Pet-friendly vacation rentals in Cumberland

4.97 out of 5 average rating, 224 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.

PetsWalkabilityLong stay

4.97 out of 5 average rating, 100 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

Outdoor spacesConditionWifi

5.0 out of 5 average rating, 111 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.

Outdoor spacesPetsHiking

4.99 out of 5 average rating, 124 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

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.

PetsOutdoor spacesParks

4.95 out of 5 average rating, 119 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.

WalkabilityPetsCheckout

4.89 out of 5 average rating, 605 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.

Outdoor spacesWalkabilityBreakfast

4.91 out of 5 average rating, 276 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

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.)

WalkabilityOutdoor spacesGetting around

4.98 out of 5 average rating, 128 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.

WalkabilityPetsView

4.92 out of 5 average rating, 104 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.

WalkabilityPetsCheckout

4.94 out of 5 average rating, 290 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.

Outdoor spacesWalkabilityQuiet

4.92 out of 5 average rating, 115 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.

PetsOutdoor spacesLong stay

4.97 out of 5 average rating, 203 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!

WalkabilityPetsGetting around

Popular amenities for Cumberland pet-friendly home rentals

Kitchen

Wifi

Pool

Free parking on premises

Air conditioning

Pet-friendly house rentals

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, 142 reviews

Everlong ~ Pet-friendly Retreat on 2 Wooded Acres

PetsOutdoor spacesCheckout

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

WalkabilityOutdoor spacesBiking

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

PetsOutdoor spacesAccess

4.97 out of 5 average rating, 184 reviews

A modern kitchen and dining area feature sleek white cabinets and a butcher block countertop. A central island with stools provides additional seating. The space is well-lit through large windows, with a dining table positioned nearby and a living area visible in the background.

Home in Fort Hill

KLAE House - nestled among the trees

WalkabilityOutdoor spacesIndoor spaces

4.97 out of 5 average rating, 209 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

Outdoor spacesPetsWifi

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, 375 reviews

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

PetsWalkabilityValue

4.94 out of 5 average rating, 142 reviews

An outdoor space features a hot tub and a seating area with modern chairs surrounding a wood coffee table. The area is nestled among trees, and a stone pathway leads up to a set of stairs leading to the cottage.

Home in Great Cacapon

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

Outdoor spacesPetsHeating

4.93 out of 5 average rating, 106 reviews

Secluded WV Getaway! Hot tub, Sauna, & Game Room

PetsOutdoor spacesKitchen

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.

4.88 out of 5 average rating, 275 reviews

The Mountain House

WalkabilityOutdoor spacesComfort

4.92 out of 5 average rating, 294 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

WalkabilityOutdoor spacesLocation

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.

4.98 out of 5 average rating, 123 reviews

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

WalkabilityOutdoor spacesAmenities

5.0 out of 5 average rating, 79 reviews

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

WalkabilityPetsNearby

Superhost

Cabin in Morgan County

4.79 out of 5 average rating, 24 reviews

Cricket Chalet - Pets | Grill |Wifi | Game room

WalkabilityPetsHospitality

4.98 out of 5 average rating, 84 reviews

Redbird Haven | Hot Tub • Pool • Pets Welcome

Outdoor spacesWalkabilityDecor

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.

4.93 out of 5 average rating, 73 reviews

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

WalkabilityPetsIndoor spaces

The spacious living area features a cozy arrangement of a sectional sofa and a wooden coffee table. Large windows provide ample natural light, showcasing the outdoor view. A stone fireplace is prominently displayed, and a flat-screen television is mounted above it, indicating entertainment options.

4.99 out of 5 average rating, 76 reviews

Wooded Cabin Escape | Fire Pit | Pool & Hot Tub

PetsWalkabilityLaundry

Private, pet-friendly home rentals

A green lawn surrounds a cabin with a screened-in porch facing the Cacapon River. A stone patio area features seating and a fire pit, framed by tall trees. The soft bank of the river is visible beyond the cabin, adding to the serene natural setting.

4.95 out of 5 average rating, 233 reviews

Cacapon River Cabin

PetsOutdoor spacesCheck-in

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.

4.99 out of 5 average rating, 224 reviews

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

WalkabilityOutdoor spacesCheckout

4.96 out of 5 average rating, 209 reviews

Pickleball - Hoops - Disc Golf - Zero Curfew

Outdoor spacesWalkabilityCondition

Superhost

4.89 out of 5 average rating, 191 reviews

Private Log Cabin, Fiber WiFi, Lots of Wildlife!

Outdoor spacesWalkabilityHospitality

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

WalkabilityOutdoor spacesComfort

4.96 out of 5 average rating, 123 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

PetsOutdoor spacesParks

4.95 out of 5 average rating, 172 reviews

The exterior showcases a charming chalet surrounded by trees, featuring a spacious wrap-around deck with patio seating and a fire pit area. The large windows reflect the warm indoor lights, revealing an inviting atmosphere that complements the natural surroundings.

Chalet in Swanton

Ella Bella Chalet: Hot Tub, Stunning Views, Wi-Fi

WalkabilityOutdoor spacesBathroom