
Pet-friendly holiday 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.

Potomac Cabin - Riverfront, 7 acres, sleeps 14
The Potomac Cabin is located directly on the South Branch of the Potomac River boasting full water access for fishing, rafting, swimming and more! Situated on 7 acres of prime WV mountain land, this 5-BR, 2.5-BA cabin can comfortably sleep 14 people and is perfect for hosting your weekend or more getaway. Includes game room, Starlink High-Speed Internet, water filtration system & hot tub. Come explore the beautiful eastern panhandle of WV with this one of a kind, yet affordable mountain retreat!

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.

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.

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

Everlong ~ Pet-friendly Retreat on 2 Wooded Acres

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

Arden House, Inwood WV

Newly Renovated 2 Bed/2 Bath in Deep Creek

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

The Mountain House

Bruno's SAUNA~HOTTUB~Shuffleboard/Pool~Fire pit

COZY CABIN in Alpine Lake Resort; 4 Season Getaway

Walk to the Falls in Ohiopyle Hot Tub/Fire Pit

Romantic Cabin Retreat | King Bed, Pet-Friendly

Five Oaks Cabin at The Woods Resort

Lake View Home w/Fire Pit, Indoor Pool, Dogs OK!

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

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

Spacious Parkside Oasis!

Cozy Cottage in the heart of Berkeley Springs WV

Historic Eden Ranch, built 1837

The Hidden Tree

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

Mountain View Paradise

Mountain Maryland Getaway
When is the best time to visit Cumberland?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sep | Oct | Nov | Dec | 
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | € 96 | € 104 | € 99 | € 104 | € 104 | € 109 | € 113 | € 109 | € 112 | € 106 | € 109 | € 103 | 
| 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 holiday rentals that are pet-friendly in Cumberland

Total holiday rentals
Explore 20 holiday rentals in Cumberland

Nightly prices starting at
Cumberland holiday rentals start at € 69 per night before taxes and fees

Verified guest reviews
Over 1,210 verified reviews to help you choose

Family-friendly holiday rentals
10 properties offer extra space & child-friendly amenities

Rentals with dedicated workspaces
10 properties have a dedicated workspace

Wifi availability
20 of Cumberland holiday 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
 - Whitetail Resort
 - Ohiopyle State Park
 - Berkeley Springs State Park
 - Cacapon Resort State Park
 - Shawnee State Park
 - Blue Knob All Seasons Resort
 - Laurel Mountain Ski Resort
 - Lodestone Golf Course
 - Winter Experiences at The Peak
 - JayDee's Family Fun Center
 - Warden Lake
 - West Whitehill Winery