
Family-friendly holiday rentals in Chester County
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Top-rated family-friendly rentals in Chester County
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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 closed until Spring
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!

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.

Newly Renovated Chic Farmhouse with Creek access
Take it easy and relax amongst nature, at this newly renovated old stone farmhouse. Semi-detached, 2 bedroom house is half of this old stone farmhouse originally built in the 1800s. Completely renovated, the house boasts unique and stylish decor, blending old with new. You can enjoy the comforts of home while soaking in the character and history only an antique gem can bring. Relax on your private porch and listen to the trickling sounds of the Pequea Creek, going by the property.

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).

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!

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*

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

Private Suite with Hot tub

The Cottage at Marsh Creek (with hot tub!)

*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

Exquisite cottage with valley views and Hot Tub

The Innkeepers Quarters at Witmer Estate, HOT TUB
Family- and pet-friendly home rentals

The Peaceful Nook

"The Stay Over" your Home away from Home

Country Cottage

Phoenix Walk

The Cottage at the Mill

Paradise Cottage Rancher - 1 Level

The loft

Cozy Cottage in the center of Churchtown!
Family-friendly home rentals with a pool

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

Peaceful Retreat Pool and great outdoor space

Your own peaceful, natural retreat!

Lakefront Guesthouse

Family Fun Retreat | Pool, Hot Tub & Game Room

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

Country Land Guest House

Sweet home w/pool & woods at peaceful Glen Mills
Destinations to explore
- Rentals with pools Chester County
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- Rentals with a hot tub Chester County
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- Pet-friendly rentals Chester County
- Rentals with breakfast Chester County
- Farmstay rentals Chester County
- Guesthouse rentals Chester County
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- Bed and breakfasts Chester County
- Rentals with a washing machine and dryer Chester County
- Loft rentals Chester County
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- Boutique hotels Chester County
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- Rentals with outdoor seating Chester County
- Rentals with lake access Chester County
- Rentals with a fireplace Chester County
- Private suite rentals Chester County
- Fitness-friendly rentals Chester County
- 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
- Bear Creek Ski and Recreation Area
- Temple University
- Diggerland
- University of Pennsylvania
- Dutch Wonderland
- Betterton Beach
- Philadelphia Zoo
- 30th Street Station
- The Franklin Institute
- French Creek State Park
- Marsh Creek State Park
- Valley Forge National Historical Park
- Wissahickon Valley Park
- Independence Hall




