
Holiday rentals in Orrstown
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Top-rated holiday rentals in Orrstown
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Legacy Bridge Farmhouse
This cozy farmhouse was built in the 1800's and has been completely remodeled. The house is completely furnished and the large kitchen is fully stocked for cooking. The house sits on a beautiful farm property. There is a stream that runs through the property and there is a beautiful view from the back porch. It is located 10 minutes from Shippensburg and Chambersburg. It is also about 30 minutes from Gettysburg Battlefield. Whitetail, Ski Liberty Resort, and Roundtop are all within an hour.

Grandma’s Corner. Early 1900's restored home.
This charming East Broadtop Railroad home, built in the 1900’s, has been restored. House includes washer/dryer. 2 full baths. Kitchen is fully stocked for cooking. Walking distance to the Historical East Broadtop Railroad and Trolley. Short distance to Lake Raystown,and State College. Beautiful golf course within 12 miles. Grocery store and restaurants near by. Quaint town for walking and sightseeing. House is unoccupied (large yard, gift shop on property and playground across the street).

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

Air Hill Haven
Kick back and relax in this peaceful stylish space. This basement apartment gives you a quiet private space to unwind. It is located in the country between Chambersburg and Shippensburg. Located right beside Letterkenny Army Depot, the Chambersburg hospital and Roxbury camp are nearby. Gettysburg and Carlisle Fairgrounds are each about 30 miles away. There is a private entrance with a covered porch. Relax on a glider while facing the woods and listening to the sounds of nature.

Cozy country charm
My cottage has beautiful views from every side of the house and a relaxing front porch to sit and relax and enjoy a cup of coffee. It's a cozy cottage at the foot of the mountain with lots of privacy. There are no neighbors. There are horses here to enjoy watching them graze or feed them a snack. It's truly a nice getaway and still only a half hour from 3 local towns. For warmer weather there is a firepit, picnic table, grill and some nice shaded areas to relax.

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.

Long Acre Farm Stay! Find seclusion on the back 40
Hi! Long Acre Hideaway is a secluded cottage dedicated to providing a quiet place for couples and/or small families to spend quality time with each other and with God. Come to the “back 40” of the farm to relax and rejuvenate! Experience some of the area’s best views on the walk around the perimeter of the farm on a 1.8 mile marked trail! Rest on the deck with a cup of coffee and watch for wildlife or soak in the private hot tub at night and watch the stars!

TreeHouse Of Love*SwingBridge*Hottub*Ebikes*Nature
Welcome to **Treehouse Of Love** 💕 A Space that is uniquely designed to draw out the best, in you and your spouse! You'll find it setting back a long driveway where the whippoorwills sing and the fireflies burst with light… *The hottub sits approximately 34ft away at the same elevation, and is accessed by a charming, swinging bridge that feels like royalty! *Ebikes are included with stay! *Every amenity that is needed for a comfortable stay is provided!

Homestead, a serene organic farm minutes off I81.
Visit the Homestead, just a few miles off I-81 in Chambersburg. The serene landscape offers fresh air and open space. This historic home on 130 acres of farmland presents bed/bathrooms on the first and second levels and relaxing living space for all guests. Multiple work areas are equipped to offer you a desk and comfortable chair - boasting picturesque scenes. A large bright room, seating 35 attendees, is also available for hosting special events.

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.

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.

A-Frame W/ HOTTub, MountainView,Pickleball/tennis
Welcome to Hilltop Haven A-Frame. Perched on top of the ridge and surrounded by trees, this unique getaway offers breathtaking views, total privacy, and a true connection to nature. Designed for both relaxation and recreation, this home has something for everyone—whether you’re unwinding in the hot tub, gathering around the fireplace, or enjoying a friendly competition outdoors.
Popular amenities for Orrstown holiday rentals
Other great holiday rentals in Orrstown

Turkeyfoot Hideaway!

The Cabin - A Private Mountainside Retreat

Kiva Chalet~ Mountain views - Hot Tub - Secluded

Beautiful Bell Avenue Retreat

Luxury Mirror Cabin • Hot Tub • Sauna • Mtn. Views

Serenity Spaces Guest House

The Quaint Queen

1789 Historic Gem | Modern for 9
Destinations to explore
- Norfolk Holiday rentals
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- Greater Toronto Area Holiday rentals
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- Liberty Mountain Resort
- Berkeley Springs State Park
- Roundtop Mountain Resort
- Cunningham Falls State Park
- Cowans Gap State Park
- Tussey Mountain Ski and Recreation
- Caledonia State Park
- South Mountain State Park
- Gambrill State Park
- Whitetail Resort
- Raystown Lake Recreation Area
- National Civil War Museum
- Pennsylvania Farm Show Complex & Expo Center
- Broad Street Market
- Weinberg Center for the Arts
- Messiah University
- Antietam National Battlefield
- Big Cork Vineyards
- Greenbrier State Park
- Catoctin Mountain Park
- Canoe Creek State Park
- Pine Grove Furnace State Park
- SpringGate Vineyard
- Greenwood Furnace State Park





