Vacation rentals in Cumberland County

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Top-rated vacation rentals in Cumberland County

Guests agree: these stays are highly rated for location, cleanliness, and more.

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Guest favorite
A light-filled living area showcases a comfortable sofa adorned with decorative pillows and a stylish coffee table. In the background, a dining space is visible with a table set for four, complemented by modern chairs and artwork on the walls. A potted plant adds a touch of greenery.
Home in Carlisle
4.85 out of 5 average rating, 376 reviews

School Of Law - Whole House Full of Amenities

Enjoy your stay at The Law office Retreat. Just a few short blocks from the campus of Dickinson College and a quick stroll to historic downtown Carlisle restaurants and shopping. Visit one of the many car shows at Carlisle Fairgrounds, or tour the Army Heritage Center. A short drive to historic Gettysburg, the orchards of Adams County, and the capital city Harrisburg, and more! The LawOffice Retreat offers all the amenities of home, and ideal location to spend a couple nights close to it all!

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Top guest favorite
The living area features a comfortable black leather sofa, accompanied by a cozy reading lamp and a coffee table. A large window allows natural light to illuminate the space, revealing views of colorful autumn foliage outside. A dining table is visible, set for meals.
Cottage in Dillsburg
4.96 out of 5 average rating, 369 reviews

Country Cottage by the Redwoods.

This quaint country cottage is nestled in the Redwoods on our Dillsburg property away from the hustle and bustle of a busy life. Relaxing, quiet, not visible from the road but close to: ~ Round Top Mountain Resort ~Paulus Mt Airy Orchards ~Yellow Breeches Creek ~Messiah University. (all within 3 miles) We are central to Gettysburg and Hershey (30 miles), Harrisburg,Carlisle, Boiling Springs, Allen Berry Play house, the Appalachian Trail, and LeTort Spring Run! (all within15 miles)

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Top guest favorite
Place to stay in Shippensburg
5 out of 5 average rating, 479 reviews

The Frame ~ Charming Nature Escape ~ Hot Tub ~ BBQ

Escape to the charming 2BR 1Bath A-frame on a secluded wooded property just 10 mins away from Shippensburg, PA. Whether you're looking to savor nature‘s tranquility from the luxurious hot tub, share stories around the fire pit, or explore picturesque Cumberland Valley, this will be the ideal starting point for your adventures. *2 Comfortable BRs *Open Design Living *Full Kitchen *Smart TV *Backyard (Hot Tub, Sauna, Fire Pit, BBQ, Outdoor shower) *High-Speed Wi-Fi *Free Parking *EV charger

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Top guest favorite
The front exterior of the Carlisle Cottage is shown, featuring a light-colored facade and a welcoming green door. A wooden porch is accessible via a set of steps, furnished with two chairs and a small table. An awning provides shade above the entrance.
Home in Carlisle
4.98 out of 5 average rating, 196 reviews

Cute Carlisle Cottage-studio home

Welcome to the Carlisle Cottage. Small, cute & clean. 1 Q bed & addtl. Q air bed avx upon request. Sleeps 2 adults & up to 2 children. Centrally located to shops, restaurants, US Army War College, Dickinson College, Keystone Aquatics & Fairgrounds but not walkable to these locations. Easy I81 on/off access. Minutes to the PA Turnpike. Smoking not allowed indoors but ok on the porch. Receptacle provided. Outdoor cameras for security. Host lives on property in house next door.

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Top guest favorite
The bright living area features a comfortable gray sofa and a cozy accent chair, complemented by a vintage rug. A small dining table is visible, and a staircase leads to a lofted sleeping area. Natural light streams through the windows, highlighting the warm wooden accents.
Guesthouse in Boiling Springs
4.95 out of 5 average rating, 169 reviews

Cozy Farmhouse Cottage

This cottage was once the washhouse for the adjoining 1790's farmhouse and has been recently renovated into a cozy retreat, overlooking the quiet fields and rolling mountains of Boiling Springs. The queen bed in the loft and double bed in the back room offers flexibility for a quick getaway or long-term stays. Head to the private deck for a meal and view of the sunset in the evening. Carlisle is just up the road and Harrisburg is only a 25-minute drive. Come and be refreshed.

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Top guest favorite
A spacious bedroom features two queen beds with soft blue bedding. A cozy armchair with a floral pattern is positioned beside a wooden bench. Natural light is provided by a window, and a decorative area rug adds a colorful touch to the floor.
Apartment in Carlisle
4.94 out of 5 average rating, 126 reviews

The Teal Door

The whole group will enjoy easy access to everything from this centrally located place. Just five minutes from the Carlisle Fairgrounds, one block from a park with disc golf, playground, and a walking path alongside a peaceful creek. The historic district of Carlisle is only a fifteen minute drive. Large bedroom comfortably sleeps four with two queen beds. Kitchen includes refrigerator, microwave, toaster and coffee maker. Includes a private entrance and parking.

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Guest favorite
A polycarbonate dome is nestled among trees, illuminated in soft green light. The spacious deck includes a seating area and a small table. A colorful sunset is visible in the background, casting a warm glow over the Appalachian landscape.
Dome in Shippensburg
4.91 out of 5 average rating, 174 reviews

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.

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Top guest favorite
Cabin in Landisburg
4.96 out of 5 average rating, 170 reviews

Creekside Cabin - Pet Friendly

Pet friendly Creekside Cabin in Landisburg, PA. 3 bedrooms, 2 full bathrooms. Down a lane along the creek in the peaceful mountains. Nice getaway with lots of nearby outdoor activities! Hiking nearby at Colonel Denning State Park, Audubon Hawk Watch, Opossum Lake and Little Buffalo State Park. Outdoor fire pit next to the creek and propane fire pit on the back porch for rainy days. PLEASE NOTE - the cabin is in the woods, you will encounter bugs and animals.

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Guest favorite
The living room features a light-colored sofa accented by teal and gray throw pillows. Two armchairs in contrasting colors provide additional seating. A textured area rug anchors the space, while natural light filters in through the windows, enhancing the homey atmosphere.
Home in Carlisle
4.91 out of 5 average rating, 123 reviews

Modern 2-Bedroom Home with Courtyard

Enjoy the luxuries of home in this fully renovated downtown retreat. Within close proximity of popular downtown Carlisle restaurants, bars, Carlisle Fairgrounds, pickleball courts, and Dickinson College, this 2 BR, 1 bath home with ample street parking is the ideal location to stay a few nights or longer. This Modern Parkside Retreat is close enough to town for convenience, but sits right next to Letort Park, giving you just enough peace and quiet.

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Top guest favorite
The cabin's exterior features warm wooden accents and a welcoming porch, illuminated by soft lights. Steps lead up to the porch, which is adorned with a sturdy railing, surrounded by lush greenery and trees, providing a serene and natural setting.
Cabin in Newville
5 out of 5 average rating, 149 reviews

Edgewater Lodge

A perfect place to get away from the stresses of life to relax and unwind . You Can have a seat on the large porch overlooking the Conodoguinet creek and enjoy watching nature , watch your kids playing and splashing in the creek , make dinner with the BBQ grill on the back patio or be just plain lazy ! There is no tv at this place , our goal is to have our guests enjoy nature and in this way be refreshed and ready to go back to work.

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Top guest favorite
The exterior of the cabin is shown, featuring a raised deck with a black railing. Large windows allow light to enter the interior. Green plantings and landscaping are present at the base, complementing the natural surroundings.
Cabin in Biglerville
4.99 out of 5 average rating, 204 reviews

Charlie’s Place-Beautiful, quiet 2-bedroom cabin.

Our cabin is located on a private stoned road. Very quiet and remote location. Keep this in mind when booking. 25 minute drive to downtown Gettysburg, 40 minutes to Carlisle Fairgrounds. Near Michaux State Forest, Pine Grove Furnace State Park and Caledonia State Park; many hiking, ATV and snow mobile trails. For those that enjoy skiing we are 30 minutes to Liberty Mountain in Fairfield and 50 minutes to Roundtop Mountain in Lewisberry.

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Guest favorite
Home in Harrisburg
4.97 out of 5 average rating, 682 reviews

Walk to Midtown From Contemporary Uptown Harrisburg Home

Beautifully remodeled, single family, brick rowhome in the "Olde Uptown" neighborhood of Harrisburg. Take advantage of the extra care and personal touches in this property such as complimentary beverages and snacks, continental breakfast items, professionally designed interior, and incredibly comfortable king sized bed. You can walk to the fantastic Broad Street Market, local coffee shop and cafe, and the beautiful riverfront trail.

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Popular amenities for Cumberland County vacation rentals