
Family-friendly vacation rentals in Water Mill
Find and book unique family-friendly homes on Airbnb
Quick stats about vacation rentals that are family-friendly in Water Mill

Total vacation rentals
Explore 280 vacation rentals in Water Mill

Nightly prices starting at
Water Mill vacation rentals start at G$29,291 GYD per night before taxes and fees

Verified guest reviews
Over 3,340 verified reviews to help you choose

Pet-friendly vacation rentals
Find 150 rentals that welcome pets

Vacation rentals with a pool
240 properties feature pools

Rentals with dedicated workspaces
180 properties have a dedicated workspace

Wi-Fi availability
270 of Water Mill vacation rentals include wi-fi access

Popular amenities for guests
Guests love Kitchen, Wifi, and Pool across Water Mill rentals

4.8 Average rating
Water Mill stays are highly rated by guests—averaging 4.8 out of 5!
Top-rated family-friendly rentals in Water Mill
Guests agree: these family-friendly homes are highly rated for location, cleanliness, and more.

Stylish+Modern Cape w/Saltwater Pool-5min to Beach
Stylish+Modern Cape Beach House nestled in Hampton Bays South of the highway, 5 min drive to beaches. Heated Saltwater Pool. 4 Bedrooms+Crib room & Office. 2 Bathrooms. Outdoor deck w/family dining+BBQ. Fully-fenced, tree-lined back yard w/ beautiful sunsets. Upstairs King bedroom w/ensuite bthrm + Twin bedroom directly off master. Main floor has another King bedroom+Twin bedroom, master bath, lounge+kitchen w/huge sit-around island. TV Den. Central AC. 15 min walk/ 2 min drive to shops+train.
FamilyIndoor spacesLocation
4.97 out of 5 average rating, 156 reviews
Modern farmhouse w/ pool, beach, horses and winery
A new, modernized farmhouse with a heated saltwater pool in the heart of North Fork. Nestled on an acre of lush, fully fenced yard, the home can easily accommodate up to 8 guests and all pets! Minutes away from Love Lane (Mattituck's charming downtown), Breakwater Beach (one of best beaches in North Fork), Mattituck train station and surrounding the award winning Bridge Lane Vineyards and picturesque Seabrook Horse Farm, this bucolic home offers the perfect setting for a North Fork getaway.
Indoor spacesFamilyCleanliness
4.93 out of 5 average rating, 138 reviews
Savor Ocean Sunsets at a Soothing Beachfront Haven
Newly renovated and featured as a top Airbnb by New York Magazine, The Beach Cottage has been designed and decorated in a modern organic style, with a palette of whites and neutrals to create a serene and peaceful escape. Relax in the airy, light and open living room, which features a wall of glass for indoor/outdoor living with expansive, uninterrupted water views. Stay on the property for swimming, beach walks, sunsets and BBQs - or venture out to enjoy all the North Fork has to offer.
FamilyIndoor spacesComfort
4.98 out of 5 average rating, 184 reviews
Designer's Own, w Pool, 5 min. to Ocean & Village
Our 4BR airy home in a prime Hamptons location--Water Mill South--offers comfort, luxury, and tranquility, all while being just 5 min. away from ocean beaches, restaurants in Bridgehampton Village, and the area's best fields and farm stands. Impeccably renovated, comfortable, family-oriented traditional shingle house is in a quiet, established neighborhood perfect for walks or bike rides. Please read the additional disclosures, guidelines, and rules. No events, no parties, no smoking
Indoor spacesKitchenValue
4.88 out of 5 average rating, 105 reviews
Hamptons WaterLiving-Dock, Kayak, Beach, EV charge
[FOLLOW US on INSTA @29watersedge] 1-mile from the beach, this child-friendly waterfront Southampton home is a perfect family getaway. Ready for watersports: kayak, paddleboard, boat, or jet ski. Walk down to the beach for a swim in the bay. At home, the backyard has it all: large dock, fire pit, swing/playset, hammock, grill, & oversized deck to take in the views. Surrounded by nature and water, you are just minutes from restaurants and shopping in Southampton Village &Sag Harbor.
KitchenIndoor spacesSleep quality
5.0 out of 5 average rating, 116 reviews
Stunning Hamptons Waterfront Escape w/ Sunset View
Experience an unforgettable trip in the Hamptons at our waterfront haven! Savor the views and sunset from our spacious deck. Vaulted ceilings and large windows flood the space with natural light. Brand new Weber Grill (2025). We have completed renovations of 3 bathrooms, 2 kitchens, and the entire pool house over the last 18 months. Our home is <10 minutes drive to the beach, groceries, and restaurants! Our pool will close on September 15th, 2026 and will reopen May 29, 2027.
FamilyIndoor spacesLocation
4.87 out of 5 average rating, 141 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 –
KitchenFamilyHospitality
4.89 out of 5 average rating, 311 reviews
Swimming pool wIth Fire Pit /Coffee Bar
Relax in this cozy loft filled with amenities that will create lasting memories. Recently renovated so fresh and clean. Located on a wooded lot. Large fenced in landscaped yard with hammocks and firepit.. We are just minutes from the beach. 10 min to Southampton village. 15 min to Sag Harbor. Centrally located. Fresh farm (home of Tate’s Cookies) around the corner with fresh meats and produce. A tasty restaurant near by and a deli too.
Indoor spacesFamilyBeach
4.96 out of 5 average rating, 110 reviews
Pool Central Private Bridgehampton Home
Longer stay and reduced rate please email 169bridgehamptoncottage@gmail.com. NOTE* Rest assured, as always, even more so now, our housekeeper is aware to put in the extra tedious clean needed for a happy healthy stay! 7 minute drive to Hampton classic or less 20 min bike ride. Restaurants, studio 89 gym, on same rd. Ocean+bay 5-10 min drive. Bike to 1 ocean Yoga/winery. Halfway to Sag Harbor+Bridgehampton. There is pet fee.
Indoor spacesKitchenValue
4.93 out of 5 average rating, 109 reviews
Elegant Modern Artist's Residence
This simple and serene home is set against a farm preserve, exposed to beautiful light and views and biking distance to the beach. Very relaxing - a terrific, creative space for a couple or small group. We are a pet friendly home so if allergic please be aware. A large vegetable garden is maintained on the property and is available for guests to harvest as they like. Fresh salad greens, herbs, vegetables for you to enjoy!
FamilyKitchenHeating
4.92 out of 5 average rating, 130 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.
FamilyIndoor spacesQuiet
4.95 out of 5 average rating, 324 reviews
Astounding Watermill 5 Bedroom home with Pool
Situated off of a quiet lane on a half-acre of land, updated, modern residence offers a peaceful and quiet Hamptons getaway. 5 bedrooms / 3 modern bathrooms offers a relaxing escape. Large open kitchen leads out to the back garden, pool and indoor-outdoor eating areas. Please read the additional disclosures, guidelines, and rules. No events, no parties, no smoking –
Indoor spacesKitchenCondition
4.94 out of 5 average rating, 167 reviewsPopular amenities for Water Mill family-friendly rentals
Family-friendly home rentals with a hot tub

Stylish & Chic w hot tub/ Near Beaches & Village
KitchenFamilyAmenities
4.83 out of 5 average rating, 222 reviews
Pool|Golf Sim|HotTub|Movie|Games|Firepit|Golf Open
Indoor spacesFamilyLayout
4.95 out of 5 average rating, 100 reviews
Sprawling Hamptons Estate with Hot Tub & Amenities
KitchenIndoor spacesGrill
4.78 out of 5 average rating, 146 reviews
Explore the Water & Woods at a Relaxing Retreat
KitchenIndoor spacesHospitality
4.98 out of 5 average rating, 147 reviews
Family Retreat with Heated Pool, Hot Tub, Sauna.
FamilyKitchenDecor
4.96 out of 5 average rating, 188 reviews
Private Oasis W/Stunning Vinyard and Pool Views
FamilyIndoor spacesLong stay
4.97 out of 5 average rating, 218 reviews
Luxury modern farmhouse with heated pool & hot tub
FamilyKitchenPets
4.93 out of 5 average rating, 147 reviews
East Hampton (walking distance to village)
Indoor spacesKitchenAccess
4.97 out of 5 average rating, 163 reviewsFamily- and pet-friendly home rentals

Serene + chic ~ 8 mins to Main Street + beaches
Indoor spacesKitchenParking
4.9 out of 5 average rating, 143 reviews
Charming Southampton Light filled Cottage
KitchenFamilyPets
4.96 out of 5 average rating, 201 reviews
East Hampton Escape | Heated Pool + Outdoor Living
FamilyKitchenLaundry
4.99 out of 5 average rating, 126 reviews
Silver House: 3BR Home with Private Beach Access
KitchenIndoor spacesHiking
4.95 out of 5 average rating, 524 reviews
Sea Roost
KitchenFamilyView
4.97 out of 5 average rating, 116 reviews
Head of Pond House - Waterfront Cottage
Indoor spacesKitchenGetting around
4.98 out of 5 average rating, 80 reviews
Chic Southampton Home. Mins to Village and Beach!
Indoor spacesKitchenHospitality
4.87 out of 5 average rating, 79 reviews
Charming House In The Village
Indoor spacesFamilyParking
5.0 out of 5 average rating, 50 reviewsFamily-friendly home rentals with a pool

Luxury Hamptons Home with Heated Saltwater Pool
KitchenIndoor spacesCheckout
4.98 out of 5 average rating, 179 reviews
Splendid private cottage
Indoor spacesFamilyQuiet
4.95 out of 5 average rating, 103 reviews
Awesome Watermill 5 Bedroom with a heated pool
FamilyIndoor spacesBeach
4.93 out of 5 average rating, 59 reviews
3 Bedroom Guest House in Southampton
FamilyIndoor spacesCleanliness
4.96 out of 5 average rating, 23 reviews
Modern Southampton home, heated pool, pickleball
FamilyKitchenComfort
4.96 out of 5 average rating, 55 reviews
Home in the Village Home w/Fenced in Pool
Indoor spacesKitchenCheckout
4.95 out of 5 average rating, 78 reviews
Southampton Village Escape
KitchenIndoor spacesAccuracy
4.91 out of 5 average rating, 11 reviews
US Golf Open & Ocean View Retreat, Walk to Event
AccuracyLayoutHeating
4.83 out of 5 average rating, 6 reviewsWhen is the best time to visit Water Mill?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sep | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | G$277,218 GYD | G$277,845 GYD | G$279,310 GYD | G$250,228 GYD | G$275,125 GYD | G$345,214 GYD | G$326,384 GYD | G$361,534 GYD | G$239,139 GYD | G$238,512 GYD | G$230,771 GYD | G$251,065 GYD |
| Avg. temp | 0°C | 1°C | 4°C | 10°C | 15°C | 21°C | 24°C | 23°C | 19°C | 13°C | 8°C | 3°C |
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- Yale University
- Mohegan Sun
- Foxwoods Resort Casino
- Cooper's Beach, Southampton
- Fairfield Beach
- Ocean Beach Park
- Charlestown Beach
- Mystic Seaport Museum
- Mystic Aquarium
- Southampton Beach
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