Kid-friendly vacation rentals in Wainscott

Find and book unique kid-friendly rentals on Airbnb

0 of 0 items showing
1 of 3 pages

Popular amenities for Wainscott kid-friendly rentals

Kid-friendly house rentals

Guest favorite
A serene backyard features a inviting pool surrounded by lush green grass and vibrant plant life. A natural stone sits at the pool’s edge, and a rustic barn is positioned to the side, suggesting a peaceful outdoor retreat.
Home in North Fork
4.94 out of 5 average rating, 34 reviews

Bailey House

ZarinaRating, 5 stars8 months ago
It was a lovely stay. Great location. House felt like a home and had great vibes.
Superhost
A bright living area is showcased with a light-colored couch and a curved gray sofa, both adorned with decorative pillows. Natural light filters through two windows, highlighting a round woven coffee table and a decorative bowl at its center.
Home in East Hampton
4.89 out of 5 average rating, 37 reviews

⭐Walk to the Village ❤ of East Hampton

NickRating, 5 stars11 months ago
Super convenient location within a short walk to lots of amenities. Also, a very cute old house which was well stocked with all the necessities. My only note is that internet was a little slow for anything other than basic email and web browsing.
Top guest favorite
A bright living area features a spacious sectional sofa and an armchair, arranged around a rustic coffee table. Sunlight streams through multiple skylights and large windows, providing views of the lush greenery outside. A flat-screen TV is mounted above a brick fireplace.
Home in East Hampton
5 out of 5 average rating, 16 reviews

Enchanted Story Book Home

AndrewRating, 5 stars2 days ago
Our family of four just had a very nice stay. The house is located in a pretty part of the Springs near Louse point. We enjoyed making meals in the well equipped kitchen and eating outside on the patio. And when we were too lazy to make food there are a lot of convenient options nearby in Amagansett or the Springs.
Superhost
A spacious outdoor area features a heated gunite pool surrounded by a wooden deck. A modern black house is visible in the background, with large windows and a covered seating area. Lush greenery frames the scene, creating a serene environment.
Home in East Hampton
4.87 out of 5 average rating, 47 reviews

Cedar Hot Tub, Suana, Heated Pool walk to water

XavierRating, 5 stars1 month ago
Had an amazing time! The location is great. On a very quiet road and close to the water, incredibly peaceful The house is great, everything you could want and also everything is very simple to figure out. So you feel right at home instantly The layout is great with indoor/outdoor living being seamless! The pool was lovely and warm, sauna was great and hot tub perfect! Couldn’t ask for any better, Brilliant attention to detail and a lot of effort to make it a great place for anyone to stay! Benjamin was lovely to deal with, will definitely stay again!
Top guest favorite
A cozy living area features a brown sectional sofa adorned with patterned throw pillows. A black coffee table sits on a striped area rug, providing a neutral contrast to the light hardwood flooring. Natural light filters through multiple windows, enhancing the welcoming ambiance.
Home in North Fork
4.94 out of 5 average rating, 186 reviews

Harbor Heights

MadelineRating, 5 stars2 weeks ago
Absolutely phenomenal place! Loved all of CJ’s recommendations and the house itself! Will definitely plan to stay again!
Guest favorite
An airy living space features high ceilings with skylights, allowing natural light to fill the room. A wooden dining table is surrounded by sleek chairs. A vibrant piece of artwork is mounted on the wall, and a large mirror reflects the inviting surroundings.
Home in Sag Harbor
4.85 out of 5 average rating, 33 reviews

Curated Artist Home with New Pool

AllisonRating, 5 stars2 days 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 favorite
A bright living area features a light grey sofa paired with two black chairs, positioned around a glass coffee table. Large windows allow natural light to fill the space, while a minimalist fireplace offers visual interest. A small desk is visible against the wall.
Home in East Hampton
4.95 out of 5 average rating, 431 reviews

Silver House: 3BR Home with Private Beach Access

RaymondRating, 5 stars1 week ago
Xiao is a very good host with flexibility, easy to communicate with. The house is in the woods, not by the beach (in case anyone wonders), but has key access to the nearby private beach which is really nice.
Guest favorite
A serene view of calm water featuring kayakers enjoying a sunny day. The distant shoreline is dotted with houses, creating a relaxed coastal atmosphere. Clear blue skies reflect on the water, enhancing the peaceful scene.
Home in Southampton
4.96 out of 5 average rating, 170 reviews

Waterview+Pool, FreeForDogs! Kayaks/PingPong/Bikes

ChristiRating, 5 stars1 month ago
We had a wonderful two day stay at Roger and Amy’s place. It was fantastic- such a beautiful, inviting home. Our kids had a blast in the heated pool- we could barely get them to come out despite it being under 60 degrees out! The kitchen was stocked with more than just kitchen basics- the spice cabinet had soo many different choices ! It was probably the most perfect AirBnb experience I’ve had and we travel plenty.

Kid-friendly apartment rentals

Guest favorite
A charming two-story house is nestled among lush greenery, with large windows reflecting sunlight. The wooden exterior features shingle siding, and a gentle slope of grass leads up to the entrance. Surrounding trees create a serene, private atmosphere.
Apartment in Sag Harbor
4.96 out of 5 average rating, 153 reviews

Hamptons Hills Escape

AlexandraRating, 5 stars2 weeks ago
Stunning little spot, tucked away in a quiet and beautiful surrounding. The amenities were wonderful like fresh ground coffee, interesting books, and great vinyl collection. The layout of the house was really cool, including the winding stairs and lofty bedroom. All in all, the perfect spot for a little hamptons weekend.
Guest favorite
A private entrance features a white door set against a backdrop of textured wooden siding. Colorful purple irises bloom along the stone pathway, complemented by lush greenery, contributing to the inviting exterior of the studio apartment.
Apartment in Southampton
4.88 out of 5 average rating, 129 reviews

Southampton Village Studio

EllieRating, 5 stars6 days ago
We were greeted by walking through the gate to the backyard in a rhododendron bush in full bloom. It was absolutely gorgeous. Everything from walking in the door to the Airbnb apartment to settling into the very comfortable bedding we had a really lovely stay, and I would definitely return for future trips. Michael helped us find a beach that didn’t require a local sticker that was perfect!
Guest favorite
The exterior of the guesthouse features a wooden shingle facade and a serene garden area. Lush green plants and flowers are situated along a gravel path, enhancing the natural setting. Large windows allow ample light into the interior while providing a view of the surrounding greenery.
Apartment in East Hampton
4.96 out of 5 average rating, 111 reviews

Renovated Guest Cottage close to E.Hampton Village

DoriRating, 5 stars1 week ago
We loved staying at Sally and Eric’s guesthouse! It was perfectly located, very clean, and she was incredible responsive!
Guest favorite
A serene beach scene captures a golden sunset reflecting on calm waters. The sandy shore leads to gentle ripples, while distant land silhouettes frame the horizon. A tranquil ambiance is created as the sun descends, providing a peaceful setting for evening strolls.
Apartment in North Fork
4.95 out of 5 average rating, 120 reviews

Bright, Southold Studio Apt near beach & town

CarolRating, 5 stars7 months ago
Claire's place was the perfect spot for a weekend getaway. It was very clean, cozy and nicely situated on a peaceful street in walking distance to the LIRR train station, the main street in Southold, and a lovely beach with stunning views of the Shelter Island Sound and its surroundings. I would definitely book again!
Guest favorite
A bright, open living space features a spacious bed and a comfortable sofa, complemented by a dining table with chairs. Light wood flooring enhances the modern design, while recessed lighting is installed in the ceiling, creating an inviting atmosphere.
Apartment in Port Jefferson Station
4.9 out of 5 average rating, 115 reviews

The Elite Enclave

SarmadRating, 5 stars4 days ago
Great place , nice people , very commucative, place has everything you need , clean , and felt home , definitely will come back again for great experience
Top guest favorite
A serene garden area is seen, featuring lush green grass and vibrant flowerbeds with orange blooms. A tranquil pond is visible in the background, surrounded by trees and natural landscaping, creating a peaceful outdoor setting.
Apartment in Milford
4.98 out of 5 average rating, 104 reviews

The Pond Mill Retreat w/ 2 Bdrms & Pool

JudyRating, 5 stars5 days ago
Dawn and Bob’s place is one of the top Airbnb’s we have stayed in! Top notch in every way. It was spotless, comfortable and had everything we needed. And on top of that Dawn and Bob were the most friendly hosts we have met! I would recommend this Airbnb without reservation and will be back whenever we are back in CT!
Top guest favorite
A sandy path leads through beach grass, flanked by wooden fencing, toward a tranquil ocean beyond. Clear blue skies complement the scene, where gentle waves are visible on the horizon.
Apartment in Hampton Bays
4.97 out of 5 average rating, 109 reviews

Walk to Bay and Ocean-Newly Renovated

AshleyRating, 5 stars2 days 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
A charming cabin exterior features dark wooden siding and light-toned accents. Steps lead to a welcoming deck where a kayak rests alongside two spacious chairs. Large windows provide natural light, while surrounding trees create a serene atmosphere.
Apartment in Rocky Point
4.84 out of 5 average rating, 112 reviews

Cozy and Quiet space to Relax

KarenRating, 5 stars2 weeks ago
We really enjoyed staying at Patrick’s place. It was private, quiet & close to our family. He had thoughtfully supplied many kitchen supplies, dishes & everything we needed for our stay. Very organized & had many spaces to keep our things . Very comfortable apartment & smelled clean & fresh. Even had a small vacuum we could use to clean up tracked in leaves & dirt. We were there for a week & enjoyed having a stress free place to unwind!

Kid-friendly condo rentals

Superhost
An aerial view captures a sandy beach bordered by lush dunes and shrubs. In the distance, the resort's accommodations are visible, nestled among greenery. The sky is clear with scattered clouds, creating a serene coastal atmosphere.
Condo in Montauk
5 out of 5 average rating, 15 reviews

Second Floor Corner Unit Overlooking the Ocean

AlexandraRating, 5 stars2 weeks ago
This was a wonderful place to stay! The rooms were clean, and the ocean view was absolutely beautiful. 10/10 — I would definitely return!
Guest favorite
An expansive hallway features arched doorways and rustic wooden beams overhead. Potted plants add greenery, while large windows dressed with floral curtains allow natural light to illuminate the stone floor. Comfy seating arrangements are positioned along the walls, creating inviting spaces for relaxation.
Condo 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!
Superhost
A light-filled living area features a cozy neutral sofa, accompanied by a matching armchair. A decorative coffee table sits in the center, and a Smart TV is mounted on the wall. Sliders lead to a private waterfront deck with seating, enhancing the space's openness.
Condo in North Fork
4.84 out of 5 average rating, 135 reviews

Seaside Summer Escape: 2BR Waterfront Condo w/Pool

SeanRating, 5 stars2 weeks ago
We had a great stay at Julie’s place. There was a slight hiccup with check-in times but Julie was very communicative and sorted it out promptly. The place itself was great, beautiful waterfront views and a private beach. The weather wasn’t the best but we still made the most of it. The apartment was compact but big enough for 4 adults.
Top guest favorite
Two wooden Adirondack chairs are positioned on a spacious sun deck, overlooking expansive views of lush greenery and the waterfront. The bright blue sky complements the serene atmosphere, creating an inviting space for relaxation and enjoyment of the natural surroundings.
Condo in Montauk
5 out of 5 average rating, 228 reviews

Montauk Waterfront Condo w/ Sunset Views

MarieRating, 5 stars6 days ago
we had s great time staying at the apartment! it was way more spacious than we thought from the pictures, the balcony was amazing, you‘ll have sun through the whole day. Doug was a phenomenal host! We got their by LIRR and back with the hampton jitney. We rented two bikes in Montauk and it was amazing exploring the area by bike. Cannot recommend this area and the airbnb enough!
Superhost
The inviting living room features a light-colored sofa adorned with patterned cushions. A modern coffee table sits on a natural fiber rug, while a gas fireplace adds warmth to the space. Large glass doors open to a private patio with greenery beyond.
Condo in Bridgehampton
4.88 out of 5 average rating, 17 reviews

Bridgehampton w/ Pool steps to town 3 bd 2.5 Bath

StaceyRating, 5 stars8 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+
Guest favorite
Two blue Adirondack chairs are positioned on a manicured lawn, facing a vibrant sunset over the ocean. The sky displays pink and orange hues as the sun sets on the horizon, creating a serene outdoor setting.
Condo in North Fork
4.92 out of 5 average rating, 139 reviews

Beachside Waterview 2Br Condo w/ Pool in Greenport

MorganRating, 5 stars2 weeks ago
We had a great stay! Instructions were clear and the home had everything we needed.
Top guest favorite
The exterior of a historic Tudor-style building is framed by large, blooming cherry blossom trees. The soft pink flowers create a vibrant contrast against the architecture. A paved pathway leads to the entrance, where benches are positioned for seating.
Condo in Montauk
4.95 out of 5 average rating, 120 reviews

Deluxe Studio Apt@The Montauk Manor

ChristinRating, 5 stars8 months ago
Just had a wonderful stay at Robert’s place! The place was impeccably clean, and Robert was incredibly responsive and friendly throughout our visit. While the manor has a charmingly vintage vibe and could use a bit of modernization, we truly enjoyed our time there. The warmth of the atmosphere made it feel like a home away from home. We recommend for anyone looking for a cozy getaway!
Superhost
A spacious green lawn extends towards the ocean, with gentle waves visible in the distance. A multi-story building with defined balconies is situated to the left, surrounded by well-maintained bushes and trees, contributing to a serene coastal atmosphere.
Condo in Montauk
4.82 out of 5 average rating, 95 reviews

Beautiful Condo on the Ocean Bluffs

AdrianeRating, 5 stars9 months ago
You can not beat this location - quiet private beach right across the street, nice pool and about a 20 minute walk to town or super short car ride. The place is clean, as pictured and John was great to deal with. Will definitely be back!

Quick stats about vacation rentals that are kid-friendly in Wainscott

  • Total rentals

    70 properties

  • Nightly prices starting at

    G$41,961 GYD before taxes and fees

  • Total number of reviews

    1.4K reviews

  • Family-friendly rentals

    70 properties are a good fit for families

  • Pet-friendly rentals

    30 properties allow pets

  • Rentals with a pool

    70 properties have a pool

Destinations to explore