
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! 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

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!

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.

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.

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.

the Lodge- Stunning View- Hot Tub- Dog Friendly
We considered calling this house “The View With Some Rooms,” but settled on The Lodge. This private 3-bedroom house includes a rooftop dome (which serves as the third bedroom). From almost every spot, enjoy the jaw-dropping scenery of endless mountains, three states, and the Potomac River. Camp Potomac Peak was recently (Nov 2024) named the best place to stay in the Eastern Panhandle by WV Living Magazine.

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!

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.
Popular amenities for Cumberland pet-friendly home rentals
Pet-friendly house rentals

Tiny A-Frame lodge with private stream

Lake Access Cabin: canoe, 3 private acres w/trail

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

Alyvia’s Retreat (Dock Slip & Level2 Plugin)

Mountain view Grand 6BR in LaVale |15min Rocky Gap

Mountain Maryland Getaway

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

Our House on the GAP Bike Trail
Pet-friendly home rentals with a pool

Pet/Family Friendly, Hot Tub, Large Deck

Cherry Run Chalet

The Mountain House

Cricket Chalet - Pets | Grill |Wifi | Game room

Five Oaks Cabin at The Woods Resort

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

Pet-Friendly Cabin w/ Hot Tub + Firepit• Near DC

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

Downtown Cumberland Jewel

Trofton Solace - River View

Cozy Cottage in the heart of Berkeley Springs WV

Historic Eden Ranch, built 1837

THE STUDIO

The Hidden Tree

Polk-A-Dot #2 - Walk to Downtown & Pets Welcome

Beautiful Log Cabin in Private WV Mountains
When is the best time to visit Cumberland?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sep | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | $152 CAD | $164 CAD | $156 CAD | $164 CAD | $164 CAD | $171 CAD | $172 CAD | $191 CAD | $202 CAD | $185 CAD | $191 CAD | $191 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 $96 CAD per night before taxes and fees

Verified guest reviews
Over 1,290 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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- Wisp Resort
- Seven Springs Mountain Resort
- Fallingwater
- Whitetail Resort
- Berkeley Springs State Park
- Ohiopyle State Park
- Cacapon Resort State Park
- Blue Knob All Seasons Resort
- Green Ridge State Forest
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