
Family-friendly vacation rentals in Chester County
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Top-rated family-friendly rentals in Chester County
Guests agree: these family-friendly homes are highly rated for location, cleanliness, and more.

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.

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).

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!

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.

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.

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!

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.

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.

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

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.

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.

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

King’s place, hot tub. Pool is open for summer!

The Cottage at Marsh Creek (with hot tub!)

The View

Near Strasburg + Hot tub

Refined Lavender Farm Escape with a Luxurious Spa

*Woodland Chalet* Hot Tub - Fire Pit - Grill

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

Lovers A-Frame Tiny Home - With Sauna & Hot Tub!
Family- and pet-friendly home rentals

Country Cottage

Cozy Nook on Prospect

Vintage Farmhouse Haven-Private Guesthouse

Waterfront A-Frame Tiny Home at Red Run #116

"The Stay Over" your Home away from Home

Cozy Cottage in the center of Churchtown!

The Hillside Home - Lancaster

The Cottage at the Mill
Family-friendly home rentals with a pool

Sweet home w/pool & woods at peaceful Glen Mills

Mill Road Farmhouse: Restored with Beautiful Pool.

Loft 311

Gasthof Fretz -your Bavarian hideaway!

Lakefront Guesthouse

Peaceful Retreat with pool and great outdoor space

Happy Trails Guest House “private pool & hot tub”

Spacious &Peaceful, Pvt Pool, 3mi Longwood Garden
Destinations to explore
- Cabin rentals Chester County
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- House rentals Chester County
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- Bed and breakfasts Chester County
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- Rentals with a hot tub Chester County
- Hotel rooms Chester County
- Farmstay rentals Chester County
- Family-friendly rentals Pennsylvania
- Family-friendly rentals United States
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