
Vacation rentals in South Middleton
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Top-rated vacation rentals in South Middleton
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Old Homestead - Rest, Relax and Renew
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."

Farm Escape at Deputy Farms
Luxury 2 bedroom apartment in the renovated lower level of a barn. Reconnect with nature at this peaceful,unforgettable escape. Our farmette is nestled away in beautiful countryside, plenty of mountains, with creeks for fishing less than 1 mile away. The famous Appalachian trail entrance is about 1.5 miles away. Stroll our cut flower gardens ( in season) and beautiful property grounds with unparalleled views. Our desire is for folks to unwind, rest, restore, and rediscover the beauty of nature.

Country Cottage by the Redwoods.
This quaint country cottage is nestled in the Redwoods on our Dillsburg property away from the hustle and bustle of a busy life. Relaxing, quiet, not visible from the road but close to: ~ Round Top Mountain Resort ~Paulus Mt Airy Orchards ~Yellow Breeches Creek ~Messiah University. (all within 3 miles) We are central to Gettysburg and Hershey (30 miles), Harrisburg,Carlisle, Boiling Springs, Allen Berry Play house, the Appalachian Trail, and LeTort Spring Run! (all within15 miles)

Carlisle Luxury Townhouse
Located a stones throw from the Carlisle Fairgrounds, US Army War College, Dickinson College, and Downtown Carlisle’s Vibrant restaurants and night life. Enjoy a stylish experience at this centrally-located place. This home is newly built and decorated with modern brand new furniture with luxury mattresses and comfortable lines and towels. Enjoy a clean and comfortable stay while visiting the Carlisle area. Oversize 1- car garage, dedicated office space, and rear patio are extra amenities.

Rare Fantasy Acotar Themed Cabin Romantic Kayaks +
One of a kind fantasy cabin inspired by ACOTAR, that whispers of Prythian & the cauldrons magic. 2 cozy themed bedrooms await w/queen beds, plus a third sleeping loft reached by ladder, crowned with a king-size bed & couch/Futon in living room for lingering dreams in moonlight. Surrounded by nature yet moments from revelry & nite life. Fire pit & grill under the stars + massage table. Kayaks to glide our nearby creek. For couples, magical gatherings, families with older kids & solo retreats.

1 BR Grantham Retreat
Kick back and relax in this calm, stylish space. Situated in the village of Grantham, home to Messiah Univ! Somewhat removed from the hustle and bustle yet easily accessible to Rt. 15 and 76, Harrisburg, Carlisle, Gettysburg, Hershey, Lancaster & more. Local hot spots include; Ski Roundtop, PA Farmshow Complex & Expo Ctr., Hershey Park & Giant Ctr. as well as local car shows/expos. Whether planning an adventure or a visit to your favorite student, we aim to provide all the comforts of home!

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

Downtown Retreat - whole house full of amenities
Welcome to The Downtown Retreat! Just a few short blocks from the campus of Dickinson College and a quick stroll to historic downtown Carlisle restaurants and shopping. Visit one of the many car shows at Carlisle Fairgrounds, or tour the Army Heritage Center. A short drive to historic Gettysburg, the orchards of Adams County, and the capital city Harrisburg, and more! The Downtown Retreat offers all the amenities of home, and the ideal location to spend a couple nights close to it all!

Walkable Carlisle Getaway 3BR College & Downtown
Charming 1890s house directly across from Dickinson Science Center—the closest AirBNB to campus. Three bedrooms, 1.5 baths, chic farmhouse style, full kitchen, walkable to Dickinson College, Law School, Army War College, and downtown Carlisle. Quick drive to Carlisle car shows. Cozy, stylish, and perfectly located for campus visits or exploring town. Free street parking, smart lock entry. Historic charm meets unbeatable convenience. We can’t wait to host you in this beautiful space!

Cozy Farmhouse Cottage
This cottage was once the washhouse for the adjoining 1790's farmhouse and has been recently renovated into a cozy retreat, overlooking the quiet fields and rolling mountains of Boiling Springs. The queen bed in the loft and double bed in the back room offers flexibility for a quick getaway or long-term stays. Head to the private deck for a meal and view of the sunset in the evening. Carlisle is just up the road and Harrisburg is only a 25-minute drive. Come and be refreshed.

Historic Home in Downtown Carlisle - Free Parking!
Enjoy this 2 bedroom historic home in Downtown Carlisle, PA. This home is recently renovated, has free on street parking, and is within walking distance to downtown Carlisle. This rental is located UP a flight of steep steps! This rental is a townhouse, there are neighbors on both sides and below! This space is IN TOWN, please expect to hear the noises associated with living in town. Please do not book if you are not used to townhouse, in town, noise level! Space is SMALL.

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.
Popular amenities for South Middleton vacation rentals
Stay near South Middleton's top sights
Other great vacation rentals in South Middleton

Creekside Cabin: Sauna | Hot Tub | Fire Pit |Cozy

TreeHouse Of Love*SwingBridge*Hottub*Ebikes*Nature

Castle by the creek

Mountainside Hideaway - Hot Tub - Secluded

Cabin on the Conodoguinet

Yellow Breeches Creekfront | Kayaks & Firepit

Spacious Carlisle apartment, quiet rural setting

Peaceful Dillsburg Apartment
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- Hersheypark
- Liberty Mountain Resort
- Spooky Nook Sports
- Hershey's Chocolate World
- Roundtop Mountain Resort
- Cunningham Falls State Park
- Cowans Gap State Park
- Caledonia State Park
- South Mountain State Park
- Franklin & Marshall College
- Whitetail Resort
- Pennsylvania Farm Show Complex & Expo Center
- Hersheypark Stadium
- Giant Center
- Gambrill State Park
- Broad Street Market
- Lancaster County Convention Center
- Greenbrier State Park
- National Civil War Museum
- Messiah University
- Lititz Springs Park
- Middle Creek Wildlife Management Area
- Rausch Creek Off-Road Park
- Fulton Theatre





