Holiday rentals in Shippensburg

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Top-rated holiday rentals in Shippensburg

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Guest favourite

Home in Chambersburg

4.85 out of 5 average rating, 193 reviews

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After a great day exploring local shops, & restaurants, unwind at the Cheerful Abode. Just 5 minutes from downtown historic Chambersburg, and about 25 miles from the Gettysburg Battlefields. Minutes from I-81. ★Perfect for families and traveling professionals★ You’ll find a spacious garden tub to relax, an outdoor dining table to share a meal, or curl up with a blanket on the couch for your favorite movie. There are books & games available as well! We look forward to hosting you!

Guest favourite

Place to stay in Shippensburg

5.0 out of 5 average rating, 268 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 *EV charger

Guest favourite

Guest house in Smithsburg

4.97 out of 5 average rating, 650 reviews

Jewel Vinsota Artist's Guesthouse

Less than a mile from the Appalachian Trail, the dog-friendly Jewel Vinsota guesthouse is the perfect get away to explore nature or your artistic leanings. The house is full of original artwork, hand-crafted details, and books on art and architecture. Wander the grounds and find sculpture, ponds, and trails through the woods. Want to hike the entire 40-mile length of Maryland on the Appalachian Trail? Start and end at the Jewel Vinsota and we can drop you off and pick you up.

Guest favourite

Flat in Chambersburg

5.0 out of 5 average rating, 99 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.

Guest favourite

Cottage in Spring Run

4.95 out of 5 average rating, 182 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.

Guest favourite

Dome in Shippensburg

4.93 out of 5 average rating, 72 reviews

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 heated and cooled. 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.

Guest favourite

Guest suite in Carlisle

4.97 out of 5 average rating, 811 reviews

Pup Friendly Private Space with fenced yard

Welcome, I am Debbie a busy Mama/Grandma with a bunch of millennial children (plus five grandchildren and 5 granddogs). I am excited to be able to offer my newly designed space close to Dickinson, the War College, Carlisle Fairgrounds, Appalachian Trail, Harrisburg and Gettysburg. You have your own off-street parking, private entrance and a large bedroom/sitting room with full private bathroom and a microwave/ mini-refrigerator for your convenience.

Guest favourite

Home in Shippensburg

4.94 out of 5 average rating, 31 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.

Guest favourite

Tiny home in Wellsville

4.97 out of 5 average rating, 608 reviews

Cutest Tiny Home Getaway w/kayaks next to lake

Perched on an outcrop overlooking the Conewago mountains, this sweet tiny home for 2 offers a stylish, relaxing getaway where you can slow down for a few days with your favorite human. Cozy up on the hammock with a good book, spend the day on the lake with our two complimentary kayaks, roast marshmallows over the fire, sip wine to a spectacle of fireflies, settle into rocking chairs for some stargazing, and wake up happy 😊

Guest favourite

Apartment in Chambersburg

4.98 out of 5 average rating, 241 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.

Guest favourite

Guest suite in Chambersburg

4.89 out of 5 average rating, 140 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.