Pet-friendly vacation rentals in Cumberland

4.97 out of 5 average rating, 227 reviews

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.

4.97 out of 5 average rating, 102 reviews

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

5.0 out of 5 average rating, 115 reviews

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.

4.82 out of 5 average rating, 100 reviews

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.

4.95 out of 5 average rating, 121 reviews

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.

4.89 out of 5 average rating, 606 reviews

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.

4.98 out of 5 average rating, 130 reviews

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.

4.98 out of 5 average rating, 100 reviews

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.

4.92 out of 5 average rating, 106 reviews

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.

4.94 out of 5 average rating, 297 reviews

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.

4.91 out of 5 average rating, 117 reviews

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.

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.

4.89 out of 5 average rating, 300 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.

Popular amenities for Cumberland pet-friendly home rentals

Kitchen

Wifi

Pool

Free parking on premises

Air conditioning

Pet-friendly house rentals

4.91 out of 5 average rating, 277 reviews

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

A serene exterior view of Everlong showcases the inviting front deck surrounded by lush greenery. The wooden railing and steps lead to a comfortably designed patio space, framed by trees that highlight the home's natural setting.

4.99 out of 5 average rating, 143 reviews

Everlong ~ Pet-friendly Retreat on 2 Wooded Acres

4.97 out of 5 average rating, 210 reviews

An exterior view of the farmhouse displays rustic wooden siding and a green metal roof. A small deck with a seating area sits at the entrance, surrounded by manicured grass and flower beds. Lush trees and shrubbery frame the property, enhancing its natural setting.

Home in Warfordsburg

Tall Spruce Farmstead in South Central PA

A stone fireplace rises from the floor to the ceiling, flanked by two large windows adorned with sheer curtains. A simple wooden coffee table rests on a light-colored area rug, while a flat-screen TV is positioned nearby on a wooden stand, creating a cozy living space.

4.99 out of 5 average rating, 168 reviews

Our Shangri La

The A-frame lodge features a distinctive shape with a steeply pitched roof and large front windows. A welcoming green door is framed by wooden steps, leading to a spacious deck. Surrounding greenery offers a peaceful, natural setting.

4.92 out of 5 average rating, 131 reviews

Berkeley Springs Jungle Lodge w/ private stream

A gravel driveway leads to a modern house with large windows, surrounded by lush greenery. Black Adirondack chairs are arranged in a semicircle facing a stunning sunset over the distant mountains and a winding river below.

4.99 out of 5 average rating, 175 reviews

+ the Lodge+ @CPP -View- Hot Tub- Dog Friendly

A scenic view of rolling hills under a pastel sky at sunset, with a fence line in the foreground. A hot tub is situated on a spacious deck, surrounded by scenic greenery. A cozy living area features a neutral color palette, a comfortable seating arrangement, and soft lighting. The exterior showcases a charming house on expansive grounds.

4.98 out of 5 average rating, 377 reviews

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

4.88 out of 5 average rating, 213 reviews

Home in Cross Junction

Little Red Schoolhouse in Cross Junction

Pet-friendly home rentals with a pool

Chalet in Bath (Berkeley Springs)

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.

The Mountain House

4.88 out of 5 average rating, 276 reviews

The modern cabin is nestled among lush green trees, featuring a dark exterior with large windows. Two decks are visible, providing outdoor space. Stairs lead up from the gravel path to the main entrance, surrounded by nature.

4.98 out of 5 average rating, 131 reviews

Private hot tub, wooded, EV charger, 1-gig fiber i

4.92 out of 5 average rating, 297 reviews

A rustic cottage is showcased within a wooded setting, featuring a welcoming front porch with wooden railings. An American flag hangs beside the door, while decorative skis are mounted on the facade. A gravel driveway leads to a nearby garage.

Cottage in Swanton

*Deep Retreat* Fenced Dog Yard-Hot Tub-Fire Pit

4.98 out of 5 average rating, 84 reviews

Redbird Haven | Hot Tub • Pool • Pets Welcome

Superhost

Cabin in Morgan County

Cricket Chalet - Pets | Grill |Wifi | Game room

4.8 out of 5 average rating, 25 reviews

5.0 out of 5 average rating, 81 reviews

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

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.

4.86 out of 5 average rating, 73 reviews

Cabin w/King Bed, Hot Tub

A cozy outdoor gathering area is surrounded by trees, featuring a fire pit encircled by colorful adirondack chairs. Strings of warm lights are suspended above, creating a welcoming atmosphere. The cabin's exterior is visible in the background, framed by lush greenery.

4.97 out of 5 average rating, 79 reviews

Private Hot Tub | Fireplace Lounge | Forest Cabin

Private, pet-friendly home rentals

Superhost

4.89 out of 5 average rating, 192 reviews

Private Log Cabin, Fiber WiFi, Lots of Wildlife!

4.97 out of 5 average rating, 205 reviews

Hummingbird Ridge

4.99 out of 5 average rating, 125 reviews

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

Mountain Oasis Cottage

4.95 out of 5 average rating, 290 reviews

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

Easygoing

4.96 out of 5 average rating, 124 reviews

A cozy fire pit area is surrounded by multiple Adirondack chairs, nestled among mature trees. The spacious log home is visible in the background, featuring a gabled roof and large windows. The natural landscape offers a tranquil setting, enhancing the outdoor experience.

Cabin in Grantsville

Log Home on 11 acres w/ Hot Tub

4.9 out of 5 average rating, 114 reviews

Red Bud Acres ~ Spacious Family Cabin ~ Fast WiFi

4.9 out of 5 average rating, 210 reviews

A cozy living area features a dark sectional couch complemented by a patterned area rug. A small table is positioned beside the couch, and a television rests on a wooden console, creating a comfortable space for relaxation.

Apartment in Frostburg

The GreyLoo

A spacious deck features two locally made Adirondack chairs and a small wooden table, all positioned to enjoy the expansive views of the surrounding greenery and distant mountains. The warm colors of sunset can be seen in the sky, enhancing the serene atmosphere.