Vacation rentals in Shippensburg

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Top-rated vacation rentals in Shippensburg

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Guest favorite

Barn in Ronks

5.0 out of 5 average rating, 143 reviews

The Carriage House: Beautiful Farmland Views.

The Carriage House is the second floor of our cedar stables that was turned into an apartment years ago. It was completely redone this spring and professionally decorated to make it a cozy + luxe retreat with views to die for. While we no longer use the stables to house animals we still keep a few head of cattle + sheep in the pasture for your enjoyment. The wall of windows along the back of the apartment offer you the most stunning views of the surrounding farmland and an unforgettable sunrise.

Guest favorite

Guest suite in Smithsburg

4.99 out of 5 average rating, 159 reviews

Creekside Retreat at the Jewel Vinsota

Relax in a quiet, curated, dog-friendly art exhibit. Live with paintings & sculptures that are for sale. This garden apartment is tucked into a hillside above a creek, along the Jewel Vinsota Sculpture Trail. Your host/gallery curators live upstairs. The “Artist’s Guesthouse” is next door. The private entrance is down a stone-stepped path. Perfect for 2 w/ the queen bed but room for 4 w/ the living room futon. Fully equipped kitchen. Private charcoal grill and fire pit next to the creek.

Guest favorite

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 favorite

Apartment 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 favorite

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 favorite

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 favorite

Guest suite in Carlisle

4.97 out of 5 average rating, 809 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 favorite

Home in Shippensburg

4.95 out of 5 average rating, 22 reviews

Quaint Historic Stone House

Conveniently located in downtown Shippensburg and in walking distance to pubs, restaurants and stores, this older rustic home offers modern touches that makes it cozy and comfortable. 45 minutes to popular tourist attractions in Gettysburg, the house is only 5 mins away from Interstate 81. Large fully fenced backyard with extra room for larger vehicles to park in the back or side of the house. Reduced cleaning fee if only 1 bedroom needed.

Guest favorite

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 favorite

Home in Blue Ridge Summit

4.99 out of 5 average rating, 455 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.

Guest favorite

Condo in Chambersburg

4.98 out of 5 average rating, 240 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 favorite

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.