Pet-friendly vacation rentals in Cumberland

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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 spacious covered porch features a swing and a hammock for relaxation. Vibrant red chairs are positioned on the right side, alongside a table. The flooring is light-colored, enhancing the open feel, with large windows allowing natural light to enter.

Home in Rio

4.99 out of 5 average rating, 140 reviews

Mountaintop Cabin w/ Outdoor Tub

Come unwind at our mountaintop cabin! Whether it’s the (new cast iron) soaking tub on the back porch, the two hammocks, our giant firepit, or the comfy king bed in the loft, you’ll want to sit, sip, snuggle and tell tall tales as the sun sets and stars shine. Second small bedroom doubles as an office. A gas stove twinkles inside while an antique spiral staircase adds elegance. Fully-equipped kitchen, laundry, and Starlink to provide top-tier connectivity. We’re kid friendly and dog positive too!

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, 143 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.

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, 114 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 and wildlife 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. We also have central air!!

Top guest favorite

A cozy vacation cottage is showcased in a winter scene, surrounded by snow-covered trees. The entrance features a welcoming porch adorned with holiday decorations. The pond, partially visible behind the cottage, is tranquil under a light snowfall, enhancing the peaceful atmosphere.

Home in Clearville

4.93 out of 5 average rating, 306 reviews

Grouseland's Pondside Vacation Cottage

Set about a quarter mile of the road, our pet friendly solar powered vacation cottage is a perfect getaway for anyone trying to spend some alone time with nature! Guests have complete privacy inside the cottage with a full kitchen, two TV's, Wi-Fi, and a mini split system for heating and cooling. As well as exclusive access to the hot tub, fire pit and pond outside! We also have various shared hiking trails through the woods surrounding the cottage for campers and cottage guests to enjoy!

Top guest favorite

The cabin features a rustic design with wooden siding and a steeply pitched roof. A front porch is visible, and a small set of stairs leads to the entrance. The surrounding yard is grassy, bordered by trees, with a clear blue sky above.

Cabin in Springfield

4.95 out of 5 average rating, 122 reviews

Secluded 2 BR cabin in the forest awaits you!

Have you ever wanted to run away and live in the forest? Come and be enchanted by the sights and sounds of nature. Wake to the birds singing and deer wandering through the yard. At night, watch the stars in all of their brilliance! The cabin features a wall of windows giving you the true feeling of being in the forest! Cozy, yet spacious with 2 beds and baths, keypad entry, a front porch and large back deck, we have everything you need for a relaxing fun vacay with " Mother Nature".

Guest favorite

An A-frame cabin with a wooden deck is surrounded by lush greenery. Two guests relax on the deck, enjoying the tranquil forest setting. The structure features large windows, allowing natural light to illuminate the cozy interior.

Cabin in Mineral County

4.96 out of 5 average rating, 155 reviews

Glamping in a Creekside Aframe

This cozy aframe is a perfect glamping getaway for two! You'll stay on 20 acres with over 700 feet of frontage on Abrams Creek. Ready to unplug? The aframe is completely off grid with solar energy and a wood-fired stove. Sleep in luxury with fine linens and a queen size bed, but spend your day splashing in the crystal clear creek and hiking through the forest. Enjoy your evening playing cornhole while dinner cooks on the grill, topped off with a favorite beverage around the campfire.

Top guest favorite

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

4.9 out of 5 average rating, 177 reviews

The GreyLoo

Cozy, clean and friendly downstairs apartment. Stocked with all the things you need for a short stay as well as the long haul. Close to the Great Allegheny Passage, Main Street Frostburg, Frostburg State University, the Frostburg Pool, and many other locations. Located 33 mi from Wisp Resort/Deep Creek Lake and 18 mi from Rocky Gap Casino Resort. Just a few miles from I68. Enjoy this cozy place and bring your furry friends. Lots of nearby hiking, biking, and outdoor adventures.

Guest favorite

A quaint cabin nestled among trees showcases a wooden exterior with a sloped roof. A spacious deck extends around the cabin, featuring a swing and an outdoor seating area. Large windows allow natural light to brighten the interior, creating a serene and inviting space.

Cabin in Paw Paw

4.96 out of 5 average rating, 247 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!

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

4.9 out of 5 average rating, 557 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.

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

4.91 out of 5 average rating, 251 reviews

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.)

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, 104 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.

Guest favorite

A spacious porch welcomes guests with wooden rocking chairs and a swing, surrounded by autumn foliage. Natural light filters through large windows, and a friendly dog rests comfortably on a cushion, emphasizing the pet-friendly atmosphere.

Cabin in Great Cacapon

4.89 out of 5 average rating, 179 reviews

Beautiful Log Cabin in Private WV Mountains

We love our private log cabin set far back from the gravel road, deep in the West Virginia mountains. 20 min from Berkley Springs, 3 min drive to the river w/ private access & 2 hours from DC / Baltimore. - The log cabin style is spectacular - Gigabit Fiber Wifi & ethernet - Sit/Stand desk w/ 27" 4k monitor - 42" TV w/ roku ultra & blu-ray - Game table w/ board games - Infant & Toddler friendly - Super dog friendly - Fire pit, grill & fireplace