
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.

Newly Remodeled Midtown Apartment
Newly renovated Boho style apartment in the heart of Midtown. This cute and comfy apartment finds itself within walking distance to all Harrisburg has to offer. Including Midtown Cinema, Front Street’s walking path with a river view, City Island ball field and recreation, PA State Museum, the Capital, the new Federal Courthouse, Midtown Market, and unique places to eat, drink, and socialize. This special place is a short drive to Hershey, Gettysburg and other tourist attractions.

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!

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

StayAround Dome ~ Unique & Tranquil Gem ~ Sauna

Historic B&B all to yourself!

Copper Flat Cottage

The Frame ~ Charming Nature Escape ~ Hot Tub ~ BBQ

Spectacular views, intimate dome

Hideaway in the Hollow

Secluded barn on the ridge

Luxurious townhome w/ hot tub in Harrisburg
Family- and pet-friendly home rentals

Creekside Retreat at the Jewel Vinsota

The Wrens Nest

Cozy 1 bedroom apartment with amazing view

Whole Home, Wooded Serenity, Urban Proximity

Cottage on our horse farm

Clarke’s Place

Modern, Fashionable Uptown Harrisburg home

Conewago Cabin #2 (No Cleaning Fee!)
Family-friendly home rentals with a pool

The Enslow Bridge House- creek front country home

Stoney Spring Overlook

-The Pool Cottage at The Roundtop Estate-

Apple Ridge Cottage

Civil War Farm House w/Heated (seasonal) Pool

Splash by Hershey

Pine Hollow Lodge Hot Tub, Game Room, Espresso Bar

Relax in your lower-level living space and enjoy.
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 3,270 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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- Hersheypark
- Liberty Mountain Resort
- Cunningham Falls State Park
- Codorus State Park
- Cowans Gap State Park
- Caledonia State Park
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- The Links at Gettysburg
- Tussey Mountain Ski and Recreation
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- Brookmere Winery & Vineyard Inn
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