Family-friendly vacation rentals in Westchester County

Find and book unique family-friendly homes on Airbnb

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Popular amenities for Westchester County family-friendly rentals

Family-friendly home rentals with a hot tub

Guest favourite
Home in Englewood
4.93 out of 5 average rating, 153 reviews

Englewood NJ Country Carriage House (15 min NYC)

VirginiaRating, 5 stars1 week ago
This was such a nice space and Lisa was a nice and accommodating host. This place is full character and wonder. Very artistic color energy in this place. We started my daughter’s 18th birthday celebration here with what is her last sleepover with friends. The hot tub, steam room and sauna were the first things and last things used. They enjoyed it so much! Thanks for your hospitality Lisa. If we ever need something like this again. We will be sure to look you up! Blessings
Home in Haverstraw
4.85 out of 5 average rating, 96 reviews

Hudson River House - Ferry to NYC

AaronRating, 5 stars6 months ago
We loved our visit to Joan’s River House! Such a cool place. Those stairs would definetly get someone in shape!
Superhost
Home in Stamford
4.94 out of 5 average rating, 115 reviews

OCEAN COAST LUXURY BEACH HOUSE/45 min to NYC

DebraRating, 5 stars1 week ago
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!
Top guest favourite
Apartment in Greenwich
4.91 out of 5 average rating, 44 reviews

Safe Quiet Greenwich 2.5 bd+massage+jacuzzi

JohnRating, 5 stars4 months ago
Inessa was great. Very friendly and good communication. We had some questions after the first night and she got back to us right away to make sure we could find everything we needed. The location was quiet and close to our relatives we were visiting.

Family- and pet-friendly home rentals

Guest favourite
Apartment in South Salem
4.77 out of 5 average rating, 48 reviews

Cozy Apartment in Horse Country

JenRating, 5 stars4 months ago
Unit was very clean, comfortable and just as described, and Tommy and his wife were very friendly and responsive!
Superhost
Townhouse in Greenwich
4.94 out of 5 average rating, 70 reviews

Quaint duplex + pvt yard. Walk to town & beach!

SamanthaRating, 5 stars2 months ago
I had an amazing stay at this Airbnb! Henri was incredibly responsive and made sure all of my questions were answered promptly, which made the whole process seamless and stress-free. The home itself was spotless, well-maintained, and had everything we needed for a comfortable stay. It was spacious and thoughtfully stocked with all the essentials, from kitchen items to fresh linens. I felt right at home from the moment I arrived. Highly recommend this place if you're looking for a welcoming, comfortable, and well-equipped spot to stay!
Home in Piermont
4.89 out of 5 average rating, 176 reviews

Hudson River Forest Marsh Cozy Winter Wonderland

ChristineRating, 5 stars17 months ago
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!
Superhost
Home in Chappaqua
4.87 out of 5 average rating, 77 reviews

Chic and Cozy 2BD 1920's Cottage Retreat

ChristyRating, 5 stars7 months ago
Elizabeth was amazing she was even helpful in suggesting some of the most extraordinary summer camp for our boy who loves sports! It was a very special month for us and an amazing break from Manhattan. The commute was so easy on metro north I walked to the train in the morning the days I had to go into work and it was so easy! Elizabeth is just the best
Guest favourite
Home in Cos Cob
4.98 out of 5 average rating, 57 reviews

Cos Cob CT, 3bdrm, 2bath, with workout room

ChristopherRating, 5 stars11 months ago
Stan’s place was perfect for the trip. The place was clean, the location was convenient, and there was plenty of space. The extra amenities and friendliness of the host made us feel right at home. I would definitely stay there again.
Condo in Stamford
4.75 out of 5 average rating, 130 reviews

Chic and Cozy Loft Apartment w/garage parking

IanRating, 5 stars4 weeks ago
I thoroughly enjoyed the condo! It was well within walking distance to downtown, and the building staff was friendly. Would stay here again.
Apartment in Englewood
4.8 out of 5 average rating, 49 reviews

2 BR Apt on Serene Private Estate

JessicaRating, 5 stars3 months ago
A great area to stay at. Lots of things close by if you needed something. Short drive to New York. Debbie gave great instructions on how to get to the cottage house and checked on us a few times to make sure everything was going fine. The snow was beautiful in the yard and our dogs loved it since we are from the south and rarely get snow. Would definitely stay here again if we ever decided to come back this way.
Guest favourite
Home in New Canaan
5 out of 5 average rating, 19 reviews

Fountain Courtyard & Fireplace Kitchen

SusanRating, 5 stars8 months ago
5 Star stay. Thank you for hosting Jeff!

Family-friendly home rentals with wifi

Home in Yonkers
4.91 out of 5 average rating, 34 reviews

Charming Modern Home

ErinRating, 5 stars79 months ago
Martha was an amazing hostess! Her warm welcome from the time we arrived set the tone for a wonderful experience at her beautiful, quiet home. Martha went above and beyond to make sure we had a ride to a family wedding and even called ahead to a local restaurant to ensure timely food delivery for us. Wow! Can't wait to return!
Farm stay in Greenwich
4.55 out of 5 average rating, 102 reviews

The Cottage of Laura Ingall's Envy

DirkRating, 5 stars5 months ago
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.
Home in Mount Vernon
4.59 out of 5 average rating, 93 reviews

Fleetwood Studio apt, Non contact nonsmoking

RichardRating, 5 stars1 month ago
Hugh was very proactive ensuring my check-in went well and everything was to my liking. I recommend staying there.
Loft in Mount Vernon
4.63 out of 5 average rating, 35 reviews

Private Studio/Loft in Mount Vernon

CasparRating, 5 stars7 months ago
Yasmina and Paul's place is a hidden gem and a perfect spot to stay in the NYC area. The loft is spacious, clean and comfortable. Everything you need is a short walk away and the neighborhood is quiet and peaceful. The train to Grand Central (40 min) is only 3 mins walk from the front door. The two hosts are kind, helpful and will help you out with anything you need. Highly recommend this loft for an NYC trip, for tourism or business. Thanks both for the great stay!
Home in New Rochelle
4.71 out of 5 average rating, 7 reviews

Best Location Near Manhattan

ElenaRating, 5 stars34 months ago
Ligia was very responsive and helpful with any questions we had.
Guest favourite
Apartment in Mamaroneck
4.93 out of 5 average rating, 216 reviews

2 Bed/1 Bath Private Apartment in Mamaroneck

TylerRating, 5 stars3 weeks ago
Its not uncommon to stay at an Airbnb that looks great in the pictures and falls short of expectations in reality. That was not the case here at all. The place was larger than I expected and was fantastic. It was easy to walk to town and the location was extremely quiet and peaceful.
Home in Scarsdale
4 out of 5 average rating, 4 reviews

Private Suite in Scarsdale near NYC & White Plains

AlanRating, 5 stars99 months ago
Alan was helpful and friendly, was also happy to help us get adjusted to the city and even took us on a tour of white plains to get us comfortable with the area.
Apartment in New Rochelle
4.21 out of 5 average rating, 30 reviews

The best for you is in New Rochelle

KrystalRating, 5 stars89 months ago
I stood here for 2 months while I did a rotation over at Montefiore and it was great. Super close (10min walk, 3min drive), building has it's own parking. Also laundry place is just across the apt building. Aida was extremely communicative and helpful with anything that I needed. If I am ever in the area and need a place to stay again I would definitely rebook.

Destinations to explore