
Family-friendly holiday rentals in Chester County
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Top-rated family-friendly rentals in Chester County
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Stay on the farm at Shady Lane- 1BR in-law suite.
If the authentic Lancaster County experience is what you're looking for than this is the perfect place for you! This in-law quarters is set back a long driveway on a working farm with views for days. From your kitchen & living room window you'll have a gorgeous view of farmland from 5 different farms. Shady Lane Greenhouse is just beside the apartment so come for your spring flowers and spend a few nights on this beautiful farm. Located in New Holland, PA so you'll be close to local attractions.

Wonderful Suite
This great room is part of my house that is featuring a private entrance, private bathroom, and a kitchenette but not a full kitchen. It is also an old house but well maintained in the neighborhood but not suitable for children. This vibrant architecture with brick, large porch, large windows, and a sense of the 18th century beauty. It’s also located between an highway and a main road, meaning cars noises are present. Please only book if you feel comfortable with the location, a car is ideal.

Unionville Apartment-Minutes from Longwood Gardens
Bright and open two-story (stairs), modern one-bedroom, 1 bath apartment with central air conditioning, great room, walk-in closet, wood floors, and utility room with washer/dryer. Private parking. Rural setting in Unionville adjacent to ChesLen Preserve. We are also minutes from Longwood Gardens, Plantation Field Events, and Kennett Square, PA. Particularly well suited for travel and business trips to Southern Chester County. 18% off stays over a week. 25% off stays of a month or longer.

Peaceful, country setting on Fountain Hill Farm
Settled in the heart of Lancaster County and Amish County, this cozy apartment has a private entrance and offers you a full sized kitchen and living/dining area. Enjoy a step back from the frantic pace of life to relax in this peaceful, rural setting. Grocery Stores and Restaurants are 5 minutes from here. The historical towns of Intercourse and Strasburg (15 min.) offer tourist attractions. These include the Sight and Sound Theater, The kitchen Kettle , Buggy rides and more.

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).

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*

The Welcoming Woods
Enjoy the quiet of the woods as you relax in your private space. The studio is minutes away from downtown Media where you can enjoy the shops & restaurants on State St or take a 20 minute ride into Philadelphia. Attractions include Tyler Arboretum, Ridley Creek State Park,Longwood Gardens,Linvilla Orchards & local wineries in Brandywine & Chadds Ford PA. The woods are waiting to welcome you!

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.

Bohemian Bungalow
Originally a darling local tailor shop, this space was lovingly restored into a adorable one bedroom bungalow. It is located just a few minutes from the popular Town Center of Malvern, with restaurants, train station, galleries, and boutiques. This cozy bungalow is great for overnight visits or longer stays. We look forward to hosting you!

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!😊

Glasshouse overlooking the Great Marsh
Come enjoy the Great Marsh of Chester County, PA. We have 600 acres for you to enjoy hiking, bird watching, biking our trails, kayaking/canoeing our marsh or just finding a quite place on the property to enjoy the outdoors. We also have a non-profit on the property called "Great Marsh Institute".
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

The Cottage at Marsh Creek (with hot tub!)

*Woodland Chalet* Hot Tub - Fire Pit - Grill

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

Modern Tiny Home w/Hot Tub

Eclectic Escape Near Longwood Gardens & Mt. Cuba

Mill Road Farmhouse: Restored with Beautiful Pool.

Lucy's Log Cabin Cottage in the Woods
Family- and pet-friendly home rentals

1 Bedroom Unit Downtown Phoenixville Pet-Friendly

"The Stay Over" your Home away from Home

Country Cottage

Charming cottage under the pines. No cleaning fee.

The Cottage at the Mill

Hip 2 bedroom Apt in the city

The Mineral House of West Chester

The loft
Family-friendly home rentals with a pool

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

Carriage House in Landenberg

Peaceful Retreat Pool and great outdoor space

Your own peaceful, natural retreat!

Lakefront Guesthouse

Ode to the '70's - hot tub & pool in Honey Brook

Country Land Guest House

Newly Renovated Chester Springs Guesthouse
Destinations to explore
- Rentals with lake access Chester County
- Cabin rentals Chester County
- Apartment rentals Chester County
- Pet-friendly rentals Chester County
- Rentals with a washing machine and dryer Chester County
- Rentals with outdoor seating Chester County
- Rentals with a hot tub Chester County
- Rentals with a fireplace Chester County
- Farm stay rentals Chester County
- Guest house rentals Chester County
- Bed and breakfasts Chester County
- Rentals with pools Chester County
- Hotel rentals Chester County
- Fitness-friendly rentals Chester County
- Rentals with breakfast Chester County
- Rentals with a patio Chester County
- Rentals with a firepit Chester County
- Flat rentals Chester County
- Tiny house rentals Chester County
- Private suite rentals Chester County
- House rentals Chester County
- Townhouse rentals Chester County
- Cottage rentals Chester County
- Boutique hotel rentals Chester County
- Family-friendly rentals Pennsylvania
- Family-friendly rentals United States
- Pennsylvania Convention Center
- Lincoln Financial Field
- Citizens Bank Park
- Hersheypark
- Dorney Park & Wildwater Kingdom
- Longwood Gardens
- Fairmount Park
- Penn's Landing
- Betterton Beach
- Philadelphia Museum of Art
- 30th Street Station
- Diggerland
- French Creek State Park
- Marsh Creek State Park
- Philadelphia Zoo
- The Franklin Institute
- Aronimink Golf Club
- Wissahickon Valley Park
- Wells Fargo Center
- Valley Forge National Historical Park
- Crystal Beach Manor, Earleville, MD
- Independence Hall
- Franklin Square
- Hershey's Chocolate World