Watermill Vacation Rentals

Our Favorite Vacation Rentals in Watermill

  • Sag Harbor Privacy 6Min Bridgehampton
     Country House
    Booking.com
    From
    $475
  • Hamptons Lofty Beach Barn - Pet Friendly
    Excellent4br Home/Apartment
    HolidayLettings
    From
    $1,288
  • Sag Harbor Great Loc + Pool
     Country House
    Booking.com
    From
    $475
  • Amazing Hampton's Styled Getaway
     6br Home/Apartment
    HolidayLettings
    From
    $876
  • Amazing Beach House Bungalow - Steps to the Beach
     Country House
    Booking.com
    From
    $399
  • Classic Hamptons Home in beautiful Water Mill - Minimum 2 week rental
     5br Home/Apartment
    HolidayLettings
    From
    $1,918
  • Sunny Room in Sag Harbor
     Family Stay
    Booking.com
    From
    $300
  • Southampton Home w/Pool & Deck- 5 Minutes to Beach
     3br Home/Apartment
    HolidayLettings
    From
    $950

Check prices for these upcoming dates

Watermill Vacation Rentals with a Pool

  • Lofty Beach Barn with Sun Deck and Pool
    Excellent4br Home/Apartment
    Airbnb
    From
    $1,011
  • Modern House Close to the Beach
    Excellent3br Home/Apartment
    Airbnb
    From
    $864
  • Southampton Cottage
    Good2br Home/Apartment
    Airbnb
    From
    $579
  • Indian Summer is here!
    Excellent3br Home/Apartment
    Airbnb
    From
    $537

Watermill Vacation Rentals with Wi-Fi

  • Water Mill South on reserve - 2 beds, 2 baths
    Excellent2br Home/Apartment
    Airbnb
    From
    $322
  • Elegant Modern Artist's Residence
    Excellent2br Home/Apartment
    Airbnb
    From
    $509
  • Perfect Bridgehampton Family Rental
    Good4br Home/Apartment
    Airbnb
    From
    $1,780
  • Paradise on the Pond
     5br Home/Apartment
    Airbnb
    From
    $5,650

Watermill Pet-Friendly Vacation Rentals

  • Sag Harbor Village House of Love
     2br Home/Apartment
    HolidayLettings
    From
    $641
  • Great Rates in 2019- No Increases In Rates and Over Holiday Weeks
    Excellent3br Home/Apartment
    HolidayLettings
    From
    $761
  • East Hampton Classic
    Excellent4br Home/Apartment
    Flipkey
    From
    $784
  • 5 Min to Bridgehampton n Sag Harbor 8 Min Ocean
     4br Home/Apartment
    HolidayLettings
    From
    $2,176

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
Most availability
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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 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 Weather in Watermill

Rainy days
90 º44
5
77 º14
6
66 º12
9
60 º12
5
55 º-3
3
60 º3
5
60 º16
5
68 º18
4
81 º34
3
89 º37
2
96 º45
3
91 º47
7
Sep
Oct
Nov
Dec
Jan
Feb
Mar
Apr
May
Jun
Jul
Aug
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 December, when temperatures drop to -3 ˚F. The wettest month in Watermill is February with 8.77 inches of rain, while the driest month is July with 1.93 inches of rain.

What Expert Travelers Think

  • — I love All the Rooms because instead of having to check one place for home rentals, another for hotel, another for bed and breakfasts, and yet another for a room rental in a private residence, I can finally see EVERYTHING at one site; saving me considerable time

    Jeff Campbell
    Jeff CampbellMiddle Class Dad
  • — I love how AllTheRooms shows a map with room price tags straight away when you search, it makes it so quick and easy to choose the right hotel, at the right price in the right location. Perfect for those with busy lifestyles! The AllTheRooms website is so user friendly. WiFi. Brilliant!

    Amanda Alston
    Amanda AlstonAmanda Alston
  • — I travel to Boston regularly and I like to use AllTheRooms as it’s tricky to find good accommodation at a good price. The platform is easy to use and provides a complete set of features that saves me time and money on every trip

    Clwyd Probert
    Clwyd ProbertWhitehat

Vacation Rentals in Watermill

Choose the perfect rental for your trip at AllTheRooms.com. We compare Airbnb, TUIVillas, Bed and Breakfast and others. AllTheRooms has 291 vacation rentals, hotels and other great places to stay during your time in Watermill, with everything from inexpensive hostels and homestays to extravagant Airbnbs and hotels. A typical vacation rental in Watermill costs on average $2,420 per night.

If you want an internet connection during your stay in Watermill, then you can choose from over 204 accommodations that provide WiFi internet. We have 10 accommodations that include a breakfast included. You can keep up with your workout regime by staying at one of 32 accommodations that provide gym facilities. If you are driving to Watermill, you'll want to pick from 186 places to stay that provide parking. 126 accommodations come with a pool or jacuzzi

AllTheRooms has 85 pet-friendly places to stay in Watermill, so if you're traveling with your pet you won't have any trouble.

139 of our accommodations in Watermill have been reviewed and rated. 42% are rated great. 82 places to stay in are instantly bookable.

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