Holiday rentals in Cumberland County

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Top-rated holiday rentals in Cumberland County

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Top guest favourite
The living room features a brick fireplace framed by a wooden mantel, adorned with seasonal decor. Two checkered armchairs sit beside a green ottoman, and a patterned area rug cushions the floor. Natural light filters through the window, illuminating the inviting space.
Cottage in Dillsburg
4.9 out of 5 average rating, 366 reviews

Private Cottage on Horse Farm with covered porch

Now using UV technology to clean which uses extra time to sanitize and ventilate see new check in/out. Lovely cottage enjoy amazing sunsets from the back porch with first floor eat in kitchen- full refrigerator, microwave, stove, coffee bar and grill. The living room features a comfy sofa and chair for reading with queen sofa bed and tv, 1st floor full bath walk in shower. 2nd floor has a lofted ceiling with a queen bed, vanity, tv, desk and chair. Lockbox entry. Pets allowed - extra fee.

Top guest favourite
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, 335 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)

Guest favourite
Cabin in Mechanicsburg
4.84 out of 5 average rating, 355 reviews

Themed Cabin Booktok Dream Fairy Fae River Kayaks

One of a kind fantasy cabin inspired by ACOTAR, that whispers of Prythian and the cauldrons magic . Two cozy bedrooms with plush memory foam toppers await, plus a third sleeping loft reached by ladder, crowned with a king-size bed daybed in living room for lingering dreams. Surrounded by nature yet moment revelry & nite life. Fire pit & grill under the stars,outdoor movie projector & massage table. Kayaks to glide our nearby creek. For couples, magical gatherings, families & solo retreats.

Top guest favourite
Place to stay in Shippensburg
5 out of 5 average rating, 448 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

Top guest favourite
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, 166 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.

Top guest favourite
A bedroom showcases a wooden bed frame with a patterned white bedspread, accompanied by decorative pillows. Soft lighting is provided by wall sconces on either side. A sleek plant and small bedside table add a touch of greenery, while a natural area rug complements the wooden floor.
Flat in Carlisle
4.92 out of 5 average rating, 415 reviews

Historic Home in Downtown Carlisle - Free Parking!

Enjoy this 2 bedroom historic home in Downtown Carlisle, PA. This home is recently renovated, has free on street parking, and is within walking distance to downtown Carlisle. This rental is located UP a flight of steep steps! This rental is a townhouse, there are neighbors on both sides and below! This space is IN TOWN, please expect to hear the noises associated with living in town. Please do not book if you are not used to townhouse, in town, noise level! Space is SMALL.

Guest favourite
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, 147 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.

Top guest favourite
A spacious living area features a large leather sectional sofa and two comfortable armchairs. Natural light fills the room through tall windows, while wood paneling and decorative taxidermy add a rustic touch. A wooden coffee table is centered on a braided area rug, complementing the cozy atmosphere.
Cabin in Landisburg
4.96 out of 5 average rating, 156 reviews

Creekside Cabin - Pet Friendly

Pet friendly Creekside Cabin in Landisburg, PA. 3 bedrooms, 1 full bathroom. 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.

Top guest favourite
A spacious bed with white bedding is positioned against a pale green wall. A framed artwork featuring a butterfly collection is displayed nearby. A wooden nightstand holds a lamp and essentials, complementing the serene atmosphere of the room.
Guest suite in Carlisle
4.97 out of 5 average rating, 1,081 reviews

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.

Top guest favourite
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, 126 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.

Top guest favourite
A spacious wooden deck is surrounded by lush greenery, featuring a cozy seating arrangement. Stone steps lead to a tidy garden area with seasonal plants and a raised stone terrace, enhancing the inviting outdoor space of the studio apartment.
Flat in Carlisle
4.95 out of 5 average rating, 396 reviews

Quiet, Cozy, Contemporary

Tucked away behind the main road, this “Fairgrounds Flat” studio apartment is centrally located in historic Carlisle Borough. Sparkling clean, contemporary stying, and filled with amenities, you will feel you are at a home-away-from-home. Enjoy a quiet evening on the beautifully arbored deck. An easy ten minute walk will bring you to the heart of downtown where everything is at your fingertips.

Guest favourite
A single-story cottage is nestled among tall trees, with a grassy area in the foreground. The exterior is light-colored with contrasting dark shutters. A welcoming front porch is visible, adorned with potted plants, while a grill is positioned nearby, providing a cozy outdoor space.
Guest house in Aspers
4.92 out of 5 average rating, 422 reviews

Cottage on our horse farm

"Dream on Farm" has a cottage that is cozy, airy and very spacious. It is very comfortable for 2 and can accommodate 6. Full kitchen, living area and bathroom. Bring your horses and/or dogs. 25 min. from Gettysburg, 5 min. from local golfing. 1 acre fenced in for monitored dog run area. Great internet and smart TV. No cleaning or dog Fees so we ask you to be considerate. Thank you.

Popular amenities for Cumberland County holiday rentals