Holiday houses in North Middleton

School Of Law - Whole House Full of Amenities

Enjoy your stay at The Law office 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 LawOffice Retreat offers all the amenities of home, and ideal location to spend a couple nights close to it all!

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!

Cute Carlisle Cottage-studio home

Welcome to the Carlisle Cottage. Small, cute & clean. 1 Q bed & addtl. Q air bed avx upon request. Sleeps 2 adults & up to 2 children. Centrally located to shops, restaurants, US Army War College, Dickinson College, Keystone Aquatics & Fairgrounds but not walkable to these locations. Easy I81 on/off access. Minutes to the PA Turnpike. Smoking not allowed indoors but ok on the porch. Receptacle provided. Outdoor cameras for security. Host lives on property in house next door.

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.

Arch Street Lodge

**More comfortable sofa/futon added for 2026** Enjoy your stay at the cozy Arch St Lodge featuring Quartz countertops, Gas range, Stainless steel appliances, and laundry center. This Furnished 1br, 1ba studio unit includes 1 queen bed, 1 futon sofa. It's conveniently located on a quiet street within walking distance to the Law School, College, YMCA, and downtown Carlisle with Off-street parking directly beside the unit. YoutubeTV package & Fast WIFI included.

Pup Friendly Private Space

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 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.

Downtown Charmer

Located in the heart of downtown Carlisle, this home was built in the early 1900's and still holds aspects of it's historical charm. It is in close proximity to all that Carlisle has to offer such as local shopping and restaurants, Dickinson College and Penn State Law School, Army War College and Army Heritage Center, Carlisle Events car shows, and more. We do our best to provide all the comforts of home in order to make your stay as pleasant as possible!

A charming cottage Victorian-style house.

Conveniently situated in walking distance to the Army War College, to gate number 1 of the Fairgrounds, and downtown restaurants and shops. This 2nd floor cozy apartment is part of a charming Victorian-style house built, in 1870. There is a eat-in kitchen with full-size appliances, the 2 bedrooms share a private bathroom and the comfortable living room provides a great place for relaxing. Apartment comes with off-street parking for 2 cars.

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.

Civil War Era Row House with Modern Amenities

Come enjoy my civil war era house with all 21st century amenities and free off-street dedicated parking. Completely remodeled with new appliances, hard wood floors and walk-in shower. A fully equipped kitchen awaits. Located in the heart of downtown Carlisle within blocks of Dickinson College, Penn State Dickinson Law and all the restaurants, bars and shops.

Marvelous Miss Mary's

Miss Mary's is a little piece of sunshine with all the modern comforts in a nearly 140 year old home. She's just outside of the downtown and walkable to everything, including the Fairgrounds & The Carlisle Army War College. Enjoy being just steps away from the many breweries, restaurants and shops! And Dickinson College is just across town...