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 €70 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

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 spacesQuiet

4.97 out of 5 average rating, 227 reviews

Top guest favorite

The exterior of the home is portrayed against a colorful sunset, with a spacious lawn framed by trees. A seating area with chairs is visible near the porch, while a gravel pathway leads to the inviting entrance of the house.

Home in Grantsville

Riverside Cabin! Riverfront Sauna! Theater Room!

The charm of this Riverside Retreat nestled on the banks of the Casselman River welcomes you the moment you arrive… Just 25 minutes from Deep Creek Lake! Blending classic character with modern comfort. Furnished with modern sofas, designer decor, and plush hybrid beds! Amenity Highlights- ➡️ High End Breville Espresso machine ➡️ Theater Room ➡️ 75 inch tv in the great room ➡️ Massive wood burning fireplace ➡️ Sunken hot tub overlooking the river ➡️ Barrel Sauna NOTE- $150 pet fee PER PET

Outdoor spacesHikingSleep quality

4.97 out of 5 average rating, 102 reviews

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

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 spacesCheck-in

5.0 out of 5 average rating, 115 reviews

Guest favorite

A two-story house is set amidst lush greenery, featuring a covered front porch with white railings. The stone pathway leads to the entrance, while large trees provide ample shade. The exterior is painted in light colors, complementing the natural surroundings.

Home in Frostburg

Lucky Lee Street

Welcome to Lucky Lee! This 3-bedroom 2 bath home is centrally located and within walking distance to local restaurants, bars, and activities along main street. The house has historic charm, just like the city of Frostburg, as the house was built in 1874. It is within walking distance to the Great Allegany Passage trail for hiking and biking, about 45 minutes from Deep Creek Lake to swim, boat and ski and 20 minutes from Rocky Gap Casino and Resort. Close to Frostburg State University.

Outdoor spacesWalkabilityQuiet

4.82 out of 5 average rating, 100 reviews

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

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.

PetsWalkabilityCheckout

4.95 out of 5 average rating, 121 reviews

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

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.

PetsWalkabilityTV

4.89 out of 5 average rating, 606 reviews

Top guest favorite

The exterior of a single-family house is shown, featuring a light gray facade and a welcoming yellow front door. An American flag flutters above the steps, which are bordered by colorful flower pots. A well-maintained lawn complements the inviting entrance.

Home in Meyersdale

Our House on the GAP Bike Trail

Our house in Meyersdale is a single-family house just a block from the GAP bike trail on a quiet street and walking distance to the middle of town. The house is ideal for travelers riding the GAP, skiers visiting the slopes nearby, or those looking for some quiet time in the country. Ideal for individuals or small families. (Pls note: Trains come through town and the whistles can be heard during the day or night. There is also a fire whistle to alert volunteers to emergencies.)

WalkabilityPetsFamily

4.91 out of 5 average rating, 277 reviews

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

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.

Outdoor spacesWalkabilityKitchen

4.98 out of 5 average rating, 130 reviews

Top guest favorite

The cabin exterior showcases a blend of rustic wooden siding and modern architectural design. Warm lights illuminate large windows, highlighting the inviting entrance. Surrounding trees provide a natural backdrop, and a large stone is visible in the foreground, enhancing the private woodland setting.

Cabin in Accident

Rustic Luxe Cabin (4x4 Required)

Situated on 10 acres and surrounded by a 600-acre nature conservancy, Rustic Lux is a new construction that fuses the charming details of a rustic cabin with high-end modern luxury. Guests can enjoy complete privacy with quick access to all the wonders of Deep Creek Lake! Rustic Lux is only 4 miles from the lake and Wisp Ski Resort. The road back to the cabin is a little rough but is pretty flat and in no way dangerous. We recommend 4 wheel drive vehicles.

Outdoor spacesCleanlinessGrill

4.98 out of 5 average rating, 100 reviews

Guest favorite

A side view of the home reveals a light blue exterior with large windows, surrounded by a lush green lawn. A wooden picnic table is situated on the grass, offering a space to enjoy the outdoors under the shade of a nearby tree.

Guesthouse in Cumberland

The Hidden Tree

Nestled in the heart of Cumberland. Our cozy home offers a perfect blend of comfort and convenience for your stay. Whether you're here for business or leisure, we've got you covered! Conveniently located near UPMC Hospital, Planet fitness, Downtown Cumberland, Rocky Gap Casino and much more! Explore the vibrant neighborhood or venture out to discover the hidden gems of Cumberland. Book your stay at “The Hidden Tree” today and make unforgettable memories.

WalkabilityOutdoor spacesValue

4.92 out of 5 average rating, 106 reviews

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

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.

PetsWalkabilityLocation

4.94 out of 5 average rating, 297 reviews

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

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.

PetsOutdoor spacesLong stay

4.91 out of 5 average rating, 117 reviews