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

Cozy, Historic House in West Chester, PA
Bright & beautifully decorated house in the historical village of Marshallton PA. Built in 1810, the Honeycomb House is steps away from the Four Dogs Tavern & Marshalton Inn. Located only 4 miles outside Downtown West Chester and 8 miles from Longwood Gardens. The house has 3 bedrooms, one queen bedroom, a 2 twin bedroom, and a walk thru bedroom with 2 twins that is located upstairs in the coffee bar room, THIS LAST BEDROOM DOES NOT HAVE DOORS AS IT IS A WALKTHRU SPACE . One bathroom (upstairs)

"The Stay Over" your Home away from Home
PRIVATE ENTRANCE, 2 VERY SPACIOUS ROOMS at bottom of the house /off street parking. 1st rm :Living Room areaTV, Fireplace/ Heater Unit, Sofa, Mini frig/mini freezer Bar/Seats , Kitchen Table, MICROWAVE,TOASTER/AIR FRYER OVEN not a full kitchen (see pics) 2nd rm: 1 QUEEN SIZE BED, 1 TWIN BED , TV, Close chest ,Sofa, Fireplace-Heat Unit, Desk, Mini Beverage Frig, Private Bathroom/ Stall Shower Amenities: CABLE, WIFI, TREADMILL, , COFFEE MAKER / COFFEE & TEA, SHEETS, TOWELS, central air

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 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!

Historic Home on Gay Street.
Welcome to historic downtown West Chester, PA. This freshly renovated historic home boasts 2 Queen bedrooms and 2 full baths, sleeping 6. Amenities and accommodation await behind the lavender door. This home is nestled on one of the most desirable blocks in the borough that boasts 260 years of history. Convenience, history, haven, and limitless adventures begin with your stay at 236 W Gay street. Take a look behind the lavender door.

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.

Luxury Mountain Chalet with Fireplace & Hot Tub
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.

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!😊
Popular amenities for West Chester family-friendly rentals
Family-friendly home rentals with a hot tub

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

Private Suite with Hot tub

Quiet Cottage - Hot Tub and Creek mins from City

-The Pool Cottage at The Roundtop Estate-

*Woodland Chalet* Hot Tub - Fire Pit - Grill

Pyle Cottage, circa 1750

Family Fun Retreat | Pool, Hot Tub & Game Room

Texter Mountain Home - wooded getaway w/ hot tub
Family- and pet-friendly home rentals

Tranquil Hilltop Retreat

The Peaceful Nook

Historic Tiny Cottage on the Delaware Canal

Artful Lakeside Retreat: Dreamy Tub-Rave Reviews

Phoenix Walk

The Cottage at the Mill

Kennett Square romantic 1 bedroom efficiency

The loft
Family-friendly home rentals with a pool

Smoker Family Estate, 5 BDR Home w In- Ground Pool

The Grey Wolf (studio-style loft suite)

Peaceful secluded home w/ heated pool & waterfall

Peaceful Retreat Pool and great outdoor space

The Mint Cottage in Chesapeake City

Idyllic estate, close to downtown and the Amish.

Lakefront Guesthouse

The Hepburn-Hot Tub & Fire Pit
Quick stats about holiday rentals that are family-friendly in West Chester

Total holiday rentals
Explore 10 holiday rentals in West Chester

Nightly prices starting at
West Chester holiday rentals start at £74 per night before taxes and fees

Verified guest reviews
Over 750 verified reviews to help you choose

Rentals with dedicated workspaces
10 properties have a dedicated workspace

Wifi availability
10 of West Chester holiday rentals include wifi access

Popular amenities for guests
Guests love Kitchen, Wifi and Pool across West Chester rentals

5 Average rating
West Chester stays are highly rated by guests – averaging 5 out of 5!
Destinations to explore
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- Pennsylvania Convention Center
- Lincoln Financial Field
- Sesame Place
- Longwood Gardens
- Citizens Bank Park
- Fairmount Park
- Dorney Park & Wildwater Kingdom
- Wells Fargo Center
- Philadelphia Museum of Art
- Penn's Landing
- Bear Creek Ski and Recreation Area
- Temple University
- Diggerland
- University of Pennsylvania
- Dutch Wonderland
- Betterton Beach
- Philadelphia Zoo
- 30th Street Station
- French Creek State Park
- The Franklin Institute
- Marsh Creek State Park
- Valley Forge National Historical Park
- Wissahickon Valley Park
- Independence Hall




