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.

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Top guest favorite
A cozy living area features wooden paneling and a stone fireplace with an active flame. Two deer heads are mounted on the wall. A television is positioned above the fireplace, and small evergreen trees add a touch of nature to the space.
Guesthouse in Fairhope
4.97 out of 5 average rating, 216 reviews

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.

WalkabilityOutdoor spacesView

Top guest favorite
A cozy bedroom features a spacious bed with decorative pillows, complemented by a unique wood-paneled accent wall. A desk sits nearby, illuminated by natural light from a large window that offers a view of the surrounding greenery, enhancing the room's serene atmosphere.
Cabin in Springfield
5.0 out of 5 average rating, 109 reviews

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.

PetsOutdoor spacesView

Top guest favorite
The cottage exterior features a light-colored facade complemented by dark trim. A flag gently waves in the breeze, and surrounding lush greenery contributes to the tranquil setting. A gravel pathway leads to the entrance, creating an inviting access point.
Cottage in Hyndman
4.99 out of 5 average rating, 122 reviews

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

Top guest favorite
A charming cabin stands amidst lush greenery, showcased by tall trees that frame its entrance. The front porch is accessible via a small set of stairs, with a path lined by gravel leading to the door. Natural light filters gently through the surrounding foliage.
Cabin in Frostburg
4.95 out of 5 average rating, 113 reviews

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

Guest favorite
A vibrant red window frame complements the natural light streaming through diamond-shaped panes. A potted plant sits on a wooden shelf beneath the window, alongside wooden signs that read 'WELCOME' and 'Make Some Memories.' A bicycle-themed artwork is displayed nearby.
Home in Cumberland
4.89 out of 5 average rating, 600 reviews

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

Guest favorite
A wooden cabin is nestled among tall trees, featuring a dark exterior and a metal roof. A wraparound deck provides an elevated view of the surrounding forest, with large windows allowing natural light to fill the interior.
Cabin in Paw Paw
4.95 out of 5 average rating, 285 reviews

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

Top guest favorite
The cottage is nestled among vibrant autumn foliage along the riverfront. A rock cliff rises behind it, while a winding path leads to the house, which is surrounded by a mix of colorful trees. The serene river can be seen nearby.
Cottage in Green Spring
4.98 out of 5 average rating, 126 reviews

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.

WalkabilityOutdoor spacesLaundry

Top guest favorite
A cozy living room is presented with a leather sofa and a rustic coffee table. A traditional bookshelf filled with decor and framed photos is situated against a brick wall. A television is mounted above a brick fireplace, enhancing the gathering space.
Townhouse in Cumberland
4.95 out of 5 average rating, 279 reviews

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.

WalkabilityOutdoor spacesParking

Top guest favorite
A bright studio space features a spacious bed dressed in striped bedding. Two white chairs with orange cushions are positioned near a large window, allowing ample natural light. A round rug complements the warm flooring, while a modern clock adorns the wall.
Apartment in La Vale
4.92 out of 5 average rating, 111 reviews

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.

WalkabilityOutdoor spacesLayout

Guest favorite
Home in Bath (Berkeley Springs)
4.96 out of 5 average rating, 111 reviews

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.

PetsOutdoor spacesCheckout

Top guest favorite
Cabin in Great Cacapon
4.96 out of 5 average rating, 199 reviews

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

Superhost
An outdoor deck features a long dining table surrounded by several chairs, positioned to maximize mountain views. A propane grill is located at one end, and plush seating is set at the opposite side, all beneath a partly cloudy sky.
Cabin in Great Cacapon
4.89 out of 5 average rating, 296 reviews

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.

Outdoor spacesPetsKitchen

Popular amenities for Cumberland pet-friendly home rentals

Pet-friendly home rentals with a pool

Guest favorite
A spacious interior features vaulted wooden ceilings and large windows, allowing natural light to fill the room. A wooden dining table is surrounded by several chairs. A comfortable seating area includes an armchair and a rocking chair, offering views of the outdoors.
Chalet in Bath (Berkeley Springs)
4.88 out of 5 average rating, 272 reviews

The Mountain House

WalkabilityOutdoor spacesLocation

Top guest favorite
A private rear deck is visible, featuring a spacious hot tub nestled among trees. A table and chairs sit nearby, illuminated by string lights that create a cozy ambiance. The cabin's green exterior blends harmoniously with the surrounding natural landscape.
Cabin in Bath (Berkeley Springs)
4.98 out of 5 average rating, 122 reviews

Romantic, hot tub, king bed, private, 1-gig fiber

Outdoor spacesWalkabilityView

Top guest favorite
A private hot tub is nestled in a tranquil wooded setting, surrounded by tall trees. Soft lighting from string lights enhances the serene atmosphere. Comfortable outdoor chairs are positioned nearby, inviting relaxation amidst the natural surroundings.
Cabin in Bath (Berkeley Springs)
4.97 out of 5 average rating, 77 reviews

Romantic Cabin Retreat | King Bed, Pet-Friendly

WalkabilityPetsIndoor spaces

Superhost
The cabin features a green exterior with a distinctive gabled roof and wooden accents. Two yellow chairs are placed on a small wooden deck at the entrance, surrounded by lush greenery and gravel pathways, enhancing the natural woodland setting.
Home in Bath (Berkeley Springs)
4.87 out of 5 average rating, 68 reviews

Cabin w/King Bed, Hot Tub

Outdoor spacesPetsPool

Top guest favorite
Cabin in Bath (Berkeley Springs)
4.98 out of 5 average rating, 81 reviews

Redbird Haven | Hot Tub • Pool • Pets Welcome

Outdoor spacesWalkabilityHot tub

Top guest favorite
Cabin in Bath (Berkeley Springs)
5.0 out of 5 average rating, 75 reviews

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

Outdoor spacesWalkabilityLocation

Top guest favorite
A spacious cabin is nestled among bare trees as the sun sets, showcasing a wrap-around deck with outdoor seating. The screened-in porch reflects warm lights, while a fire pit area features several Adirondack chairs and an orange umbrella. A gravel driveway leads to the entrance.
Cabin in Bath (Berkeley Springs)
4.97 out of 5 average rating, 39 reviews

Large Luxury Cabin & Hot Tub & Fire Pit &Game Room

Outdoor spacesWalkabilitySleep quality

Guest favorite
A spacious living area features large windows that invite natural light, revealing views of the surrounding trees. A comfortable sectional sofa is arranged around a wood coffee table, harmonizing with the wood paneling and ceiling beams. A modern TV is mounted on the wall, enhancing the gathering space.
Cabin in Bath (Berkeley Springs)
4.93 out of 5 average rating, 69 reviews

Nature Retreat |Sauna·HotTub·GameRoom·4BR 3Bath

PetsWalkabilityGrill

When is the best time to visit Cumberland?

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Avg. price$130$130$130$141$144$130$126$140$148$135$140$140
Avg. temp26°F28°F36°F46°F55°F62°F65°F64°F59°F49°F39°F31°F

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