
Family-friendly holiday rentals in Carlisle
Find and book unique family-friendly homes on Airbnb
Top-rated family-friendly rentals in Carlisle
Guests agree: These family-friendly homes are highly rated for location, cleanliness and more.

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.

Hill View Home
This is a spacious downstairs apartment in a beautiful newer house in a quiet neighborhood. The apartment has private entrance and a yard. There are two bedrooms. If your party has more than two people, or if you need two separate beds, there is an additional $20 charge for the second bedroom per night. The house is located close to I-81 and highway 322 less than 10 minutes drive from the state capitol and the beautiful Susquehanna river and 25 minutes from Harrisburg International Airport.

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!

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.

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.

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.

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.
Popular amenities for Carlisle family-friendly rentals
Family-friendly home rentals with a hot tub

A-Frame W/ HOTTub, MountainView,Pickleball/tennis

Historic B&B all to yourself!

StayAround Dome ~ Unique & Tranquil Gem ~ Sauna

The Goldfinch I Luxe Stay for 2 w/ Hot Tub

Copper Flat Cottage

Hot Tub, Fireplace, Ping Pong, State Game Lands

Spectacular views, intimate dome

Hideaway in the Hollow
Family- and pet-friendly home rentals

Conewago Cabin #1

Entire 2-Story Midtown Home - Private & Peaceful

Whole Home, Wooded Serenity, Urban Proximity

Cottage on our horse farm

Spruce Run Cottage, Farm stay on Catoctin Mountain

Updated Apt in Historic Building—Free Parking!

Private Cottage on Horse Farm with covered porch

Modern, Fashionable Uptown Harrisburg home
Family-friendly home rentals with a pool

Stoney Spring Overlook

-The Pool Cottage at The Roundtop Estate-

Civil War Farm House w/Heated (seasonal) Pool

Splash by Hershey

Sweet Retreat

Hot Tub & Firepit + Pacman 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 $139 NZD per night before taxes and fees

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

Pet-friendly accommodation
Find 10 rentals that welcome pets

Rentals with dedicated workspaces
10 properties have a dedicated workspace

Wi-Fi availability
30 of Carlisle holiday rentals include Wi-Fi access

Popular amenities for guests
Guests love Kitchen, Wi-Fi and Pool across Carlisle rentals

4.9 Average rating
Carlisle stays are highly rated by guests—averaging 4.9 out of 5!
Destinations to explore
- Plainview Holiday rentals
- New York City Holiday rentals
- Long Island Holiday rentals
- Greater Toronto and Hamilton Area Holiday rentals
- Greater Toronto Area Holiday rentals
- Washington Holiday rentals
- East River Holiday rentals
- Mississauga Holiday rentals
- Hudson Valley Holiday rentals
- Jersey Shore Holiday rentals
- Philadelphia Holiday rentals
- South Jersey Holiday rentals
- Cabin rentals Carlisle
- Pet-friendly rentals Carlisle
- Rentals with a washing machine and dryer Carlisle
- Condo rentals Carlisle
- Rentals with a patio Carlisle
- House rentals Carlisle
- Rentals with outdoor seating Carlisle
- Cottage rentals Carlisle
- Apartment rentals Carlisle
- Family-friendly rentals Cumberland County
- Family-friendly rentals Pennsylvania
- Family-friendly rentals United States
- Hersheypark
- Liberty Mountain Resort
- Cunningham Falls State Park
- Codorus State Park
- Roundtop Mountain Resort
- Cowans Gap State Park
- Caledonia State Park
- Hershey's Chocolate World
- Broad Street Market
- Tussey Mountain Ski and Recreation
- South Mountain State Park
- Franklin & Marshall College
- Spooky Nook Sports
- Pennsylvania Farm Show Complex & Expo Center
- Lancaster County Convention Center
- Lancaster County Central Park-Off Road
- Giant Center
- Poe Valley State Park
- Messiah University
- Rausch Creek Off-Road Park
- Catoctin Mountain Park
- Long Park
- Central Market Art Co
- Fulton Theatre




