Family-friendly vacation rentals in Kennett Square

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Top-rated family-friendly rentals in Kennett Square

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Guest favorite

Rental unit in Honey Brook

4.93 out of 5 average rating, 145 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.

Guest favorite

Guest suite in Wilmington

4.99 out of 5 average rating, 254 reviews

Private Guest Suite and Entrance

Seeking a romantic getaway or respite from a long work day? You'll love relaxing "at home" in your private 1 BR suite. We are located in a tree lined quiet community. Convenient shopping & restaurants are within walking distance. Short & extended rentals for business travelers or those relocating. Minutes from historic Chadds Ford & the scenic Brandywine Valley, plan to tour our Wine & Ale Trail, hike our greenways or experience the many duPont Chateau's with their glorious gardens & grounds.

Guest favorite

Rental unit in Swarthmore

4.88 out of 5 average rating, 263 reviews

Skylight second floor apartment

Second, 3rd floor apartment. Apartment includes a master bedroom with a full sized bed and a guest bedroom with 2 twin beds. Private bathroom. There is a dining area with refrigerator, sink,microwave,induction hot pate convection toaster oven, coffee maker, french press dining table,Alexa and LCD TV. The dining area does NOT have a STOVE. 3rd floor meditation room with skylights and sitting area with LCD. ALL APARTMENT AREA IS PRIVATE. Home backs up to woods and back garden. NO CLEANING FEES.

Guest favorite

Guest suite in Media

4.98 out of 5 average rating, 491 reviews

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. After a day of activities relax on the hammock or enjoy a soak in the hot tub. The woods are waiting to welcome you!

Guest favorite

Cottage in North East

4.97 out of 5 average rating, 513 reviews

Persimmon Pastures

A quiet country setting in North East MD..located on a 7 acre horse farm with easy access to I95. Enjoy all the serenity of the country yet close to the shopping, marinas, and within 50 mile access to Baltimore, Wilmington and Philadelphia. The property is also within 30 minutes of Fair Hill Natural Resources Area with 5,500+acres and 80+ miles of trails for hiking, biking, and beautiful scenery. Pets are allowed. A pet (dog/cat) fee of $5/night/pet will be requested.

Superhost

Rental unit in West Chester

4.84 out of 5 average rating, 291 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).

Guest favorite

Rental unit in Ronks

4.94 out of 5 average rating, 448 reviews

Coachman's Suite - Intercourse, Lancaster PA

The Coachman's Suite is located in the heart of the Village of Intercourse, Lancaster County. It's right across the street from Kitchen Kettle Village , a famous Lancaster County attraction with various shops & eateries. It's also a short 5 min. drive from the town of Bird in Hand, another famous Lancaster County attraction. A short walk, bicycle ride or drive takes you into the surrounding scenic Amish farmland of Lancaster County.

Superhost

Home in Quarryville

4.85 out of 5 average rating, 433 reviews

Camargo Inn - Farm Stay Feel

Welcome to our traditional farmhouse set in Lancaster County surrounded by working farms. The Inn is great for families or small groups. Includes five bedrooms, sleeping ten guests! Sit on the front porch overlooking a dairy farm with rolling hills and animals grazing, or enjoy a more secluded backyard view with gardens, small wildlife and an occasional deer. Expect to see Amish buggies frequently passing by the property.

Guest favorite

Rental unit in Little Britain Township

4.96 out of 5 average rating, 253 reviews

Brick Hill farm guesthouse

Come stay on the farm where we aim to create an atmosphere of relaxation. It’s an opportunity to get away from the hustle and bustle of life. Start your day with a fresh cup of coffee or tea and enjoy the scenery from the rocking chairs on the porch. End the day gathering around the campfire if you wish. Whether you like the outdoors or not we hope you van rest & relax!

Superhost

Rental unit in Media

4.75 out of 5 average rating, 312 reviews

Stunning Media Apartment With Skyline Views!

Stunning Renovated Apartment in the Heart of Everybody's Hometown Media! Walking distance to everything, parks, restaurants, entertainment & the court house. Nicely Equipped with Modern Fixtures, this 1 bedroom 1 Bath 3rd floor walk up apartment will be Your Perfect Getaway in Media. Come Relax, and Enjoy All that this Wonderful Location Has to Offer you!

Guest favorite

Cottage in Paradise

4.96 out of 5 average rating, 356 reviews

Amish Paradise Cottage. 3 Bed Private 1 level

🐎 Amish buggies and scooters pass by frequently. Deck view of rolling fields and 10 Amish farms. 🌻 Ideal for the elderly and handicapped. All rooms on first floor. 🚸 Child friendly with Pack n play, toys, red wagon, child plates, and spacious back yard for a child friendly stay! 🌳 Overlooks Amish field, farms, and back yard trees.

Guest favorite

Loft in Honey Brook

4.97 out of 5 average rating, 518 reviews

Funky Private Attic Apartment in Honey Brook

A private one bedroom attic apartment - perfect for a weekend getaway or solo time 🫶🏼 Located in the Borough of Honey Brook & just a mile from September Farm Cheese Shop & wonderful thrift stores! Pickleball courts within walking distance in local park. Paddles and balls provided. Lancaster County Tourist towns - within 25 min.