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

Englewood NJ Country Carriage House (15 min NYC)

VirginiaRating, 5 stars4 days 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 favorite
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 favorite
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 favorite
Home in Cos Cob
4.98 out of 5 average rating, 57 reviews

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

ChristopherRating, 5 stars10 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 stars3 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 favorite
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

Guest favorite
Home in Stamford
4.95 out of 5 average rating, 55 reviews

NAUTICAL FAIRYTALE BEACH HOUSE / 45 min to NYC

WendyRating, 5 stars7 months ago
Victoria is the most helpful, accommodating, responsive host I have come across renting a home. The house is really lovely and set up nicely with everything you need. It is a 3 bedroom home with 3 queens and one of the queen rooms also has a nice bunkbed. There is a bit of traffic on the road but that seems to be normal for most places around the area. I brought a couple of West Point Cadets there since they got an unexpected Labor Day Weekend pass. We ended up hanging at the house one night and just having frozen pizzas and watching TV and it was really comfortable and relaxing.
Superhost
Home in Greenwich
4.8 out of 5 average rating, 5 reviews

NEW!!! PICASSO HOUSE/close to Beach, Train, NYC

AnishRating, 5 stars3 months ago
Victoria is super professional and helpful. We are waiting to close on our home and this is the perfect place to be while we wait. Victoria is so responsive and solves problems in no time.
Guest favorite
Apartment in Greenwich
4.85 out of 5 average rating, 26 reviews

Lovely downstairs apt. Walk to town, beach ferry!

Gail and AlanRating, 5 stars3 weeks ago
This is our second stay at Henry’s first floor apartment. We were in town to visit family for our grandmothers 100th birthday . The place is exactly as described and in the photos. It feels like home, extremely clean. The beds are wonderful, linens and towels are exceptional. We loved that we could bring our two small dogs and there is an area in the back for them. The covered deck was nice to sit on in the morning and have a coffee. There is a grill out back and a table on the deck for six people. There is also a lovely deck out front to sit on too. The neighbors are friendly and the place is on a quiet dead end street. On the day of check-in, Henry sent a message to say the place was ready earlier which we appreciated. We definitely recommend Henry’s place and he is a great host.
Apartment in Englewood
4.77 out of 5 average rating, 132 reviews

Cozy Attic Apartment, close to hospital and city

ThierryRating, 5 stars1 week ago
The place matches exactly the description. You can reach Manhattan in 30 minutes if you catch the express and there’s no traffic but make sure you travel during peak hours. In the middle of the day, there is no express bus and trip can take up to one hour. In this case, you’ll get beautiful views of Manhattan. We got everything we needed to enjoy our stay. The kitchen is a bit small and you must watch your head in the shower if you’re tall (above 1,80 m let’s say) but nothing really annoying.
Guest favorite
Apartment in Greenwich
4.98 out of 5 average rating, 42 reviews

Lovely upstairs apt. Walk to town & beach ferry!

RonaldRating, 5 stars3 months ago
This is a nice space and great location near the center of Greenwich. Blocks Greenwich Avenue, blocks from the RR station. It is clean and comfortable - good matresses on the beds, each bedroom has ample space. Lots of outlets - the best I have seen in any hotel or STR space before! Kitchen spacious and bright with ample pots, pans, utensils, silverware, glassware. We prepared and ate Christmas dinner for 7 there easily. It was C-O-L-D weather, but the heat was great - we were toasty. Parking for three cars, easy access. It is an upstairs unit but you are not aware of any noise and, per discussion with the renters there, no issues there either. I highly recommend this property for rental!
Top guest favorite
Home in Greenwich
5 out of 5 average rating, 16 reviews

GREENWICH HOUSE WITH NYC FLAIR/CLOSE TO BEACH /NYC

AnishRating, 5 stars1 month ago
This is our 2nd review Victoria’s properties and we just want to reiterate how special of a landlord Victoria is. The best. I cannot recommend her properties enough if you are in need of a Greenwich rental like we were.
Home in Greenwich
4.9 out of 5 average rating, 29 reviews

Greenwich/ Hotel Alternative / Boutique Living

DavidRating, 5 stars3 months ago
Sherri's home offered a great location and a pleasant accommodation for a family. The space accommodated us very well, and the fact that the home is walking distance to downtown Greenwich is a major positive. We found Sherri to also be very responsive on any questions we had during the visit.
Guest favorite
Home in Greenwich
4.91 out of 5 average rating, 56 reviews

Super SAFE 2.5 bds Greenwich Healing Sanctuary

CarolRating, 5 stars1 week ago
Enjoyed our stay and Inessa was a great host, we had some questions while we were here and she always responded very quickly. Beds in both bedrooms were very comfortable and kitchen had basic needs for a short stay. Place was very clean and it was so convenient to have the washer/dryer in the unit. Also loved the touch of having live flowers on the table when we arrived and a sweet treat that was left by the host. We would definitely stay here again location also very convenient to stores and restaurants and to our families.

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