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

Bunk Room, Pavilion, Pickleball & Swimming Pond
-Pickleball, Basketball & Shuffleboard Court -Swimming Pond with Paddle Boat -Children's Playset & Trampoline -Outdoor Kitchen with Kamado Joe Smoker & 36" Griddle -Newly added LG Smart TV -Peaceful retreat surrounded by acres of woodlands -Additional bunk house sleeps 16, available to rent for $100/night Located in Chester County, minutes from Lancaster County's popular tourist attractions and 1 hour from Philadelphia International Airport. Rock Hollow can be your family's next destination!

Hilltop Mansion: Farm Views+HotTub+Pool+GameRoom.
This gorgeous home is located at the very top of a hill in one of the most central locations in Lancaster County. You'll be surrounded by breathtaking views of the nearby farmland and the interior has been beautifully decorated in calming, neutral tones. No amenity has been spared for your stay some of which include a spacious master suite, stunning kitchen, Keurig machine, large game room, a kid's toy room, a firepit, yard games and a patio with outdoor seating, a hot tub, pool and a grill.

King’s place, hot tub. Pool is open for summer!
New hot tub, above ground pool with deck built into it ! Recently remodeled, Centrally located on a 1 acre lot. Not far from all the tourist attractions that Lancaster has to offer. 1 hr from philly airport, 15 minutes from downingtown, 15 minutes from gap,and 20 minutes from Intercourse. A quiet neighborhood with a spacious back yard, which is great for kids. Whether you bring cornhole, use the grill, or sit around the propane fire pit. The yard and large back deck have so much to offer!

The Log House at Twin Brook
A cozy family getaway. While staying here, you will get to live in this historic stone home with a beautiful log addition. The original structure was built in the 1700s and served as the servant's quarters for the stone house across the road where your hosts now live. Set out in the country, you will be delighted with the peaceful environment created by the woods, fields, and buggies going by on the road. The house is set close to the road, so traffic can be heard at times.

Historic Farmhouse
Quaint meticulously restored farmhouse with central AC and excellentWiFi. Experience the peace & tranquility that comes with a rural getaway. A short drive to antiques, United Sports, Oaks Convention Center, Springton Manor, Victory Brewery, Marsh Creek lake, Longwood Gardens, and Amish country, there is something for everyone. Enjoy a large yard, patio, grill, fire pit, and space for the kids! Relax and enjoy the feel of country life with endless opportunities for fun!

West Chester apartment located on horse facility
Our apartment in located in the heart of West Chester PA. Our place is close to restaurants and dining, nightlife, great views, and family-friendly activities. You’ll love Sunset Valley Farm because it is a Horse property with activities on the property (season permitting). Horse lessons, Kayak, creek, fishing, and near all of the local attractions (King of Prussia Mall, Gettysburg, Valley Forge, Brandywine river, Lancaster (Amish country) 40 mins away).

Private West Chester Cottage close to Longwood
Treat yourself to time away in the heart of Chester County history and horse country. This charming little gem, privately nestled under the evergreens is surrounded by acres of American history dating back to the 1700s. Tucked behind the property's historic stone farmhouse is the newly refurbished cottage which you'll have to yourself. The cottage is tastefully decorated with vintage treasures & has spectacular views of the unique property & gardens.

The Farmer’s House
Historic FARM STAY. Est. In 1757 and hidden from view, it is certain to provide a private getaway! If you have the heart of a "homesteader" or simply want to have a peaceful holiday, this farmette will allow you to travel back in time for a relaxing experience you will not forget! A winding brook and pond are located within short walking distance from the home. Well furnished, this home will impress you with all her comfort and character!

Vintage Farmhouse Stay - History Meets Comfort
LONG STAY DISCOUNTS!!! Nestled in the heart of Chester county, the Brandywine Lodge is a colonial and Victorian-themed modern house, just minutes from local Amish farms, the Brandywine River, Longwood Gardens, and various local historic sites. Take your stay to the next level by attending a class we offer on traditional skills such as painting, sourdough making, and plant propagation. Please see below for class lengths and prices.

The View
Come enjoy The View overlooking Amish farmland and feed the farm animals in the back yard. Watch spectacular sunrises from the deck or overlook the farmers field from the hot tub. Feel the smooth texture and beauty of solid handmade furniture. We have room for the whole family or even several families. Relax knowing your host lives on the adjoining property and is wanting your stay to be all you hoped for and more!

CountrySide Hut - Firepit- Cozy Loft - volleyball
Enjoy The Peaceful Campsite/Cabin Nestled in Royal Amish Country. Spend Time with Family or Friends in the Outdoors of Narvon A Summer Night around the Fire 3D Target Archery Hunt Or enjoy the Cabin The cabin setting sleeps 4, we also have a cot for a 5th person, you are welcome to bring a tent for larger groups

Experience the charm of a historical getaway
Take it easy at this unique and tranquil getaway. Step back into time in this historic 1735 house transformed into a beautiful retreat by Jeff & Janelle, as seen on the Magnolia Network. The Inn can accommodate up to 9 people in 4 comfortable bedrooms. So, grab your friends and family and escape into a one-of-a-kind stone home, right in the heart of Pennsylvania.
Popular amenities for Chester County family-friendly rentals
Family-friendly home rentals with a hot tub

15 min to Sight & Sound-Hot Tub-EV-Plug-Firepit

Mill Road Farmhouse: Restored with Beautiful Pool.

A-Frame Chalet: Fireplace, Hot Tub & Mountain View

Hillside Haven |Hot Tub & Sauna

Family Fun Retreat | Pool, Hot Tub & Game Room

Thunder Hill Retreat - Spacious/Deck/Hot tub

Refined Lavender Farm Escape with a Luxurious Spa

A-frame Adamstown|hot tub|barrel sauna|EV charger
Family- and pet-friendly home rentals

Country Cottage

Charming cottage under the pines. No cleaning fee.

Newly Renovated Chester Springs Guesthouse

Cozy Nook on Prospect

The Mineral House of West Chester

The Cottage at the Mill

Spacious 3BR Historic Home | Walk Downtown+Parking

Vintage Farmhouse Haven-Private Guesthouse
Family-friendly home rentals with a pool

Peaceful Retreat with pool and great outdoor space

Loft 311

Sweet home w/pool & woods at peaceful Glen Mills

Gasthof Fretz -your Bavarian hideaway!

Lakefront Guesthouse

Waterfront A-Frame Studio at Red Run #116

Cozy country pool getaway that's pet allowed!

Carriage House in Landenberg
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- Family-friendly rentals Pennsylvania
- Family-friendly rentals United States
- Hersheypark
- Pennsylvania Convention Center
- Dorney Park & Wildwater Kingdom
- Longwood Gardens
- Wells Fargo Center
- Citizens Bank Park
- University of Pennsylvania
- Fairmount Park
- Philadelphia Museum of Art
- Dutch Wonderland
- Hershey's Chocolate World
- Betterton Beach
- Temple University
- Bear Creek Ski and Recreation Area
- Spooky Nook Sports
- Amish Village
- Drexel University
- University of Delaware
- Diggerland
- French Creek State Park
- Philadelphia Zoo
- 30th Street Station
- Marsh Creek State Park
- Independence Hall





