Some info has been automatically translated. Show original language

Family-friendly vacation 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.

1 of 1 pages1 / 1
Top guest favorite
A charming cottage exterior is surrounded by lush greenery and well-maintained landscaping. The inviting front porch features two turquoise chairs and a small table, with a pathway leading to the entrance. Large windows offer views of nature and enhance the bright atmosphere.
Cottage in Downingtown
4.94 out of 5 average rating, 253 reviews

Silk Purse Cottage-a private, cozy retreat

Silk Purse Cottage (ca. 1920) is in scenic, historic Chester County, PA 6 miles from the PA turnpike. It is a completely renovated, private cottage on a 6 acre property. Perfect spot for a relaxing vacation. Visitors who are interested in gardening, history and outdoor activities will find many opportunities close by. Hike, fish, go boating or mountain biking one mile away at Marsh Creek State Park. Longwood Gardens, Winterthur, Lancaster and Philadelphia are all a short distance by car.

Top guest favorite
A welcoming living area is furnished with a comfortable sofa and a light-colored armchair. A neutral ottoman serves as a coffee table, while two small side tables provide additional surface space. A muted area rug covers the floor, and natural light filters through a large window.
Home in Stevens
5 out of 5 average rating, 195 reviews

Covered Bridge Cottage

Located on a farm in the heart of Amish country and amid one of the largest concentrations of antiques in America, we are central to many attractions, yet quaint and secluded enough to provide a relaxing retreat. The Covered Bridge Cottage started out in the 1800’s as a mill office and over the years was converted into a home through several additions. The house has been in our family for close to a century and it was our honor to restore it to a comfortable, energy efficient, durable home.

Top guest favorite
A cozy living room features a comfortable seating arrangement with a sofa and two armchairs. A wooden coffee table sits on a soft area rug, alongside warm lighting from standing lamps. A ceiling fan adds ventilation, while the staircase and dining area can be seen in the background.
Home in Kennett Square
4.95 out of 5 average rating, 150 reviews

Historic J. Pyle House Main St Location Pets OK!

The J. Pyle House, built in 1844, is in the National Historic District of Kennett Square, PA. We are in the heart of walkable downtown Kennett Square and a quick 6 minute drive to Longwood Gardens. The townhome has been lovingly restored to reflect its mid-19th century roots, while providing an updated, cozy place to relax while visiting our quaint town. 45 min to the PHL airport, 25 min to Wilmington, DE, 25 min to West Chester University, 6 min to Longwood Gardens 15 min to Winterthur

Guest favorite
A gravel driveway is visible, lined with greenery and shaded by trees. The scene opens up to a grassy area beyond, enclosed by a wooden fence. Sunlight filters through the leaves, creating a tranquil outdoor space.
Apartment in West Chester
4.84 out of 5 average rating, 383 reviews

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).

Top guest favorite
A charming cottage with a green, A-frame roof is framed by blossoming dogwood trees. A gravel path leads to the entrance, which is flanked by lush greenery and flowering shrubs, providing a tranquil and inviting approach.
Place to stay in West Chester
4.99 out of 5 average rating, 267 reviews

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.

Top guest favorite
The entrance of a historic farmhouse is framed by lush foliage, revealing a stone façade adorned with wooden shutters and an American flag. A small rocking chair is positioned on the covered porch alongside potted plants and a wooden barrel, creating a welcoming outdoor space.
Farm stay in Coatesville
4.93 out of 5 average rating, 112 reviews

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!

Top guest favorite
A fireplace with a white mantel serves as a focal point beneath a mounted television. The area is complemented by a colorful wall art piece, with natural wood beams enhancing the ceiling. Light streams through a window, and a small desk with coffee amenities is visible.
Home in West Chester
4.97 out of 5 average rating, 487 reviews

The Mineral House of West Chester

Unique home in the heart of West Chester, tastefully renovated with fantastic detail, walking distance to all the dining, bars, shops and parks the borough has to offer. This home will bring you back to WC again and again. Do not let the staircase frighten you, it was designed by the late great architect George A Matuszewski for this unique space. Come and enjoy this special property and all the charm West Chester has to offer.

Guest favorite
A cozy guest room features a queen-sized bed adorned with a blue throw. A comfortable armchair and a wicker chair provide additional seating. Natural light enters through two windows, and a ceiling fan offers ventilation. Artwork adds character to the warm green walls.
Guest suite in Coatesville
4.98 out of 5 average rating, 179 reviews

Broad Run Suite- West Bradford Township

The comfy suite is located on a private 4- acre wooded lot, with a stream, in scenic Chester County. The private suite, which is attached to the house, has its own entrance and all the comforts of home...close to West Chester and Downingtown, Longwood Gardens, historic sites, Brandywine River Museum, several nature preserves, SEPTA Regional Rail and Amtrak lines, and much more. Come relax in this beautiful, scenic location.

Top guest favorite
Apartment in Kennett Square
4.96 out of 5 average rating, 118 reviews

The Suite in a carriage house in Kennett Square

Historic carriage house Suite with one bedroom featuring a king bed and luxury linens. Dining for four and a fully equipped kitchen with full appliances, cookware, table settings, and coffee. Smart TV, high-speed internet, and on-site parking. Two blocks from downtown Kennett Square shops, dining, and breweries. Near Longwood Gardens and Brandywine Valley attractions. Ground-floor unit with no steps. Shared laundry.

Guest favorite
A living room features a stone fireplace as the focal point, flanked by large windows allowing natural light to fill the space. Two comfortable armchairs and a cozy sectional are arranged around a wooden coffee table, with a warm area rug underfoot.
Home in Honey Brook
4.96 out of 5 average rating, 180 reviews

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!

Guest favorite
A cozy fire pit area is surrounded by multiple outdoor chairs placed on gravel. Soft lighting from lanterns accentuates the natural setting, while a wooden cabin stands in the background, integrated into the surrounding trees.
Tiny home in Narvon
4.92 out of 5 average rating, 182 reviews

Country-Side Hut - Firepit - Cozy Loft

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

Guest favorite
An a-frame home is showcased, featuring a spacious deck with modern outdoor seating arrangements. A fire pit sits on a stone patio, surrounded by greenery. Large windows reflect the surrounding trees, inviting natural light into the living space. A barbecue grill is positioned nearby.
Chalet in Birdsboro
4.95 out of 5 average rating, 269 reviews

Luxury Mountain Chalet with Fireplace & Hot Tub

Discover a luxurious A-frame chalet in Birdsboro, Pennsylvania, offering stunning mountain views. Enjoy the cozy fireplace, relax in the hot tub, and cook in the outdoor kitchen. Perfect for a relaxing getaway, this chalet is near hiking trails, fishing spots, and canoeing opportunities. Experience a true escape from the ordinary.

Popular amenities for Chester County family-friendly rentals

Destinations to explore