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.

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Top guest favorite

An A-frame cabin is surrounded by lush greenery, featuring large glass windows that reflect the surrounding trees. A wooden deck extends from the cabin, complemented by a wooden fence that provides privacy. A gravel pathway leads to the entrance, enhancing the outdoor setting.

Cabin in Narvon

4.98 out of 5 average rating, 234 reviews

Hillside Haven |Hot Tub & Sauna

Kick back & relax in this newly built A-frame cabin with an outdoor space featuring a large deck overlooking the hillside. Enjoy the custom made cedarwood sauna, hot tub, firepit with hanging egg chairs while listening to the beautiful waterfall feature. Inside, there is a fully stocked kitchen including nespresso machine, air fryer, blender and more. King size bed with a Helix Hospitality mattress dressed with luxe Brooklinen linens & pillows. Spacious bathroom with a large stand up shower.

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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, 403 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).

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Top guest favorite

A large American flag hangs prominently on the stone exterior of the historic Millhaus. The natural surroundings are visible, with green trees framing the building and clear blue skies overhead, highlighting the rustic charm of the property.

Cottage in Elverson

4.98 out of 5 average rating, 113 reviews

The Millhaus

This is the original "tiny house." Built in 1766, the Millhaus sits on a 32-acre historic site with the Knauer Mill, Horseshoe Trail, and French Creek. Take a short hike along the water's edge to Saint Peter’s Village for coffee & pastries, or dinner & drinks. Recharge with modern touches like onsite massage and private fitness amenities, available by appointment. Stay put and unwind—or venture out and explore the best of PA from this beautiful location!

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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, 275 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.

Indoor spacesFamilyAir conditioning

Guest favorite

A quaint cottage is surrounded by green foliage and vibrant flower beds. The exterior features white siding and large windows, allowing natural light to fill the interior. A small patio area is visible, suitable for outdoor seating.

Cottage in Chester Springs

4.96 out of 5 average rating, 269 reviews

Charming cottage under the pines. No cleaning fee.

Relax in our tiny cottage overlooking the fields of Chester County. View the beautiful St. Matthews church from your bedroom window. Livingroom has comfortable pull down couch. Kitchen and bathroom are newly renovated. Enjoy the peaceful enclosed back porch to wind down after a day of hiking or horseback riding on local trails and parks, boating at nearby Marsh Creek or spending the day in the quaint nearby towns and/or historic Philadelphia.

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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, 122 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!

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Guest favorite

A glamping tent is seen nestled among the trees, featuring a spacious entrance illuminated from inside. Two wooden lounge chairs are positioned nearby on gravel, while greenery borders the tent, enhancing the natural setting.

Tent in Denver

4.97 out of 5 average rating, 305 reviews

A luxurious glamping tent nestled in the trees.

** Exciting new updates for summer 2026 including a brand new tent! If it’s luxury glamping you’re looking for then this is the perfect fit for you. The Crooked Arrow Glampsite is quaintly nestled in the woods and offers a place to unwind & disconnect from everyday life. Spend your morning sipping a fresh cup of coffee under the canopy of trees. Enjoy a relaxing evening around the fire pit listening to all the sounds nature has to offer.

FamilyKitchenGrill

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, 498 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.

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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, 193 reviews

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

Indoor spacesFamilyHeating

Top guest favorite

Home in Gordonville

4.99 out of 5 average rating, 228 reviews

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

🏡 The Amish Guest House | Private Hot Tub | Walk to Shops | EV Charger Experience the heart of Lancaster County in this peaceful and beautifully appointed Amish Guest House. Located in the charming town of Intercourse, Pennsylvania, our cozy 2-bedroom home blends modern comfort with country charm — perfect for families, couples, or a small group getaway.

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Top guest favorite

A charming cottage is nestled among lush greenery, with a large window inviting natural light. The exterior features a sloping roof and a stone wall, accentuating the surrounding landscape of rolling hills and fields.

Cottage in Coatesville

5.0 out of 5 average rating, 355 reviews

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.

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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, 279 reviews

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

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.

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