
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.

Stay on the farm at Shady Lane- 1BR in-law suite.
If the authentic Lancaster County experience is what you're looking for than this is the perfect place for you! This in-law quarters is set back a long driveway on a working farm with views for days. From your kitchen & living room window you'll have a gorgeous view of farmland from 5 different farms. Shady Lane Greenhouse is just beside the apartment so come for your spring flowers and spend a few nights on this beautiful farm. Located in New Holland, PA so you'll be close to local attractions.

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.

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.

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.

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*

The Welcoming Woods
Enjoy the quiet of the woods as you relax in your private space. The studio is minutes away from downtown Media where you can enjoy the shops & restaurants on State St or take a 20 minute ride into Philadelphia. Attractions include Tyler Arboretum, Ridley Creek State Park,Longwood Gardens,Linvilla Orchards & local wineries in Brandywine & Chadds Ford PA. The woods are waiting to welcome you!

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!😊

private, quiet, new guest house 1 king bed
Enjoy a cool experience at this centrally-located private guest house. This guest house is across a cute little bridge crossing a stream. You will fall asleep to the sounds of a babbling brook right outside your window. You will be close to Great Valley corporate center and the night life in downtown Phoenixville.

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

Sparkling Clean Suite in Amish Country w/ Hot Tub

The Cottage at Marsh Creek (with hot tub!)

Modern Tiny Home w/Salt Water Hot Tub

Eclectic Escape Near Longwood Gardens & Mt. Cuba

Mill Road Farmhouse: Restored with Beautiful Pool.

Lucy's Log Cabin Cottage in the Woods

Refined Lavender Farm Escape with a Luxurious Spa

1BDR Apartment in Paradise, Hot Tub, Gym
Family- and pet-friendly home rentals

Tranquil Hilltop Retreat

"The Stay Over" your Home away from Home

Pyle Cottage circa 1750

Hideaway Cottage

Country Cottage

The Cottage at the Mill

Paradise Amish Cottage. Rancher- 3 Bed, 1 level

The Mineral House of West Chester
Family-friendly home rentals with a pool

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

Carriage House in Landenberg

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

Peaceful Retreat Pool and great outdoor space

Ode to the '70's - hot tub & pool in Honey Brook

Lakefront Guesthouse

Country Land Guest House

Newly Renovated Chester Springs Guesthouse
Destinations to explore
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- Family-friendly rentals Pennsylvania
- Family-friendly rentals United States
- Pennsylvania Convention Center
- Lincoln Financial Field
- Citizens Bank Park
- Longwood Gardens
- Hersheypark
- Fairmount Park
- Dorney Park & Wildwater Kingdom
- Penn's Landing
- Philadelphia Museum of Art
- Betterton Beach
- Wells Fargo Center
- Diggerland
- French Creek State Park
- Philadelphia Zoo
- Marsh Creek State Park
- Aronimink Golf Club
- The Franklin Institute
- Wissahickon Valley Park
- Valley Forge National Historical Park
- Crystal Beach Manor, Earleville, MD
- Bear Creek Ski and Recreation Area
- Independence Hall
- Hershey's Chocolate World
- Franklin Square




