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

Historic Downtown D. Clark House Dog Friendly!
The historic Dorothy Clark House, built around 1907, is in the National Historic District of Kennett Square, PA. We are downtown in the heart of the walkable Kennett Square Borough! This twin home has been lovingly restored to reflect its early 20th century roots, while providing a cozy place to relax while visiting our quaint town. We hope you’ll fall in love with the home like we have! 45 min to Philadelphia airport, 25 min to Wilmington 25 min to WCU, 6 min to Longwood, 15 min to Winterthur

"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

The Cottage at Marsh Creek (with hot tub!)
Peaceful, renovated cottage with year-round hot tub less than a mile from Marsh Creek State Park and lake! 1 bedroom (with king size bed!), 1 bathroom The park has hiking, fishing & water sports. Close to great dining, breweries, coffee, & other activities, but far enough from town to feel relaxing & somewhat secluded. Dog friendly! You'll have access to the entire home, including the private patio with string lights & hot tub. Follow us on IG! @thecottageatmarshcreek

The Pump Maker’s House Marshallton Historic Beauty
Situated in the historic village of Marshallton, this home is furnished in country style with lovely antiques and vintage items. The first half of the house was built in 1790 with an addition added in 1830. This house was the childhood home of George McFarland, pump maker. He was the town plumber and made wooden pumps in a shop in the rear. We have just completed an entire rehabilitation with brand new plumbing, electric, hvac, as well as brand new bathrooms and kitchen.

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.

Luxury Chalet with Mountain Views & Hot Tub
Escape to this luxurious A-frame chalet nestled in Birdsboro, Pennsylvania, providing breathtaking mountain vistas. Delight in the warmth of the cozy fireplace, unwind in the hot tub, and utilize the outdoor kitchen for culinary adventures. This chalet is ideal for relaxation and rejuvenation, with convenient access to nearby trails for hiking, opportunities for fishing, and the chance to go canoeing. It's a genuine retreat from the everyday.

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.

Longwood Gardens Carriage House
Two miles from Longwood Gardens and six from Winterthur and Brandywine River museums, the apartment is ideally located for exploring Brandywine Valley sites and historic Kennett Square. Situated in a garden with views of a wildflower meadow and horses, it offers a spacious bedroom and bath, cozy kitchen/living combo and washer/dryer. It is modern, super clean, comfortable, and private--an idyllic country escape.
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

*Woodland Chalet* Hot Tub - Fire Pit - Grill

Pyle Cottage, circa 1750

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

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

Texter Mountain Home - wooded getaway w/ hot tub

Mill Road Farmhouse: Restored with Beautiful Pool.
Family- and pet-friendly home rentals

Tranquil Hilltop Retreat

The Carriage House

Conowingo Creek Casual

Phoenix Walk

The Cottage at the Mill

The loft

Watch Deer from a Farm Cottage

Cozy Nook on Prospect
Family-friendly home rentals with a pool

The Grey Wolf (studio-style loft suite)

Creek home with pool & waterfall heated all year

Peaceful Retreat Pool and great outdoor space

The Mint Cottage in Chesapeake City

Family Fun Retreat | Pool, Hot Tub & Game Room

Lakefront Guesthouse

Beautiful split level home,with pool and hottub

Summer Splendor Cottage with Large Pool
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 720 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
- Citizens Bank Park
- Longwood Gardens
- Fairmount Park
- Dorney Park & Wildwater Kingdom
- Philadelphia Museum of Art
- Wells Fargo Center
- Penn's Landing
- Bear Creek Ski and Recreation Area
- Diggerland
- Betterton Beach
- 30th Street Station
- Philadelphia Zoo
- French Creek State Park
- The Franklin Institute
- Wissahickon Valley Park
- Marsh Creek State Park
- Valley Forge National Historical Park
- Independence Hall
- Spruce Street Harbor Park
- Eastern State Penitentiary
- Franklin Square




