Sag Harbor Vacation Rentals

Our Favorite Vacation Rentals in Sag Harbor

  • Sunny Room in Sag Harbor
     Family Stay
    Booking.com
    From
    $300
  • Sag Harbor Village House of Love
     2br Home/Apartment
    HolidayLettings
    From
    $641
  • Kid’s Beach Haven
     Country House
    Booking.com
    From
    $1,600
  • 5 Min to Bridgehampton n Sag Harbor 8 Min Ocean
     4br Home/Apartment
    HolidayLettings
    From
    $2,605
  • Southampton Waterfront House
     Villa
    Booking.com
    From
    $1,060
  • Beautiful Bridgehampton Home
     5br Home/Apartment
    HolidayLettings
    From
    $2,147
  • Luxury East Hampton Home w/Private Saltwater Pool!
     5br Home/Apartment
    HolidayLettings
    From
    $1,293
  • East Hampton Classic
    Excellent4br Home/Apartment
    Flipkey
    From
    $1,487

Check prices for these upcoming dates

Sag Harbor Vacation Rentals with a Pool

  • Traditional Carriage House - North Haven, NY.
     3br Home/Apartment
    Airbnb
    From
    $901
  • New! Hamptons Sag Harbor Village Pool& Beach House
    Excellent4br Home/Apartment
    Airbnb
    From
    $453
  • Lovely Studio in Sag Harbor Private Entrance
    GoodHome/Apartment
    Airbnb
    From
    $155
  • Compound - Golf, Tennis, Pool, Bocce!
    Excellent7br Home/Apartment
    Airbnb
    From
    $1,342

Sag Harbor Vacation Rentals with Wi-Fi

  • Artists Sag Harbor Village Retreat
    ExcellentHome/Apartment
    Airbnb
    From
    $237
  • Charming Sag Harbor Cape Next to Beach and Village
    Excellent2br Cottage
    Airbnb
    From
    $270
  • Whaling Captain Pierson's Apartment
    Excellent3br Home/Apartment
    Airbnb
    From
    $396
  • Charming 2 Bedroom-Walk to Beach
    Good2br Home/Apartment
    Airbnb
    From
    $492

Sag Harbor Pet-Friendly Vacation Rentals

  • NEW! East Hampton Family Getaway ~2.5 Mi to Beach!
     3br Home/Apartment
    HolidayLettings
    From
    $672
  • Hamptons Lofty Beach Barn - Pet Friendly
    Excellent4br Home/Apartment
    HolidayLettings
    From
    $1,174
  • Beautiful East Hampton Home w/ Hot Tub & Pool!
    Excellent4br Home/Apartment
    HolidayLettings
    From
    $976
  • Amazing Hampton's Styled Getaway
     6br Home/Apartment
    HolidayLettings
    From
    $1,549

Sag Harbor Travel Guide

Sag Harbor is a small village in Suffolk County, New York. The village was founded in the late 18th century and it straddles both the towns of East Hampton and Southampton.

Things to Do in Sag Harbor

Top things to do include visiting the village’s Whaling Museum, which details the town’s former whale trade, relaxing by Otter Pond and exploring the historic Sag Harbor Village District.

There are a few beautiful beaches in the area, including the Foster Memorial Town Beach and Havens Beach.

Best Time to Visit Sag Harbor

The best time to visit Sag Harbor is during the summer months of June, July and August, when the weather is hot and sunny.

Price and Availability in Sag Harbor

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

The Weather in Sag Harbor

Rainy days
88°
5
88° -3°
3
63°
3
99° 10°
7
84° 35°
5
90° 35°
3
97° 53°
3
88° 47°
2
80° 35°
1
129° 30°
6
69° 13°
3
58° 10°
7
Jan
Feb
Mar
Apr
May
Jun
Jul
Aug
Sep
Oct
Nov
Dec
Rainy days

This climate histogram shows you the weather patterns in Sag Harbor. The warmest months in Sag Harbor are March and September, when temperatures reach 129 ˚F. The coolest month is November, when temperatures drop to -3 ˚F. The wettest month in Sag Harbor is January with 7.02 inches of rain, while the driest month is April with 1.1 inches of rain.

What Expert Travelers Think

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    My Anasa
    My AnasaMy Anasa
  • — 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 AllTheRooms because it enables me to compare a range of providers in just one search. I'd normally spend time checking prices across a range of platforms by visiting different websites one-by-one, so this helps me to save time on my accommodation searches while planning my upcoming trips

    Kacie Morgan
    Kacie MorganThe Rare Welsh Bit

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