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.

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Top Guest favourite
A greenhouse made of glass panels is surrounded by thriving garden beds filled with various plants. Lush greenery and flowering plants are present in the landscaped area. A well-maintained lawn with neat stripes leads up to the greenhouse, enhancing the serene outdoor setting.
Apartment in Honey Brook
4.94 out of 5 average rating, 186 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.

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Top Guest favourite
A serene view captures the home nestled amidst green grass and trees. The pool glistens in the sunlight, surrounded by a spacious patio and seating area. Rolling farmland stretches across the horizon under a soft, cloudy sky.
Villa in Paradise
4.98 out of 5 average rating, 243 reviews

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

This gorgeous home is located at the very top of a hill in one of the most central locations in Lancaster County. You'll be surrounded by breathtaking views of the nearby farmland and the interior has been beautifully decorated in calming, neutral tones. No amenity has been spared for your stay some of which include a spacious master suite, stunning kitchen, Keurig machine, large game room, a kid's toy room, a firepit, yard games and a patio with outdoor seating, a hot tub, pool and a grill.

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Top Guest favourite
A two-story house is surrounded by lush greenery and colorful plants. The exterior features a mix of brick and siding, complemented by purple shutters. A set of stairs leads to the front door, while a shaded porch provides a welcoming entryway.
Home in Coatesville
4.97 out of 5 average rating, 157 reviews

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!

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Guest favourite
The exterior of a farmhouse is shown, featuring a covered porch with a swing and decorative elements. A lush green lawn surrounds the home, complemented by vibrant trees offering shade. A quaint path leads to the front door, and manicured flower beds add charm.
Home in Downingtown
4.95 out of 5 average rating, 242 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!

KitchenIndoor spacesNearby

Guest favourite
A gravel driveway is visible, lined with greenery and shaded by trees. The scene opens up to a grassy area beyond, enclosed by a wooden fence. Sunlight filters through the leaves, creating a tranquil outdoor space.
Apartment in West Chester
4.84 out of 5 average rating, 409 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).

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Top Guest favourite
A charming cottage with a green, A-frame roof is framed by blossoming dogwood trees. A gravel path leads to the entrance, which is flanked by lush greenery and flowering shrubs, providing a tranquil and inviting approach.
Place to stay in West Chester
4.99 out of 5 average rating, 278 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.

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Top Guest favourite
The entrance of a historic farmhouse is framed by lush foliage, revealing a stone façade adorned with wooden shutters and an American flag. A small rocking chair is positioned on the covered porch alongside potted plants and a wooden barrel, creating a welcoming outdoor space.
Farm stay in Coatesville
4.93 out of 5 average rating, 127 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!

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Guest favourite
Farm stay in Coatesville
4.94 out of 5 average rating, 144 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.

Indoor spacesFamilyBathroom

Guest favourite
A living room features a stone fireplace as the focal point, flanked by large windows allowing natural light to fill the space. Two comfortable armchairs and a cozy sectional are arranged around a wooden coffee table, with a warm area rug underfoot.
Home in Honey Brook
4.96 out of 5 average rating, 191 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!

FamilyIndoor spacesHot tub

Guest favourite
A cozy fire pit area is surrounded by multiple outdoor chairs placed on gravel. Soft lighting from lanterns accentuates the natural setting, while a wooden cabin stands in the background, integrated into the surrounding trees.
Tiny home in Narvon
4.92 out of 5 average rating, 195 reviews

CountrySide Hut - Firepit- Cozy Loft - volleyball

Enjoy The Peaceful Campsite/Cabin Nestled in Royal Amish Country. Spend Time with Family or Friends in the Outdoors of Narvon A Summer Night around the Fire 3D Target Archery Hunt Or enjoy the Cabin The cabin setting sleeps 4, we also have a cot for a 5th person, you are welcome to bring a tent for larger groups

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Guest favourite
Home in Chester Springs
4.93 out of 5 average rating, 120 reviews

Experience the charm of a historical getaway

Take it easy at this unique and tranquil getaway. Step back into time in this historic 1735 house transformed into a beautiful retreat by Jeff & Janelle, as seen on the Magnolia Network. The Inn can accommodate up to 9 people in 4 comfortable bedrooms. So, grab your friends and family and escape into a one-of-a-kind stone home, right in the heart of Pennsylvania.

Indoor spacesFamilyCheck-in

Top Guest favourite
A charming cottage is nestled among lush greenery, with a large window inviting natural light. The exterior features a sloping roof and a stone wall, accentuating the surrounding landscape of rolling hills and fields.
Cottage in Coatesville
5.0 out of 5 average rating, 357 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.

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Popular amenities for Chester County family-friendly rentals

Family-friendly home rentals with a hot tub