Pet-friendly vacation rentals in Cumberland

4.97 out of 5 average rating, 215 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.

PetsWalkabilityView

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, 219 reviews

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

* Unforgettable panoramic mountain views from the oversized deck * Game-packed getaway: pool table, foosball & 60-game arcade * Private 8+ acre retreat — quiet, secluded & star-filled nights * Lighted fire pit with complimentary wood for cozy evenings * Spacious 3BR layout perfect for families or couples * Fully stocked kitchen + propane grill * Fast Fiber Wi-Fi perfect for remote work * Minutes to nearby hiking and Berkeley Springs * Endless recreation opportunities on the nearby Cacapon River

Outdoor spacesPetsHeating

4.99 out of 5 average rating, 122 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 spacesWifi

4.95 out of 5 average rating, 113 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.

Outdoor spacesWalkabilityHospitality

4.89 out of 5 average rating, 600 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 spacesWalkabilityAir conditioning

4.98 out of 5 average rating, 125 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.

WalkabilityOutdoor spacesIndoor spaces

A spacious log cabin surrounded by trees features a large multi-level deck with a hot tub and outdoor seating. The inviting interior includes a cozy fireplace, a comfortable bed, and ample natural light, providing a serene atmosphere for relaxation.

4.9 out of 5 average rating, 606 reviews

Horizon Hill - Log Cabin w/Hot Tub & Views!

Horizon Hill is a beautiful log home in Berkeley Springs, WV. Less than 2 hours from DC & Baltimore. Great for couples, families, and groups. Large three level deck with hot tub to enjoy the amazing mountain views. Warm up to next to the fire place at night. Nicely decorated and equipped with super fast Starlink Wi-Fi, Netflix, Amazon Prime & fully stocked kitchen for cooking. Only 2 minutes to Cacapon State Park and 15 minutes (easy drive) to Berkeley Springs. Dogs welcome!

PetsOutdoor spacesIndoor spaces

4.95 out of 5 average rating, 277 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.

WalkabilityPetsLaundry

4.92 out of 5 average rating, 111 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.

PetsWalkabilityQuiet

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 spacesSleep quality

4.96 out of 5 average rating, 198 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!

WalkabilityPetsComfort

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, 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.

PetsWalkabilityDecor

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, 138 reviews

Everlong ~ Pet-friendly Retreat on 2 Wooded Acres

Outdoor spacesPetsSleep quality

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, 161 reviews

Our Shangri La

Outdoor spacesPetsAir conditioning

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.

4.93 out of 5 average rating, 128 reviews

Berkeley Springs Jungle Lodge w/ private stream

Outdoor spacesWalkabilityDecor

4.97 out of 5 average rating, 176 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

Outdoor spacesWalkabilityNearby

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

WalkabilityPetsHospitality

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, 373 reviews

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

WalkabilityPetsParking

4.92 out of 5 average rating, 345 reviews

A panoramic view of lush green mountains stretches out below, with a soft sunrise illuminating the horizon. The scene captures varying shades of green from the trees, contrasting with the delicate pastel colors of the sky.

Home in Hedgesville

Round Mountn Top House! Prof. Cleaned w EV-chrger

PetsWalkabilityAccuracy

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, 169 reviews

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

Outdoor spacesWalkabilityGetting around

Pet-friendly home rentals with a pool

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, 122 reviews

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

Outdoor spacesWalkabilityComfort

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.

4.87 out of 5 average rating, 271 reviews

The Mountain House

WalkabilityPetsSkiing

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.

4.97 out of 5 average rating, 76 reviews

Romantic Cabin Retreat | King Bed, Pet-Friendly

Outdoor spacesWalkabilityFamily

4.94 out of 5 average rating, 66 reviews

The exterior view highlights a circular cabin surrounded by a forest. A spacious deck is visible, furnished with two red chairs, a small table, and a fire pit. Stacked firewood is neatly arranged, while a charcoal grill is positioned at the corner.

Home in Berkeley County

Mushroom Treehouse Woods Retreat (2br/1.5ba)

Outdoor spacesWalkabilityGrill

5.0 out of 5 average rating, 75 reviews

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

PetsOutdoor spacesGrill

4.98 out of 5 average rating, 80 reviews

Redbird Haven | Hot Tub • Pool • Pets Welcome

Outdoor spacesPetsCheck-in

4.96 out of 5 average rating, 83 reviews

A hot tub is situated on a wooden deck, surrounded by trees. Evening light casts a warm glow, enhancing the inviting turquoise water. The sky transitions from daylight to dusk, creating a serene atmosphere, perfect for relaxation.

Cabin in Hedgesville

Toasted Marshmallow Chalet | Hot Tub & Fire Pit

Outdoor spacesPetsView

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.

4.97 out of 5 average rating, 39 reviews

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

WalkabilityPetsBiking

Private, pet-friendly home rentals

4.95 out of 5 average rating, 285 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 spacesBathroom

5.0 out of 5 average rating, 108 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

Outdoor spacesWalkabilityComfort

4.98 out of 5 average rating, 206 reviews

The exterior of the cabin is showcased, featuring large vaulted windows that allow natural light to fill the space. The deck is furnished with a table and chairs, surrounded by a lush yard and trees displaying autumn colors.

Cabin in Gerrardstown

The Nest: Modern Cabin Retreat on 5 Wooded Acres

Outdoor spacesPetsSleep quality

4.91 out of 5 average rating, 199 reviews

The Hideaway~Remote Cabin ~Hot Tub~Fast Internet!

PetsWalkabilityAccuracy

Bungalow in Great Cacapon

A spacious deck features a round table surrounded by six metal chairs, shaded by a green umbrella. Potted plants and flowers add greenery, while a small American flag sits among the foliage. The trees provide a natural backdrop, creating a tranquil outdoor space.

4.9 out of 5 average rating, 636 reviews

Rooster Wrest in the Trees

Outdoor spacesPetsHeating

Superhost

4.89 out of 5 average rating, 191 reviews

Private Log Cabin, Fiber WiFi, Lots of Wildlife!

WalkabilityOutdoor spacesSleep quality

Guesthouse in Bath (Berkeley Springs)

The exterior of Pond Hill Guesthouse is presented with a welcoming front porch, featuring seating areas and garden beds. A sturdy metal roof covers the structure, and a wooden fence adds privacy. The surrounding landscape includes a grassy yard with seasonal greenery.

4.96 out of 5 average rating, 426 reviews

Pond Hill Guesthouse- 2 Bedroom w/Hot Tub & WiFi!!

Outdoor spacesPetsComfort