Holiday rentals in Carlisle

4.99 out of 5 average rating, 105 reviews

Townhouse in Carlisle

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!

4.9 out of 5 average rating, 157 reviews

Home in Carlisle

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!

Place to stay in Shippensburg

5 out of 5 average rating, 374 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

4.97 out of 5 average rating, 119 reviews

Home in Carlisle

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.

Guest house in Boiling Springs

4.94 out of 5 average rating, 122 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.

4.92 out of 5 average rating, 346 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.

4.98 out of 5 average rating, 249 reviews

Home in Carlisle

"The Carriage House"

This quaint 1,500 square feet carriage house is on the back of a property that is home to a 19th century Victorian know as "Glass Gable". In 2000 Walt and Diana Brown purchased this property and began restoration and remodeling. The woodwork and other accommodations throughout have all been carefully selected to provide the atmosphere of an European Chalet. The Carriage House is within walking distance to downtown Carlisle and its many historic attractions.

4.97 out of 5 average rating, 970 reviews

Guest suite in Carlisle

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.

4.96 out of 5 average rating, 286 reviews

Townhouse in Carlisle

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!

4.91 out of 5 average rating, 151 reviews

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.

Campervan/Motorhome in Mechanicsburg

4.96 out of 5 average rating, 194 reviews

The Roost at Deputy Farms

Enjoy the sounds of nature when you stay in this unique place. Our 1964 vintage Airstream Globetrotter is a nostalgic nod to simpler times. Beautifully decorated and featuring a romantic ambiance, spacious couch, and a luxurious queen bed. Looking for something a little bigger for 3 or more people? Check out our converted barn-turned-apartment listing located on the same property! It is super unique but perfect for families or larger groups!

4.94 out of 5 average rating, 118 reviews

Guest house in Carlisle

Arch Street Lodge

**Newly Renovated** 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.

Holiday rentals for every style

Get the amount of space that is right for you

Cottages

Quaint homes, peaceful surroundings

Houses

A space that's all yours, with room for everyone

Cabins

Kick off your hiking boots at these rustic lodgings

Popular amenities for Carlisle holiday rentals

Kitchen

Wifi

Pool

Free parking on premises

Air conditioning

Other great holiday rentals in Carlisle

Guest suite in Mechanicsburg

5 out of 5 average rating, 8 reviews

Mountain View Studio Apartment

KoItonRating, 5 stars1 week ago

I thought at first the photos were maybe doing the place a little more justice, but honestly was a fantastic and cozy little place and looked just as good in person. Very accommodating to my needs as we were there for a car show and needed somewhere to park my trailer and they were willing to help out with that. Place was very clean, tidy, and good selection of amenities so if you forgot to pack everything, you were covered. Pretty private and quiet area with a great Mountain veiw. As listed in the ad, you may hear the garage door or the races, but neither really bothered us at all

4.87 out of 5 average rating, 83 reviews

Cabin in Landisburg

Warm Springs Cabin

AllisonRating, 5 stars2 weeks ago

The place was gorgeous and the hosts were great! Response time was less than 5 minutes and they were super friendly. The place was super clean and the hosts thought of every need! Even when the hosts were on their porch and we were on ours, it felt completely private. Great views of the land and creek. Great time and great place!

5 out of 5 average rating, 18 reviews

Cabin in Loysville

Three Pines Cottage hot tub 4 beds

AlexanderRating, 5 stars1 week ago

If you’re looking for a retreat, this place is for you! You don’t hear any man made noises while at this home. The house was squeaky clean and very comforting, the outdoor living is just as nice. I would, and most likely will be staying here again. Everything was just excellent. Also the host checked up on us to see if we needed anything during the stay, and was also quick to respond to my few questions. 10/10 would recommend.

5 out of 5 average rating, 8 reviews

Simple Charm in Quaint Carlisle

JonathanRating, 5 stars3 days ago

The apartment is new, tidy, up to date, clean and brightly lit. But the real highlight are the hosts! Kate and Louis are an absolute joy and the kids were just the nicest. My family absolutely loved staying with them, I loved hanging out with another dad and my girls were heartbroken when we had to leave. Be sure to order from The Wholesome Loaf, the scones are top notch and the bread is to die for, nothing beats a still warm baguette with breakfast! We can’t wait to come back for the next college event.

4.97 out of 5 average rating, 36 reviews

Cottage in Carlisle

The Cottage Overlooking the Conodoguinet

ChristopherRating, 5 stars1 week ago

Staying here was an absolute joy. It was an adorable little cottage and was quiet and restful. A few rabbits and a groundhog were on the lawn every morning to greet us. The cottage was impeccably clean and very comfortable. I look forward to staying again next year as we go to Carlisle every June. I would highly recommend staying here for any amount of time!!!

Cottage in Boiling Springs

5 out of 5 average rating, 33 reviews

Creekfront Nature Retreat, Kayaks•Firepit•Wildlife

FayeRating, 5 stars6 days ago

Our stay here was extremely wonderful, the home was clean and comfortable. It had everything we could possibly need down to fishing rods. ( you should add a tackle box so that guest can add to it before they leave.) The host was very responsive and accommodating, she suggested ideas and activities during our stay. We have to come back to Carlie Pa a few more times and hope to have this place again.