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Pet-friendly vacation rentals in Cumberland

Find and book unique pet-friendly homes on Airbnb

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$18,827 GYD per night before taxes and fees

  • Verified guest reviews

    Over 1,330 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

    10 of Cumberland vacation rentals include wi-fi access

  • Popular amenities for guests

    Guests love Kitchen, Wifi, and Pool across Cumberland rentals

  • 4.8 Average rating

    Cumberland stays are highly rated by guests—averaging 4.8 out of 5!

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, 193 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 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, 194 reviews

The GreyLoo

Cozy downstairs apartment in lovely Frostburg. This is a smaller apartment with another apartment above it. So expect to hear upstairs tenants just as you would in a hotel or apartment building. It’s not chaotic or loud though. You have your own private place and entrance. Close to Main Street, Frostburg State University, the Great Allegheny Passage, and more. 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
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
4.93 out of 5 average rating, 334 reviews

Grouseland's Pondside Vacation Cottage

Set about a quarter mile off 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 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, 118 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 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, 586 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, 115 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.

Superhost
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.
Cabin in Berkeley Springs
4.91 out of 5 average rating, 595 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!

Top guest favorite
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
4.99 out of 5 average rating, 154 reviews

KLAE House - nestled among the trees

The KLAE House is perfectly situated within sight of the GAP Bike Trail and within walking distance to the Casselman River. Also, centrally located near Ohiopyle State Park, Seven Springs Mountain Resort, Yough Lake, Frank Lloyd Wright homes, and much more. This home has been completely renovated and designed with a unique vintage/modern style. The KLAE House is the perfect getaway for a quiet and peaceful stay surrounded by nature on your own private hillside.

Guest favorite
An A-frame cabin surrounded by lush greenery features two expansive decks. The front deck includes seating and a decorative railing, inviting relaxation while enjoying the natural setting. Floor-to-ceiling windows allow for ample natural light, enhancing the connection with the surroundings.
Cabin in Hedgesville
4.9 out of 5 average rating, 206 reviews

Unique Gem: Cozy A frame cabin in the woods

Come unwind and enjoy nature in this cozy, quaint, A-frame cabin. Nestled in the woods overlooking a community pond, enjoy the views through floor to ceiling windows or relax outside on one of the two large decks. The home includes a gas grill available for use and fire pit with wood provided. Best suited for two guests, it can accommodate up to 4 with use of the futon in the loft. Located just minutes away from the Potomac River and numerous recreational areas!

Guest favorite
Cabin in Great Cacapon
4.9 out of 5 average rating, 184 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

Top guest favorite
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
4.95 out of 5 average rating, 228 reviews

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.

Guest favorite
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
4.91 out of 5 average rating, 101 reviews

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.

Popular amenities for Cumberland pet-friendly home rentals

When is the best time to visit Cumberland?

MonthJanFebMarAprMayJunJulAugSepOctNovDec
Avg. priceG$23,220 GYDG$25,102 GYDG$23,847 GYDG$25,102 GYDG$25,102 GYDG$26,148 GYDG$26,357 GYDG$29,286 GYDG$30,959 GYDG$28,240 GYDG$29,286 GYDG$29,286 GYD
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