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

Holiday houses & accommodation on Long Island

Find 6,931 available holiday rentals from 25 partners
Anytime
Guests
Anytime
Guests

  • 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 $114 per night!

House Hampton Bays
House ∙ 12 guests ∙ 4 bedrooms

House

Hampton Bays, Southampton, New York, United States
from $782
per night
Outstanding(154 ratings)
from $782
per night
View deal
Condo Westhampton Beach
Condo ∙ 4 guests ∙ 2 bedrooms

Condo

Westhampton Beach, Southampton, New York, United States
from $266
per night
Outstanding(18 ratings)
from $266
per night
View deal
House Fire Island
House ∙ 8 guests ∙ 4 bedrooms

House

Fire Island, Suffolk County, New York, United States
from $1,410
per night
Outstanding(34 ratings)
from $1,410
per night
View deal
House Sayville
House ∙ 4 guests ∙ 2 bedrooms

139 m² House

Sayville, Islip, New York, United States
from $805
per night
Outstanding(2 ratings)
from $805
per night
View deal
House Fire Island
House ∙ 12 guests ∙ 5 bedrooms

House

Fire Island, Suffolk County, New York, United States
from $878
per night
Outstanding(5 ratings)
from $878
per night
View deal
Apartment Rocky Point
Apartment ∙ 6 guests ∙ 3 bedrooms

Apartment

Rocky Point, Brookhaven, New York, United States
from $151
per night
(33 ratings)
from $151
per night
View deal
House Montauk
House ∙ 10 guests ∙ 5 bedrooms

House

Montauk, East Hampton, New York, United States
from $972
per night
Outstanding(14 ratings)
from $972
per night
View deal
House Hampton Bays
House ∙ 13 guests ∙ 5 bedrooms

511 m² House

Hampton Bays, Southampton, New York, United States
from $1,240
per night
Outstanding(85 ratings)
from $1,240
per night
View deal
House Hampton Bays
House ∙ 10 guests ∙ 4 bedrooms

House

Hampton Bays, Southampton, New York, United States
from $1,772
per night
from $1,772
per night
View deal
House Westhampton Beach
House ∙ 9 guests ∙ 5 bedrooms

House

Westhampton Beach, Southampton, New York, United States
from $1,753
per night
Outstanding(38 ratings)
from $1,753
per night
View deal
House Mastic Beach
House ∙ 6 guests ∙ 3 bedrooms

House

Mastic Beach, Brookhaven, New York, United States
from $421
per night
Outstanding(25 ratings)
from $421
per night
View deal
House East Quogue
House ∙ 9 guests ∙ 3 bedrooms

214 m² House

East Quogue, Southampton, New York, United States
from $327
per night
Outstanding(10 ratings)
from $327
per night
View deal
House Northwest Harbor
House ∙ 7 guests ∙ 3 bedrooms

186 m² House

Northwest Harbor, East Hampton, New York, United States
from $385
per night
Outstanding(62 ratings)
from $385
per night
View deal
House Sagaponack
House ∙ 6 guests ∙ 3 bedrooms

284 m² House

Sagaponack, Southampton, New York, United States
from $236
per night
Outstanding(23 ratings)
from $236
per night
View deal
House Montauk
House ∙ 12 guests ∙ 5 bedrooms

242 m² House

Montauk, East Hampton, New York, United States
from $274
per night
Outstanding(53 ratings)
from $274
per night
View deal

Vacation rentals and apartments with air conditioning

House Fire Island
from $1,271 per night
House ∙ 10 guests ∙ 4 bedrooms

House

4.5
Excellent(21 ratings)
Fire Island, Suffolk County, New York, United States
Air conditioning
View deal
House North Fork
from $882 per night
House ∙ 10 guests ∙ 5 bedrooms

House

4.8
Outstanding(38 ratings)
North Fork, Northville, New York, United States
Air conditioning
View deal
House Montauk
from $1,773 per night
House ∙ 10 guests ∙ 4 bedrooms

288 m² House

5.0
Outstanding(18 ratings)
Montauk, East Hampton, New York, United States
Air conditioning
View deal
See all offers

Holiday cottages, homes & apartments with sauna

House Shinnecock Hills
from $1,152 per night
House ∙ 8 guests ∙ 3 bedrooms

204 m² House

Shinnecock Hills, Southampton, New York, United States
Sauna
View deal
House Flanders
from $852 per night
House ∙ 6 guests ∙ 3 bedrooms

House

5.0
Outstanding(4 ratings)
Flanders, Southampton, New York, United States
Sauna
View deal
House North Fork
from $1,985 per night
House ∙ 8 guests ∙ 3 bedrooms

232 m² House

5.0
Outstanding(17 ratings)
North Fork, Northville, New York, United States
Sauna
View deal
See all offers

Most popular holiday houses with a fireplace

House Flanders
from $859 per night
House ∙ 6 guests ∙ 3 bedrooms

House

5.0
Outstanding(2 ratings)
Flanders, Southampton, New York, United States
Fireplace
View deal
House Montauk
from $627 per night
House ∙ 8 guests ∙ 4 bedrooms

204 m² House

5.0
Outstanding(4 ratings)
Montauk, East Hampton, New York, United States
Fireplace
View deal
House North Fork
from $812 per night
House ∙ 7 guests ∙ 3 bedrooms

House

5.0
Outstanding(23 ratings)
North Fork, Northville, New York, United States
Fireplace
View deal
See all offers

Budget-friendly Accommodation on Long Island

Find Fantastic yet Inexpensive Accommodation

House Remsenburg
from $1,197 per night
House ∙ 6 guests ∙ 3 bedrooms

127 m² House

5.0
Outstanding(60 ratings)
Remsenburg, Remsenburg-Speonk, New York, United States
View deal
House Springs
from $490 per night
House ∙ 6 guests ∙ 3 bedrooms

139 m² House

5.0
Outstanding(36 ratings)
Springs, East Hampton, New York, United States
View deal
House Sag Harbor
from $1,763 per night
House ∙ 14 guests ∙ 7 bedrooms

418 m² House

5.0
Outstanding(102 ratings)
Sag Harbor, Southampton, New York, United States
View deal

Top-Rated Accommodation on Long Island

Book Holiday Offers with the Highest User Rating

House Montauk
from $1,152 per night
House ∙ 8 guests ∙ 4 bedrooms

House

5.0
Outstanding(10 ratings)
Montauk, East Hampton, New York, United States
View deal
House Montauk
from $348 per night
House ∙ 4 guests ∙ 2 bedrooms

47 m² House

5.0
Outstanding(85 ratings)
Montauk, East Hampton, New York, United States
View deal
House Noyack
from $906 per night
House ∙ 10 guests ∙ 5 bedrooms

House

4.7
Excellent(77 ratings)
Noyack, Southampton, New York, United States
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 (6,636)
  • Kitchen (4,934)
  • TV (6,007)
  • Washing machine (4,328)
  • Air conditioning (6,475)
  • Microwave (4,734)
  • No smoking (6,651)
  • Balcony/patio (4,162)
  • Pool (4,119)
  • Dishwasher (3,479)
  • Pet-friendly (2,296)
  • No pets (4,596)

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 4 and have an average cost of $1,649 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 July (18/07 – 25/07) that you will find the highest prices for the next months. On average, the most interesting prices are in a week of November (22/11 – 29/11) as the average price is only $895 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 October (10/10 – 17/10), with only 8% of the rentals available. Conversely, 69% of the lettings are still available during a week in December (27/12 – 03/01).

Holiday Rentals & Accommodation in Long Island

Information about holiday rentals on Long Island

🏡 Holiday rentals available 6,931 rentals
🌙 Nightly prices from $114
⭐ Popular amenities Internet, Kitchen and TV
🐾 Pet friendly lettings 2,308 properties
🏊 Holiday rentals with pools 4,146 properties
4 reviews
Long Island holiday lettings have an average rating of 3.7/5 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 $114 per night.

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

Visit Long Island in December 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 6,931 holiday rental offers on Long Island, with plenty of House rental and Apartment rental available.

Beautiful regions nearby to consider for your next trip.

States nearby to consider for your next holiday

Top holiday destinations on Long Island

Show more
image-tag