Vacation rentals in Orrstown

5.0 out of 5 average rating, 39 reviews

Cabin in Shippensburg

Thompson Creek Lodge

Relax with the whole family at this peaceful place to stay. Enjoy the outdoors? Relax beside the creek and grill your supper or roast some marshmallows! Enjoy hunting? Thousands of acres of state forest borders us on 3 sides! You'll be surrounded by nature and yet be only minutes from interstate for easy commute. It is along a dirt road a mile off a hard road, so keep it in mind if it snows, you may need a 4 wheel drive. Enjoy a cozy creekside getaway while you reconnect with family and friends.

Superhost

Cabin in Orrstown

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.

4.88 out of 5 average rating, 8 reviews

Place to stay in Shippensburg

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

5.0 out of 5 average rating, 486 reviews

Apartment in Chambersburg

A covered porch area features two black and white striped chairs positioned beside a small table. Potted plants and blooming flowers add color, while a wooden log serves as a natural decor element. The entrance door is framed by a welcoming sign.

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.

4.98 out of 5 average rating, 59 reviews

4.95 out of 5 average rating, 43 reviews

Prince Street Suite

Freshly renovated in 2025, this suite is right in the heart of downtown Shippensburg, in a relaxed setting. It has a nice private yard bordered by greenery. It is located 1/2 mi. from Shippensburg University, and less than 40 minutes from Gettysburg. The suite is part of a larger Victorian style home that was built in 1893. It has tons of charm and a lot of nice natural lighting. There are no TV screens but we do have fast WIFI. There is 1 queen and 1 double bed in the suite.

A spacious living area features a green velvet couch and two bright yellow armchairs, inviting relaxation. A decorative rug lies on polished wooden floors, with a coffee table displaying magazines. Elegant light fixtures and built-in shelves create an atmosphere of historic charm.

4.98 out of 5 average rating, 42 reviews

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!

5.0 out of 5 average rating, 15 reviews

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.

4.92 out of 5 average rating, 177 reviews

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

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.

4.88 out of 5 average rating, 244 reviews

The historic farmhouse presents a two-story structure with a green metal roof and white exterior. A covered porch with a small potted plant is visible at the entrance. Lush green grass surrounds the home, and trees can be seen in the backdrop under a cloudy sky.

Home in Chambersburg

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.

5.0 out of 5 average rating, 153 reviews

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

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.

4.97 out of 5 average rating, 34 reviews

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.