
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.

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 Dogs 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

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

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).

The Millhaus
This is the original "tiny house." Built in 1766, the Millhaus sits on a 32-acre historic site with the Knauer Mill, Horseshoe Trail, and French Creek. Take a short hike along the water's edge to Saint Peter’s Village for coffee & pastries, or dinner & drinks. Recharge with modern touches like onsite massage and private fitness amenities, available by appointment. Stay put and unwind—or venture out and explore the best of PA from this beautiful location!

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!

Vintage Farmhouse Stay - History Meets Comfort
LONG STAY DISCOUNTS!!! Nestled in the heart of Chester county, the Brandywine Lodge is a colonial and Victorian-themed modern house, just minutes from local Amish farms, the Brandywine River, Longwood Gardens, and various local historic sites. Take your stay to the next level by attending a class we offer on traditional skills such as painting, sourdough making, and plant propagation. Please see below for class lengths and prices.

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.

Broad Run Suite- West Bradford Township
The comfy suite is located on a private 4- acre wooded lot, with a stream, in scenic Chester County. The private suite, which is attached to the house, has its own entrance and all the comforts of home...close to West Chester and Downingtown, Longwood Gardens, historic sites, Brandywine River Museum, several nature preserves, SEPTA Regional Rail and Amtrak lines, and much more. Come relax in this beautiful, scenic location.

Country-Side Hut - Firepit - Cozy Loft
Enjoy The Peaceful Campsite/Cabin Nestled in Royal Amish Country. Spend Time with Family or Friends in the Outdoors of Narvon A Summer Night around the Fire 3D Target Archery Hunt Or enjoy the Cabin The cabin setting sleeps 4, we also have a cot for a 5th person, you are welcome to bring a tent for larger groups

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.
Popular amenities for Chester County family-friendly rentals
Family-friendly home rentals with a hot tub

Hillside Haven |Hot Tub & Sauna

*Woodland Chalet* Hot Tub - Fire Pit - Grill

Pyle Cottage, circa 1750

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

15 min to Sight & Sound-Hot Tub-EV-Plug-Firepit

Refined Lavender Farm Escape with a Luxurious Spa

A-Frame Tiny Home Retreat - With Sauna & Hot Tub!

A-frame Adamstown|hot tub|barrel sauna|EV charger
Family- and pet-friendly home rentals

Tranquil Hilltop Retreat

"The Stay Over" your Home away from Home

Country Cottage

Phoenix Walk

The Cottage at the Mill

Kennett Square romantic 1 bedroom efficiency

The loft

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

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

Peaceful Retreat with pool and great outdoor space

King’s place, hot tub. Pool is open for summer!

Family Fun Retreat | Pool, Hot Tub & Game Room

Lakefront Guesthouse

Country Land Guest House

Waterfront A-Frame Tiny Home at Red Run - Site 116

Sweet home w/pool & woods at peaceful Glen Mills
Destinations to explore
- Fitness-friendly rentals Chester County
- Private suite rentals Chester County
- Rentals with lake access Chester County
- Tiny house rentals Chester County
- Townhouse rentals Chester County
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- Hotel rooms Chester County
- Rentals with pools Chester County
- Cottage rentals Chester County
- Boutique hotels Chester County
- House rentals Chester County
- Bed and breakfasts Chester County
- Condo rentals Chester County
- Rentals with breakfast Chester County
- Rentals with outdoor seating Chester County
- Farmstay rentals Chester County
- Cabin rentals Chester County
- Loft rentals Chester County
- Rentals with a fireplace Chester County
- Guesthouse rentals Chester County
- Pet-friendly rentals Chester County
- Rentals with a washing machine and dryer Chester County
- Rentals with a fire pit Chester County
- Rentals with a patio Chester County
- Rentals with a hot tub Chester County
- Family-friendly rentals Pennsylvania
- Family-friendly rentals United States
- Pennsylvania Convention Center
- Lincoln Financial Field
- Hersheypark
- Longwood Gardens
- Fairmount Park
- Citizens Bank Park
- Dorney Park & Wildwater Kingdom
- Wells Fargo Center
- Philadelphia Museum of Art
- University of Pennsylvania
- Temple University
- Dutch Wonderland
- Betterton Beach
- Bear Creek Ski and Recreation Area
- Diggerland
- Philadelphia Zoo
- 30th Street Station
- Hershey's Chocolate World
- Marsh Creek State Park
- Valley Forge National Historical Park
- French Creek State Park
- Wissahickon Valley Park
- Independence Hall
- Eastern State Penitentiary





