Holiday houses & accommodation on Long Island - HomeToGo base64Hash Holiday houses & accommodation on Long Island - HomeToGo

Holiday houses & accommodation on Long Island

Find 7,697 available offers from 23 partners
Long Island
Anytime
Guests
Long Island
Anytime
Guests

Popular Filters to find the Perfect Letting on Long Island

Pets allowed
1 Bedroom
2 Adults
House
4 Adults
Farmhouse
200 m to water

Vacation rentals and apartments with air conditioning

Good weather while travelling is always brilliant - and it's an added bonus to be able to control the temperature in your holiday letting too. Find holiday rentals on Long Island with air conditioning to make your visit even more comfortable.

House  North Bellport
$228 per night
House ∙ 4 guests ∙ 3 bedrooms

Child Friendly Entire House in North Bellport with Large Barbecue

4.5
Excellent (31 ratings)
North Bellport, Brookhaven, New York, United States
Air conditioning
Details
stayz
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House  Middle Island
$625 per night
House ∙ 15 guests ∙ 5 bedrooms

Holiday Home in Middle Island with Terrace & Barbecue

4.7
Excellent (15 ratings)
Middle Island, Brookhaven, New York, United States
Air conditioning
Details
stayz
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House  North Bellport
$692 per night
House ∙ 8 guests ∙ 4 bedrooms

Nice House in North Bellport with Pool

5.0
Outstanding (2 ratings)
North Bellport, Brookhaven, New York, United States
Air conditioning
Details
stayz
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Best holiday homes with a patio or terrace

Want to enjoy even more amazing views on Long Island? Take a look at our top Long Island holiday rentals with patios and balconies.

House  Coram
$654 per night
House ∙ 15 guests ∙ 4 bedrooms

Holiday Home in Coram with Terrace, Garden & Barbecue

4.0
Very good (2 ratings)
Coram, Brookhaven, New York, United States
Balcony/Patio
Details
stayz
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House  Yaphank
$523 per night
House ∙ 10 guests ∙ 4 bedrooms

House in Yaphank with Garden, Barbecue & Pool

Yaphank, Brookhaven, New York, United States
Balcony/Patio
Details
stayz
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Apartment  Medford
$660 per night
Apartment ∙ 5 guests ∙ 1 bedroom

Holiday Apartment in Medford with Terrace, Garden & Barbecue

5.0
Outstanding (2 ratings)
Medford, Brookhaven, New York, United States
Balcony/Patio
Details
stayz
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Most popular holiday houses with a fireplace

A rental with a fireplace - what could make a holiday on Long Island more snug? Find accommodation for your trip today, and start looking forward to cosy evenings on Long Island spent relaxing by the fire.

House  Shirley
$216 per night
House ∙ 6 guests ∙ 3 bedrooms

Holiday Home in Shirley with Terrace

Shirley, Brookhaven, New York, United States
Fireplace
Details
stayz
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Cottage  North Bellport
$980 per night
Cottage ∙ 8 guests ∙ 4 bedrooms

Cottage in North Bellport with Pool

North Bellport, Brookhaven, New York, United States
Fireplace
Details
HomeToGo
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Apartment  Shirley
$400 per night
Apartment ∙ 4 guests ∙ 1 bedroom

Pleasant Holiday Apartment in Shirley with Pool

5.0
Outstanding (4 ratings)
Shirley, Brookhaven, New York, United States
Fireplace
Details
stayz
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Best holiday rental deals on Long Island

Save up to 33%

House Rocky Point
19 Oct - 26 Oct
-33%
$1,222
$819 per night
House ∙ 8 guests ∙ 3 bedrooms

Family Friendly Holiday Home in Rocky Point with Terrace & Barbecue + Unbeatable Views

4.9
Outstanding (138 ratings)
Rocky Point, Brookhaven, New York, United States
Details
stayz
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House North Bellport
29 Mar - 5 Apr
-15%
$828
$702 per night
House ∙ 8 guests ∙ 4 bedrooms

Lovely House in North Bellport with Pool

North Bellport, Brookhaven, New York, United States
Free cancellation
Details
Evolve
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Discover a holiday rental that fits your preferences among the 7,697 welcoming properties from numerous holiday letting websites in Long Island. Our website instantaneously evaluates the accommodation options so you can save up to 77%.

Recommended holiday rentals on Long Island

Rent a holiday home, apartment or cottage on Long Island from just $156 per night

House West Hampton Dunes
$957 per night
House ∙ 10 guests ∙ 4 bedrooms

House in West Hampton Dunes with Terrace & Barbecue + Ocean Views

4.7
Excellent (20 ratings)
West Hampton Dunes, Southampton, New York, United States
Details
stayz
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House Fire Island
$581 per night
House ∙ 10 guests ∙ 3 bedrooms

Nice Holiday Home in Fire Island with Private Pool + Close to Beach

4.5
Excellent (27 ratings)
Fire Island, Suffolk County, New York, United States
Details
stayz
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House Fire Island
$683 per night
House ∙ 10 guests ∙ 3 bedrooms

Lovely Holiday Home in Fire Island with French Balcony + Unobstructed Views

5.0
Outstanding (12 ratings)
Fire Island, Suffolk County, New York, United States
Details
stayz
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House Montauk
$244 per night
House ∙ 12 guests ∙ 5 bedrooms

Beautiful House in Montauk with Double Garage

5.0
Outstanding (54 ratings)
Montauk, East Hampton, New York, United States
Details
stayz
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House West Hampton Dunes
$939 per night
House ∙ 12 guests ∙ 5 bedrooms

Holiday Home in West Hampton Dunes with Terrace & Barbecue + Water Views

West Hampton Dunes, Southampton, New York, United States
Details
stayz
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House Shelter Island Heights
$569 per night
House ∙ 8 guests ∙ 4 bedrooms

House in Shelter Island Heights with Barbecue, Terrace & Garden + Water Views

4.9
Outstanding (31 ratings)
Shelter Island Heights, Shelter Island, New York, United States
Details
stayz
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House Wading River
$572 per night
House ∙ 10 guests ∙ 4 bedrooms

House in Wading River with Beautiful Fireplace + Panoramic Views + Close to Beach

4.9
Outstanding (62 ratings)
Wading River, Riverhead, New York, United States
Details
stayz
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House Fire Island
$1,061 per night
House ∙ 8 guests ∙ 4 bedrooms

Holiday Home in Fire Island with Free Parking + Panoramic Views + Beach Nearby

4.7
Excellent (22 ratings)
Fire Island, Suffolk County, New York, United States
Details
stayz
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House Wading River
$430 per night
House ∙ 8 guests ∙ 4 bedrooms

Holiday Home in Wading River with Free Parking

5.0
Outstanding (9 ratings)
Wading River, Riverhead, New York, United States
Details
stayz
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Budget-friendly Accommodation on Long Island

Find Fantastic yet Inexpensive Accommodation

House Fire Island
24 Sept - 1 Oct
$886 per night
House ∙ 10 guests ∙ 3 bedrooms

Nice House in Fire Island with Private Pool + Beach Nearby

4.5
Excellent (27 ratings)
Fire Island, Suffolk County, New York, United States
Details
Vacasa
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House Fire Island
$650 per night
House ∙ 10 guests ∙ 5 bedrooms

House in Fire Island with Free Parking

4.6
Excellent (8 ratings)
Fire Island, Suffolk County, New York, United States
Details
stayz
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House Fire Island
$1,103 per night
House ∙ 10 guests ∙ 5 bedrooms

Holiday Home in Fire Island with Private Pool + Ocean View

4.6
Excellent (10 ratings)
Fire Island, Suffolk County, New York, United States
Details
stayz
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Top-Rated Accommodation on Long Island

Book Holiday Offers with the Highest User Rating

House Sound Beach
$900 per night
House ∙ 12 guests ∙ 4 bedrooms

House in Sound Beach with Garden, Barbecue & Terrace + Amazing Views

4.8
Outstanding (115 ratings)
Sound Beach, Brookhaven, New York, United States
Details
stayz
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House Fire Island
19 Oct - 26 Oct
-30%
$1,530
$1,070 per night
House ∙ 10 guests ∙ 5 bedrooms

Wonderful House in Fire Island with Terrace, Pool & Barbecue

4.6
Excellent (10 ratings)
Fire Island, Suffolk County, New York, United States
Details
Vacasa
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House Fire Island
2 June - 9 June
-38%
$1,243
$766 per night
House ∙ 10 guests ∙ 5 bedrooms

Nice Holiday Home in Fire Island with Terrace & Barbecue

4.6
Excellent (8 ratings)
Fire Island, Suffolk County, New York, United States
Details
Vacasa
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Popular holiday rental amenities on Long Island

  • WiFi (7,480)
  • Kitchen (5,615)
  • TV (6,751)
  • Washing machine (4,639)
  • Air conditioning (7,358)
  • Microwave (5,238)
  • No smoking (7,480)
  • Balcony/patio (4,701)
  • Pool (4,571)
  • Dishwasher (3,773)
  • Pet-friendly (1,880)
  • No pets (5,893)

You will have a lot of holiday lettings to compare and choose from if you are looking for a holiday rental with a pool in Long Island. Hotel room with pools in Long Island are a great choice for groups of 7 and have an average cost of $1,565 per night. If, ideally, you would like to be near the water, many of the accommodation options offering a pool are situated within 2 kilometres of the waterfront.

The weather on Long Island

max.
Min.

-5°
13 days 13
max.
Min.

-5°
14 days 14
max.
Min.

13 days 13
max.
Min.
15°
12 days 12
max.
Min.
21°
11°
12 days 12
max.
Min.
25°
16°
12 days 12
max.
Min.
29°
20°
11 days 11
max.
Min.
28°
19°
10 days 10
max.
Min.
25°
15°
9 days 9
max.
Min.
19°
12 days 12
max.
Min.
13°
8 days 8
max.
Min.

15 days 15
Jan.
Feb.
Mar.
Apr.
May
June
July
Aug.
Sep.
Oct.
Nov.
Dec.
- Rainy days

You can see our climate diagram above. During July, maximum temperatures go up to more than 29° Conversely, January is the coolest month on Long Island, with temperatures going under -5°. The rainiest month is December while the driest month is November.

7-Day Weather Forecast on Long Island

Mon, 22 Apr
12°
11°

0%

6 h

12 km/h

Tue, 23 Apr
13°
10°

0%

6 h

19 km/h

Wed, 24 Apr
16°
12°

15%

0 h

22 km/h

Thu, 25 Apr
13°
10°

15%

6 h

8 km/h

Fri, 26 Apr
14°
13°

10%

6 h

9 km/h

Sat, 27 Apr
13°
12°

10%

3 h

15 km/h

Sun, 28 Apr
10°

15%

0 h

11 km/h

Holiday Rentals & Accommodation in Long Island

Information about holiday rentals on Long Island

🏡 Holiday rentals available 7,697 rentals
💳 Discounts available up to 77%
🌙 Nightly prices from $156
⭐ Popular amenities Internet, Kitchen and TV
🐾 Pet friendly lettings 1,878 properties
🏊 Holiday rentals with pools 4,521 properties
4 reviews
Long Island holiday lettings have an average rating of 3.8/5 across 4 reviews left by travellers.

Frequently Asked Questions

How much should I expect to pay for a holiday letting on Long Island?

When visiting Long Island, you can find holiday rentals from as little as $156 per night.

How many holiday accommodation offers will I find on Long Island?

Visit Long Island in June for the greatest choice of accommodation. This is the month during which the largest amount of House rental and Cottage are available.

What holiday rental amenities do people typically look for when visiting Long Island?

In terms of holiday home amenities, travellers visiting Long Island most often look for Internet, Kitchen and TV.

How many accommodation offers are there on Long Island?

There are 7,697 holiday rental offers on Long Island, with plenty of House rental and Cottage available.

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