
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.

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.

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.

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!

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.

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!

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.

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!

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

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.

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
Pet-friendly house rentals

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

Little Red Schoolhouse in Cross Junction

Berkeley Springs Jungle Lodge w/ private stream

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

Central Loc. | King Suite | Hot Tub | Pet Friendly

Newly Renovated 2 Bed/2 Bath in Deep Creek

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

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

Stay 2+Nights, Get 1 Free @ 7 Springs w/ Hot Tub

Pet/Family Friendly, Hot Tub, Large Deck

Cherry Run Chalet

The Mountain House

Seven springs * Swiss Mt. GOLF&POOL! *free shuttle

Five Oaks Cabin at The Woods Resort

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

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

Trofton Solace - River View

Historic Eden Ranch, built 1837

The Hidden Tree

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

Mountain Maryland Getaway

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

The Rivers Edge

Downtown Rustic Oasis - Cyclists & Pets Welcomed!
When is the best time to visit Cumberland?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sep | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | G$23,220 GYD | G$25,102 GYD | G$23,847 GYD | G$25,102 GYD | G$25,102 GYD | G$26,148 GYD | G$26,357 GYD | G$29,286 GYD | G$30,959 GYD | G$28,240 GYD | G$29,286 GYD | G$29,286 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 |
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- Wisp Resort
- Fallingwater
- Seven Springs Mountain Resort
- Berkeley Springs State Park
- Ohiopyle State Park
- Cacapon Resort State Park
- Whitetail Resort
- Blue Knob All Seasons Resort
- Green Ridge State Forest
- Rock Gap State Park
- Museum of the Shenandoah Valley
- Deep Creek Lake State Park
- Swallow Falls State Park
- Fort Ligonier
- Old Town Winchester Walking Mall
- Laurel Hill State Park
- Fort Necessity National Battlefield
- Laurel Ridge State Park




