Holiday rentals in North Middleton

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Top-rated holiday rentals in North Middleton

Guests agree: these stays are highly rated for location, cleanliness and more.

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Top guest favourite
A single-story house is surrounded by lush green grass and a well-maintained landscape. A variety of trees and shrubs can be seen, along with a fenced yard in the background. Bright blue skies and scattered clouds create a serene setting.
Home in Shermans Dale
4.97 out of 5 average rating, 250 reviews

Country retreat, dogs ok, 15 min 81/76, Carlisle

Make yourself at home at the Country Retreat! Close to many area attractions for visitors & highways for through travelers. Plus, a huge fenced in yard & fire pit! Arriving late? The house is fully equipped with all kitchen necessities, Keurig coffee maker, microwave, coffee, tea, snacks, frozen pizzas, & canned soups. Out all day? Return & enjoy dinner under the covered pergola & a drink by the fire. Enjoy some yard games available in the shed. No cleaning/pet fee. $35/person/night over 2.

Guest favourite
Townhouse in Carlisle
4.98 out of 5 average rating, 128 reviews

Comfortable 2 bedroom Historic Rowhouse

This comfortable urban historic rowhouse is in walking distance to Carlisle main streets. Close to many restaurants, shops and activities. The main level includes a fully renovated kitchen, dining, TV space and desk area. A fenced yard & detached garage at the back of the lot. Upstairs are two bedrooms and a new bath. The largest bedroom has a king size bed, second bedroom full size. Keyless entry. Garage door opener provided. Car show enthusiasts - the home is on the parade show route!

Top guest favourite
A spacious living room features a large, dark gray couch adorned with red and patterned throw pillows. A circular coffee table sits on a decorative area rug with floral patterns. Nearby, a tall plant and a striped chair create a relaxed seating area.
Home in Carlisle
4.89 out of 5 average rating, 202 reviews

College Street Retreat!

Enjoy your stay at the College Street Retreat! This property is just a few short blocks from Dickinson College and close to historic downtown Carlisle restaurants, shopping and more! Visit one of the car shows at Carlisle Fairgrounds, or tour the Army Heritage Center. A short drive to historic Gettysburg, the worlds sweetest place, Hershey, and the capital of Harrisburg! The College Street Retreat offers all the amenities of home, and ideal location to spend a couple nights close to it all!

Top guest favourite
Place to stay in Shippensburg
5 out of 5 average rating, 463 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

Top guest favourite
The bright living area features a comfortable gray sofa and a cozy accent chair, complemented by a vintage rug. A small dining table is visible, and a staircase leads to a lofted sleeping area. Natural light streams through the windows, highlighting the warm wooden accents.
Guest house in Boiling Springs
4.94 out of 5 average rating, 158 reviews

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.

Top guest favourite
A bedroom showcases a wooden bed frame with a patterned white bedspread, accompanied by decorative pillows. Soft lighting is provided by wall sconces on either side. A sleek plant and small bedside table add a touch of greenery, while a natural area rug complements the wooden floor.
Flat in Carlisle
4.92 out of 5 average rating, 427 reviews

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.

Top guest favourite
A spacious bedroom features two queen beds with soft blue bedding. A cozy armchair with a floral pattern is positioned beside a wooden bench. Natural light is provided by a window, and a decorative area rug adds a colorful touch to the floor.
Flat in Carlisle
4.94 out of 5 average rating, 108 reviews

The Teal Door

The whole group will enjoy easy access to everything from this centrally located place. Just five minutes from the Carlisle Fairgrounds, one block from a park with disc golf, playground, and a walking path alongside a peaceful creek. The historic district of Carlisle is only a fifteen minute drive. Large bedroom comfortably sleeps four with two queen beds. Kitchen includes refrigerator, microwave, toaster and coffee maker. Includes a private entrance and parking.

Top guest favourite
A modern cottage is nestled among trees, featuring a white exterior and contrasting dark roof. An outdoor patio with string lights provides a seating area, surrounded by natural stone landscaping and large rocks. The inviting structure exudes a serene charm, perfect for relaxation.
Home in Newport
4.99 out of 5 average rating, 446 reviews

Long Acre Farm Stay! Find seclusion on the back 40

Hi! Long Acre Hideaway is a secluded cottage dedicated to providing a quiet place for couples and/or small families to spend quality time with each other and with God. Come to the “back 40” of the farm to relax and rejuvenate! Experience some of the area’s best views on the walk around the perimeter of the farm on a 1.8 mile marked trail! Rest on the deck with a cup of coffee and watch for wildlife or soak in the private hot tub at night and watch the stars!

Top guest favourite
Cabin in Landisburg
4.96 out of 5 average rating, 158 reviews

Creekside Cabin - Pet Friendly

Pet friendly Creekside Cabin in Landisburg, PA. 3 bedrooms, 2 full bathrooms. Down a lane along the creek in the peaceful mountains. Nice getaway with lots of nearby outdoor activities! Hiking nearby at Colonel Denning State Park, Audubon Hawk Watch, Opossum Lake and Little Buffalo State Park. Outdoor fire pit next to the creek and propane fire pit on the back porch for rainy days. PLEASE NOTE - the cabin is in the woods, you will encounter bugs and animals.

Top guest favourite
Cabin in Newville
5 out of 5 average rating, 136 reviews

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.

Top guest favourite
A spacious wooden deck is surrounded by lush greenery, featuring a cozy seating arrangement. Stone steps lead to a tidy garden area with seasonal plants and a raised stone terrace, enhancing the inviting outdoor space of the studio apartment.
Flat in Carlisle
4.95 out of 5 average rating, 416 reviews

Quiet, Cozy, Contemporary

Tucked away behind the main road, this “Fairgrounds Flat” studio apartment is centrally located in historic Carlisle Borough. Sparkling clean, contemporary stying, and filled with amenities, you will feel you are at a home-away-from-home. Enjoy a quiet evening on the beautifully arbored deck. An easy ten minute walk will bring you to the heart of downtown where everything is at your fingertips.

Top guest favourite
A spacious bed with white bedding is positioned against a pale green wall. A framed artwork featuring a butterfly collection is displayed nearby. A wooden nightstand holds a lamp and essentials, complementing the serene atmosphere of the room.
Guest suite in Carlisle
4.97 out of 5 average rating, 1,118 reviews

Pup Friendly Private Space

We are excited to be able to offer our beautifully 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.

Popular amenities for North Middleton holiday rentals