Sag Harbor Vacation Rentals

Compare 388 available properties from 16 providers
Sag Harbor
Save up to 41%

Best vacation home deals in Sag Harbor

$887
from $527
-41%
1290 ft² House
4 2
Sag Harbor, Southampton, New York, United States
Found on
HomeAway
$389
from $309
-20%
890 ft² House
4 1
Sag Harbor, Southampton, New York, United States
Found on
HomeAway
$1,206
from $896
-26%
2500 ft² House
6 3
Sag Harbor, Southampton, New York, United States
Found on
HomeAway

Compare and find a vacation home meeting your needs among the 388 unique rentals from numerous partner websites in Sag Harbor. With HomeToGo, you can immediately search and compare the prices of each listed property to discover the best deal and save up to 41%.

Recommended vacation rentals in Sag Harbor

Rent a vacation accommodation in Sag Harbor: from $141 per night

$738
from $258
-65%
1290 ft² House
6 3
Noyack, Southampton, New York, United States
5.0
"Excellent" 4 reviews
Found on HomeAway
$332
from $203
-39%
1190 ft² House
4 1
Sag Harbor, Southampton, New York, United States
4.0
"Very good" 2 reviews
Found on HomeAway
from $331
House
4 2
Sag Harbor, Southampton, New York, United States
5.0
"Excellent" 4 reviews
Found on HomeAway
$694
from $335
-52%
1290 ft² Apartment
6 4
Sag Harbor, Southampton, New York, United States
5.0
"Excellent" 10 reviews
Found on HomeAway
$389
from $309
-20%
890 ft² House
4 1
Sag Harbor, Southampton, New York, United States
4.8
"Excellent" 25 reviews
Found on HomeAway
from $508
700 ft² House
2 1
Sag Harbor, Southampton, New York, United States
5.0
"Excellent" 8 reviews
Found on HomeAway
from $348
800 ft² House
3 1
Sag Harbor, Southampton, New York, United States
4.5
"Excellent" 2 reviews
Found on HomeAway
from $373
1190 ft² House
4 2
Sag Harbor, Southampton, New York, United States
5.0
"Excellent" 22 reviews
Found on HomeAway
See all offers

  Vacation homes with fishing spots nearby

from $305
800 ft² House
2 1
Sag Harbor, Southampton, New York, United States
5.0
"Excellent" 20 reviews
Found on HomeAway
from $372
2100 ft² House
4 2
Sag Harbor, Southampton, New York, United States
4.8
"Excellent" 5 reviews
Found on HomeAway
$967
from $463
-52%
1800 ft² House
6 2
Sag Harbor, Southampton, New York, United States
5.0
"Excellent" 1 review
Found on HomeAway
$1,129
from $836
-26%
3000 ft² House
8 4
Sag Harbor, Southampton, New York, United States
4.8
"Excellent" 16 reviews
Found on HomeAway
See all offers

  Vacation rentals with a fireplace

$864
from $469
-46%
1800 ft² House
6 3
Sag Harbor, Southampton, New York, United States
5.0
"Excellent" 2 reviews
Found on HomeAway
$1,133
from $666
-41%
2500 ft² House
6 4
Sag Harbor, Southampton, New York, United States
4.0
"Very good" 1 review
Found on HomeAway
from $375
House
5 2
Sag Harbor, Southampton, New York, United States
5.0
"Excellent" 1 review
Found on HomeAway
from $769
1190 ft² House
5 2
Sag Harbor, Southampton, New York, United States
5.0
"Excellent" 2 reviews
Found on HomeAway
See all offers

  Vacation houses with pools

$374
from $200
-47%
Apartment
4 1
Sag Harbor, Southampton, New York, United States
4.5
"Excellent" 4 reviews
Found on HomeAway
$1,852
from $1,062
-43%
3500 ft² House
10 4
Sag Harbor, Southampton, New York, United States
5.0
"Excellent" 2 reviews
Found on HomeAway
$1,187
from $572
-52%
House
6 3
Sag Harbor, Southampton, New York, United States
5.0
"Excellent" 15 reviews
Found on HomeAway
from $536
3400 ft² House
6 3
Sag Harbor, Southampton, New York, United States
5.0
"Excellent" 8 reviews
Found on HomeAway
See all offers

Popular rental amenities in Sag Harbor

  • Kitchen (310)
  • AC (276)
  • No smoking (273)
  • Internet (271)
  • TV (267)
  • Parking (259)
  • Washer (257)
  • Grill (245)
  • Dishwasher (229)
  • Microwave (228)
  • Fireplace (210)
  • Pool (196)
The above filters will help you find your dream rental in Sag Harbor. You can easily search and find a rental fitting your criteria in Sag Harbor if you need internet access during your vacation or you never miss an episode of your favorite show, as most accommodations include "internet" and "TVs." You could even find accommodations if you want a rental with a jacuzzi (16 rentals include "Jacuzzis" in Sag Harbor) or if you want to sweat it out in a sauna (11 rentals in Sag Harbor include "saunas").

Price and Availability Index Sag Harbor

Vacation Rental Price Information in Sag Harbor

The graph shows average prices of rental prices in Sag Harbor for the next twelve months. Vacation rental prices are the highest in June (6/23 - 6/30). Prices decrease in September to an average of $893 per night (9/22 - 9/29).

Rental Availability Information in Sag Harbor

Check how busy Sag Harbor is with our availability graph. Be careful if you plan to go to Sag Harbor in June, as it comprises the busiest week of the next 12 months (6/30 - 7/7). People tend to travel less to Sag Harbor during a week in September (9/29 - 10/6) when only 20% of the rentals are booked.

The weather in Sag Harbor

37°
30°
39°
30°
45°
36°
55°
45°
64°
54°
73°
63°
79°
70°
77°
66°
72°
61°
63°
54°
50°
43°
46°
37°
Jan.
Feb.
Mar.
Apr.
May
June
July
Aug.
Sep.
Oct.
Nov.
Dec.
- Rainy days

You can see our climate diagram above. July is the warmest month of the year in Sag Harbor with temperatures reaching a maximum average of 78°. January is the coolest month, with average minimal temperature reaching 30°. Bring your umbrella in January, the rainiest month of the year!

In Sag Harbor, nearly all of the 388 accommodations are house rentals, which represent 93.26% of its listed properties. Interestingly, the average price of this specific type of property is $1,091 per night, with an average area of 2,750 ft². Furthermore, these rentals are ideal if you're going in a group of 8, as that is the average number of guests house rentals can host in Sag Harbor. If you would prefer to compare a different accommodation type, you could have a look at apartment rentals, which are the other most typical accommodation type in Sag Harbor. These accommodations cost $721 a night on average and have an average size of 1,710 ft².

Sag Harbor vacation homes are both elegant and tranquil

At the tip of famously glitzy and elegant Long Island lies your beachside vacation home in Sag Harbor, New York. Surrounded by duney beaches, luxury resorts, and charming farms and wineries, the island's 17th century whaling history is still palpable in its atmosphere today.

Show all 388 properties
Food & Drinks

Classy wineries across the bay

With so many wineries on this stretch of coastline, you'll struggle to decide which to choose. Pugliese Vineyards across the bay is a small, family run business with genuine atmosphere that compares favorably to more industrial scale alternatives.

The European-style wines at Lenz Winery are varied and delicious, especially their sparkling wines. Channing Daughters Vineyard has thirty acres of vineyards, interspersed with the surreal sculptures of the owner Walter Channing, creating a dreamlike atmosphere at this vineyard.

Art & Culture

Learn about America's greats

It won't surprise you to know that America's best known painter was inspired by this area of Long Island and even had a studio here. Jackson Pollock and his wife, fellow artist Lee Krasner lived in nearby Springs, creating some of their most important work here.

Peggy Guggenheim has since transformed their house and studio into a museum where you can learn more about the lives and work of these seminal American painters.

Local Attractions

Discovering the hidden secrets of Long Island

Why not explore the Sunken Forest in South Shore? The 300-year-old forest is wound with trails and provides both shade in summer and flame-colored visuals in fall. The beach to the south of the forest is rugged yet still accessible, and normally less busy than others in the area.

Another outpost worth exploring is the Shinnecock reservation, near Southampton. The tribe run a living history museum dedicated to Native American life and hold special events like craft fairs, children's programs, and dance performances.

We compare more than 250 providers, including:

Booking.com Vacation Rentals in Sag Harbor VRBO Vacation Rentals in Sag Harbor HomeAway Vacation Rentals in Sag Harbor TripAdvisor Vacation Rentals in Sag Harbor VacationRentals.com Vacation Rentals in Sag Harbor HouseTrip Vacation Rentals in Sag Harbor FlipKey Vacation Rentals in Sag Harbor Wimdu Vacation Rentals in Sag Harbor 9flats.com Vacation Rentals in Sag Harbor VaycayHero Vacation Rentals in Sag Harbor PerfectPlaces.com Vacation Rentals in Sag Harbor Homestay.com Vacation Rentals in Sag Harbor only-apartments Vacation Rentals in Sag Harbor Interhome Vacation Rentals in Sag Harbor Bedycasa Vacation Rentals in Sag Harbor Novasol Vacation Rentals in Sag Harbor HomeEscape Vacation Rentals in Sag Harbor

Vacation destinations near Sag Harbor