Holiday houses in Cumberland County

Find and book unique accommodation on Airbnb

Top-rated holiday rentals in Cumberland County

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

%{current} / %{total}1 / 1
Guest favourite
A serene bedroom features a black metal bed frame adorned with crisp white bedding. A bedside table holds a modern lamp and a small plant, while a decorative pillow adds a touch of color. The background showcases a textured wall with subtle, dotted patterns.
Home in Mechanicsburg
4.98 out of 5 average rating, 124 reviews

The Emerald Dragonfly- Kid Friendly, Sleeps 8

Conveniently located 1 mile from Messiah University, 25 minutes from the town of Hershey, and 15 minutes from Ski Roundtop Resort and the city of Harrisburg, The Emerald Dragonfly is a family-friendly, modern, spacious getaway that is home away from home. Enjoy this beautiful 4 bedroom, 2.5 bath townhome that is suited to meet your needs. Local hosts that can provide recommendations, enjoy all Central PA has to offer with the Emerald Dragonfly. Additional unit next door for larger parties.

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!

Guest favourite
The exterior of a spacious house is visible, featuring a stone façade and a large garage. A well-maintained yard includes colorful flowering bushes and green grass, with a concrete walkway leading to the front entrance. Window details highlight the welcoming atmosphere.
Guest suite in Harrisburg
4.88 out of 5 average rating, 628 reviews

Hill View Home

This is a spacious downstairs apartment in a beautiful newer house in a quiet neighborhood. The apartment has private entrance and a yard. There are two bedrooms. If your party has more than two people, or if you need two separate beds, there is an additional $20 charge for the second bedroom per night. The house is located close to I-81 and highway 322 less than 10 minutes drive from the state capitol and the beautiful Susquehanna river and 25 minutes from Harrisburg International Airport.

Guest favourite
Cabin in Mechanicsburg
4.84 out of 5 average rating, 354 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, 447 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 bright living area features a cozy yellow chair, a low coffee table adorned with a plant and a book, and a television. A staircase with a metal railing leads to the upper level, while an entry door is visible in the background.
Apartment in Mechanicsburg
4.94 out of 5 average rating, 196 reviews

Peaceful 2 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, Messiah U, Hershey Park, Ski Roundtop, Appalachian Trail, Local Car Shows, 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.
Apartment in Carlisle
4.92 out of 5 average rating, 409 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 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 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, 1,080 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.

Popular amenities for Cumberland County holiday rentals