Wainscott Vacation Rentals

Our Favorite Vacation Rentals in Wainscott

  • Sunny Room in Sag Harbor
     Family Stay
    Booking.com
    From
    $300
  • Luxury Hamptons Home
     6br Home/Apartment
    HolidayLettings
    From
    $1,918
  • Kid’s Beach Haven
     Country House
    Booking.com
    From
    $2,000
  • Luxury East Hampton Home w/Private Saltwater Pool!
     5br Home/Apartment
    HolidayLettings
    From
    $1,293
  • East Hampton Private Water Front House
     Country House
    Booking.com
    From
    $1,232
  • Beautiful Bridgehampton Home
     5br Home/Apartment
    HolidayLettings
    From
    $1,288
  • Private Suite in Contemporary Home
     Home/Apartment
    HolidayLettings
    From
    $594
  • Mid-Century Modern Close to Village and Beaches
     5br Home/Apartment
    HolidayLettings
    From
    $993

Check prices for these upcoming dates

Wainscott Vacation Rentals with a Pool

  • Hamptons Cottage farmviews forever
    Excellent2br Home/Apartment
    Airbnb
    From
    $1,045
  • Great Location! Bike to beach! Heated pool hot tub
    Excellent6br Home/Apartment
    Airbnb
    From
    $1,243
  • Beautiful Mansion (Topping Rose House)
    ExcellentHome/Apartment
    Airbnb
    From
    $333
  • ⭐⭐⭐⭐⭐Eloise House, Magical East Hampton Rental
    Excellent3br Home/Apartment
    Airbnb
    From
    $509

Wainscott Vacation Rentals with Wi-Fi

  • Your home away from home in the Hamptons
    ExcellentHome/Apartment
    Airbnb
    From
    $408
  • East Hampton Private Guest Cottage
    ExcellentHome/Apartment
    Airbnb
    From
    $232
  • Peaceful Luxury & Heated Pool, Just 7min to EH+Sag
    Excellent4br Home/Apartment
    Airbnb
    From
    $541
  • 7BR East Hampton perfect for X-Mas & New Years NEW
    Good7br Home/Apartment
    Airbnb
    From
    $1,893

Wainscott Pet-Friendly Vacation Rentals

  • Sag Harbor Village House of Love
     2br Home/Apartment
    HolidayLettings
    From
    $641
  • 5 Min to Bridgehampton n Sag Harbor 8 Min Ocean
     4br Home/Apartment
    HolidayLettings
    From
    $2,176
  • Sag Harbor Perfect For Extended Family and Friends
     5br Home/Apartment
    HolidayLettings
    From
    $1,946
  • East Hampton Classic
    Excellent4br Home/Apartment
    Flipkey
    From
    $1,135

Wainscott Travel Guide

A small community in the Town of East Hampton, New York, Wainscott has a tiny population of only 650 people (as of 2010) and is a considered a true hidden gem. Wainscott is known for its lush nature, grand homes, and picturesque beach. It's a wonderful spot for couples looking for a romantic break or families hoping to spend quality time together.

Things to Do in Wainscott

There's a range of things to do in Wainscott for all types of travelers. Head to Georgica Beach to enjoy a day spent on the long sandy stretches, next to the azure waters. Activities here include swimming, water sports, and exploring the rock formations. The beach is normally very quiet and a secluded feel to it. Elsewhere, the Sag Harbor Whaling & Historical Museum is the place to learn all about the community's whaling history, complete with the largest collection of whaling equipment in New York state. The museum has boats, art, and interesting items on display, all stored in a stunning white mansion. For the adults in the group, head to the Wölffer Estate Vineyard after a long day of exploring, to sample the local wines and ciders, as well as learn about the production process. The estate also boasts a winery, kitchen, winestand, and stables, so there's plenty to keep entertained by.

Best Time to Visit Wainscott

July and August are the warmest months in Wainscott, averaging 80 degrees and having little rainfall. However, this time is also the busiest, and vacation rentals tend to increase in price. Spring is equally beautiful and pleasant but has fewer crowds and slightly cheaper places to stay.

Price and Availability in Wainscott

Most expensive
Most availability
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The cheapest day to stay at a vacation rental in Wainscott tends to be Monday, while the most expensive day tends to be Thursday. Vacation homes in Wainscott 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 Wainscott is in July, while the cheapest month is in December. The most popular time to book a vacation rental in Wainscott is in the high season in August. Wainscott has its low season in January, when less people are visiting and the vacation home occupancy rate drops.

The Weather in Wainscott

Rainy days
58°
7
54° 14°
4
58° 15°
4
65° 25°
6
80° 40°
6
86° 51°
7
94° 62°
4
87° 54°
2
79° 54°
2
84° 40°
6
70° 25°
5
58° 18°
7
Jan
Feb
Mar
Apr
May
Jun
Jul
Aug
Sep
Oct
Nov
Dec
Rainy days

This climate histogram shows you the weather patterns in Wainscott. The warmest months in Wainscott are June and May, when temperatures reach 94 ˚F. The coolest month is December, when temperatures drop to 5 ˚F. The wettest month in Wainscott is January with 7.24 inches of rain, while the driest month is April with 1.55 inches of rain.

What Expert Travelers Think

  • — Site is easy to use; clean, laid out well, good colors and branding, fun logo and title that connects to the purpose of the brand. The blog, vacation destinations, and rental destinations is a great feature and really make the brand stand apart from other sites!

    Laurelle McVicker
    Laurelle McVickerLaurelle McVicker
  • — My favorite thing about AllTheRooms is that it combines both rentals and hotels available so you can see an entire view of what is available in a certain area. I was able to see listings on AllTheRooms that I never even saw on other travel sites!

    Daniella Flores
    Daniella FloresILIKETODABBLE
  • — 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

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