
Pet-friendly vacation rentals in Cumberland
Find and book unique pet-friendly homes on Airbnb
Top-rated pet-friendly home rentals in Cumberland
Guests agree: these pet-friendly homes are highly rated for location, cleanliness, and more.

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.

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

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.

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.

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!

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".

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.

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.

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!

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.

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.

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
Pet-friendly house rentals

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

Little Red Schoolhouse in Cross Junction

Lomalinda quiet retreat + walk to Berkeley Springs

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

Highland House*Dog Friendly* Garage* sleeps 7

Newly Renovated 2 Bed/2 Bath in Deep Creek

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

Orchard Stay-Close to ski resorts-dog friendly
Pet-friendly home rentals with a pool

Rustic Retreat

The Mountain House

Bruno's SAUNA~HOTTUB~Shuffleboard/Pool~Firepit

Romantic Cabin Retreat | King Bed, Pet-Friendly

Five Oaks Cabin at The Woods Resort

Modern Cabin: Hot Tub, Arcade, FirePit, Pets+Pool

Cozy Wooded WV Cabin • Firepit • Hot Tub • Near DC

Starcatcher Chalet, The Woods Resort
Private, pet-friendly home rentals

Fern Haven - Waterfront Chalet w/ WiFi & Hot tub!

Whiskey Acres | Modern Cabin w/ Hot Tub, Axes, etc

The Hidden Tree

The Crick House

Mountain Maryland Getaway

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

Martha’s Cabin

Retriever’s Retreat ~ High-Tech Log Cabin Oasis
When is the best time to visit Cumberland?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sep | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | $155 CAD | $168 CAD | $160 CAD | $168 CAD | $168 CAD | $175 CAD | $182 CAD | $175 CAD | $181 CAD | $171 CAD | $175 CAD | $167 CAD |
| Avg. temp | -3 °C | -2 °C | 2 °C | 8 °C | 13 °C | 16 °C | 18 °C | 18 °C | 15 °C | 9 °C | 4 °C | -1 °C |
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 $112 CAD 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 and kid-friendly amenities

Rentals with dedicated workspaces
10 properties have a dedicated workspace

Wifi availability
20 of Cumberland vacation rentals include wifi 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
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- Fallingwater
- Seven Springs Mountain Resort
- Wisp Resort
- Ohiopyle State Park
- Cacapon Resort State Park
- Berkeley Springs State Park
- Whitetail Resort
- Shawnee State Park
- Laurel Mountain Ski Resort
- Blue Knob All Seasons Resort
- Lodestone Golf Course
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- JayDee's Family Fun Center
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