
Family-friendly holiday rentals in West Chester
Find and book unique family-friendly homes on Airbnb
Top-rated family-friendly rentals in West Chester
Guests agree: these family-friendly homes are highly rated for location, cleanliness and more.
Holiday rentals for every style
Get the amount of space that is right for you
Popular amenities for West Chester family-friendly rentals
Family-friendly home rentals with a hot tub

Dusty's House
Mr. Bill made accommodations when the Airbnb I had originally planned for fell through. He made the transition quick and even made sure my weekend was blocked off at the new Airbnb and not compromising our plans. Forever grateful for the last minute switch

FIFA 2025! Kings Mill Wedding! Botanical Hot Tub
Our family had a wonderful stay at Jeneene's home. Jeneene was exceptionally communicative, responsive and thoughtful, including leaving a sweet congratulatory note to our daughter (who was graduating), providing local recommendations specific to our needs, and allowing us late check out. The property was exactly as described and was warm and welcoming. Thank you Jeneene for sharing your home!

Safe Harbor Cottage
Place was very beautiful and was such a nice area, definitely recommend driving over to Columbia during your stay. Place was a bit more renovated than the pictures which was a nice surprise.

Waterfront Cabin on the Chesapeake
Cannot give enough stars to this property and hosts!!! What’s a paradise on the Bay. The hosts ensured our stay was stress free, comfortable and that we knew all about the location. The property has some of the most comfortable beds we have ever slept on. Linens were high quality and the cabin is spotless! The extra little design features just made it FUN! We spent a lot of time on the deck, in the hot tub, and at the fire pit! The neighborhood is peaceful and the neighbors are so kind and welcoming! Don’t forget to hang out on the dock and definitely walk down to the beach! We will see this property again next year and cannot wait to book it!

Pine wood retreat
The perfect house for a long weekend with friends. We very comfortably fit six adults and five kids (ages 5, 4, 2, 1 and 1). So well equipped for families with a crib in the master bedroom and tons of toys and games. Lots of places to hang out from the beautiful screened in porch to the open layout upstairs and game room downstairs. The location is incredible… a front yard full of horses (you’re living amongst the farms) and a very short drive to the activities we chose. Highly recommend checking out Cherry Crest Farm, Strasbourg train and Dutch Wonderland. Across the street from the house is an Amish stand with fresh baked goods and strawberries. For food, Lancaster Brewing co was fantastic as well as Speckled Hen. Can’t wait to come back!

2 bedrooms Apt in Old City
This is a fantastic location and beautiful space in a highly desirable neighborhood. What a find! Thank you Eli! I will be coming back.

Relaxing, nature lovers getaway
This was the perfect place to relax after a busy, fun-filled day in the surrounding areas. Kara was responsive to all communication! I even had a wheelchair delivered there for me to use at the outings due to a ruptured Achilles & it was delivered early & she stored it for me on her screened in porch. The bathroom floor is heated which is nice. The shower is handicap accessible & has a bench built in! All around was a wonderful, peaceful place & the hot tub was great to relax in after a day out as well! Kara was amazing! Would definitely Italy stay there again!

Pool Open 4/1 to 10/31! Hot tub open all year!
It was the perfect waterfront house. It met all the needs for my family. Lots of space to spread out in and hangout in. The location is wonderful. We had perfect weather and amazing sunsets. We spent most of our time around the pool or sitting on the deck by the water. No issues with mosquitoes or other bugs. It was helpful that every bedroom had bathroom. Gretchen was a helpful and very responsive host! We can’t wait to go back next year!
Family- and pet-friendly home rentals

The Hideaway
Amazing location, super unique neighborhood. Quaint, clean and full of character!

Riverside Loft - 1BR upstairs loft w/ local ducks
This place was clean and she answered all my questions. I would book this place again.

3 bedroom, 2 full baths ranch
We had a wonderful stay at Evelyn’s house. Everything was perfectly clean and organized, and Evelyn was a prompt communicator. Would definitely stay there again!

SLEEPS 12 - Bardot Full - Garage Parking & Yard
Everything was perfect! Just as described it’s our second stay at this residence and we’ll make it an annual trip.

Manayunk Philadelphia, Amazing Views! Luxury stay
We had a great stay at Jory's in Manayunk. A wonderful house for a group-stay. Walking distance from mainstreet, beautifully sunlit and spacious, and just an overall great spot. Jory was especially communicative when we had a few time-sensitive questions which was greatly appreciated. Would recommend!

Dreamy loft in renovated textile mill with parking
Cool renovated loft with designated parking, super helpful in the city! Comfortable beds and a well stocked kitchen.

Paradise Amish Cottage. 3 Bed Private 1 level
This place was a delight, beautiful views of the fields and pasture land, farmsteads, and lots of culture with the Amish and Mennonite communities. The host was so gracious, they shared local fresh strawberries, milk, eggs, and pastries. Just 20 minutes from the Sight and Sound theatre. Our drives through the area were great, with stops at local nurseries, farm stands, and markets. We can’t wait to return!

Top of the Chesapeake - Private Waterfront Home
We had a wonderful stay. We enjoyed being outdoors on the deck and walking the shoreline. The interior accommodations were very comfortable and met all our needs and expectations. The weather was perfect, too! Would definitely like to return again. 👍🏻👍🏻👍🏻
Family-friendly home rentals with a pool

92 Acre Beautiful Farmhouse with in-ground pool
Stunning property, the house and pool were incredible. Loved the peacefulness of the property and the surrounding amenities….. it felt like home!!!

Country Land Guest House
My family and I spent Memorial Day weekend in this beautiful home. It was very spacious and very clean. It had every amenity you could possibly want. It had a beautiful family room area and plenty of seating for everyone. We enjoyed the outdoor fire pit. The pool was absolutely beautiful, but too cold for us to use at this time. The yard was completely fenced and very private. We really enjoyed our stay at this home. We hope to stay again soon!

'The Little House' Bucks County/Doylestown/NewHope
Myself, my partner and our two fur babies loved Julia’s! The “little house” was our home away from home for a few days! It was the most quaint and tranquil cottage for my family to recharge! We had two nights of deep sleep as the bed is like a cloud! My partner took full advantage of the porch swing, clawfoot tub and our girls loved the ample acreage and privacy the little house provided. My family also loved our time poolside. It was tidy, clean and private. It was truly a place to have your morning coffee with zen! Julia was very accommodating to our needs throughout the stay, hospitable and responsive. We go out of our way to find privacy and somewhere that’s great with our fur babies. Julia and the little house delivered just that- We would highly recommend any stay with Julia and to experience this property for yourself!

4 bedrooms and pool in Marlton NJ
Honestly, the best hospitality of any place we’ve stayed. We felt right at home. The thoughtfulness that went into preparing the home for us, was unmatched. We highly recommend staying here. It was perfect. Thank you, Mrs. Betty!

Carriage House at Hidden Hill Alpaca Farm
A Perfect Weekend Getaway! We had such a memorable stay at this alpaca farm! From the moment we arrived, the owners made us feel right at home — they were so kind and genuinely conversational, which set a warm tone for the whole visit. The alpacas were definitely a highlight — such a unique and charming experience, especially for my daughter who absolutely adored them. It’s not every day you get to hang out with alpacas in such a relaxed and welcoming setting! The pool, hands down, was our favorite part — clean, refreshing, and perfect for unwinding. The ambiance throughout the property was peaceful and serene, exactly what we were looking for. We stayed in the carriage house, which was spotless and beautifully maintained — cozy, quiet, and perfect for our little family. Overall, we had a great time and would highly recommend this place to anyone looking for something a little different, relaxing, and full of charm. We’re already looking forward to our next visit!

Luxury Stay | KOP Town Center by Mall | AVE Living
We had a fantastic stay at the Malvern Ave and Nora and the team were fantastic hosts. The amenities at the club house are fantastic. We loved it so much we have rebooked to stay in September.

Farmhouse with large in-ground pool and river view
We were in the area for a lacrosse tournament and hotel living can get old. The Farmhouse was a great break from that and exactly what we were looking for. All the amenities were greatly appreciated.

Summer Splendor Cottage with Large Pool
We stayed 3 nights with our young grandchildren they enjoyed the pool area and the fire pit. (For the s’mores of-course) There was enough room for the 4 of us to sit and relax watch tv and play some games. The house is centrally located to the restaurants,entertainment,and sight and sound theater. had a great time away and would visit Ruth’s home again.
Quick stats about holiday rentals that are family-friendly in West Chester
Total rentals
10 properties
Nightly prices starting at
$129 SGD before taxes and fees
Total number of reviews
800 reviews
Rentals with dedicated workspaces
10 properties have a dedicated workspace
Wifi availability
10 properties include access to wifi
Popular amenities
Kitchen, Wifi and Pool
Destinations to explore
- Philadelphia Holiday rentals
- Jersey Shore Holiday rentals
- South Jersey Holiday rentals
- Pocono Mountains Holiday rentals
- New York Holiday rentals
- East River Holiday rentals
- Washington Holiday rentals
- Plainview Holiday rentals
- Long Island Holiday rentals
- Hudson Valley Holiday rentals
- The Hamptons Holiday rentals
- Boston Holiday rentals
- Yurt Rentals United States
- Yurt Rentals United Kingdom
- Castle Rentals United States
- Houseboats United States
- Holiday Caravans United Kingdom
- Private Island Rentals United States
- Farm Houses United States
- Farm Cottages United Kingdom
- Cabin Rentals Australia
- Luxury Cabins United Kingdom
- Luxury Cabins United States
- Holiday Chalets United Kingdom
- Cottage Rentals United States
- Holiday Cottages United Kingdom
- Mansion Rentals United States
- Villa Rentals United Kingdom
- Holiday Bungalows United Kingdom
- Bungalow Rentals United States
- Condo Rentals United States
- Holiday Apartments Australia
- Holiday Houses United States
- Holiday Houses United Kingdom
- Private Holiday Rentals United Kingdom
- Big House Rentals United States
- Big Cottages Australia
- Large Villas United Kingdom
- House Rentals with a Pool United States
- Cabin Rentals with a Pool United States
- Villas with a Pool United Kingdom
- Apartments with a Hot Tub United States
- Holiday Cottages with a Hot Tub United Kingdom
- Beach Cabins United States
- Beach Condos United States
- Beachfront Rentals United States
- Beach Houses United Kingdom
- Beach Villas United Kingdom
- Coastal Cottages United Kingdom
- Pet-Friendly Vacation Rentals United States
- Pet-Friendly Beach Rentals United States
- Pet-Friendly Cabin Rentals United States
- Dog-Friendly Cottages United Kingdom
- Luxury Dog-Friendly Cottages United Kingdom
- Pennsylvania Convention Center
- Lincoln Financial Field
- Betterton Beach
- Citizens Bank Park
- Sesame Place
- Fairmount Park
- Penn's Landing
- Wells Fargo Center
- Longwood Gardens
- Dorney Park & Wildwater Kingdom
- Dutch Wonderland
- The Franklin Institute
- Philadelphia Museum of Art
- Philadelphia Zoo
- Aronimink Golf Club
- Wissahickon Valley Park
- Philadelphia Cricket Club
- French Creek State Park
- Diggerland
- 30th Street Station
- Marsh Creek State Park
- Independence Hall
- Valley Forge National Historical Park
- Nockamixon State Park