Holiday rentals in Cumberland County

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Top-rated holiday rentals in Cumberland County

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Guest favourite
The cottage features a spacious covered porch with string lights, inviting relaxation. White adirondack chairs are positioned in front, and a pathway leads to the entrance. The exterior is painted in soft yellow, providing a cheerful contrast to the surrounding greenery.
Cottage in Mechanicsburg
4.95 out of 5 average rating, 138 reviews

Creek front cottage w/ porch & fire pit

Make some memories at this unique and family-friendly place. Cottage is conveniently located minutes from everything you need. The cottage has 120’ of creek front access great for fishing, tubing, kayaking and canoeing. The porch has wonderful view of creek and sunsets. Enjoy the fire pit or a game of hoops! Easy access to major highways and Hershey, Carlisle, Lancaster and farm show. Private but minutes to everything convenience means you will hear road when outside. Dogs allowed w/fee.

Superhost
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, 354 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!

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)

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.

Guest favourite
A well-furnished living area is highlighted by a comfortable sofa adorned with decorative pillows and a textured throw blanket. A wooden coffee table holds woven baskets and books. Natural light fills the space, where a dining area with a simple tabletop and chairs is visible in the background.
Flat in Mechanicsburg
4.92 out of 5 average rating, 146 reviews

Cozy 1 BR Apartment - Centrally Located

Centrally located in a peaceful neighborhood of Mechanicsburg this suite is packed with character. It is close in proximity to all that Central Pennsylvania has to offer such as local shopping and restaurants, easy access to Routes 15, 76, 81 and 83, PA Farm Show Complex & Expo Ctr., Messiah U, Hershey Park, Ski Roundtop, Harrisburg, Carlisle, Gettysburg, Lancaster and more. We do our best to provide all the comfort of home in order to make your stay as pleasant as possible!

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.

Top guest favourite
A decorative sign for 'The Carriage House' features elegant lettering on a background of deep purple. The sign is mounted against a backdrop of a light grey exterior wall, enhanced by a series of windows above and a stylish wall lantern nearby.
Home in Carlisle
4.98 out of 5 average rating, 267 reviews

"The Carriage House"

This quaint 1,500 square feet carriage house is on the back of a property that is home to a 19th century Victorian know as "Glass Gable". In 2000 Walt and Diana Brown purchased this property and began restoration and remodeling. The woodwork and other accommodations throughout have all been carefully selected to provide the atmosphere of an European Chalet. The Carriage House is within walking distance to downtown Carlisle and its many historic attractions.

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, 1,083 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
A cozy living area features a comfortable gray couch and armchair arranged around a wooden coffee table. Light filters through large windows, illuminating an exposed brick wall. A television is placed near a basket and a decorative wall hanger is visible, adding to the welcoming ambiance.
Townhouse in Carlisle
4.96 out of 5 average rating, 304 reviews

Downtown Charmer

Located in the heart of downtown Carlisle, this home was built in the early 1900's and still holds aspects of it's historical charm. It is in close proximity to all that Carlisle has to offer such as local shopping and restaurants, Dickinson College and Penn State Law School, Army War College and Army Heritage Center, Carlisle Events car shows, and more. We do our best to provide all the comforts of home in order to make your stay as pleasant as possible!

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.

Popular amenities for Cumberland County holiday rentals