
Pet-friendly holiday rentals in Cumberland
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Top-rated pet-friendly home rentals in Cumberland
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Cabin in the Woods - Weekday Specials!
Welcome to our log cabin! This three bedroom, two bath, all-wood home is set on five wooded acres less than a mile from the main highway. There is easy access to historic Frederick and Gettysburg. Surrounded by beautiful National and State Parks and only 20 minutes from Ski Liberty. Enjoy a relaxing time surrounded by trees or take a walk along the neighborhood orchards. Sit on the covered porch, relax by the fire-pit and eat on the back patio – or if it’s cold outside, enjoy the wood stove!
PetsOutdoor spacesHiking

Sweet Gettysburg Area Cottage Close to Outdoor Fun
Off the beaten path but close to it all, including historic Gettysburg, the Appalachian Trail, Caledonia State Park, and Michaux State Forest. Relax on a large screened-in porch, in the shade of our pines or on the banks of a mountain creek. Access your own streaming accounts through our TV/wifi. Great restaurants are nearby, or make use of our original 1950s efficiency kitchen and dine al fresco. You’re surrounded by wineries, farm markets and even a candy store. Central location to do it all!
Outdoor spacesPetsHiking

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.
PetsWalkabilityCheck-in

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
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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.
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Brent Road Retreat
Rustic post and beam home rich with character. Five bedrooms and 2 full bath 2200 s/f sleeps up to 13. Cozy wood stove for heat with propane backup; a/c. House enjoys large yard and mature woodland surroundings. Relax on covered porch or large shaded deck and enjoy the biodiversity of your secluded surroundings. Five minutes to Liberty Resorts skiing and golf; 15 minutes to Gettysburg. Property features artwork from various local renowned artists. Two night minimum on weekends.
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Gettysburg 2 Easy Times
Take a break and unwind at this peaceful oasis. In Rural Gettysburg but just 6 miles from the Gettysburg Square. Sit outside and enjoy one of the most Gorgeous Sunsets. 2 Small Bedrooms and open living room, dining room and kitchen area. Everything has been renovated. Very clean. Laundry room in breezeway. Front porch and adequate parking. Single family home on over .5 acre lot. Central to Hanover and Gettysburg and only 20 miles from York PA also
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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!
WalkabilityPetsHeating

A Place to make Memories
A premier luxury Homestay. A rustic & contemporary gem with wood ceilings & stone fireplace. Barn and outdoor area for events. Beautiful open kitchen designed like a European bistro with high-end appliances. Outdoor terrace and Firepit for entertaining or relaxing. Spacious, Mod, Cozy and Romantic all in one! Large grand room for gathering. 42 beautiful acres with woods, stream, and lots of wildlife. Perfect for dogs to roam.
PetsOutdoor spacesDecor

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.
WalkabilityPetsHospitality

*Fully Fenced* Minutes to Gettysburg & Liberty Mtn
Bring the whole family (pup included) to The Dog House! This fully fenced in property is located 5 minutes to Liberty Mountain Resort and 7 minutes to the Gettysburg battlefields. It's the perfect central location! The Battlefield, golf courses, skiing, snowboarding, breweries, & wineries will definitely keep you busy! Or just kick back & relax and enjoy all The Dog House has to offer!
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Historic Downtown The Red Door- 1st floor
Located in the heart of historic downtown Gettysburg, our apartment is just steps away from popular and historic restaurants, wineries, ice cream, shops, ghost tours, museums, and the battlefield. In addition, we’re located 2 1/2 blocks to the town square, 3 1/2 blocks to the Majestic theatre, and about 5 blocks to the Gettysburg College.
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Popular amenities for Cumberland pet-friendly home rentals
Pet-friendly house rentals

The Crooked Cottage: a Cozy, Curated Escape
Outdoor spacesWalkabilityParks

Country 2-Bed/2-Bath Barndominium-Dogs Welcome
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Waynesboro Adventure with the Family
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Gettysburg Getaway! Battlefield/Wineries/Ski/Hike!
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Golf course home with patio, sauna and fenced area
Outdoor spacesPetsBarbecue

The Emerald Roof, Historic Home Downtown Frederick
WalkabilityOutdoor spacesCheck-in

Secluded Retreat on Large Wooded Lot
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The General's Hideaway 8m West of Gettysburg
Outdoor spacesWalkabilityTV
Pet-friendly home rentals with a pool

POOL & Lrg Private Yard, Gazebo, Outdoor Kit/Bath!
PetsOutdoor spacesBarbecue

The Master's Suite · King Suite, Hunt Valley
WalkabilityOutdoor spacesLong stay

The Stone Cottage w-hot tub, a romantic escape
WalkabilityOutdoor spacesBiking

5 Minutes from Hershey Park/ Hershey Giant Center!
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Rest and Recharge Retreat
Outdoor spacesPetsNearby

Star Gazer Luxury A-Frame Wood Cabin. Near Harrisb
Outdoor spacesPetsComfort

Harmony Lodge nestled in wooded tranquility!
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The Historic Booth House at the Harpers Ferry KOA
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Private, pet-friendly home rentals

The Ivy Loft in Westminster
PetsDecorGetting around

Private Woodland Retreat | Near Downtown Frederick
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Jewel Vinsota Artist's Guesthouse
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Positive vibes on Market St
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Home away from Home on Scenic Drive
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One-bedroom apartment with separate entrance.
WalkabilityOutdoor spacesLong stay

The Little White House
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Blue Getaway
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Destinations to explore
- New York Holiday rentals
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- Hersheypark
- M&T Bank Stadium
- Liberty Mountain Resort
- Johns Hopkins University
- Oriole Park at Camden Yards
- Federal Hill Park
- Hershey's Chocolate World
- CFG Bank Arena
- Spooky Nook Sports
- Baltimore Convention Center
- Harpers Ferry National Historical Park
- Roundtop Mountain Resort
- Cowans Gap State Park
- Cunningham Falls State Park
- National Aquarium
- South Mountain State Park
- Harbor East
- Caledonia State Park
- Baltimore Museum of Art
- Pennsylvania Farm Show Complex & Expo Center
- Hersheypark Stadium
- Greenbrier State Park
- Giant Center
- Broad Street Market





