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Watermill Vacation Rentals

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Our Favorite Vacation Rentals in Watermill

  • Beautiful Bridgehampton Home
    Beautiful Bridgehampton Home
     5br Home/Apartment
    HolidayLettingsFrom $1288
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  • holiday home for max. 8 persons in Bridgehampton, NewYork
    holiday home for max. 8 persons in Bridgehampton, NewYork
     Country House
    TUIVillasFrom $28747
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  • Decorator Southampton Cottage
    Decorator Southampton Cottage
     2br Cottage
    HolidayLettingsFrom $742
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  • holiday home for max. 16 persons in Bridgehampton, NewYork
    holiday home for max. 16 persons in Bridgehampton, NewYork
     Country House
    TUIVillasFrom $43848
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  • Beech Tree Cottage
    Beech Tree Cottage
    Excellent2br Cottage
    HolidayLettingsFrom $602
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  • holiday home for max. 12 persons in East Hampton, NewYork
    holiday home for max. 12 persons in East Hampton, NewYork
     Country House
    TUIVillasFrom $16541
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  • Cottage in the historic district
    Cottage in the historic district
    Excellent2br Home/Apartment
    HolidayLettingsFrom $687
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  • holiday home for max. 8 persons in Water Mill, NewYork
    holiday home for max. 8 persons in Water Mill, NewYork
     Country House
    TUIVillasFrom $7791
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See all 237 deals in Watermill

Watermill Vacation Rentals with a Pool

  • Peaceful Hamptons/Water Mill House Rental
    Peaceful Hamptons/Water Mill House Rental
    Excellent4br Home/Apartment
    AirbnbFrom $1696
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  • Southampton, Water Mill Horse Farm
    Southampton, Water Mill Horse Farm
    Excellent6br Home/Apartment
    AirbnbFrom $8268
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  • Water Mill/Southampton Cozy Home.
    Water Mill/Southampton Cozy Home.
    Excellent4br Home/Apartment
    AirbnbFrom $1113
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  • Hampton Village Living
    Hampton Village Living
    Excellent4br Home/Apartment
    AirbnbFrom $1617
    View Deal
See all deals in Watermill with a pool

Watermill Vacation Rentals with Wi-Fi

  • Stylish and Chic Southampton home
    Stylish and Chic Southampton home
    Excellent2br Home/Apartment
    AirbnbFrom $926
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  • Beautiful Mansion (Topping Rose House)
    Beautiful Mansion (Topping Rose House)
    Excellent1br Home/Apartment
    AirbnbFrom $859
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  • Luxurious Hamptons House with Pool and Tennis
    Luxurious Hamptons House with Pool and Tennis
    Excellent7br Home/Apartment
    AirbnbFrom $6625
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  • Southampton Home w/ Pool, Fire Pit, Sports Court
    Southampton Home w/ Pool, Fire Pit, Sports Court
    Excellent6br Home/Apartment
    AirbnbFrom $2253
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See all deals in Watermill with WiFis

Watermill Pet-Friendly Vacation Rentals

  • Simple 4 Bedroom Home in Water Mill
    Simple 4 Bedroom Home in Water Mill
     4br Home/Apartment
    AirbnbFrom $1053
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  • Southampton 1 mile from BEACH:) South of Highway.
    Southampton 1 mile from BEACH:) South of Highway.
    Excellent5br Retreat
    AirbnbFrom $2677
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  • Diamon Views
    Diamon Views
    Good7br Home/Apartment
    AirbnbFrom $2051
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  • Magnificent Waterfront Home; Steps to the Ocean
    Magnificent Waterfront Home; Steps to the Ocean
    Excellent4br Home/Apartment
    AirbnbFrom $2067
    View Deal
See all deals in Watermill that allow pets

Water Mill, New York Travel Guide

Situated on the East End of Long Island, Water Mill is a Southampton hamlet with both a functional water mill and windmill -- rare features that make it unique compared to any other East End town. Once an overlooked town off Route 27, Water Mill is now a lively place for weekenders indulge in a secret paradise.

Things to Do in Water Mill, New York

Top attractions include the beautiful Parrish Art Museum, Hank's Pumpkin Town, and apple picking at Seven Ponds Orchard and Milk Pail U-Pick Farm.

Best Places to Stay in Water Mill, New York

For a classic Hamptons experience, stay at an inn or a bed and breakfast.

Best Time to Visit Water Mill, New York

The best time to visit is around April to June and September to early November, when the weather is warm and crowds are small.

Food in Water Mill, New York

The best places to eat are Calissa for upscale Greek fare at a beach hideaway, Suki Zuki for good Japanese food, and Bistro Ete for a casual French meal.

Price and Availability in Watermill

Most expensive
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The most expensive month to stay in a vacation rental in Watermill is in October, while the cheapest month is in April. The most popular time to book a vacation rental in Watermill is in the high season in August. Watermill has its low season in February, when less people are visiting and the vacation home occupancy rate drops.
The cheapest day to stay at a vacation rental in Watermill tends to be Sunday, while the most expensive day tends to be Friday. Vacation homes in Watermill tend to be busiest on Saturdays, while it tends to be much quieter on Tuesdays.

The Weather in Watermill

96º 45º
2.67
91º 47º
6.51
90º 44º
4.71
77º 14º
6.29
66º 12º
8.77
60º 12º
5.41
55º -3º
2.64
60º 3º
5.15
60º 16º
5.18
68º 18º
3.6
81º 34º
2.63
89º 37º
1.93
Jul
Aug
Sep
Oct
Nov
Dec
Jan
Feb
Mar
Apr
May
Jun
Rainy days
This climate histogram shows you the weather patterns in Watermill. The warmest months in Watermill are June and May, when temperatures reach 96 ˚F. The coolest month is January, when temperatures drop to -3 ˚F. The wettest month in Watermill is November with 8.77 inches of rain, while the driest month is June with 1.93 inches of rain.

What Expert Travelers Think

Vacation Rentals in Watermill

At AllTheRooms.com we have vacation rentals from all of the leading providers - Airbnb, TUIVillas, Bed and Breakfast and more. We have 237 vacation rentals, hotels and other places to stay in Watermill ranging from budget options to luxury places to stay. An average rental in Watermill costs on average $2,572 per night.

Those needing to get some work finished during their trip to Watermill can pick from 183 places to stay that have WiFi. We have 10 accommodations that come with breakfast included. Choose from 29 accommodations that provide gym facilities, so you won't miss a single workout. Driving to Watermill? Then choose one of the 167 places to stay that comes with a parking spot included. 112 hotels and vacation rentals have a a pool or jacuzzi

Those traveling with a cat, dog or some other animal can stay in one of 76 accommodations that are designated as pet-friendly.

111 of our places to stay in Watermill have been reviewed by previous guests. They rated 37% as great. You can instantly book any of 59 places to stay right now.

Destinations near Watermill