Vacation rentals in Orrstown

The 1850 Retreat Chambersburg

Welcome to The 1850 House! This beautiful 5 br home located in Chambersburg, PA has as been thoughtfully decorated and designed to ensure that you have everything you need for an entertaining and relaxing getaway full of quality time with your family & friends. The 1850 House is newly renovated with white oak floors and accents throughout, beautiful tile work and a custom kitchen with high-end appliances. 50% off monthly stays! *More information coming soon!* *We ask that all guests sign a ren

Pine Mountain Retreat - Roxbury PA - Peaceful

Nestled in the woods, this family-friendly mountain cabin is a peaceful place to relax and reconnect. Surrounded by trees and fresh air, this cabin is sure to be a fvorite. Enjoy meals together, mornings on the deck, and cozy evenings indoors after a day of outdoor fun. With rustic charm, and a quiet setting, this cabin is perfect for family getaways, weekend escapes, and making lasting memories. Includes a large dining area in the sun porch, several decks, and a large living room w/ firplace.

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

Valley View Retreat | Close to Downtown| Sleeps 7

Welcome to Valley View Retreat, a three-bedroom residence located just outside of Shippensburg and only 20 minutes from Chambersburg, this beautiful retreat is the perfect spot for your visit to the area! Recently renovated and improved, this family-friendly property is both stylish and convenient, with a full-size, well-stocked kitchen, two full bathrooms, including one ensuite to a bedroom, a private deck, fast Wi-Fi, a 50" smart TV, hotel-style linens, and parking for up to 3 vehicles!

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.

1789 Historic Gem | Modern for 9

The Historic Doctor’s House | 1789 Retreat Step into this tastefully restored 1789 home in downtown Shippensburg! Perfect for up to 9 guests, it’s a spacious getaway for history lovers, nature explorers, and road trippers. 5 Beds | 4 Bedrooms | 3 Baths Pet-Friendly | Full Kitchen | Walk to Cafés & Shops | Movie Room w/ Projector Explore Gettysburg, Cumberland Valley, Shippensburg University, or simply unwind in this charming, historic home. Book your stay today!

Private 3-bedroom, 2-bath House with Large Yard

Well cared for, recently updated 3-bedroom, 2-bathroom home in private, rural setting with many nearby attractions and amenities including downtown Shippensburg and Shippensburg University; Michaux State Park and Pine Grove Furnace; and Amish and Mennonite culture, food, and shopping. Set up with fully equipped kitchen, two desk/spaces, ample parking (including garage), two smart TV/living areas, laundry facilities, and a screened in patio and plenty of yard space.

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.

The Quaint Queen

Welcome to the quaint queen! A cozy home built in 1900 with a modern esthetic. Located in the heart of Shippensburg, this home is close to Shippensburg University, Luhrs center, and Shippensburg fairgrounds. It is also 30-45 minutes from Carlisle, Gettysburg, Chambersburg, and many state parks including Caledonia and Pine Grove Furnace State Park. The quaint queen is perfect for a business trip, long visit, or short weekend.

Hot Tub, Fireplace, Ping Pong, State Game Lands

-Quiet wooded property with log cabin -Hot tub and fire pit area -Peaceful surroundings, backed up to state game lands -Living room fireplace, wifi, Roku TV, ping pong table -Two car garage Bed / bath explanation: 6 beds total - 2 queen beds, 2 double beds in the loft overlooking the dining room and 1 sofa bed in the basement of the main cabin. 1 queen bed in the private cottage.

Select View Cottage

About the cottage: This home is located on a farm raising black angus cattle. There is a large, well-stocked kitchen where you can cook delicious meals, when you're not visiting the local Amish and Mennonite cafes and bakeries. Take your cooking and dining outside on nice days to our lovely patio dining area and grill! There is also a large backyard with gorgeous sunset views.

The Wrens Nest

This cozy home with covered front porch and open back deck is a great place to enjoy country sunrises or relaxed afternoons! An affordable & comfy place to spend the weekend or while enjoying the area attractions. With high-speed Internet it has made a great place to stay for business people & traveling nurses. It’s a place you can feel perfectly “at home” in. 🙂