
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.

Romantic, hot tub, king bed, private, pet-friendly
Uniquely spacious escape for couple, small family, or solo traveler. 30-foot great room, wall of windows facing large deck, oak floors NEW HOT TUB in private setting. King bedroom with en suite bath; loft has twin bed. Modern with touches of mcm & vintage create a magical retreat for you in the treetops. On 2 acres. Hike to top of Cacapon Mountain from back door. Quick drive (3 mins) to private community pool/hot tub/tot pool (summer only). 10 minutes to Berkeley Springs with Roman Baths, arts s

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.

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".

Five Oaks Cabin at The Woods Resort
Get away without going far at our cozy, colorful, family-friendly cabin. Watch the sunset over the woods from the deck, stargaze by the A-frame window, or play ping-pong in our games room. Do some work in our office space overlooking the trees. Enjoy golf, pools, the spa, hiking and fishing, or explore the beautiful countryside of rural West Virginia. Best of all, our cabin is less than two-hours drive from D.C. and Baltimore, so you can feel like you're far away without a long drive.

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.

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!

Red Bud Acres ~ Spacious Family Cabin ~ Fast WiFi
Welcome to Red Bud Acres! Bring the whole family to this great place with plenty of room for fun and relaxation. Large combined family room, kitchen, dining area with large windows to enjoy the views. Upstairs guest will enjoy the views from the private master with full bath. Downstairs hosts a large bedroom with two queen beds, a large game room, and another bathroom. This cabin is 10 minutes to Cacapon State Park and Historic Berkeley Springs!
Popular amenities for Cumberland pet-friendly home rentals
Pet-friendly house rentals

Everlong ~ Pet-friendly Retreat on 2 Wooded Acres

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

Lomalinda quiet retreat + walk to Berkeley Springs

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

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

Sleepy Creek -hot tub, pets, grill, fire pit, wifi

Arden House, Inwood WV

Round Mountn Top House! Prof. Cleaned w EV-chrger
Pet-friendly home rentals with a pool

Pet/Family Friendly, Hot Tub, Large Deck

Cherry Run Chalet

Rustic Retreat

The Mountain House

Bruno’s Retreat-Sauna, Hot tub, Shuffleboard/Pool

Cozy Chalet w Hot Tub ~EV~Gym~Pool~Fire pit

Romantic Cabin Retreat | King Bed, Pet-Friendly

Modern Cabin: Hot Tub, Arcade, FirePit, Pets+Pool
Private, pet-friendly home rentals

The Mountain Hill House

Cozy Cottage

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

The Hidden Tree

Mountain Maryland Getaway

Secluded two bedroom cabin on 5 acres

Downtown Rustic Oasis - Cyclists & Pets Welcomed!

Pond Hill Guesthouse- 2 Bedroom w/Hot Tub & WiFi!!
When is the best time to visit Cumberland?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sep | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | G$23,221 GYD | G$25,104 GYD | G$23,849 GYD | G$25,104 GYD | G$25,104 GYD | G$26,150 GYD | G$26,360 GYD | G$29,288 GYD | G$30,962 GYD | G$26,150 GYD | G$26,150 GYD | G$24,895 GYD |
| 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 G$14,644 GYD 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 & 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
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- Wisp Resort
- Fallingwater
- Seven Springs Mountain Resort
- Whitetail Resort
- Berkeley Springs State Park
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- Blue Knob All Seasons Resort
- Rock Gap State Park
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