Pit &Game Room
Outdoor spacesWalkabilitySleep quality

Nature Retreat |Sauna·HotTub·GameRoom·4BR 3Bath
PetsWalkabilityGrill
Private, pet-friendly home rentals

Private Log Cabin, Fiber WiFi, Lots of Wildlife!
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Horizon Hill - Log Cabin w/Hot Tub & Views!
WalkabilityOutdoor spacesGetting around

Rooster Wrest in the Trees
PetsWalkabilityHot tub

VIEWS! Fire Pit|River Access|Pool Table|Arcade
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The Hideaway~Remote Cabin ~Hot Tub~Fast Internet!
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Dreamtime - Modern A-Frame Cabin w/ Hot tub
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Mountain Maryland Getaway
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The Hidden Tree
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When is the best time to visit Cumberland?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sep | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | $130 | $130 | $130 | $141 | $144 | $130 | $126 | $140 | $148 | $135 | $140 | $140 |
| Avg. temp | 26°F | 28°F | 36°F | 46°F | 55°F | 62°F | 65°F | 64°F | 59°F | 49°F | 39°F | 31°F |
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