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 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, 155 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.

Top guest favorite
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.
Cabin in Great Cacapon
4.99 out of 5 average rating, 191 reviews

VIEWS! Fall leafs|Fire Pit|Game Room|Secluded

*Amazing views on the expansive deck *Private access to community river lot 2 miles away *Pool table and classic arcade game table *FAST reliable Wi-Fi *Hiking, fishing, and kayaking nearby! *8 acres of private wooded land, no neighbors in sight *Lighted outdoor fire pit with complementary firewood *20 minutes to Berkeley Springs, spas, restaurants, shopping! *Pool table/foosball/board games *Arcade Table with over 60 classic games! *Family friendly with complementary pack n play and high chair

Guest favorite
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.
Bungalow in Great Cacapon
4.9 out of 5 average rating, 583 reviews

Rooster Wrest in the Trees

Sweet 2 bedroom bungalow. Cozy, ideal for lovers, or a quiet beautiful somewhat rustic retreat environment. Rooster has 1 full bath. Living room with satellite TV, Netflix; wood burning stove fireplace, wood provided, fully equipped kitchen, dining table, linens and starter paper goods furnished. Large deck and screen porch looking out on Cacapon Mountain. Hot tub off master bedroom deck in trees, feels like a tree house. Many mornings mist rises up from river, half mile away as crow flies.

Top guest favorite
A cozy living space features a wooden ceiling and light-colored walls. A small electric fireplace is placed beneath a wall-mounted television. A coffee table sits centrally, surrounded by two comfortable chairs and a couch, with a front door visible to the side.
Cabin in High View
4.98 out of 5 average rating, 164 reviews

Mary's Cabin

Nestled on 2 acres in the woods of West Virginia, kick back and relax in this quiet, chic cabin. Soak in the oversized copper tub, read on the porch swing, or cuddle by the electric fireplace. All the amenities of home, but away from the hustle and bustle of daily life. Only 25 minutes to quaint Old Town Winchester, where there are unique shops, breweries, restaurants and history! The cabin is located 20 minutes from a variety of scenic hiking trails that provide opportunities for adventure.

Guest favorite
An aerial view captures the cottage nestled among vibrant autumn foliage, surrounded by colorful trees. The serene pond reflects the rich hues of fall, while solar panels are visible on the cottage roof. A winding dirt road leads to the property, enhancing the secluded atmosphere.
Home in Clearville
4.92 out of 5 average rating, 314 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, 127 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".

Top 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, 116 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 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.

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, 178 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 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
4.96 out of 5 average rating, 254 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, 563 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.

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, 108 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
The exterior of the two-story cottage features a white clapboard façade with black trim. A welcoming front porch, supported by dark columns, offers a partial view of the lush green surroundings and open space nearby.
Cabin in Grantsville
4.95 out of 5 average rating, 103 reviews

Casselman View Cottage

Casselman View Cottage is perfectly located steps from the banks of the Casselman River, next to The Cornucopia Cafe, Spruce Forest Artisan Village, and The Historic Casselman River Bridge. A two-story cottage, with a full kitchen, the ultimate in hospitality is provided - located in the heart of Grantsville's Arts & Entertainment District. Find out more about Fronterra Resources and our hospitality on social media & our website fronterragroup . org.

Popular amenities for Cumberland pet-friendly home rentals

When is the best time to visit Cumberland?

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Avg. priceG$23,222 GYDG$25,105 GYDG$23,850 GYDG$25,105 GYDG$25,105 GYDG$26,151 GYDG$27,197 GYDG$26,151 GYDG$26,988 GYDG$25,524 GYDG$26,151 GYDG$24,896 GYD
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Quick stats about vacation rentals that are pet-friendly in Cumberland

  • Total vacation rentals

    Explore 20 vacation rentals in Cumberland

  • Nightly prices starting at

    Cumberland vacation rentals start at G$16,737 GYD per night before taxes and fees

  • Verified guest reviews

    Over 1,210 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

    20 of Cumberland vacation rentals include wi-fi access

  • Popular amenities for guests

    Guests love Kitchen, Wifi, and Pool across Cumberland rentals

  • 4.7 Average rating

    Cumberland stays receive an average rating of 4.7 out of 5 from guests