Vacation rentals in Orrstown

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Top-rated vacation rentals in Orrstown

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Guest favorite

Home in Newburg

4.97 out of 5 average rating, 89 reviews

Cozy Country apt.

Tucked away beside the Country store cafe, in beautiful Cumberland valley, this charming and cozy country style appt is perfect for a getaway or a nights rest from work or travel. Its located a few miles off of the PA turnpike and 7 miles from Shippensburg. The outside has a private backyard lined with pine trees and a patio perfect for morning coffees and bird watching. The cafe next door serves delicious Breakfast lunch Fresh baked goods and Homemade bread daily. Cafe Hrs are Mon-Sat 6 to 2:30

Jul 8 – 15

G$25,875 GYD per night

Guest favorite

Home in Chambersburg

4.96 out of 5 average rating, 49 reviews

Spacious Home Minutes from Penn Nat. Golf Course

We are located minutes from Penn National Golf Course, Caledonia Golf Course and State Park, the Appalachian Trail, shopping and restaurants. Gettysburg, PA is a 30 min. drive away and DC is less than 2 hours from us. There are several ski resorts close by as well. We live out of town and settle in this home when we are in the area for a few weeks each year. We have attempted to make this space a home for ourselves that you will enjoy as well. Our daughter will be your host for your stay.

Mar 21 – 28

G$19,808 GYD per night

Guest favorite

Apartment in Shippensburg

4.87 out of 5 average rating, 15 reviews

The Flat on Olde Scotland

Welcome to your new home away from home! You will enjoy this tastefully decorated apartment with lots of space to spread out and relax! This is a first-level, two-bedroom apartment in a building with six total flats. Easy access to Shippensburg if you want to go to a restaurant and or the University, and you can also jump on 81 and be in Chambersburg in a few minutes! This apartment has everything you will need to be comfortable while you stay with us for leisure or work.

Sep 21 – 28

G$25,904 GYD per night

Guest favorite

Cottage in Spring Run

4.95 out of 5 average rating, 178 reviews

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.

Aug 28 – Sep 4

G$21,449 GYD per night

Guest favorite

Place to stay in Shippensburg

5.0 out of 5 average rating, 261 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, Fire Pit, BBQ, Dining, Lawn) *High-Speed Wi-Fi *Free Parking

Jul 30 – Aug 6

G$48,588 GYD per night

Guest favorite

Home in Chambersburg

4.93 out of 5 average rating, 142 reviews

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.

Jan 20 – 27

G$52,013 GYD per night

Guest favorite

Home in Shippensburg

4.96 out of 5 average rating, 27 reviews

Claire House on the Creek

Claire House is a newly renovated home on the banks of Middle Spring Creek. Its restored open porch and balcony over look the cool spring waters as they meander past the property and under the wooden foot bridge. The Great Blue Heron keeps a close eye on the stocked trout stream and the nearby anglers. Shippensburg University and the Luhrs Center are less than 2 miles away as are as are numerous eateries and shopping experiences.

Oct 3 – 10

G$32,502 GYD per night

Guest favorite

Home in Blue Ridge Summit

5.0 out of 5 average rating, 448 reviews

Colonial Era Spring House

A unique and private mountain top colonial era spring house, with two springs flowing thru the basement. Originally the site of a tannery in the 1700s. Here you can relax, recharge, and rejuvenate. We celebrate all four seasons where you can enjoy Mother Nature's ever changing scenery at 1300' above sea level with fresh mountain air. Our area offers many things to do, or you may choose to stay in and do nothing at all.

Sep 5 – 12

G$28,283 GYD per night

Guest favorite

Condo in Chambersburg

4.98 out of 5 average rating, 221 reviews

One-bedroom apartment with separate entrance.

Adorable one-bedroom apartment with separate entrance. Located 10 minutes from downtown Chambersburg. Whether its historical sight-seeing, culturally diverse restaurants, or local craft beer, there is plenty to see and do in this area. Built in 2021, this apartment is on the lower level of our custom built home. It also has a fully equipped gym. Pet friendly, No smoking, No parties.

Jan 29 – Feb 5

G$17,988 GYD per night

Guest favorite

Guesthouse in Aspers (Mail)

4.92 out of 5 average rating, 349 reviews

Cottage on our horse farm

"Dream on Farm" has a cottage that is cozy, airy and very spacious. It is very comfortable for 2 and can accommodate 6. Full kitchen, living area and bathroom. Bring your horses and/or dogs. 25 min. from Gettysburg, 5 min. from local golfing. 1 acre fenced in for monitored dog run area. Great internet and smart TV. No cleaning or dog Fees so we ask you to be considerate. Thank you.

Oct 8 – 15

G$29,764 GYD per night

Guest favorite

Guest suite in Chambersburg

4.89 out of 5 average rating, 134 reviews

Cute Place Just Out Of Town With A Country Feel

Looking for an affordable place to stay the night or a few days? You may have just found the perfect place. This cute efficiency unit may just cover all the bases you need for a short stay. What once was a office for a shop, is no longer needed as an office and so it was converted to supply a place to sleep for tired travelers or for people looking to get away for a few days.

Jul 10 – 17

G$13,844 GYD per night

Guest favorite

Vacation home in Shippensburg

4.91 out of 5 average rating, 23 reviews

Green Shutters

Mennonite Grocery store with in walking distance. Dollar General nearby. Shippensburg University a few miles away. Walmart, ALDIs, Weis within 2 miles. Restaurants nearby. Mexican, Chinese, Italian and Pa. Home Dutch cooking.

Sep 18 – 25

G$27,243 GYD per night