
Family-friendly vacation 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.

Family friendly home:near Lancaster, w/pickleball
Welcome to our beautiful country home conveniently located near many of the popular tourist attractions.(15 minutes to Intercourse, 20 minutes to Bird in Hand) Settle in and watch the occasional passing horse and buggy, or make this your next hangout spot with family and friends. There’s plenty of space to spread out and relax and a there’s a fully furnished kitchen for cooking + large yard w/pickleball and kids play area. This home is wheelchair friendly, with first floor bed/bathroom(with tub)
4.83 out of 5 average rating, 308 reviews
Farm Stay at Solidrock Guest House
Solid Rock close to mini golfing, major golf courses, shopping, Amish tourist areas, restaurants, historical land marks and areas, parks, lakes and hiking. We have a great place for married couples, families with children, and the business travelers. We have a master bedroom with a corner whirlpool tub and private restroom and a smaller bedroom also containing its own private shower/washroom. we easily sleep four adults and have extra mattresses for others who would like to sleep on the floor.
4.94 out of 5 average rating, 187 reviews
Bunk Room, Pavilion, Pickleball & Swimming Pond
-Pickleball, Basketball & Shuffleboard Court -Swimming Pond with Paddle Boat -Children's Playset & Trampoline -Outdoor Kitchen with Kamado Joe Smoker & 36" Griddle -Newly added LG Smart TV -Peaceful retreat surrounded by acres of woodlands -Additional bunk house sleeps 16, available to rent for $100/night Located in Chester County, minutes from Lancaster County's popular tourist attractions and 1 hour from Philadelphia International Airport. Rock Hollow can be your family's next destination!
4.97 out of 5 average rating, 241 reviews
Mill Road Farmhouse: Restored with Beautiful Pool.
The Mill Road Farmhouse is a destination in and of itself. Immaculately restored inside and out, this home is a true retreat in the middle of Amish Country. We have a feeling you will be spending all of your time relaxing by pool and hot tub during the warmer months (or maybe grilling up a feast in the brand new outdoor kitchen area) and curled up next to one of the four indoor fireplaces during the winter months. And then of course end each day star-gazing while sitting around the campfire.
4.98 out of 5 average rating, 188 reviews
Historic Farmhouse
Quaint meticulously restored farmhouse with central AC and excellentWiFi. Experience the peace & tranquility that comes with a rural getaway. A short drive to antiques, United Sports, Oaks Convention Center, Springton Manor, Victory Brewery, Marsh Creek lake, Longwood Gardens, and Amish country, there is something for everyone. Enjoy a large yard, patio, grill, fire pit, and space for the kids! Relax and enjoy the feel of country life with endless opportunities for fun!
4.95 out of 5 average rating, 246 reviews
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.
4.99 out of 5 average rating, 218 reviews
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).
4.84 out of 5 average rating, 416 reviews
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.
4.99 out of 5 average rating, 278 reviews
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!
4.93 out of 5 average rating, 128 reviews
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.
4.94 out of 5 average rating, 146 reviews
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!
4.96 out of 5 average rating, 196 reviews
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.
5.0 out of 5 average rating, 363 reviewsPopular amenities for Chester County family-friendly rentals
Family-friendly home rentals with a hot tub

15 min to Sight & Sound-Hot Tub-EV-Plug-Firepit
4.99 out of 5 average rating, 238 reviews
Hilltop Mansion: Farm Views+HotTub+Pool+GameRoom.
4.98 out of 5 average rating, 247 reviews
Family Fun Retreat | Pool, Hot Tub & Game Room
4.94 out of 5 average rating, 336 reviews
A-Frame Chalet: Fireplace, Hot Tub & Mountain View
4.95 out of 5 average rating, 284 reviews
Hillside Haven |Hot Tub & Sauna
4.98 out of 5 average rating, 249 reviews
King’s place, hot tub. Pool is open for summer!
4.97 out of 5 average rating, 158 reviews
Refined Lavender Farm Escape with a Luxurious Spa
4.96 out of 5 average rating, 488 reviews
A-frame Adamstown|hot tub|barrel sauna|EV charger
4.99 out of 5 average rating, 133 reviewsFamily- and pet-friendly home rentals

Charming cottage under the pines. No cleaning fee.
4.96 out of 5 average rating, 272 reviews
CountrySide Hut - Firepit- Cozy Loft - volleyball
4.92 out of 5 average rating, 197 reviews
The Mineral House of West Chester
4.97 out of 5 average rating, 502 reviews
Cozy Nook on Prospect
4.88 out of 5 average rating, 156 reviews
Vintage Farmhouse Haven-Private Guesthouse
4.99 out of 5 average rating, 193 reviews
Historic J. Pyle House Main St Local Host
4.96 out of 5 average rating, 181 reviews
The Cottage at the Mill
5.0 out of 5 average rating, 136 reviews
Newly Renovated Chester Springs Guesthouse
4.96 out of 5 average rating, 305 reviewsFamily-friendly home rentals with a pool

Quiet Country Home in Parkesburg, In Ground Pool
4.94 out of 5 average rating, 100 reviews
Loft 311
5.0 out of 5 average rating, 207 reviews
Sweet home w/pool & woods at peaceful Glen Mills
4.92 out of 5 average rating, 193 reviews
Peaceful Retreat with pool and great outdoor space
4.84 out of 5 average rating, 140 reviews
Waterfront A-Frame Studio at Red Run #116
4.96 out of 5 average rating, 120 reviews
Gasthof Fretz -your Bavarian hideaway!
4.95 out of 5 average rating, 230 reviews
White Horse Guest Home w/ Pool & Spa
4.88 out of 5 average rating, 102 reviews
Lakefront Guesthouse
4.94 out of 5 average rating, 141 reviewsDestinations to explore
- Loft rentals Chester County
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- Rentals with pools Chester County
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- Pet-friendly rentals Chester County
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- House rentals Chester County
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- Rentals with a hot tub Chester County
- Hotel rooms Chester County
- Farmstay rentals Chester County
- Family-friendly rentals Pennsylvania
- Family-friendly rentals United States
- Hersheypark
- Pennsylvania Convention Center
- Dorney Park & Wildwater Kingdom
- Longwood Gardens
- Wells Fargo Center
- University of Pennsylvania
- Citizens Bank Park
- Fairmount Park
- Philadelphia Museum of Art
- Dutch Wonderland
- Hershey's Chocolate World
- Temple University
- Betterton Beach
- Bear Creek Ski and Recreation Area
- Amish Village
- University of Delaware
- Drexel University
- French Creek State Park
- Spooky Nook Sports
- Diggerland
- Lincoln Financial Field
- Philadelphia Zoo
- Marsh Creek State Park
- 30th Street Station





