
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.

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 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.

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.

Charming loft apartment
The loft is in a newly renovated barn, located on our small farm in Gap PA. The location is approximately 15 min from Lancaster County’s main attractions. (please see below for more details on location) We have the cutest pony named Snickers who is accompanied by his two bunny friends. He loves when guests stop by to say hi!😊

Your own peaceful, natural retreat!
So much better than staying in a hotel! A completely private apartment! Quiet... comfortable... accessible. A perfect place for business travelers, your holiday guests, nature lovers, history buffs or anyone just wanting to escape the hustle bustle for a few days. Only 3 minutes away from downtown West Chester.
Popular amenities for Chester County family-friendly rentals
Family-friendly home rentals with a hot tub

Sparkling Clean Suite in Amish Country w/ 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

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

Exquisite cottage with valley views and Hot Tub

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

Tranquil Hilltop Retreat

Historic Downtown D. Clark House Dog Friendly!

The Carriage House

Country Cottage

Charming cottage under the pines. No cleaning fee.

The Cottage at the Mill

Paradise Cottage Rancher - 1 Level

Kennett Square romantic 1 bedroom efficiency
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

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

Family Fun Retreat | Pool, Hot Tub & Game Room

Lakefront Guesthouse

Country Land Guest House

Sweet home w/pool & woods at peaceful Glen Mills
Destinations to explore
- Cabin rentals Chester County
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- Rentals with breakfast Chester County
- Townhouse rentals Chester County
- Rentals with pools Chester County
- Private suite rentals Chester County
- Hotel rooms Chester County
- Fitness-friendly rentals Chester County
- Apartment rentals Chester County
- Rentals with a hot tub Chester County
- Rentals with a firepit Chester County
- Farm stay rentals Chester County
- Rentals with lake access Chester County
- Rentals with a washing machine and dryer Chester County
- Guest house rentals Chester County
- Pet-friendly rentals Chester County
- House rentals Chester County
- Flat rentals Chester County
- Rentals with a patio Chester County
- Loft rentals Chester County
- Bed and breakfasts Chester County
- Boutique hotels Chester County
- Rentals with outdoor seating Chester County
- Tiny house rentals Chester County
- Family-friendly rentals Pennsylvania
- Family-friendly rentals United States
- Pennsylvania Convention Center
- Lincoln Financial Field
- Hersheypark
- Citizens Bank Park
- Longwood Gardens
- Fairmount Park
- Dorney Park & Wildwater Kingdom
- Wells Fargo Center
- Philadelphia Museum of Art
- Penn's Landing
- Bear Creek Ski and Recreation Area
- Diggerland
- Temple University
- Dutch Wonderland
- Betterton Beach
- University of Pennsylvania
- 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




