
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.

Unionville Apartment-Minutes from Longwood Gardens
Bright and open two-story (stairs), modern one-bedroom, 1 bath apartment with central air conditioning, great room, walk-in closet, wood floors, and utility room with washer/dryer. Private parking. Rural setting in Unionville adjacent to ChesLen Preserve. We are also minutes from Longwood Gardens, Plantation Field Events, and Kennett Square, PA. Particularly well suited for travel and business trips to Southern Chester County. 18% off stays over a week. 25% off stays of a month or longer.

Spacious 2-BR in-law suite in Chester County
Enjoy room to relax in our family friendly, two bed room in-law suite minutes from Chester County sights -27 miles to Subaru Park for World Cup! -Spacious living w/fast Wi-Fi & smart TV—for movie nights -Fully equipped kitchen & laundry available—ideal for longer stays -Quiet bedrooms with hotel-quality linens -We are superhosts with a personal touch Visiting family, sports travel, etc.—our home keeps you close to everything! Ready for a worry-free stay? Tap “Reserve” to secure your dates.

Refined Lavender Farm Escape with a Luxurious Spa
Escape to Windy Hill Lavender Farm, a luxurious countryside retreat surrounded by rolling hills and fragrant lavender blooms. Unwind in a spa-style bathroom with a tiled walk-in shower and deep soaking tub, then relax in the cozy queen bedroom or loft with 2 twin beds . Savor starry nights in the hot tub on the spacious deck, grill in the charming corncrib area, and gather by the fire pit. Perfect for romantic getaways, peaceful escapes, and unforgettable memories in nature’s beauty.

The Cottage at Marsh Creek (with hot tub!)
Peaceful, renovated cottage with year-round hot tub less than a mile from Marsh Creek State Park and lake! 1 bedroom (with king size bed!), 1 bathroom The park has hiking, fishing & water sports. Close to great dining, breweries, coffee, & other activities, but far enough from town to feel relaxing & somewhat secluded. Dog friendly! You'll have access to the entire home, including the private patio with string lights & hot tub. Follow us on IG! @thecottageatmarshcreek

Silo Suite
Welcome to our charming suite located in the heart of the historic Brandywine Valley. Nestled within the entrance of a beautifully converted 12,000 square foot barn home, this space offers a truly unique and memorable stay. Our special place is perfectly situated between the renowned Brandywine River Museum and the Chadds Ford Winery, and in just minutes, you can explore the enchanting beauty of Longwood Gardens or dive into the world of history at Winterthur.

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 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.

Cozy, Creative, One of a Kind
Enjoy activities (ping-pong/dart/board games), then stretch out in the king size bed. Full of host's original art. Driveway parking 10 minutes or less to all that Kennett has to offer (breweries, restaurants, Longwood Gardens, etc.), 1/2 hour to Wilmington or UD, 1 hour to Philadelphia. We live upstairs and you will hear footsteps in the morning before school and afternoons. *Solar Powered*Woman Owned*EV Charger*

Charming cottage on 50 acre Chester County farm
Frog Hollow Cottage is a newly renovated getaway located in the heart of the Chester County’s rolling farmland and equestrian community. Overlooking beautiful pastures, the cottage was formerly the large painting studio of Delaware Valley artist Peter Sculthorpe. The studio has been re-imagined as a peaceful retreat for families, friends and couples.

Charming loft apartment
The loft is in a newly renovated barn, located on our small farm in Gap PA. The location is approximately 15 min from Lancaster County’s main attractions. (please see below for more details on location) We have the cutest pony named Snickers who is accompanied by his two bunny friends. He loves when guests stop by to say hi!😊

Your own peaceful, natural retreat!
So much better than staying in a hotel! A completely private apartment! Quiet... comfortable... accessible. A perfect place for business travelers, your holiday guests, nature lovers, history buffs or anyone just wanting to escape the hustle bustle for a few days. Only 3 minutes away from downtown West Chester.
Popular amenities for Chester County family-friendly rentals
Family-friendly home rentals with a hot tub

Private Suite with Hot tub

*Woodland Chalet* Hot Tub - Fire Pit - Grill

Pyle Cottage, circa 1750

See Wild Deer From The Front Porch! *With Hot-Tub*

Exquisite cottage with valley views and Hot Tub

The Innkeepers Quarters at Witmer Estate, HOT TUB

Eclectic Escape Near Longwood Gardens & Mt. Cuba

Lucy's Log Cabin Cottage in the Woods
Family- and pet-friendly home rentals

1 Bedroom Unit Downtown Phoenixville Pet-Friendly

The Carriage House

"The Stay Over" your Home away from Home

Country Cottage

Hip 2 bedroom Apt in the city

Paradise Cottage Rancher - 1 Level

Kennett Square romantic 1 bedroom efficiency

The loft
Family-friendly home rentals with a pool

Hilltop Mansion: Farm Views+HotTub+Pool+GameRoom.

Carriage House in Landenberg

Peaceful Retreat Pool and great outdoor space

King’s place, hot tub Pool is closed until Spring

Lakefront Guesthouse

Family Fun Retreat | Pool, Hot Tub & Game Room

Country Land Guest House

Newly Renovated Chester Springs Guesthouse
Destinations to explore
- Farmstay rentals Chester County
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- Loft rentals Chester County
- Tiny house rentals Chester County
- Rentals with lake access Chester County
- Apartment rentals Chester County
- Rentals with a washing machine and dryer Chester County
- Fitness-friendly rentals Chester County
- Private suite rentals Chester County
- Bed and breakfasts Chester County
- Rentals with a fire pit Chester County
- Rentals with breakfast Chester County
- Rentals with a patio Chester County
- Guesthouse rentals Chester County
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- Townhouse rentals Chester County
- House rentals Chester County
- Rentals with pools Chester County
- Boutique hotels Chester County
- Rentals with a hot tub Chester County
- Pet-friendly rentals Chester County
- Hotel rooms Chester County
- Condo rentals Chester County
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- Family-friendly rentals Pennsylvania
- Family-friendly rentals United States
- Pennsylvania Convention Center
- Lincoln Financial Field
- Citizens Bank Park
- Hersheypark
- Longwood Gardens
- Fairmount Park
- Dorney Park & Wildwater Kingdom
- Philadelphia Museum of Art
- Wells Fargo Center
- Penn's Landing
- Bear Creek Ski and Recreation Area
- Diggerland
- Betterton Beach
- 30th Street Station
- Philadelphia Zoo
- French Creek State Park
- The Franklin Institute
- Wissahickon Valley Park
- Marsh Creek State Park
- Valley Forge National Historical Park
- Independence Hall
- Hershey's Chocolate World
- Spruce Street Harbor Park
- Eastern State Penitentiary




