
Pet-friendly holiday rentals in Cumberland
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Top-rated pet-friendly home rentals in Cumberland
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The Study on Main Located on the Square!
Enjoy this stylish apartment at this centrally-located Study on Main St! With hints of painted exposed bricked, original hardwood floors, a full kitchen with new quartz countertops, heating and AC, we know you will love this stylish yet comfortable space we have put together for you! You will be in the heart of downtown Chambersburg, steps away from coffee shops, local favorites for food and shopping, art galleries, the courthouse and our public library! *We ask that all guests sign a renters a

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!

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!

Antietam Toll House~an historic waterfront cabin
The Antietam Toll House (@antietamtollhouse) is a renovated historic property circa 1800. Sitting on the bank-head of the Antietam stream, this cabin has it's own private fishing hole. Secluded, yet close to amenities and attractions, this property is the perfect place for an artist retreat, respite from the city or a base from which to explore local gems of the area. Wineries, Appalachian Trail, Antietam, Gettysburg battlefields, Ski Liberty, Catoctin , Cunningham Falls and more nearby.

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.

Spruce Run Cottage, Farm stay on Catoctin Mountain
The cottage is located on 25 acres of mostly wooded terrain off Highway 17 near Wolfsville, Maryland, less than an hour and a half from D.C. The cottage faces the woods and the private drive down to the creek. There is almost zero light pollution at night so stargazing is incredible from the balcony. The hosts live on the property up the hill in an 1890’s chink log cabin. Although you can see our house, the cottage feels very private and is a quiet comfortable retreat in the hills.

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.

Rebel Hollow
Come stay with us for the ultimate battlefield experience! The 1920s Farmhouse on 10 wooded acres on Willoughby Run directly across the street from the Herbst Woods where the first day's infantry battle occurred on July 1st, 1863. It is hard to get much closer, with less than a 2 minute drive to the battlefield and a 4 minute drive to historic downtown Gettysburg. On our property you will encounter our ducks, geese, chickens, Friday the cat, 2 goats and 2 friendly farm dogs

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

Pup Friendly Private Space
Welcome, I am Debbie a busy Mama/Grandma with a bunch of millennial children (plus five grandchildren and 5 granddogs). I am excited to be able to offer my beautifully designed space close to Dickinson, the War College, Carlisle Fairgrounds, Appalachian Trail, Harrisburg and Gettysburg. You have your own off-street parking, private entrance and a large bedroom/sitting room with full private bathroom and a microwave/ mini-refrigerator for your convenience.

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

The General's Hideaway near Gettysburg

“The Rambler” In beautiful Middletown, MD ⛰

Whole Home, Wooded Serenity, Urban Proximity

Beautiful 3 BR historic home in downtown Frederick

Modern 2-Bedroom Home with Courtyard

Hot Tub Time Machine-happy, charming, tidy, yard

1852 Historic Stone home

Modern, Fashionable Uptown Harrisburg home
Pet-friendly home rentals with a pool

Stoney Spring Overlook

Harmony Lodge nestled in wooded tranquility!

-The Pool Cottage at The Roundtop Estate-

Historic Farmhouse w/ Heated Pool, Harpers Ferry

Patterson Park Penthouse with Rooftop Deck!

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

Gettysburg Cozy Cabin

Downtown: Explore Shepherdstown from cozy 1br apar

Quiet Stay + Huge Apt + Hot Tub + Dogs, Walkable

The“Cottage” at DaleBrook Estate

Spectacular views, intimate dome

Private Cottage on Horse Farm with covered porch

Creek Cottage, perfect getaway. Pets welcome

Sunday Wyld Happy Place
Destinations to explore
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- Pet-friendly rentals Adams County
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- M&T Bank Stadium
- Hersheypark
- Oriole Park at Camden Yards
- Liberty Mountain Resort
- Whitetail Resort
- Hampden
- Cunningham Falls State Park
- Codorus State Park
- Roundtop Mountain Resort
- Cowans Gap State Park
- Caledonia State Park
- Hershey's Chocolate World
- Gambrill State Park
- Baltimore Museum of Art
- South Mountain State Park
- American Visionary Art Museum
- Big Cork Vineyards
- The Walters Art Museum
- Hollywood Casino At Charles Town Races




