Vacation rentals in Orrstown

4.99 out of 5 average rating, 102 reviews

Old Homestead...Rest, Relax and Renew at this Quant Getaway

Welcome to the "Old Homestead." If you are looking for a quaint and relaxing getaway, then the Old Homestead is the perfect spot. Located between Shippensburg/Carlisle areas, there is so much to see and do within driving distance. History enthusiast...you have so many places to choose from. Maybe wine is more to your liking...it's a matter of which winery do I choose first. Enjoy hiking...then nearby Michaux State Forest is the perfect place to go or the Cumberland Rails to Trails. Perhaps you prefer to just relax and enjoy dinner on the deck or sit around a firepit and enjoy the evening. Whatever your preference, be sure to enjoy your "home away from home."

4.97 out of 5 average rating, 307 reviews

Home in Greencastle

Country 2-Bed/2-Bath Barndominium w/Beautiful View

Rural agricultural setting but convenient to towns, golfing, Whitetail Ski Resort and civil war historical sites. Two bedrooms with queen beds w/linens, two full baths, full kitchen living room area, desk and outdoor firepit and chairs (firewood for additional fee). Queen pull-out sofa bed. Wi-Fi and HDTV. Paved drive/parking area. Pets welcome w/agreement. Short drive to I-81 and I-70 20 mins to Hagerstown 15 mins to Chambersburg 20 mins to Whitetail Ski Resort 1.5 hrs to Baltimore/Washington

4.94 out of 5 average rating, 125 reviews

Home in Chambersburg

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.

Place to stay in Shippensburg

5 out of 5 average rating, 374 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, Sauna, Fire Pit, BBQ, Outdoor shower) *High-Speed Wi-Fi *Free Parking *EV charger

Cabin in Berkeley Springs

4.98 out of 5 average rating, 119 reviews

Monte Vista~Golf~Views~PS5~Sport Court~EV Charger

IG @montevistawv Luxury Getaway Professionally Designed for STR 🏔️Massive Panoramic 3 State View 🏌️‍♂️Golf Ball Driving Range 🏀 Pickleball, Basketball, Volleyball & Tennis 🎮 PlayStation 5 Mini Disc ♨️ 6-Person Hot Tub 🔊Sonos Sound Throughout 🔋Level 2 EV Charger 🥾 Hiking Trail on site 🌳 33 private acres, no quiet hours 🔥 Massive Firepit + Grill & Pizza Oven 🛋️ Cozy Gas Fireplace 🌐 Fast WiFi & Three 65" Smart Tvs 🛏️ 3 King Beds & Twin Bunk Bed 💼 Dedicated Work Area

Apartment in Chambersburg

4.99 out of 5 average rating, 168 reviews

REmix REtreat, curated and styled by REmix Design

Enjoy downtown Chambersburg in this biophilic, sustainable loft, central to local shops, restaurants, breweries, and coffee shops. The building that houses the loft was erected in the 1890s, giving the space charm unique to the era. Wander down Main St get a feel for our quaint downtown. There is a rail to trail within one block of the space for exercising and biking. Chambersburg is a thirty minute drive to Gettysburg, and less than two hours from Baltimore and Washington DC.

4.96 out of 5 average rating, 223 reviews

Cottage in Spring Run

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.

4.9 out of 5 average rating, 187 reviews

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.

4.97 out of 5 average rating, 392 reviews

Condo in Chambersburg

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.

Guest suite in Chambersburg

4.89 out of 5 average rating, 192 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.

4.99 out of 5 average rating, 137 reviews

Cottage in Biglerville

Copper Flat Cottage

Welcome to Copper Flat Cottage! Enjoy your time on top of the mountain in our lux studio cottage. We are within walking distance of the Appalachian Trail, and within half a mile of the DCNR ATV trails. We are located 15 min. from I81 and Shippensburg. Experience life on the mountain in this romantic getaway. We are glad you are here!

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Popular amenities for Orrstown vacation rentals

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Other great vacation rentals in Orrstown

5 out of 5 average rating, 8 reviews

Select View Cottage

JackieRating, 5 stars2 weeks ago

This was the nicest Airbnb we’ve rented in a long time! I’ve already booked our next stay. The location is perfect for us, near family, and the view is indeed lovely. It was super clean, the pictures let you know exactly what to expect. The beds were very comfortable and there were little notes with tips for any questions that arose while we were there! We especially loved all of the real house plants! It made it feel so cozy. They’re serious about the Mennonite buggies arriving to church on Sunday morning! It was the most horse and buggy traffic I’ve ever seen!

Apartment in Chambersburg

5 out of 5 average rating, 3 reviews

Air Hill Haven

KateRating, 5 stars3 days ago

This was exactly what we needed. Very cute space with everything you would need! My boyfriend and I were traveling long distance and wanted a quiet place to rest before we continued the rest of our trip and this place was exactly that (thank you for same-day booking options). I would highly recommend this place as feels like home. Very well done and I wish you success for your future bookings!

5 out of 5 average rating, 21 reviews

Spacious Shippensburg Home, Close to Museums!

MarkRating, 5 stars1 week ago

Beautiful spot, friendly neighborhood.Great place to stay.

Cabin in Richfield

4.81 out of 5 average rating, 113 reviews

Rustic Escape in the Woods

RachelRating, 5 stars3 weeks ago

We had such a peaceful stay at Crystals place. The cabin was beautiful and we loved the location! I would absolutely recommend this place to anyone who loves being out in the woods!

4.95 out of 5 average rating, 96 reviews

Cabin in Amberson

Log Cabin with Hot Tub & Fireplace

ChathamRating, 5 stars2 weeks ago

We had a really lovely cabin trip here! It is rare to find an Airbnb where the place is even nicer in person than in the pictures, but this one exceeded expectations. We would absolutely stay here again.