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Long Island Vacation Rentals

Find 7,215 available offers from 9 partners
Long Island
Anytime
Guests

Choose the perfect vacation rental

Price per night
Up to $100
$100 - $199
From $200
Accommodation types
Cabin
Lodge
House
Rating
4.5+
4+

A perfect mix of culture and nature with vacation homes in Long Island

Just outside of New York, you'll find vacation homes on Long Island to suit your style. Whether you want a loft-like apartment or a country escape, your rental won't be far from fabulous culture and the Atlantic coastline. What more could you wish for?

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Best Vacation Home Deals on Long Island

Save up to 52%

House Hampton Bays
Jan 6 - Jan 13
-50%
$773
$385 per night
House ∙ 6 guests ∙ 2 bedrooms

Lovely Vacation Home in Hampton Bays

Hampton Bays, Southampton, New York, United States
Details
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Resort Montauk
Jan 5 - Jan 12
-52%
$1,268
$609 per night
Resort ∙ 127 guests ∙ 2 bedrooms

Resort in Montauk with Pool, Hot Tub & Patio

4.0
Very good
Montauk, East Hampton, New York, United States
Free cancellation
Details
Agoda
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House Flanders
Dec 16 - Dec 23
-16%
$911
$769 per night
House ∙ 2 guests ∙ 1 bedroom

Beautiful House in Flanders with Yard & Patio

Flanders, Southampton, New York, United States
Details
FlipKey
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7,215 fantastic properties from 9 vacation rental websites are available in Long Island, from $138 per night. HomeToGo instantly sorts all of these accommodations to help you save up to 50%!

Top-Rated Offers and Accommodations on Long Island

Book Vacation Rentals with the Highest User Rating

House Northwest Harbor
Dec 30 - Jan 6
$895 per night
House ∙ 6 guests ∙ 3 bedrooms

Vacation Home in Northwest Harbor with Modern Pool

5.0
Outstanding (1 rating)
Northwest Harbor, East Hampton, New York, United States
Details
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House Westhampton
Dec 16 - Dec 23
-36%
$1,614
$1,037 per night
House ∙ 16 guests ∙ 6 bedrooms

Family Friendly Rental Vacation Home in Westhampton with In-Ground Pool

5.0
Outstanding (1 rating)
Westhampton, Southampton, New York, United States
Details
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House Montauk
Dec 16 - Dec 23
$1,912 per night
House ∙ 6 guests ∙ 2 bedrooms

Pleasant Vacation Home in Montauk with Patio & Yard

4.6
Excellent (8 ratings)
Montauk, East Hampton, New York, United States
Details
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Recommended Vacation Rentals on Long Island

Find your perfect vacation rental on Long Island: from $138 per night

House Hampton Bays
$370 per night
House ∙ 10 guests ∙ 5 bedrooms

Vacation Home in Hampton Bays with Seasonal Pool

Hampton Bays, Southampton, New York, United States
Details
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House Tuckahoe
$610 per night
House ∙ 10 guests ∙ 2 bedrooms

Vacation Home in Tuckahoe with Open Balcony + Amazing Views

Tuckahoe, Southampton, New York, United States
Details
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House Montauk
$3,208 per night
House ∙ 16 guests ∙ 7 bedrooms

House in Montauk with Yard, Grill & Pool + Ocean View

Montauk, East Hampton, New York, United States
Details
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House Fire Island
$649 per night
House ∙ 10 guests ∙ 3 bedrooms

Vacation Home in Fire Island with Grill

Fire Island, Suffolk County, New York, United States
Details
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House North Fork
$252 per night
House ∙ 9 guests ∙ 4 bedrooms

Family Friendly Lovely Vacation Home in North Fork with Indoor Fireplace

North Fork, Northville, New York, United States
Details
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House Sag Harbor
$721 per night
House ∙ 10 guests ∙ 4 bedrooms

Vacation Home in Sag Harbor with Wood-Burning Fireplace

5.0
Outstanding (6 ratings)
Sag Harbor, Southampton, New York, United States
Details
Vrbo
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Cabin North Fork
$276 per night
Cabin ∙ 6 guests ∙ 2 bedrooms

Cabin in North Fork with Grill & Yard

North Fork, Northville, New York, United States
Details
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House Montauk
$138 per night
House ∙ 2 guests ∙ 1 bedroom

Vacation Home in Montauk with Grill & Yard

Montauk, East Hampton, New York, United States
Details
Vrbo
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Motel Calverton
Feb 20 - Feb 27
-18%
$170
$139 per night
Motel ∙ 4 guests ∙ 1 bedroom

Motel in Calverton with Grill & Yard

3.3
Calverton, Riverhead, New York, United States
Details
Agoda
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Budget-friendly Rentals on Long Island

Find Fantastic yet Inexpensive Rentals

House Lake Ronkonkoma
$213 per night
House ∙ 4 guests ∙ 2 bedrooms

Beautiful Vacation Home in Lake Ronkonkoma

3.8
Good (5 ratings)
Lake Ronkonkoma, Brookhaven, New York, United States
Details
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House North Fork
$438 per night
House ∙ 7 guests ∙ 3 bedrooms

House in North Fork with Grill, Yard & Pool

5.0
Outstanding (1 rating)
North Fork, Northville, New York, United States
Details
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House Wading River
$504 per night
House ∙ 12 guests ∙ 6 bedrooms

House in Wading River with Free Parking + One-Of-A-Kind Views

Wading River, Riverhead, New York, United States
Details
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Vacation rentals with Wi-Fi

Stay connected while traveling and book a Long Island accommodation with high-speed internet.

House Flanders
$163 per night
House ∙ 6 guests ∙ 2 bedrooms

Vacation Home in Flanders with Grill & Yard

5.0
Outstanding (1 rating)
Flanders, Southampton, New York, United States
Internet
Details
Vrbo
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Apartment East Quogue
$178 per night
Apartment ∙ 3 guests ∙ 1 bedroom

Rental Apartment in East Quogue

East Quogue, Southampton, New York, United States
Internet
Details
Vrbo
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House North Fork
$283 per night
House ∙ 5 guests ∙ 2 bedrooms

Pleasant Vacation Home in North Fork with Grill & Yard

North Fork, Northville, New York, United States
Internet
Details
Vrbo
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Apartments and vacation rentals with a kitchen

Cook up a feast on your next vacation and book a Long Island rental with full kitchen.

Villa Amagansett
Dec 16 - Dec 23
$1,878 per night
Villa ∙ 10 guests ∙ 5 bedrooms

Villa in Amagansett with Gunite Pool

Amagansett, East Hampton, New York, United States
Kitchen
Details
FlipKey
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House Fire Island
Dec 16 - Dec 23
$2,695 per night
House ∙ 12 guests ∙ 5 bedrooms

House in Fire Island with Patio

Fire Island, Suffolk County, New York, United States
Kitchen
Details
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Apartment Sayville
Dec 11 - Dec 18
-48%
$413
$217 per night
Apartment ∙ 4 guests ∙ 1 bedroom

Rental Apartment in Sayville with Grill

Sayville, Islip, New York, United States
Kitchen
Details
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Vacation rentals and apartments with air conditioning

Keep cool during your trip to Long Island and book a vacation rental with air conditioning.

Cottage Flanders
$488 per night
Cottage ∙ 6 guests ∙ 2 bedrooms

Lovely Cottage in Flanders with Grill & Yard + Spectacular View

Flanders, Southampton, New York, United States
Air conditioning
Details
Vrbo
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House Flanders
$188 per night
House ∙ 8 guests ∙ 4 bedrooms

Vacation Home in Flanders

Flanders, Southampton, New York, United States
Air conditioning
Details
Vrbo
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House Riverside
$207 per night
House ∙ 2 guests ∙ 1 bedroom

House in Riverside

Riverside, Southampton, New York, United States
Air conditioning
Details
Vrbo
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Popular Rental Amenities on Long Island

  • Pool (4,287)
  • WiFi (6,990)
  • Kitchen (5,431)
  • Air conditioning (6,648)
  • Pet-friendly (1,753)
  • TV (6,289)
  • Washing machine (4,505)
  • Parking (311)
  • Balcony/patio (1,742)
  • Dishwasher (3,776)
  • Grill (4,384)
  • Microwave (5,030)

Many vacationers pay a closer look at the vacation rentals providing a pool. More than half of the properties have one there. Interestingly, HomeToGo's data shows that more hotel room have a pool than aparthotel. Additionally, they can host 6 vacationers, on average, while aparthotel with pools can welcome an average of 5 guests. In Long Island, many of the accommodations with a pool are close to the water.

Price and Availability Index in Long Island

Click on any bar to see price and availability information

Vacation Rental Price Information on Long Island

We rendered price information data on the above graph to give you more insights on prices on Long Island. Prices rise in August and reach an average of $1,588 a night (8/3 – 8/10), making it the most expensive time to book a rental in the next 12 months. Prices decrease in February to an average of $982 per night (2/17 – 2/24).

Rental availability information on Long Island

This graph shows the vacation rental availability rate for the next twelve months. Be careful if you plan to go to Long Island in May, as it comprises the busiest week of the next 12 months (5/25 – 6/1). December (12/16 – 12/23) has got the highest percentage of available rentals.

The Weather on Long Island

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4°
-5°
13 days 13
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4°
-5°
14 days 14
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9°
0°
13 days 13
max.
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15°
5°
12 days 12
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21°
11°
12 days 12
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25°
16°
12 days 12
max.
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29°
20°
11 days 11
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28°
19°
10 days 10
max.
Min.
25°
15°
9 days 9
max.
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19°
9°
12 days 12
max.
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13°
3°
8 days 8
max.
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9°
1°
15 days 15
Jan.
Feb.
Mar.
Apr.
May
June
July
Aug.
Sep.
Oct.
Nov.
Dec.
- Rainy days

This is the climate diagram on Long Island. In July maximum temperatures go higher than 29°. On the other hand, you could have temperatures dropping under -5° in January. The rainiest month is December while the driest month is November.

7-Day Weather Forecast on Long Island

Fri., 8 Dec.
6°
5°

20%

2 h

6 km/h

Sat., 9 Dec.
11°
8°

0%

1 h

6 km/h

Sun., 10 Dec.
14°
13°

15%

0 h

36 km/h

Mon., 11 Dec.
8°
5°

5%

2 h

42 km/h

Tue., 12 Dec.
6°
6°

0%

6 h

17 km/h

Wed., 13 Dec.
8°
6°

0%

3 h

33 km/h

Thu., 14 Dec.
6°
5°

10%

2 h

25 km/h

Where to find the best food on Long Island?

Famous for its wine

Tour the scenic vineyards in this part of the country, or sample some of their outputs at one of many wineries. Wine tastings are a fun way of increasing your appreciation of one of life's great pleasures. Long Island is famous for its wine, but why not try a brewery tour? The beverage is gaining popularity on the island, and dozens of craft breweries have opened their doors all along the coast. The best news is that you'll be escorted between breweries by a professional driver.

What are the best activities for families on Long Island?

Long Island for little people

There's so much to do with children on Long Island. From fruit picking in the summer to farms, zoos, and amusement parks - you're guaranteed to have a blast. Long Island Farm Country combines the bucolic bliss of the area with petting zoos, fruit picking, and tasty treats. Children never forget summer camp on Long Island where they get to explore all its outward bound activities and cultural attractions with newfound best friends.

What are the must-see attractions on Long Island?

Sights to long for

Sagamore Hill

The family abode of the famous 26th President of the United States, this Summer White House was selected for the splendor of its natural surroundings and attracted international attention during Theodore Roosevelt's presidency. Guided tours welcome you into the president's world and a fascinating period of history.

Old Westbury Gardens

It's no surprise that Old Westbury Gardens features on the National Register of Historic Places. Designed by Englishman George Crawley, their 200 acres surround his Charles II style mansion. Discover formal gardens profuse with scenic vistas, lakes and elegance.

Nassau County Museum of Art

This cultural resource has a wonderful art collection, featuring extraordinary creations by leading artists. See art interact with nature in the delightful sculpture garden, learn about historical art movements, and enjoy screenings of art house movies and documentaries. Summer art studios engage the community with an exhilarating array of events and programs.

Robert Moses State Park

Four million annual visitors to this delightful beachfront park, and who can blame them? An 18 hole pitch and put course, volleyball courses, and surf shops provide hours of entertainment during your blissful vacation.

Tobay Beach

Surf and bathe in the Atlantic ocean, or hop aboard one of 150 boats moored at the marina and head out into the deep blue. Be sure to visit the Seafood Shack for scrumptious meals you can savor as you look out over that seemingly endless ocean.

Information about vacation rentals on Long Island

🏡 Vacation rentals available 7,213 homes
💳 Possible discounts up to 16%
🌙 Nightly prices starting at $129
⭐ Popular amenities Pool, Internet and Kitchen
🐾 Pet friendly homes 1,742 homes
🏊 Vacation rentals with pools 4,285 homes

Frequently Asked Questions

What is the typical price of a vacation home on Long Island?

The nightly price for accommodation on Long Island starts at $129.

What is the typical availability of House rental on Long Island?

We found 7,213 vacation homes on Long Island available for your next trip.

What are the most popular vacation home amenities on Long Island?

When looking to book a vacation home on Long Island, the most requested amenities include Pool, Internet, and Kitchen.

How many House rental and Cottage can I find on Long Island?

Long Island has 7,213 House rental and Cottage available to book.

What's the best month to visit Long Island?

The warmest time of year on Long Island is July and August, with the nightly price of a vacation home starting at $129.

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