
Family-friendly holiday rentals in Westchester County
Find and book unique family-friendly homes on Airbnb
Top-rated family-friendly rentals in Westchester County
Guests agree: these family-friendly homes are highly rated for location, cleanliness and more.
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Popular amenities for Westchester County family-friendly rentals
Family-friendly home rentals with a hot tub

Englewood NJ Country Carriage House (15 min NYC)
Lisa’s place was fun and relaxing for our family. Great place to relax and unwind all while being close to the great areas we visited. Lisa was a great host ❤️

Hudson River House - Ferry to NYC
Beautiful location and a beautiful spacious apartment decorated very cozily with a creative and homey feel. Well stocked with kitchen, bathroom and bedding needs. Joan and Jim where a delight to deal with, with clear communication and a genuine appreciation and concern for our needs and satisfaction. coming from an extremely rural and isolated home life I found the industry along the river and area to be of minimal noise and distraction from the natural beauty of the area but suspect most people would barely notice it. The place even came equipped with binoculars witch I used regularly to bird watch into the woodland whilst sitting on the back deck. There are alot of stairs to deal with but it is completely worth the decent/climb to the beautiful locations they serve and the hot tub was always ready for us to use! All-in-all it was an immensely pleasurable stay and I would recommend this home to anyone that likes nature on your doorstep and shops/amenities close at hand.

OCEAN COAST LUXURY BEACH HOUSE/45 min to NYC
Victoria's place was wonderful! It was spacious and comfortable and gave our family plenty of room to spread out and enjoy our visit. Victoria was a very responsive host and made check in and check out stress free and easy! There was ample parking for our cars and the house was private - it was the "house behind the house" so we weren't subject to busy traffic noise on the street. (Got a little confusing for DoorDash drivers but we worked it out :D). I will book this same place next time I am up for an extended weekend with the family. Highly recommend!

Safe Quiet Greenwich 2.5 bd+massage+jacuzzi
My first Airbnb and it did not disappoint! Thanks

Equestrians Country Stay and Enchanted Farm House
Family- and pet-friendly home rentals

Cozy Apartment in Horse Country
Very responsive & willing to help. Loved our stay in South Salem. Thank you!

Hudson River Forest Marsh Cozy Winter Wonderland
My husband and really enjoyed our impromptu weekend getaway at the last minute. Heidi was able to accommodate us the same day and was very quick to respond and help us get setup. The location is beautiful and really special. We’ll definitely be back!

Chic and Cozy 2BD 1920's Cottage Retreat
Elizabeth’s place was great and we thoroughly enjoyed our stay! It had everything we needed to be comfy with our toddler and dog, and the neighborhood had all we needed as well (close to the train station, great coffee at Bobo’s and Lange’s deli for breakfast and lunch). Elizabeth made sure we got in okay and was very responsive. Thanks!

The Cottage of Laura Ingall's Envy
What a pleasure. Jessica has a really special place and it was a perfect location for us. Very private and cozy, we could come and go all we wanted and didn't feel limited. The horses were a great addition and we got to know them. I would definitely stay here again and feel we made a friend.

Cos Cob CT, 3bdrm, 2bath, with workout room
Great home away from home. Made our family feel very comfortable while we were in town for our so sons wedding. We hope to stay again on our next trip. I highly recommend for anyone traveling to the area

Cozy Attic Apartment, close to hospital and city
I loved my stay at Sylvia and Daniel's attic apartment. It was perfect for my needs. It was quaint, comfortable, quiet, peaceful, and I felt safe being there alone. I loved the art on the walls, the set up of the space, and the bed was incredibly comfortable. The backyard sitting area was nice too and I appreciate that dogs are welcome. Daniel may be the friendliest host I've met. I will be back!

Chic and Cozy Loft Apartment w/garage parking
I thoroughly enjoyed the condo! It was well within walking distance to downtown, and the building staff was friendly. Would stay here again.

Fleetwood Studio apt, Non contact nonsmoking
Hugh was very proactive ensuring my check-in went well and everything was to my liking. I recommend staying there.
Family-friendly home rentals with a pool

Arkadia House Mid-century retreat with pool & view
Dan and Andrew were great hosts and very easy to communicate with. The location was beautiful and the views were amazing. The house was stocked with everything you could possibly need; towels, bedsheets, blankets cookware, a bunch of basic food necessities & more. The pool was refreshing after laying in the sun and watching the sunset from the pool is truly a must when visiting this home. We would love to stay here again and highly recommend to others looking for a gorgeous getaway home.

Englewood NJ Country Carriage House (15 min NYC)
Lisa’s place was fun and relaxing for our family. Great place to relax and unwind all while being close to the great areas we visited. Lisa was a great host ❤️

Custom-built Summer Escape with Large Pool
We had an incredible stay at this beautiful home for the holidays! The house is spacious and immaculately decorated, with thoughtful touches that made it feel warm and inviting. The layout was perfect for hosting our family gatherings, with plenty of room for everyone to spread out and relax. The kitchen was fully equipped, making meal prep a breeze, and the cozy living areas were ideal for relaxing.. The quiet suburban setting offered a peaceful retreat, while still being close to everything we needed. We couldn’t have asked for a better place to create lasting holiday memories. Highly recommend!

Colonial Charm · Walk to Town + Housekeeping
Thank you to Daniel and Lexie for a wonderful stay. Their home is beautifully presented and we felt right at home straight away. The street is charming and Rye has lots to offer families and couples. Daniel was super responsive and helpful with local recommendations and advice. 5 STARS!

Cozy getaway 1 hr from NYC!
Wonderful stay! Impeccably decorated. So clean. Host was extremely responsive. Kids said they wanted to live there permanently! Falling sleep and awakening to the sounds of the nearby stream out my open window - priceless!!
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- Times Square
- Bryant Park
- Madison Square Garden
- Grand Central Terminal
- Empire State Building
- Columbia University
- Barclays Center
- Jones Beach
- Fairfield Beach
- Yale University
- Rye Beach
- Citi Field
- MetLife Stadium
- Yankee Stadium
- Mountain Creek Resort
- Gilgo Beach
- United Nations Headquarters
- Statue of Liberty
- Central Park Zoo
- USTA Billie Jean King National Tennis Center
- Rockefeller Center
- Radio City Music Hall
- Rye Playland Beach
- Bronx Zoo
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