
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.

"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

Historic J. Pyle House Main St Location Pets OK!
The J. Pyle House, built in 1844, is in the National Historic District of Kennett Square, PA. We are in the heart of walkable downtown Kennett Square and a quick 6 minute drive to Longwood Gardens. The townhome has been lovingly restored to reflect its mid-19th century roots, while providing an updated, cozy place to relax while visiting our quaint town. 45 min to the PHL airport, 25 min to Wilmington, DE, 25 min to West Chester University, 6 min to Longwood Gardens 15 min to Winterthur

Bala Farm Cottage - 2 miles from West Chester
Bala Farm Cottage is a wonderfully cozy stone cottage, located less than 3 miles from the center of West Chester, on a hilltop in a quiet neighborhood. It has a charming study downstairs with a bay window looking out towards majestic trees, and an entry hall that ends with a wet bar, equipped with a mini-fridge, kettle, coffee machine and microwave. The original curved staircase leads to the upstairs bedroom with queen bed and a spacious bathroom. You'll love your stay in the Cottage!

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.

Newly built Tiny House in Historic Kennett Square
Custom-built tiny house Cottage with designer touches. Main floor has living area, full bath, and laundry. Loft bedroom with queen bed and full ceiling height, accessed by stairs. Fully equipped kitchen with full appliances, cookware, table settings, and coffee. Smart TV, high-speed internet, and on-site parking. Two blocks from downtown Kennett Square dining, shops, and breweries. Near Longwood Gardens and Brandywine Valley attractions. Max 2 guests.

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.

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.

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.

Sweet home w/pool & woods at peaceful Glen Mills
Relax with the whole family at peaceful township Glen Mills. Many natural trails and parks around, 10 mins to Ridley Creek State Park, 20 mins to Longwood Garden, one of the best attractions in Pennsylvania, 25 mins to Philly international airport, Wilmington of Delaware, 35 mins to Philly.
Popular amenities for West Chester family-friendly rentals
Family-friendly home rentals with a hot tub

Quiet Cottage - Hot Tub and Creek mins from City

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

Pyle Cottage, circa 1750

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

Family Fun Retreat | Pool, Hot Tub & Game Room

Texter Mountain Home - wooded getaway w/ hot tub

Long Beach Cottage, Hot Tub, Beachfront

Beautiful Large Home in Private Woods with Hot Tub
Family- and pet-friendly home rentals

Tranquil Hilltop Retreat

Country-Side Hut - Firepit - Cozy Loft

Conowingo Creek Casual

Hideaway Cottage

Country Cottage

Phoenix Walk

The Cottage at the Mill

Charming cottage
Family-friendly home rentals with a pool

Findley Farm View Cottage (Outdoor Pool!)

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

The Grey Wolf (studio-style loft suite)

Home w/private pool & waterfall - Amish community

Peaceful Retreat Pool and great outdoor space

The Mint Cottage in Chesapeake City

Lakefront Guesthouse

Start planning your summer fun pool getaway now!
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 $128 SGD 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
- Fairmount Park
- Citizens Bank Park
- Dorney Park & Wildwater Kingdom
- Wells Fargo Center
- Philadelphia Museum of Art
- Penn's Landing
- University of Pennsylvania
- Temple University
- Dutch Wonderland
- Bear Creek Ski and Recreation Area
- Betterton Beach
- Philadelphia Zoo
- 30th Street Station
- Marsh Creek State Park
- French Creek State Park
- Valley Forge National Historical Park
- Independence Hall
- The Franklin Institute
- Wissahickon Valley Park
- Franklin Square





