
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.

Spacious & Peaceful, Pvt, 3mi Longwood Gardens
Comfy & Spacious Private Downstairs Suite in 2 acres of nature Private Pool Heated end of May to Sept 3 mi to Longwood Gardens aka “America’s Versailles”. Amazing! Ask about guest passes to the Gardens w/2 night stays. Winterthur, Brandywine River Museum, Wineries & more 3 Bedrms, 4 beds Beautiful lg bathrm & Powder room Dining/TV rm Kitchen: Convection oven, Cooktop, Microwave, Keurig coffee maker WiFi, 55” HDTV Full size washer, dryer, refrigerator Gentle Pets welcome! *No Smoking, No Parties

Newly Renovated Chester Springs Guesthouse
The newly renovated one bedroom apartment (that can accommodate up to 5 guests) above the detached garage at Artisan Studios provides a lovely guesthouse retreat. Nestled in the woods in beautiful Chester County, you'll enjoy privacy and seclusion even though you're just a 5 minute drive to anything you could need. We're just 8 miles from the PA Turnpike and only 38 miles (45 minutes to an hour) from Philadelphia. Feel free to bring your pet, as long as they are house broken or litter trained.

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

Phoenix Walk
Welcome to our newly constructed luxury Airbnb in the heart of Phoenixville Boro boasting 3 bedrooms and 2.5 bathrooms just steps to booming downtown with its countless shops, restaurants, and bars- walking distance to parks and tennis/ basketball courts. Centrally located near Schuylkill River Trail, Valley Forge Park and Casino, King of Prussia Mall and Providence Town center. Book your stay today and indulge in the finest accommodations this town has to offer!

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.

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*

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

Quiet Cottage - Hot Tub and Creek mins from City

Amish Cottage, Hot Tub, on Mill Creek

Pyle Cottage, circa 1750

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

Luxury Farm Cottage - hot tub & patio

See Wild Deer From The Front Porch! *With Hot-Tub*
Family- and pet-friendly home rentals

Dog-friendly Farmhouse w/ Peaceful Waterfall View

*Woodland Chalet* Hot Tub - Fire Pit - Grill

Conowingo Creek Casual

King Beds & Comfort | 2BR Family-Friendly Stay

"The Wave Lambertville", iconic mid-century home

Charming cottage

Cozy Nook on Prospect

Charming Fully Equipped Private Guest Suite Studio
Family-friendly home rentals with a pool

The Grey Wolf (studio-style loft suite)

Creek home with pool & waterfall heated all year

Private Country Guesthouse Getaway Minutes from UD

Peaceful Retreat Pool and great outdoor space

Lakefront Guesthouse

Beautiful split level home,with pool and hottub

Sweet home w/pool & woods at peaceful Glen Mills

The Vintage Suite at Park House
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 £75 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!
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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




