
Pet-friendly holiday 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.

The Roundtop Chalet (romantic couples retreat)
Indulge in a getaway to our charming cabin, the perfect retreat for all your special celebrations - be it anniversaries, birthdays, or simply a much-needed escape from routine. Perfectly designed for romantic getaways, this cabin seamlessly blends rustic charm with modern comforts. Savour the warmth of a cozy fireplace, unwinding in a hot tub,and indulge with unlimited lattes, crafted by our Breville Touch Espresso Machine. Embrace serenity at its finest and make memories that will last forever

The Creek House: Waterfront with Hot Tub & E-bikes
Featured on Magnolia Network’s “In with the Old” Season 1, Ep. 2 (HBO Max), The Creek House is a hidden gem in the heart of Railroad, PA. Nestled between the NCR Rail Trail and two flowing creeks, this location offers both adventure and relaxation at its finest. Explore the over 40 mile bike trail via E-bike, soak in the hot tub while you enjoy sounds of the creek, or ride the train right through the front yard! This idyllic cabin features professionally designed spaces that are sure to please!

Hummingbirds Hideaway Treehouse
Do not book on airbnb and ask for early arrival. experience the magic of being among the treetops at our newly built treehouse. Whether you are seeking a romantic getaway, peaceful retreat, or family fun this slice of heaven will offer you an unforgettable stay. Features large windows for stunning views of the surrounding woods and very detailed woodwork. 2 bedrooms with king beds, open living space with full kitchen and bathroom will be sure to impress. Please message us prior to booking

Rebel Hollow
Come stay with us at our beautiful Gettysburg battlefield farm. Our secluded apartment is attached to a charming 1920s farmhouse and features a private entrance, porch, and windows overlooking historic Willoughby Run. Set on 10 peaceful acres , the property offers a true countryside escape. Guests are welcome to enjoy our 2-acre pond with fishing access, walking trail around the property as well as our friendly hobby farm home to ducks, chickens, goats, emus, and welcoming farm dogs and cats.

Gettysburg-Ski-Golf-AT Hikes-RoseSniffers LOFT
Calling all RoseSniffers!! Stop and Smell the Roses in this stylish boutique studio with private entrance and free parking. Although you will wake up to a bird's eye view of mountains and farms, you will be close to four-season adventures: Skiing, Antiquing, Vineyards, History, Gettysburg Military Park, 5-Star Golfing, Performing Arts, and Dining are all minutes away! 4 mi to GBurg Battlefield 2 mi to Liberty Mtn 8 miles to 5+ AT access points Across street to GBurg National Golf Course

Creekside Retreat at the Jewel Vinsota
Relax in a quiet, curated, pet-friendly art exhibit. Live with paintings & sculptures that are for sale. This garden apartment is tucked into a hillside above a creek, along the Jewel Vinsota Sculpture Trail. Your host/gallery curators live upstairs. The “Artist’s Guesthouse” is next door. The private entrance is down a stone-stepped path. Perfect for 2 w/ the queen bed but room for 3 w/ the living room futon. Fully equipped kitchen. Private charcoal grill and fire pit next to the creek.

The Crooked Cottage: a Cozy, Curated Escape
You will instantly relax in this stylish, pet-friendly home only 8 mins from I-70, exit 42. Under a canopy of trees find a beautifully landscaped yard with decks and two fire pit areas. Enjoy the well-apportioned kitchen with organic, fair trade coffee. Relax with 2 Roku TVs, games and puzzles, bathe with soaking salts and Turkish towels. For outdoor enthusiasts, pitch your tents. Sit by the wood-stove in the winter, or lay in a hammock when it’s warm. Welcome to The Crooked Cottage!

Liberty Valley View - near ski slopes and golf
Relax in this completely renovated 3 bedroom home. Enjoy the peaceful quiet country scenery. Sleeps 6 people. Perfect for families or 3 couples. Enjoy the spectacular mountain and valley views from within the home and covered deck. Less than 2 miles from Liberty Mountain Resort with views of the back ski slopes. Multiple golf courses within a 15 minute drive. Approximately 8 miles from the Gettysburg National Park. Roku TV's in all bedrooms and family room ready for your apps.

Apple Blossom Cottage HT is extra$
This pleasantly perfect 5 star cottage is located 10 minutes from historic downtown Gettysburg and within minutes to some of the best wineries Pennsylvania has to offer. Hot tub is an additional fee. Wineries just 10 minutes away Apple Blossom Cottage! On 30 private acres with beautiful horses and wild life Featured in Tiny House Magazine The hot tub is an add on fee not included in the rental price. Look below for the price break down. GUEST ID PHOTO REQUIRED

Spectacular views, intimate dome
Come experience a truly one of a kind polycarbonate dome tucked away in the Appalachian mountains! Situated on the mountainside overlooking the scenic Cumberland valley. Complete privacy, stunning sunsets, and amazing amenities! The dome is climate controlled. The spacious deck is equipped with a meticulously maintained hot tub, and a blackstone griddle. This offers the unique opportunity to be immersed in nature, yet enjoy numerous amenities and comfort.

Beautiful private home in the country
Beautiful private home in the country yet only 7 minutes to Gettysburg center square. Enjoy the privacy of this 4 bedroom 2 full bath home with a full kitchen, laundry, bbq grill, and fire pit in the 2 acre back yard! 3 queen beds and 1 single bed plus a twin pull out couch are available and every room has its own heating and air conditioning for everyone’s comfort! This home is pet friendly so feel free to bring your whole family!

Stoney Spring Overlook
This beautiful mountain home offers breathtaking views of the surrounding Catoctin Mountains. The area is rich with outdoor adventures and attractions. Though it feels like a peaceful retreat tucked away in the mountains, it’s only 30 minutes from Frederick, MD, historic Gettysburg, PA, and about an hour from the Washington, D.C. area. Whether you’re seeking a quiet escape or hoping to explore more of the Frederick County.
Popular amenities for Cumberland pet-friendly home rentals
Pet-friendly house rentals

The General's Hideaway 8m West of Gettysburg

“The Rambler” In beautiful Middletown, MD ⛰

Eclectic & Romantic - Walk to Historic Downtown!

Gettysburg Getaway! Battlefield/Wineries/Ski/Hike!

Peaceful Farm, Pond + Fire Pit Close to Lancaster

Pearl's Place

Country 2-Bed/2-Bath Barndominium w/Beautiful View

Mountain Church Cottage
Pet-friendly home rentals with a pool

Cherry Run Chalet

Harmony Lodge nestled in wooded tranquility!

Historic Farmhouse | Heated Plunge Pool, Billiards

Container Pool, Hot Tub, Games, Espresso Machine

Five Oaks Cabin at The Woods Resort

Gunpowder Retreat

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

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

Private Woodland Retreat | Near Downtown Frederick

River House Retreat w/ King Bed

A-Frame At Oak Hills: Creekside + Hot Tub + Sauna.

Historic Cabins on the creek - tucked away.

Lovely 2-bedroom apartment near McDaniel College

Windy Ridge Farm Guest Cottage

Home away from Home on Scenic Drive

Waterfront Cabin on the Potomac River w/ Hot tub
Destinations to explore
- Norfolk Holiday rentals
- Plainview Holiday rentals
- New York City Holiday rentals
- Tuckahoe Holiday rentals
- Long Island Holiday rentals
- Greater Toronto and Hamilton Area Holiday rentals
- Washington Holiday rentals
- East River Holiday rentals
- Mississauga Holiday rentals
- Hudson Valley Holiday rentals
- Jersey Shore Holiday rentals
- Philadelphia Holiday rentals
- Bed and breakfasts Cumberland
- Rentals with breakfast Cumberland
- House rentals Cumberland
- Flat rentals Cumberland
- Rentals with a patio Cumberland
- Rentals with a washing machine and dryer Cumberland
- Family-friendly rentals Cumberland
- Rentals with a fireplace Cumberland
- Rentals with outdoor seating Cumberland
- Pet-friendly rentals Adams County
- Pet-friendly rentals Pennsylvania
- Pet-friendly rentals United States
- M&T Bank Stadium
- Hersheypark
- Baltimore Convention Center
- Oriole Park at Camden Yards
- Liberty Mountain Resort
- Johns Hopkins University
- Hershey's Chocolate World
- Roundtop Mountain Resort
- CFG Bank Arena
- Cunningham Falls State Park
- Cowans Gap State Park
- National Aquarium
- Spooky Nook Sports
- Caledonia State Park
- Harpers Ferry National Historical Park
- South Mountain State Park
- Baltimore Museum of Art
- Merriweather Post Pavilion
- Gambrill State Park
- Loyola University Maryland
- Hollywood Casino At Charles Town Races
- Giant Center
- Whitetail Resort
- Pennsylvania Farm Show Complex & Expo Center





