
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.

See Wild Deer From The Front Porch! *With Hot-Tub*
Located in the heart of Amish country not far from the buzz of Lancaster, but tucked away in a very secluded area. This is a perfect place for a quiet weekend or family getaway! Enjoy the fishing and swimming hole a mile off site, the fireplace on the patio with the Hot Tub, or gazing across the open field. Located directly beside a cornfield keep an eye out for turkeys and deer (Especially when the corn is short) Surrounded by property of non hunters, this is a place where wildlife thrives.

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.

King’s place, hot tub. Pool is open for summer!
New hot tub, above ground pool with deck built into it ! Recently remodeled, Centrally located on a 1 acre lot. Not far from all the tourist attractions that Lancaster has to offer. 1 hr from philly airport, 15 minutes from downingtown, 15 minutes from gap,and 20 minutes from Intercourse. A quiet neighborhood with a spacious back yard, which is great for kids. Whether you bring cornhole, use the grill, or sit around the propane fire pit. The yard and large back deck have so much to offer!

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

Refined Lavender Farm Escape with a Luxurious Spa
Escape to Windy Hill Lavender Farm, a luxurious countryside retreat surrounded by rolling hills and fragrant lavender blooms. Unwind in a spa-style bathroom with a tiled walk-in shower and deep soaking tub, then relax in the cozy queen bedroom or loft with 2 twin beds . Savor starry nights in the hot tub on the spacious deck, grill in the charming corncrib area, and gather by the fire pit. Perfect for romantic getaways, peaceful escapes, and unforgettable memories in nature’s beauty.

The Log House at Twin Brook
A cozy family getaway. While staying here, you will get to live in this historic stone home with a beautiful log addition. The original structure was built in the 1700s and served as the servant's quarters for the stone house across the road where your hosts now live. Set out in the country, you will be delighted with the peaceful environment created by the woods, fields, and buggies going by on the road. The house is set close to the road, so traffic can be heard at times.

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!

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.

The View
Come enjoy The View overlooking Amish farmland and feed the farm animals in the back yard. Watch spectacular sunrises from the deck or overlook the farmers field from the hot tub. Feel the smooth texture and beauty of solid handmade furniture. We have room for the whole family or even several families. Relax knowing your host lives on the adjoining property and is wanting your stay to be all you hoped for and more!

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

Sparkling Clean Suite in Amish Country w/ Hot Tub

The Cottage at Marsh Creek (with hot tub!)

*Woodland Chalet* Hot Tub - Fire Pit - Grill

Pyle Cottage, circa 1750

Exquisite cottage with valley views and Hot Tub

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

A-Frame Tiny Home Retreat - With Sauna & Hot Tub!
Family- and pet-friendly home rentals

Tranquil Hilltop Retreat

"The Stay Over" your Home away from Home

Hideaway Cottage

Country Cottage

Phoenix Walk

The Cottage at the Mill

Paradise Cottage Rancher - 1 Level

The Hillside Home - Lancaster
Family-friendly home rentals with a pool

Quiet Country Home in Parkesburg, In Ground Pool

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

Peaceful Retreat Pool and great outdoor space

Lakefront Guesthouse

Family Fun Retreat | Pool, Hot Tub & Game Room

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
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- Family-friendly rentals Pennsylvania
- Family-friendly rentals United States
- Pennsylvania Convention Center
- Lincoln Financial Field
- Hersheypark
- Longwood Gardens
- Citizens Bank Park
- Fairmount Park
- Dorney Park & Wildwater Kingdom
- Wells Fargo Center
- Philadelphia Museum of Art
- Penn's Landing
- University of Pennsylvania
- Dutch Wonderland
- Bear Creek Ski and Recreation Area
- Betterton Beach
- Philadelphia Zoo
- 30th Street Station
- Marsh Creek State Park
- Hershey's Chocolate World
- French Creek State Park
- Valley Forge National Historical Park
- The Franklin Institute
- Wissahickon Valley Park
- Independence Hall
- Franklin Square





