
Holiday rentals in Cumberland County
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Top-rated holiday rentals in Cumberland County
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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.

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!

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.

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.

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

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.

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!

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.

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.

"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.

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.

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
Other great holiday rentals in Cumberland County

Cabin Retreat Fire Pit & Nature Near Gettysburg

Select View Cottage

Cozy Loft Getaway | Near Gettysburg and Harrisburg

Mountain View Studio Apartment

Peaceful Bear Mountain Retreat

Watt's Retreat at Tom's Cabin

Spacious Carlisle apartment, quiet rural setting

Tranquil Creekside Cabin in Woods Fire Pit Swing
Destinations to explore
- Waterfront rentals Cumberland County
- Rentals with outdoor seating Cumberland County
- Rentals with a kayak Cumberland County
- Rentals with a washing machine and dryer Cumberland County
- Rentals with an EV charger Cumberland County
- Family-friendly rentals Cumberland County
- Cabin rentals Cumberland County
- Hotel rooms Cumberland County
- Bed and breakfasts Cumberland County
- Townhouse rentals Cumberland County
- Rentals with a hot tub Cumberland County
- Rentals with pools Cumberland County
- House rentals Cumberland County
- Rentals with a firepit Cumberland County
- Rentals with breakfast Cumberland County
- Flat rentals Cumberland County
- Fitness-friendly rentals Cumberland County
- Pet-friendly rentals Cumberland County
- Rentals with a fireplace Cumberland County
- Rentals with a patio Cumberland County
- Private suite rentals Cumberland County
- Hersheypark
- Liberty Mountain Resort
- Whitetail Resort
- Roundtop Mountain Resort
- Cunningham Falls State Park
- Codorus State Park
- Cowans Gap State Park
- Caledonia State Park
- Hershey's Chocolate World
- Gambrill State Park
- South Mountain State Park
- Spooky Nook Sports
- Pennsylvania Farm Show Complex & Expo Center
- Poe Valley State Park
- Franklin & Marshall College
- Messiah University
- Lititz Springs Park
- Giant Center
- Lancaster County Convention Center
- Broad Street Market
- National Civil War Museum
- Fulton Theatre
- Central Market Art Co
- Catoctin Mountain Park




