
Kid-friendly holiday rentals in Shirley
Find and book unique family-friendly rentals on Airbnb
Top-rated family-friendly rentals in Shirley
Guests agree: these family-friendly rentals are highly rated for location, cleanliness and more.
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Get the amount of space that is right for you
Popular amenities for Shirley family-friendly rentals
Kid-friendly house rentals

Sag Harbor House for rent.
Ed was great at communicating, house was everything we could have asked for. Would definitely book again!

Welcome To Piper's Rest
It was wonderful stay and I’d go back anytime

4 Bed, 2 Bath, Southampton, L.I.
David has a very charming home with everything you need for your stay. We will definitely be back.

Brand new house with an all year round hot tub.
I stayed here with friends for my bachelorette party and we had the best time! The house was adorable and so comfortable! The back yard was amazing and the little guest house was so cute. Our stay was in mid April, so still a bit cool for fully using the back yard, but I bet in the summer it’s even more amazing! Everything was really clean and tidy and just a nice atmosphere overall. The house was a quick drive to the town area which was great! Paula was communicative and a helpful host! Really enjoyed our visit so much!

Cozy Farmhouse Retreat in North Fork, NY
This was a great find! I booked this Airbnb for myself and 4 other girls and there was plenty of room and space for us to hangout, sleep, and get ready. Walkable to town. Extremely clean and had all the amenities you would need for a short weekend getaway. Marianne and Steven were very responsive whenever I had a question. I would totally book this Airbnb again!

Cheerful 2-Bedroom Home With On Premises Parking
Very respectable, responsive and courteous couple! Proactive in solving your issues. Felt like home

Charming Southampton Home
Enjoyed our stay. Host let us check in early. Very clean

Bright and Breezy Cottage by the Sea
My family and I have stayed at a ton of different airbnbs, vrbos and vacation rentals both stateside and abroad and I have to say Anne’s property is among one of the best we’ve stayed in. We were traveling with twin toddlers and the space was perfect. Anne is very friendly, the place is larger than we expected, very clean and you can tell Anne cares to the make the best experience possible. All the little touches were so wonderful - she has beach chairs, reusable beach bags, sunscreen, books, kids toys, coloring accessories, balls and toys, an outdoor game, hammock, lanterns, lights, fire pit and wood, you name it - it’s there. It was one of the most convenient stays we’ve had. We’d love to return and I couldn’t recommend it enough!!
Family-friendly apartment rentals

Private guest unit on beachfront house
Great, clean space at a great location. Having on-site parking was very helpful. Nice ocean views from multiple rooms.

The Little Space on Buffet Place
Wonderful little spot! Food and shops are only a couple of minutes away with lots of Ubers available but the house itself is in a cute little neighborhood. The place was beautiful and the pictures don’t do it justice honestly. 2 bedrooms and spacious living room and kitchen. I didn’t get to use the bathtub but it looks niiiiccee. Big with jacuzzi jets. Would stay here again!

Upscale Newly Constructed Apartment
The apartment was super clean and spacious! Has everything you need. Walkable to town and in a quiet neighborhood. Would definitely recommend Amanda’s place and would 100% stay here again!!

Mt Vernon private 2-bedroom apartment Cozy as Kept
Eulyns apartment was super clean, provided a lot of space for the whole family and she also provided water, snaks coffee shampoo and much more which was very convenient. Also the privat parking on the property was very nice. The area would not have been my first choice but for a trip to NYC/Manhattan its an affordable option even though I would usually not pay 1400$ for 5 days but I guess thats how it is in NYC now. All in all I would definitely book it again if I would stay in NYC.

"Home away from home" in Long Island, NY
Saidy is an excellent and warm hostess. We felt immediately welcome and had a great time. Many thanks for that! We would love to come back anytime!

"NORTH APT." Renovated 1 Br Apt. In Great Location
Had an absolutely wonderful stay! Location is perfect and Jaime was incredibly friendly throughout!! He let me know that they had everything we would need.. but as a self-described obsessive packer I didnt listen. He wasn't kiding! They had beach chairs, umbrellas, and everything else you need for the perfect beach day. I brought an entire wagon of stuff and used one bag. It really is an awesome little find!!

2 Bed/1 Bath Private Apartment in Mamaroneck
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.

Large 1 bedroom apartment
This place was very cute and comfy. Very clean and easy to get into. The host was pleasant and responded in a timely manner.
Family-friendly apartment rentals

Renovated-Jacuzzi Tub Home NYC/LGA/JFK Washer/Drye
We love Mo's place! This is our 2nd stay at Mo's and we look forward to returning on our next trip. It is a perfect location for what we need - easy to walk to find groceries and not far from Flushing Meadows Park. Mo is an amazing host. Extremely responsive, helpful and accommodating. I can't recommend this place enough!

Cozy Condo by Fairfield U/SHU | Patio | Wshr/Dryr
This was our second stay at Dariel’s place. It is perfect for our family and I always check to see if it is available when we are visiting the area. It is spacious yet cozy, and well-appointed. It is easy to get to, and central to both sides of town.

Seaside Summer Escape: 2BR Waterfront Condo w/Pool
Just as described, beautiful waterfront location that’s a 5 minute drive to town and local vineyards. Perfect weekend getaway

City style apartment, Beach Passes Included
If you are looking to explore New York for a few days or longer then Jay's place is great. Just a few minutes from the Long Beach station, Penn or Grand Central are about an hour away on a direct LIRR train. You will save $$$ by staying here compared with Manhattan. Long Beach is a safe, full of interesting shops. The 10km boardwalk is just a few minutes away. The apartment of character in a listed building full of charm. Loved the well stocked kitchen and would not hesitate to come back again.

Downtown gem w/ parking, Wi-Fi+!
Great stay! The apartment is spacious, clean, and has everything you need for a comfortable visit. The nearby park is quiet and lovely — perfect for a walk. Highly recommend!

Waterfront Elevated Bungalow - Spectacular Views
If we don't give a good review, can we keep this to ourselves?! Patti was a perfect host; the views were fantastic, whether from the outdoor porch or inside through the French doors looking out on the water. Access to the small beach and pool were excellent and we were close to several good restaurants (many of which Patti suggested, including some on the water) for take-out during the pandemic. Wifi was great and everything was very clean and as advertised. We generally fly for vacations and long weekends but had to stay closer to home this year and this was a perfect choice.

Bridgehampton w/ Pool steps to town 3 bd 2.5 Bath
Had a wonderful stay with my family. Clean, comfortable, great location. Good communication. Had a little trouble with the front door first day but someone was available quickly to help. A+

1856 Trading House close to water
The space is adorable, and we loved the history of the rental and the community. The location was perfect for us—close to everything and secluded all at the same time. Also Jeff is an amazing host and made us feel welcome/at home. The next time we have to head to NY for a family visit we will definitely try to stay here again.
Quick stats about holiday rentals that are kid-friendly in Shirley
Total rentals
30 properties
Nightly prices starting at
£38 before taxes and fees
Total number of reviews
2K reviews
Family-friendly rentals
20 properties are a good fit for families
Pet-friendly rentals
10 properties allow pets
Rentals with dedicated workspaces
20 properties have a dedicated workspace
Destinations to explore
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- Beach
- Jones Beach
- Fairfield Beach
- Southampton Beach
- Rye Beach
- Yale University
- Gilgo Beach
- Rye Playland Beach
- Napeague Beach
- Point Lookout Beach District Park
- Cooper's Beach, Southampton
- Dunewood
- Quotonset Beach
- Robert Moses State Park
- Walnut Public Beach
- Shinnecock Hills Golf Club
- Woodmont Beach
- Giants Neck Beach
- Bethpage State Park
- Rye Town Beach
- Seaside Beach
- Clinton Town Beach
- Jennings Beach
- Amagansett Beach