
Family-friendly holiday 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).

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!

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.

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.

Spacious 1-bedroom place. Free parking on premises
A great place to stay for you and a loved one, you will be comfortable in this spacious and unique apartment. This unit is in the heart of Landenberg, PA. Rural setting within close proximity to area attractions. Local attractions such as; Longwood Gardens, Kennett Square, Lancaster, University of Delaware, Wilmington and much more! There is no need to worry about privacy in this unit, as you will have it.

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

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

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

The Cottage at Marsh Creek (with hot tub!)

*Woodland Chalet* Hot Tub - Fire Pit - Grill

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

Family Fun Retreat | Pool, Hot Tub & Game Room

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

Mill Road Farmhouse: Restored with Beautiful Pool.

Refined Lavender Farm Escape with a Luxurious Spa
Family- and pet-friendly home rentals

Vintage Farmhouse Haven-Private Guesthouse

"The Stay Over" your Home away from Home

Pyle Cottage circa 1750

Charming cottage under the pines. No cleaning fee.

The Cottage at the Mill

Waterfront A-Frame Tiny Home at Red Run #116

Newly Renovated Chester Springs Guesthouse

The Hillside Home - Lancaster
Family-friendly home rentals with a pool

Quiet Country Home in Parkesburg, In Ground Pool

Gasthof Fretz -your Bavarian hideaway!

Carriage House in Landenberg

Peaceful Retreat with pool and great outdoor space

Lakefront Guesthouse

Sweet home w/pool & woods at peaceful Glen Mills

Family Friendly Apt (Pickleball & pool)

Happy Trails Guest House “private pool & hot tub”
Destinations to explore
- Cabin rentals Chester County
- Loft rentals Chester County
- Rentals with pools Chester County
- Cottage rentals Chester County
- Private suite rentals Chester County
- Tiny house rentals Chester County
- Rentals with lake access Chester County
- Pet-friendly rentals Chester County
- Condo rentals Chester County
- Apartment rentals Chester County
- Rentals with breakfast Chester County
- House rentals Chester County
- Guesthouse rentals Chester County
- Bed and breakfasts Chester County
- Townhouse rentals Chester County
- Rentals with a hot tub Chester County
- Hotel rooms Chester County
- Farmstay rentals Chester County
- Family-friendly rentals Pennsylvania
- Family-friendly rentals United States
- Hersheypark
- Pennsylvania Convention Center
- Longwood Gardens
- Dorney Park & Wildwater Kingdom
- Wells Fargo Center
- Citizens Bank Park
- University of Pennsylvania
- Fairmount Park
- Philadelphia Museum of Art
- Dutch Wonderland
- Hershey's Chocolate World
- Betterton Beach
- Spooky Nook Sports
- Temple University
- Bear Creek Ski and Recreation Area
- Amish Village
- Drexel University
- University of Delaware
- Diggerland
- French Creek State Park
- Philadelphia Zoo
- 30th Street Station
- Marsh Creek State Park
- Greater Philadelphia Expo Center & Fairgrounds





