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

Holiday houses & accommodation on Long Island

Find 10,708 available holiday rentals from 22 partners
Anytime
1 guest
Anytime
1 guest

  • Price per night

    • Up to $100
    • $100 - $199
    • From $200

  • Accommodation types

    • Apartment
    • House
    • Bed and breakfast

  • Rating

    • 4.5+
    • 4+

  • Booking Options

    • Instant Booking

  • Services

    • WiFi
    • Kitchen
    • TV
    • Washing machine
    • Air conditioning
    • Microwave
    • Balcony/patio
    • Pool
    • Dishwasher
    • Fireplace
    • Hot tub
    • Parking
    • Yard
    • Sauna
    • Cot
    Show more

  • Accommodation type

    • No smoking
    • Pet-friendly
    • No pets
    • Wheelchair access

  • Activities

    • Grill
    • Fishing

Top 15 Recommended holiday rentals on Long Island

Rent a holiday home, apartment or cottage on Long Island from just $179 per night!

House Montauk
House ∙ 10 guests ∙ 3 bedrooms

House

Montauk, East Hampton, New York, United States
from $1,693
per night
Outstanding(83 ratings)
stayz
from $1,693
per night
View deal
stayz
House Hampton Bays
House ∙ 13 guests ∙ 7 bedrooms

511 m² House

Hampton Bays, Southampton, New York, United States
from $1,385
per night
Excellent(79 ratings)
stayz
from $1,385
per night
View deal
stayz
House Hampton Bays
House ∙ 12 guests ∙ 5 bedrooms

House

Hampton Bays, Southampton, New York, United States
from $891
per night
Outstanding(144 ratings)
stayz
from $891
per night
View deal
stayz
House East Patchogue
House ∙ 14 guests ∙ 5 bedrooms

House

East Patchogue, Brookhaven, New York, United States
from $1,494
per night
Outstanding(12 ratings)
stayz
from $1,494
per night
View deal
stayz
House Montauk
House ∙ 6 guests ∙ 3 bedrooms

242 m² House

Montauk, East Hampton, New York, United States
from $1,104
per night
Outstanding(70 ratings)
stayz
from $1,104
per night
View deal
stayz
House Montauk
House ∙ 10 guests ∙ 4 bedrooms

223 m² House

Montauk, East Hampton, New York, United States
from $864
per night
Outstanding(53 ratings)
stayz
from $864
per night
View deal
stayz
House Westhampton Beach
House ∙ 7 guests ∙ 4 bedrooms

186 m² House

Westhampton Beach, Southampton, New York, United States
from $1,006
per night
Outstanding(95 ratings)
stayz
from $1,006
per night
View deal
stayz
House North Fork
House ∙ 8 guests ∙ 4 bedrooms

149 m² House

North Fork, Northville, New York, United States
from $790
per night
Outstanding(31 ratings)
stayz
from $790
per night
View deal
stayz
House Westhampton Beach
House ∙ 12 guests ∙ 6 bedrooms

390 m² House

Westhampton Beach, Southampton, New York, United States
from $620
per night
Outstanding(201 ratings)
stayz
from $620
per night
View deal
stayz
Cottage Fire Island
Cottage ∙ 10 guests ∙ 4 bedrooms

Cottage

Fire Island, Suffolk County, New York, United States
from $974
per night
Outstanding(25 ratings)
stayz
from $974
per night
View deal
stayz
House Montauk
House ∙ 12 guests ∙ 5 bedrooms

242 m² House

Montauk, East Hampton, New York, United States
from $321
per night
Outstanding(51 ratings)
stayz
from $321
per night
View deal
stayz
House Noyack
House ∙ 10 guests ∙ 7 bedrooms

House

Noyack, Southampton, New York, United States
from $929
per night
Outstanding(65 ratings)
stayz
from $929
per night
View deal
stayz
House Hampton Bays
House ∙ 6 guests ∙ 4 bedrooms

162 m² House

Hampton Bays, Southampton, New York, United States
from $557
per night
Outstanding(16 ratings)
stayz
from $557
per night
View deal
stayz
House Fire Island
House ∙ 10 guests ∙ 5 bedrooms

House

Fire Island, Suffolk County, New York, United States
from $1,269
per night
Excellent(20 ratings)
stayz
from $1,269
per night
View deal
stayz
House Montauk
House ∙ 8 guests ∙ 4 bedrooms

House

Montauk, East Hampton, New York, United States
from $788
per night
Outstanding(28 ratings)
stayz
from $788
per night
View deal
stayz

Best vacation rentals with a balcony

House North Fork
29 Mar - 5 Apr
-38%
$1,199
$739 per night
House ∙ 8 guests ∙ 3 bedrooms

168 m² House

North Fork, Northville, New York, United States
Balcony
HomeToGo
View deal
House North Sea
18 Mar - 25 Mar
-4%
$1,587
$1,523 per night
House ∙ 12 guests ∙ 5 bedrooms

400 m² House

North Sea, Southampton, New York, United States
Balcony
HomeToGo
View deal
House Springs
6 Dec - 13 Dec
-55%
$3,450
$1,544 per night
House ∙ 10 guests ∙ 1 bedroom

372 m² House

Springs, East Hampton, New York, United States
Free cancellation
Balcony
HomeToGo
View deal
See all offers

Best holiday homes with a patio or terrace

House Rocky Point
10 Jan - 17 Jan
-58%
$1,310
$549 per night
House ∙ 6 guests ∙ 3 bedrooms

209 m² House

4.9
Outstanding(63 ratings)
Rocky Point, Brookhaven, New York, United States
Free cancellation
Balcony/Patio
HomeToGo
View deal
Cottage Springs
22 Mar - 29 Mar
-48%
$1,282
$667 per night
Cottage ∙ 4 guests ∙ 2 bedrooms

78 m² Cottage

5.0
Outstanding(54 ratings)
Springs, East Hampton, New York, United States
Balcony/Patio
HomeToGo
View deal
House West Hampton Dunes
26 Mar - 2 Apr
-38%
$846
$529 per night
House ∙ 10 guests ∙ 3 bedrooms

169 m² House

4.5
Excellent
West Hampton Dunes, Southampton, New York, United States
Balcony/Patio
Vacasa
View deal
See all offers

Best holiday rental deals on Long Island

Save up to 36%

House Sayville
7 May - 14 May
-36%
$1,085
$690 per night
House ∙ 10 guests ∙ 4 bedrooms

199 m² House

5.0
Outstanding(1 rating)
Sayville, Islip, New York, United States
Free cancellation
HomeToGo
View deal

Discover a holiday rental that fits your preferences among the 10,708 welcoming properties from numerous holiday letting websites in Long Island. Our website instantaneously evaluates the accommodation options so you can save up to 36%.

Budget-friendly Accommodation on Long Island

Find Fantastic yet Inexpensive Accommodation

House Wading River
from $1,114 per night
House ∙ 9 guests ∙ 4 bedrooms

260 m² House

4.9
Outstanding(34 ratings)
Wading River, Riverhead, New York, United States
stayz
View deal
Cottage Fair Harbor
from $1,035 per night
Cottage ∙ 11 guests ∙ 5 bedrooms

149 m² Cottage

4.9
Outstanding(47 ratings)
Fair Harbor, Fire Island, New York, United States
stayz
View deal
House Sagaponack
from $227 per night
House ∙ 6 guests ∙ 3 bedrooms

214 m² House

5.0
Outstanding(19 ratings)
Sagaponack, Southampton, New York, United States
stayz
View deal

Top-Rated Accommodation on Long Island

Book Holiday Offers with the Highest User Rating

House Montauk
from $1,246 per night
House ∙ 8 guests ∙ 4 bedrooms

186 m² House

5.0
Outstanding(61 ratings)
Montauk, East Hampton, New York, United States
stayz
View deal
House Fire Island
from $860 per night
6 guests ∙ 2 bedrooms

House

4.7
Excellent(31 ratings)
Fire Island, Suffolk County, New York, United States
stayz
View deal
House Montauk
from $1,935 per night
House ∙ 8 guests ∙ 4 bedrooms

279 m² House

5.0
Outstanding(31 ratings)
Montauk, East Hampton, New York, United States
stayz
View deal

Why choose HomeToGo?

Securely pay and stay your way

Securely pay and stay your way

Choose local, trusted payment methods, plus trip insurance and add-on services.

Award-winning customer service

Award-winning customer service

Experience seamless, hands-on support for any booking questions or concerns.

Verified reviews

Verified reviews

Trust in the quality and comfort of your stay with verified guest reviews.

Price clarity, no surprises

Price clarity, no surprises

Spend your budget exactly as planned by comparing thousands of providers.

Smart search made simple

Smart search made simple

Transform holiday planning into a joy with advanced, AI-powered search tools.

Find your dream stay

Find your dream stay

Explore 15 million+ rentals, the world’s biggest selection of holiday homes.

Popular holiday rental amenities on Long Island

  • WiFi (10,172)
  • Kitchen (8,165)
  • TV (9,106)
  • Washing machine (4,554)
  • Air conditioning (10,009)
  • Microwave (7,255)
  • No smoking (10,083)
  • Balcony/patio (4,645)
  • Pool (5,835)
  • Dishwasher (3,816)
  • Pet-friendly (3,455)
  • No pets (7,255)

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 6 and have an average cost of $1,640 per night. If, ideally, you would like to be near the water, nearly half of the accommodation options offering a pool are situated within 2 kilometres of the waterfront.

Price and Availability Index in Long Island

Click on any bar to see price and availability information

Holiday Rental Price Information on Long Island

The price graph will give you the nightly price average for the upcoming months. It is during a week of August (23/08 – 30/08) that you will find the highest prices for the next months. On average, the most interesting prices are in a week of November (01/11 – 08/11) as the average price is only $1,149 per night.

Rental availability information on Long Island

This graph shows the holiday letting availability rate for the next twelve months. The week with the least available rentals is in November (08/11 – 15/11), with only 2% of the rentals available. Conversely, 60% of the lettings are still available during a week in May (31/05 – 07/06).

Holiday Rentals & Accommodation in Long Island

Information about holiday rentals on Long Island

🏡 Holiday rentals available 10,708 rentals
💳 Discounts available up to 36%
🌙 Nightly prices from $179
⭐ Popular amenities Internet, Kitchen and TV
🐾 Pet friendly lettings 3,445 properties
🏊 Holiday rentals with pools 5,824 properties
856,982 reviews
Long Island holiday lettings have an average rating of 4.5/5 across 856,982 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 $179 per night.

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

Visit Long Island in May for the greatest choice of accommodation. This is the month during which the largest amount of House rental and Apartment rental 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 10,708 holiday rental offers on Long Island, with plenty of House rental and Apartment rental available.

States nearby to consider for your next holiday

Top holiday destinations on Long Island

Beautiful regions nearby to consider for your next trip.

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