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Kid-friendly vacation rentals in Water Mill

Find and book unique kid-friendly rentals on Airbnb

Top-rated kid-friendly rentals in Water Mill

Guests agree: these kid-friendly rentals are highly rated for location, cleanliness, and more.

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Top guest favorite

Wide glass doors open to a spacious deck with seating for two, providing views of the tranquil waters. Natural wood flooring complements the bright interior, while sheer curtains softly frame the scene, allowing ample light to illuminate the space.

Home in The Hamptons

5 out of 5 average rating, 13 reviews

Waterfront home next to the beach in Southampton !

Relax with the whole family at this peaceful waterfront home. Breathtaking 360°water views, with stunning sunsets over Mecox Bay and sunrises over the Atlc Ocean. This captivating home is nestled on a private road just minutes from Southampton Vlg. Perfect for entertaining or simply soaking in the views. Direct waterfront access on Mecox Bay opens all kinds of water activities. Explore the bay or simply relax on the beach(3min walk). Don't miss this chance to experience a true piece of paradise.

The image showcases a spacious outdoor area featuring a heated gunite pool surrounded by manicured grass. Four loungers with umbrellas are positioned near the pool, while a cozy seating arrangement is visible on the patio. A charming cottage is seen in the background.

Cottage in The Hamptons

4.96 out of 5 average rating, 90 reviews

Modern Southampton Cottage | Heated Pool & Peloton

Modern Hamptons cottage with mid-century modern interior, our 3 bedroom/ 2 bathroom cottage is set on manicured grounds and perfectly equipped for your stay. Heated gunite pool (summer months only) with retractable cover, Peloton bike and Central Air throughout. Newly renovated kitchen with high end appliances, large outdoor deck perfect for entertaining with new Weber grill. Private driveway accommodates 4 cars. 4 adult bicycles. 8 min ride to Southampton village. 15 min to Coopers Beach.

An open-concept kitchen and dining area features a large island with a marble countertop and stainless steel sink. Natural light floods the space through multiple windows, highlighting the wooden flooring. A dining table, seating twelve, is positioned near glass doors that lead to the outdoor patio.

Home in The Hamptons

4.9 out of 5 average rating, 188 reviews

Kiddo Approved! Heated Pool/Hotub Renovated Home

Family friendly Sag Harbor one level beach house close to Main Street. Heated pool (for a fee), hot tub, enclosed grass yard, kids play area with sandbox and toys, crib, highchair, outdoor fireplace, outdoor shower, yard is fenced and gated with separate safety fence and gates around pool. Backs up to a nature preserve for privacy. Quiet Neighborhood. Short drive to the beach and Main Street. Pool open April 13th-Oct 1. Pool can be heated June-August (for a fee). Hot Tub open April- November.

A cozy living space features a brown leather sofa and a white coffee table on a geometric patterned rug. A large window allows natural light to fill the room, showcasing a wall-mounted fish decor and colorful accents. A decorative plant sits on the table.

Guesthouse in The Hamptons

4.95 out of 5 average rating, 442 reviews

Tiny Home in Prime Spot in Southampton Village

Located in the heart of Southampton Village, this intimate, centrally-located cottage is the perfect getaway! Nestled in an easily accessible, safe, and well-lit neighborhood, it is ideal for those with or without a vehicle. Only a 5 min. walk from the train station and a 5 min. walk to town, which includes premier shopping and restaurants. Enjoy nearby wineries, museums, and pristine, top-ranked beaches. Be close to everything Southampton has to offer while enjoying absolute peace and quiet!

A garden archway adorned with climbing greenery frames a stone pathway. The path leads through a flower-filled area, featuring a small seating arrangement made of natural stone and flowerpots. Lush foliage surrounds the space, contributing to a serene outdoor atmosphere.

Apartment in The Hamptons

New place to stay

Southampton Village Apartment

Peaceful & Super Clean Duplex Bright Kitchenette/ Lounge area with Sofa Lower Level Bedroom, Comfy Double Bed with all Cotton Linens Private Bathroom A Great Place to Cocoon (Sofa folds to Bed, see below) 15 min walk to LIRR & Hampton Jitney 20 min walk to all Shopping Restaurants Clubs & Bars 1.5 miles to Beautiful Ocean Beaches Upon request for sofa bed: For a 3rd guest $150 per night For 2 sleeping separately $75 per night for the first 2 nights Please read the entire listing!

Top guest favorite

A charming cottage is framed by lush greenery and well-maintained landscaping. The light-colored exterior features large windows and a welcoming green door. A stone walkway leads to the entrance, while a gravel driveway curves around, enhancing the natural setting.

Cottage in The Hamptons

4.96 out of 5 average rating, 190 reviews

Secluded Southampton Cottage w/Pool & Spa

*Follow Us on Insta @SimmerCottage* This designer-decorated cozy cottage near Southampton Village & a short drive or bike to the beach has a stocked chef's kitchen, cozy living room with wood-burning stone fireplace, 2 SmartTVs, whimsical dining room, 3 bedrooms, one bath & charming sunroom w/reading nooks. The Cottage has central heating/air & is set on a gated 1/2 acre w/hot-tub, outdoor dining for 8 on a stone patio, outdoor string lights, fire pit, gardener's potting station & gas BBQ.

Top guest favorite

A spacious lawn is bordered by tall trees, providing a natural frame for the cottage. The vibrant green grass leads to a serene waterfront, where the lake reflects the sunlight. The peaceful setting invites relaxation and outdoor activities.

Cottage in The Hamptons

4.97 out of 5 average rating, 72 reviews

Head of Pond House - Waterfront Cottage

Welcome to the charming, waterfront Cottage at Head of Pond House! Enjoy a peaceful retreat with beautiful lake access year-round and pool access from Memorial Day to October. The cottage features two comfortable king beds, including one in a cozy loft area, a full bath, WiFi, a projector for movie nights, and a fully stocked kitchen. Whether you’re looking for a relaxing escape or a comfortable base to explore the Hamptons, our waterfront cottage is the perfect spot for your getaway.

An open kitchen and dining area features white cabinetry and modern appliances, including a refrigerator and stove. Natural light enters through a sliding patio door, illuminating the space. A dining table with four wooden chairs is positioned near the kitchen.

Loft in The Hamptons

5 out of 5 average rating, 20 reviews

Cozy ,Renovated Apartment for single or couple

Nice ,newly renovated basement apartment with natural light. high ceilings, walk out patio door, private entrance, soundproofed, washer/dryer, dishwasher , radiant heated bathroom floor, independent heating and cooling system from main house, off street parking for one vehicle, perfect for single or couple. Centrally located for all fall activities, farm stands, apple picking, Film Fest, Dining , shopping. This apartment has been vacant since last summer and since being renovated.

The airy living space features white shiplap walls and a high ceiling, accented by natural light from multiple windows. A gray sofa is paired with a glass coffee table, while a decorative fireplace adds charm. A ceiling fan provides airflow, enhancing the inviting atmosphere.

Home in The Hamptons

4.89 out of 5 average rating, 275 reviews

PICTURE PERFECT SOUTHAMPTON HOME-

Picture Perfect 3 bedroom 1.5 Bath Cottage located in the heart of Southampton. The home is conveniently located close to Southampton, Bridgehampton and Sag Harbor towns. Additionally, there is close access to both Bay and Ocean Beaches. The Newly renovated home gives you a peaceful and serene feeling everyday. Dogs are accepted on a case by case basis. Cats are not permitted. Please read the additional disclosures, guidelines, and rules. No events, no parties, no smoking –

The gunite pool is surrounded by manicured grass and framed by flowering white hydrangeas. Tall green trees provide a natural backdrop, enhancing the tranquil setting. Clear blue water reflects the sunlight, creating an inviting atmosphere for relaxation and leisure.

Cottage in The Hamptons

4.97 out of 5 average rating, 34 reviews

Newly Renovated Towd Point Beach Treasure

This stylish modern chic beach home is situated by the waters edge and one of the most idyllic beaches in the Hamptons. Make this home your summer escape and enjoy the cozy interior with brand new furniture throughout, hand selected by a renowned Hamptons interior designer. Outside, relax in the gunite pool or take the scenic walk to the shore. Along Towd Point, you'll find gorgeous beach homes, friendly neighbors, summer vibes and sunsets that will create lifelong memories!

A charming garage is seen with a vintage vehicle parked inside. The weathered wood exterior complements the surrounding greenery. Bright sunlight filters through, illuminating the space. A colorful flower pot adds a touch of vibrancy to the gravel driveway.

Cottage in The Hamptons

5 out of 5 average rating, 3 reviews

Steps to Train, Dining & Beach

SOUTHAMPTON HOUSE NEW YORK charming cottage escape with a separate guest house, perfect for 6-9 guests. Relax in our private courtyard, complete with an outdoor kitchen with green egg, and fireplace for cozy nights under the stars. Just steps from the LIRR and walkable to downtown’s boutiques, restaurants, and attractions, our location is unbeatable. We’re just 2 miles from Coopers Beach.

A welcoming living area is illuminated by natural light from large windows. A comfortable gray sofa is complemented by light-colored armchairs and a coffee table adorned with books and decorative items. The neutral color palette is accentuated by indoor plants and a textured rug.

Home in The Hamptons

4.96 out of 5 average rating, 293 reviews

Sag Harbor Cottage, Walk to the Beach!

Renovated to perfection, this fully equipped fresh & modern beach cottage has an open-plan living room, dining room & kitchen, all with high ceilings, immaculate finishings, & a sunny lower level TV room. A broad mahogany deck with large outdoor shower & gas BBQ grill runs the full length of the house & overlooks a roomy lawn with great privacy, fire pit and mature landscaping.

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Popular amenities for Water Mill kid-friendly rentals

Free parking on premises

Air conditioning

Kid-friendly house rentals

Top guest favorite

A patio area is shown, featuring a round table and colorful chairs. In the background, a sunlit lawn is dotted with trees, leading to a spacious pool area. A seating arrangement with cushions invites relaxation, surrounded by lush greenery.

Home in North Fork

5 out of 5 average rating, 38 reviews

North Fork paradise between beaches and vineyards

Top guest favorite

A colorful wooden playground set stands in a private yard, featuring a green slide and a swing set. The structure includes a small playhouse with windows and a decorative balcony on top, surrounded by lush greenery for a playful outdoor space.

Home in South End

5 out of 5 average rating, 35 reviews

Private Waterfront Access + Hot Tub + Scenic Yard

Home in The Hamptons

4.92 out of 5 average rating, 12 reviews

3 bdrm gem Southampton village

Top guest favorite

A large outdoor pool is surrounded by lounge chairs and umbrellas, inviting relaxation. Well-maintained gardens and trees frame the area, with a spacious deck along one side. The bright blue sky enhances the tranquil atmosphere of this inviting outdoor retreat.

Home in The Hamptons

4.96 out of 5 average rating, 45 reviews

Spectacular Southampton Retreat!

A modern living room features a cozy seating arrangement with a fireplace and a large window that offers views of the outdoors. The space includes a coffee table on a natural fiber rug, accented by mid-century decor and warm wood paneling.

Home in The Hamptons

4.88 out of 5 average rating, 111 reviews

Modern East Hampton Home w/ Heated Saltwater Pool

An English cottage is featured with a white exterior and multiple windows framed by shrubs and flowering plants. A well-maintained lawn surrounds the house, complemented by tall trees at the edges, creating a serene and inviting setting.

Home in The Hamptons

4.76 out of 5 average rating, 74 reviews

Southampton Village, Pool, Walkable, Close 2 Beach

A sparkling pool reflects the clear blue sky, surrounded by a sleek stone patio. Lounge chairs are positioned nearby, inviting relaxation. Lush greenery and vibrant gardens frame the space, enhancing the private outdoor setting.

Home in The Hamptons

5 out of 5 average rating, 46 reviews

Luxury Hamptons Poolside Paradise w/ Outdoor Sauna

A spacious hallway connects the living areas, featuring a stone fireplace and a cozy reading nook. Natural light pours in through large windows, highlighting the contemporary decor. A bench provides seating, while shelves filled with books add a welcoming touch.

Home in The Hamptons

4.86 out of 5 average rating, 270 reviews

Exclusive Sag Harbor Compound

Kid-friendly apartment rentals

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 The Hamptons

4.96 out of 5 average rating, 157 reviews

Hamptons Hills Escape

Top guest favorite

A spacious outdoor deck is shown with a round table and four chairs shaded by a purple umbrella. Nearby, a cozy seating area is arranged with cushions. Lush green trees provide privacy along the perimeter, enhancing the tranquil atmosphere.

Apartment in The Hamptons

4.96 out of 5 average rating, 296 reviews

The House of the Mermaid aka La Casa della Sirena

A charming view is displayed through a large window, overlooking a green lawn that leads to a serene waterway. A decorative piece resembling a swan rests on a small table, casting a soft shadow as sunlight streams in.

Apartment in The Hamptons

4.94 out of 5 average rating, 156 reviews

Whaling Captain Pierson's Cottage

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 The Hamptons

4.88 out of 5 average rating, 134 reviews

Southampton Village Studio

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 South End

4.94 out of 5 average rating, 125 reviews

Bright, Southold Studio Apt near beach & town

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 The Hamptons

4.97 out of 5 average rating, 111 reviews

Walk to Bay and Ocean-Newly Renovated

A bright living area features two windows, allowing natural light to fill the space. A white sofa and an accent chair are positioned around a small coffee table. Artwork adorns the walls, complementing the light color palette. A dining table with two chairs is visible in the corner.

Apartment in The Hamptons

4.89 out of 5 average rating, 158 reviews

Sag Harbor Village Oasis

The spacious studio features a ceiling fan above a large bed with light-colored linens. A small television is positioned across from the bed, alongside a dresser and a seating area. Natural light is welcomed through multiple windows, highlighting the neutral color palette.

Apartment in The Hamptons

4.91 out of 5 average rating, 490 reviews

Charming Maritime Apartment Steps from the Beach

Kid-friendly condo rentals

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 The Hamptons

4.9 out of 5 average rating, 30 reviews

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

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 The Hamptons

5 out of 5 average rating, 231 reviews

Montauk Waterfront Condo w/ Sunset Views

The living area features a spacious dark gray couch, a light wooden coffee table, and a white dining table with woven chairs. Natural light filters through the window with plantation shutters, while decorative elements like a round mirror and wall art create a welcoming ambiance.

Condo in North Fork

4.88 out of 5 average rating, 155 reviews

Beautiful Waterview Condo on the North Fork of LI

A sunlit corner of the room features a tall plant stand made of natural materials, adorned with various plants. Sheer curtains are gracefully draped over a glass door, leading to a balcony overlooking a pool area, creating an open and airy feel.

Condo in The Hamptons

4.81 out of 5 average rating, 32 reviews

Condo on the ocean in Montauk

Two people are seen swimming in a calm body of water, surrounded by gentle ripples reflecting sunlight. Lush greenery lines the distant shoreline, creating a serene backdrop against the shimmering surface.

Condo in Mount Sinai

5 out of 5 average rating, 36 reviews

1856 Trading House close to water

A living room features a light-colored sofa against a neutral wall, complemented by a striped area rug. A wall-mounted TV and decorative elements, including a mirror and wall hooks, enhance the space. Soft lighting is provided by two standing lamps, creating a welcoming environment.

Condo in North Fork

4.88 out of 5 average rating, 130 reviews

Seaside Summer Escape –2BR Waterfront Condo w/Pool

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, 143 reviews

Beachside Waterview 2Br Condo w/ Pool in Greenport

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 The Hamptons

4.95 out of 5 average rating, 120 reviews

Deluxe Studio Apt@The Montauk Manor

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

Total rentals
50 properties
Nightly prices starting at
R4,097 ZAR 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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