
Pet-friendly vacation 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!
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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!
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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.
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Private Woodland Retreat | Near Downtown Frederick
Escape to a beautiful one-bedroom retreat. The guesthouse has a queen bed, kitchenette, luxurious bathroom with two shower heads, including a rain head, and a queen pull-out sofa bed. Nestled in the woods with a covered porch for morning coffee, yet a short drive to downtown Frederick, Civil War sites, Frederick Watershed with hiking and cycling trails, Mount St. Mary’s University, Cunningham Falls, and Catoctin. Free WiFi, and Smart Roku TV’s. Parking for 2 cars is included. Dogs are welcome.
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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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The Ivy Loft in Westminster
The Ivy Loft is a beautiful, serene one bedroom loft with private garage entrance. This modern suite is nestled within Westminster, a town rich in history. It is minutes from shopping, historic landmarks, Baugher's PYO farm and orchards and just miles from America's 9th ranked winery. Amenities include a full kitchen, smart tv, WiFi and in-unit laundry. Perfect for R&R, we have included life's little pleasures such as a Nespresso machine, towel warmer and mini library to enhance your stay.
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Beautiful 5 star Mansion, Pool, Home Theater
Nestled on 3 beautifully landscaped acres, this 7-bedroom, 5.5-bath mansion offers the utmost privacy and modern comfort, sleeping up to 32 guests. With over 5,000sf of space, +2500sf enjoy one or two full kitchens (depending on group size, additional charge applies) home theater with Bose surround sound, and a lush backyard with a swimming pool, gazebo, and scenic pond. Additional amenities include an indoor pool table, outdoor dining area with a propane gas grill, and dedicated workspace.
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Jewel Vinsota Artist's Guesthouse
Less than a mile from the Appalachian Trail, the dog-friendly Jewel Vinsota Artist's Guesthouse is the perfect get-away to explore nature or your artistic leanings. The house is full of original artwork, hand-crafted details, and books on art and architecture. Wander the grounds and find sculpture, ponds, and trails through the woods. Want to hike the entire 40-mile length of Maryland on the Appalachian Trail? Start and end at the Jewel Vinsota and we can drop you off and pick you up.
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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!
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Popular amenities for Cumberland pet-friendly home rentals
Pet-friendly house rentals

A Place to make Memories
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Pearl's Place
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Golf course home with patio, sauna and fenced area
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Lodge-like "home base" for Central PA Exploring
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Country 2-Bed/2-Bath Barndominium-Dogs Welcome
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Gettysburg Getaway! Battlefield/Wineries/Ski/Hike!
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Waynesboro Adventure with the Family
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Modern Country Cozy House
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Pet-friendly home rentals with a pool

The Master's Suite · King Suite, Hunt Valley
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POOL & Lrg Private Yard, Gazebo, Outdoor Kit/Bath!
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The Stone Cottage w-hot tub, a romantic escape
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Rest and Recharge Retreat
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Star Gazer Luxury A-Frame Wood Cabin. Near Harrisb
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Harmony Lodge nestled in wooded tranquility!
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5 Minutes from Hershey Park/ Hershey Giant Center!
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Historic Farmhouse | Heated Plunge Pool, Billiards
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Private, pet-friendly home rentals

Home away from Home on Scenic Drive
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One-bedroom apartment with separate entrance.
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The Little White House
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Creekview Cottage
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The 1780 Cabin on Main
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Blue Getaway
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20 Private Acres Near Gettysburg | Sleeps 11
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Historic Cabins on the creek - tucked away.
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Destinations to explore
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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
- Baltimore Convention Center
- Harpers Ferry National Historical Park
- Spooky Nook Sports
- Roundtop Mountain Resort
- National Aquarium
- Cowans Gap State Park
- Cunningham Falls State Park
- Harbor East
- South Mountain State Park
- Caledonia State Park
- Baltimore Museum of Art
- Pennsylvania Farm Show Complex & Expo Center
- Greenbrier State Park
- Hersheypark Stadium
- Giant Center
- Broad Street Market





