Watermill Vacation Rentals

Our Favorite Vacation Rentals in Watermill

  • Room with own sitting area
     Home/Apartment
    Booking.com
    From
    $140
  • Amazing Hampton's Styled Getaway
     6br Home/Apartment
    HolidayLettings
    From
    $2,221
  • Southampton Waterfront House
     Villa
    Booking.com
    From
    $1,080
  • 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
    $1,038
  • SOUTHAMPTON POOL & TENNIS
     5br Home/Apartment
    HolidayLettings
    From
    $1,489
  • 5 Min to Bridgehampton n Sag Harbor 8 Min Ocean
     4br Home/Apartment
    HolidayLettings
    From
    $3,026

Check prices for these upcoming dates

Watermill Vacation Rentals with a Pool

  • Lofty Beach Barn
    Excellent4br Home/Apartment
    Airbnb
    From
    $1,215
  • Modern House working fireplace close to the beach
    Excellent3br Home/Apartment
    Airbnb
    From
    $754
  • Southampton Cottage
    Good2br Home/Apartment
    Airbnb
    From
    $636
  • Luxury Watermill / SH - Coveted Millfarm Lane
    Excellent5br Home/Apartment
    Airbnb
    From
    $1,411

Watermill Vacation Rentals with Wi-Fi

  • Water Mill South on reserve - 2 beds, 2 baths
    Excellent2br Home/Apartment
    Airbnb
    From
    $379
  • Perfect Bridgehampton Family Rental
    Good4br Home/Apartment
    Airbnb
    From
    $1,077
  • Water Mill Chic
     4br Home/Apartment
    Airbnb
    From
    $1,596
  • Paradise on the Pond
     5br Home/Apartment
    Airbnb
    From
    $5,650

Watermill Pet-Friendly Vacation Rentals

  • Sag Harbor Perfect For Extended Family and Friends
     5br Home/Apartment
    HolidayLettings
    From
    $3,075
  • 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
    $1,136

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 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
66° 12°
9
60° 12°
5
55° -3°
3
60°
5
60° 16°
5
68° 18°
4
81° 34°
3
89° 37°
2
96° 45°
3
91° 47°
7
90° 44°
5
77° 14°
6
Nov
Dec
Jan
Feb
Mar
Apr
May
Jun
Jul
Aug
Sep
Oct
Rainy days

This climate histogram shows you the weather patterns in Watermill. The hottest month in Watermill is June, when temperatures peak at 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 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
  • — I love AllTheRooms because it is not only local homes for renting, and not only hotels, but everything combined. When I am about to book a place to stay, I usually spend a couple of hours looking through both hotel sites and local home sites, comparing the prices and places.

    Alli Sims
    Alli SimsAlli Sims
  • — The great thing about AllTheRooms is their ability to cover all bases. If you are travelling solo, with a partner, friends or even a larger family. There is something there for everyone and that is a hugely powerful tool that I believe it boasts moreso than competitors.

    Max Hobbs
    Max HobbsLTL Mandarin School

Vacation Rentals in Watermill

At AllTheRooms.com we have accommodations from all of the leading providers - Airbnb, TUIVillas, Bed and Breakfast and more. Watermill has 327 hotels, vacation rentals and other unique places to stay, with prices to suit careful travellers, luxury travelers and everything in between. The average price of a vacation rental is $2,278 per night.

If you want to stay connected during your vacation, then you can choose from over 159 accommodations in Watermill that have WiFi. 12 places to stay include a morning meal. Choose from 23 places to stay that provide gym options, so you won't miss a single workout. If you're planning on getting to Watermill by car, be sure to choose from 140 accommodations that provide parking. We have 134 hotels and vacation rentals that have a pool or jacuzzi.

Those traveling with a dog, cat or some other animal can stay in one of 67 accommodations that are designated as pet-friendly.

147 of the accommodations in Watermill have been reviewed by previous guests. They rated 40% as excellent or good. You can instantly book any of 92 places to stay right now.

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