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Kid-friendly holiday rentals in Water Mill

Find and book unique family-friendly rentals on Airbnb

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Popular amenities for Water Mill family-friendly rentals

Kid-friendly house rentals

Top guest favourite
Home in North Fork
5 out of 5 average rating, 36 reviews

North Fork paradise between beaches and vineyards

BarrettRating, 5 stars1 day ago
Spent a long weekend here with one other couple and had an amazing first trip to the North Fork. Karine's home was beautiful and close to everything we wanted to see, and her recommendations were excellent and super helpful! I hope to come back soon and would absolutely recommend this place to others. Thank you Karine!
Superhost
Home in Southampton
4.89 out of 5 average rating, 274 reviews

PICTURE PERFECT SOUTHAMPTON HOME-

SheaRating, 5 stars2 weeks ago
The house was very clean, well-decorated and cozy. The appliances were all updated and nice to use. We enjoyed staying in the area as it was half way between Sag Harbor and Southampton. Would stay again. Thanks for the hospitality!
Top guest favourite
Home in North Fork
5 out of 5 average rating, 13 reviews

Kayaks ~ Bikes ~ Boards ~ 6mins> Greenport ~ 55"TV

SamanthaRating, 5 stars1 month ago
Can not recommend more! Beautiful house and perfect location! Would love to come back. Kids loved the beach and finding shells and little sea creatures in low tide!
Top guest favourite
Home in Sag Harbor
5 out of 5 average rating, 17 reviews

Sag Harbor Village Waterfront

PeterRating, 5 stars1 month ago
This is a very clean and comfortable house with good quality linen and towels. There is minimal clutter and the place is well furnished with everything you need in the kitchen. The house gives off very good vibes. The view from the French windows across the deck to the little bay is exquisite. All in all, highly recommended.
Guest favourite
Home in Sag Harbor
4.85 out of 5 average rating, 34 reviews

Curated Artist Home with New Pool

AllisonRating, 5 stars2 weeks ago
I do not even know where to begin.We had a last minute change from our other booking and was completely stressed but Harris came in and saved the day with making it so easy for us to book his house last minute.From the minute we arrived to the personalized note with fresh flowers to having every product we needed in the bathrooms .The home was beautiful and very homey and enough space for all of our guests .The location was fantastic and we can’t wait to come back .Harris was the best host and my daughter had the best week .If you are looking for a fabulous house with a great location look no further .Harris ,we can’t thank you enough.We will definitely be back .
Guest favourite
Home in North Fork
4.97 out of 5 average rating, 156 reviews

Secluded Farmhouse - Studio Apartment Style Unit

AmyRating, 5 stars1 day ago
This is a beautiful farmhouse setting with gorgeous gardens, chickens, a nice screened in private porch, and a very friendly and adorable kitty. Jessica was a great host and provided some delicious homemade yogurt with milk and fruit, and plenty of coffee and tea. We brought our dog and he was comfortable there, we had plenty of space to walk him around.
Guest favourite
Home in Southampton
4.96 out of 5 average rating, 171 reviews

Waterview+Pool, FreeForDogs! Kayaks/PingPong/Bikes

LalitRating, 5 stars1 day ago
We had a lovely stay at Roger and Amy’s place. The location was great - close to Southampton, a short drive from Sag Harbor etc. The home is charming and comfortable. The kids loved the heated pool and spent hours in it every day. Roger and Amy were also super responsive, with advice and help when we needed it including with a very sweet gift for our 3 year old whose birthday we were celebrating. All in - a phenomenal time!
Guest favourite
Home in North Fork
4.92 out of 5 average rating, 50 reviews

Le Petit Cottage, Southold, NY

AaronRating, 5 stars1 week ago
We had a lovely stay fro our rainy June weekend. Southold is a quaint town with some excellent local places and fine dining as well. Took a trip to shelter island with the car on the ferry. Went to a cool vintage store in Greenport. Bed and space were super comfy & cozy. Book this spot you won’t be disappointed! Looking forward to visiting again in full summer weather:)

Family-friendly apartment rentals

Top guest favourite
Flat in Hampton Bays
4.96 out of 5 average rating, 296 reviews

The House of the Mermaid aka La Casa della Sirena

BellaRating, 5 stars1 week ago
Claudias place might be my favorite air bnb I have stayed at. She has EVERYTHING you could ever think of! The kitchen is stocked with supplies and coffee, which I really appreciated. It was extremely clean and so cozy and felt like your own little space. It is comfortable, private, and a perfect get away from the city. Great for visiting Hamptons if you have a car! Also love her recommendations. I would come back here again and would recommend it without reserve!
Guest favourite
Flat in Southampton
4.96 out of 5 average rating, 209 reviews

Sunny Southampton Studio

HarlivRating, 5 stars3 days ago
Had a wonderful experience at Zoi’s place. It was very close to Main Street and was spacious and had everything we needed. I appreciated how there was already body wash/shampoo in the shower so we didn’t have to get it ourselves. Would definitely stay again.
Guest favourite
Flat in Sag Harbor
4.94 out of 5 average rating, 155 reviews

Whaling Captain Pierson's Cottage

JennyRating, 5 stars6 days ago
This was my second time staying in Paris' cottage and it was just as charming and lovely as the first time. The cottage is set back from the road, nestled in a charming neighborhood. It's a very comfortable, quiet and peaceful place with a beautiful view and privacy. The center of Sag Harbor - with shops, restaurants and a sweet movie theater - are all walking distance from the cottage! Thank you for another great stay, Paris!
Guest favourite
Flat in North Fork
4.95 out of 5 average rating, 122 reviews

Bright, Southold Studio Apt near beach & town

GeoffreyRating, 5 stars1 week ago
It was such a pleasure spending a weekend in Claire’s studio. The studio is very clean and comfortable, and my wife and I particularly appreciated the kitchenette, which allowed us to prepare a dinner one night and make our own pour-over coffee in the morning. We also loved hearing the birds as we woke up in the morning. And the location is terrific—an easy walk to the Southhold town center and a quick drive to other surrounding attractions like Greenport, nearby beaches, and wineries. Highly recommend!
Guest favourite
Flat in Port Jefferson Station
4.9 out of 5 average rating, 119 reviews

The Elite Enclave

JonathanRating, 5 starstoday
The place was very nice clean and peaceful I really enjoyed it.
Top guest favourite
Flat in Hampton Bays
4.97 out of 5 average rating, 109 reviews

Walk to Bay and Ocean-Newly Renovated

AshleyRating, 5 stars2 weeks ago
Wonderful and cozy apartment! We were in town for a wedding and needed a clean and safe space to make home base. This was perfect. Would absolutely stay again!
Superhost
Flat in Rocky Point
4.84 out of 5 average rating, 114 reviews

Cozy and Quiet space to Relax

JohnRating, 5 stars3 weeks ago
Great venue. Hope to be back next year!
Top guest favourite
Flat in Hampton Bays
4.96 out of 5 average rating, 390 reviews

Private & Cozy Cottage with short walk to beach!

JasonRating, 5 stars4 days ago
We had a great stay for our first trip to Hampton Bays. It was our first time visiting and we loved everything about it. The neighborhood is peaceful and quiet. There are three restaurants that we loved within a mile. The backyard patio is a peaceful place to spend the afternoon or an evening. Thank you!

Family-friendly apartment rentals

Superhost
Apartment in Montauk
4.94 out of 5 average rating, 18 reviews

Second Floor Corner Unit Overlooking the Ocean

LaurenRating, 5 stars2 weeks ago
The Beach Plumb was lovely! Everything was as advertised. The distance to town and the beach, the spacious layout, and the amenities are among the things that made our stay great
Guest favourite
Apartment in Montauk
4.89 out of 5 average rating, 28 reviews

1 BR Loft Apt- Montauk Manor- Pools, Tennis & Gym!

MarielRating, 5 stars5 months ago
Mark's place was exactly what I was looking for to ring in the New Year in style, comfort and complete relaxation! I was able to start each day with a quiet cup of coffee and then head directly to the beach for a long morning walk (just a short drive away). Montauk Manor is an absolute hidden gem for a winter break and the indoor pool and hot tub are a rare find in the Hamptons. Check-in/out could not have been any easier and the Manor staff are wonderfully welcoming and friendly. There were still a good number of local shops open, including Left Hand Coffee. 100% recommend for all seasons and will eagerly book again!
Top guest favourite
Apartment in Montauk
5 out of 5 average rating, 229 reviews

Montauk Waterfront Condo w/ Sunset Views

RachelRating, 5 stars2 weeks ago
We loved Montauk - low key, wild and upmarket at the same time. This apartment was perfect, super quiet yet near everything and loved seeing wild deer from the terrace
Superhost
Apartment in Hampton Bays
4.78 out of 5 average rating, 23 reviews

Waterfront Elevated Bungalow - Spectacular Views

SteveRating, 5 stars57 months ago
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.
Superhost
Apartment in Bridgehampton
4.88 out of 5 average rating, 17 reviews

Bridgehampton w/ Pool steps to town 3 bd 2.5 Bath

StaceyRating, 5 stars9 months ago
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+
Superhost
Apartment in North Fork
4.89 out of 5 average rating, 126 reviews

Seaside Summer Escape –2BR Waterfront Condo w/Pool

DebbieRating, 5 stars1 month ago
We had a great time at Julie’s place. Would love to visit again…perhaps in the Fall. Loved the balcony overlooking the Sound. Julie was very responsive to my questions. She got back to me immediately. I would highly recommend Julie’s home!
Guest favourite
Apartment in Sag Harbor
4.9 out of 5 average rating, 82 reviews

Cute cottage apartment upstairs in Sag

JaredRating, 5 stars2 weeks ago
Adam’s cozy cottage was exactly what I needed! I was visiting for a work event and I needed a quiet base-of-operations to answer emails and take calls. The unit was pristine, much more space than I anticipated. Hot shower, full kitchen, comfy couch, and a big bed. When I was ready to turn down, the stillness and quiet was breathtaking. Complete darkness. Whether you need an extended office / room for a business trip like me, or if you want a quiet, isolated getaway near Sag, this is the spot. Thanks Adam!
Guest favourite
Apartment in North Fork
4.92 out of 5 average rating, 140 reviews

Beachside Waterview 2Br Condo w/ Pool in Greenport

MorganRating, 5 stars4 weeks ago
We had a great stay! Instructions were clear and the home had everything we needed.

Quick stats about holiday rentals that are kid-friendly in Water Mill

  • Total rentals

    50 properties

  • Nightly prices starting at

    ₹19,866 before taxes and fees

  • Total number of reviews

    1.2K reviews

  • Family-friendly rentals

    50 properties are a good fit for families

  • Pet-friendly rentals

    20 properties allow pets

  • Rentals with a pool

    40 properties have a pool

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