
Family-friendly holiday rentals in Carlisle
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Top-rated family-friendly rentals in Carlisle
Guests agree: these family-friendly homes are highly rated for location, cleanliness and more.

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!

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!

Sally's Summer Kitchen
Studio apartment located in historic district of downtown Carlisle, Pa. Its convenient location allows guests the opportunity to walk to the shops, sites and restaurants. The Car Show, Dickinson College and The Army Heritage Center are all only a couple miles away. The bed is a large futon, very comfortable, but may be difficult for some to maneuver. Most everyone has been very comfortable on it! For same day bookings guests must send a request before 9pm at night for that night.

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.

"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.

Creekside Cabin - Pet Friendly
Pet friendly Creekside Cabin in Landisburg, PA. 3 bedrooms, 1 full bathroom. 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.

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!

Modern 2-Bedroom Home with Courtyard
Enjoy the luxuries of home in this fully renovated downtown retreat. Within close proximity of popular downtown Carlisle restaurants, bars, Carlisle Fairgrounds, pickleball courts, and Dickinson College, this 2 BR, 1 bath home with ample street parking is the ideal location to stay a few nights or longer. This Modern Parkside Retreat is close enough to town for convenience, but sits right next to Letort Park, giving you just enough peace and quiet.

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 Carlisle family-friendly rentals
Family-friendly home rentals with a hot tub

StayAround Dome ~ Unique & Tranquil Gem ~ Sauna

The Glowing Logs Cabin

Tobias Cabin

Hot Tub, Fireplace, Ping Pong, State Game Lands

Waterfront Cabin on the Potomac River w/ Hot tub

The Creek House: Waterfront with Hot Tub & E-bikes

Peaceful Getaway, with hot tub & fire pit.

The Swallow House - *HOT TUB*, Midtown HBG
Family- and pet-friendly home rentals

Cozy Corner Cottage - 2 bedroom home, pet friendly

Cottage on our horse farm

Spruce Run Cottage, Farm stay on Catoctin Mountain

Scenic Horse Ranch Apartment

Private Cottage on Horse Farm with covered porch

Modern, Fashionable Uptown Harrisburg home

Midtown's Coolest Penthouse Apt—Free Parking!

One-bedroom apartment with separate entrance.
Family-friendly home rentals with a pool

Stoney Spring Overlook

The Grey Wolf (studio-style loft suite)

Splash by Hershey

Civil War Farm House w/Heated (seasonal) Pool

Sweet Retreat

Hot Tub, Firepit & Arcade Table Near Hershey

Relax in your lower-level living space and enjoy.

Heritage Guest House. Cozy space above garage.
Quick stats about holiday rentals that are family-friendly in Carlisle

Total holiday rentals
Explore 30 holiday rentals in Carlisle

Nightly prices starting at
Carlisle holiday rentals start at $103 SGD per night before taxes and fees

Verified guest reviews
Over 3,420 verified reviews to help you choose

Pet-friendly holiday rentals
Find 10 rentals that welcome pets

Rentals with dedicated workspaces
10 properties have a dedicated workspace

Wifi availability
30 of Carlisle holiday rentals include wifi access

Popular amenities for guests
Guests love Kitchen, Wifi and Pool across Carlisle rentals

4.9 Average rating
Carlisle stays are highly rated by guests – averaging 4.9 out of 5!
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- Family-friendly rentals United States
- Hersheypark
- Liberty Mountain Resort
- Roundtop Mountain Resort
- Cunningham Falls State Park
- Codorus State Park
- Cowans Gap State Park
- Caledonia State Park
- Hershey's Chocolate World
- Tussey Mountain Ski and Recreation
- South Mountain State Park
- Spooky Nook Sports
- Pennsylvania Farm Show Complex & Expo Center
- Poe Valley State Park
- Lancaster County Convention Center
- Messiah University
- Lititz Springs Park
- Franklin & Marshall College
- Giant Center
- Broad Street Market
- National Civil War Museum
- Fulton Theatre
- Central Market Art Co
- Rausch Creek Off-Road Park
- Catoctin Mountain Park




