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

Holiday houses & accommodation on Long Island

Find 7,119 available holiday rentals from 23 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+

  • 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 $157 per night!

House Hampton Bays
House ∙ 22 guests ∙ 7 bedrooms

353 m² House

Hampton Bays, Southampton, New York, United States
Spacious house in Hampton Bays with private heated pool, jacuzzi, and family-friendly amenities. Perfect for 22 guests—book your getaway now!
from $1,593
per night
Outstanding(34 ratings)
from $1,593
per night
View deal
House Montauk
House ∙ 8 guests ∙ 4 bedrooms

279 m² House

Montauk, East Hampton, New York, United States
Charming house in Montauk with a pool, garden, and fireplace, perfect for 8. Experience a memorable getaway—book your stay today!
from $1,043
per night
Outstanding(17 ratings)
from $1,043
per night
View deal
Condo Westhampton Beach
Condo ∙ 4 guests ∙ 2 bedrooms

Condo

Westhampton Beach, Southampton, New York, United States
Charming condo in Westhampton Beach with pool, kitchen, and beach access. Ideal for 4—your perfect getaway awaits! Book now!
from $252
per night
Outstanding(18 ratings)
from $252
per night
View deal
Aparthotel Kismet
Aparthotel ∙ 4 guests ∙ 1 bedroom

42 m² Aparthotel

Kismet, Fire Island, New York, United States
Charming aparthotel in Kismet with a serene garden and private balcony, perfect for 4. Experience your getaway – book now!
from $378
per night
Outstanding(31 ratings)
from $378
per night
View deal
House Hampton Bays
House ∙ 13 guests ∙ 5 bedrooms

511 m² House

Hampton Bays, Southampton, New York, United States
Spacious house in Hampton Bays with a private heated pool, jacuzzi, and garden. Perfect for families—book now for an unforgettable getaway!
from $1,230
per night
Outstanding(89 ratings)
from $1,230
per night
View deal
House Hampton Bays
House ∙ 10 guests ∙ 5 bedrooms

House

Hampton Bays, Southampton, New York, United States
Charming house in Hampton Bays with a pool, fireplace, and garden. Perfect for families and pets—ideal for your next getaway!
from $1,456
per night
Outstanding(12 ratings)
from $1,456
per night
View deal
House Montauk
House ∙ 10 guests ∙ 4 bedrooms

232 m² House

Montauk, East Hampton, New York, United States
Charming Montauk house for 10, featuring a private heated pool, fireplace, and garden. Perfect for family fun—book your getaway today!
from $2,792
per night
Outstanding(35 ratings)
from $2,792
per night
View deal
House Springs
House ∙ 10 guests ∙ 4 bedrooms

256 m² House

Springs, East Hampton, New York, United States
Charming house in Springs with a heated pool, garden, and fireplace, perfect for families and pets. Book now for a memorable getaway!
from $1,139
per night
Outstanding(1 rating)
from $1,139
per night
View deal
House North Fork
House ∙ 10 guests ∙ 6 bedrooms

297 m² House

North Fork, Northville, New York, United States
Spacious North Fork house with a private heated pool, jacuzzi, and garden, perfect for families. Your unforgettable getaway awaits!
from $1,610
per night
Outstanding(48 ratings)
from $1,610
per night
View deal
House North Fork
House ∙ 8 guests ∙ 3 bedrooms

House

North Fork, Northville, New York, United States
Spacious house rental in North Fork, perfect for families with a kitchen and parking. Ideal for up to 8 guests—book your getaway today!
from $479
per night
Outstanding(17 ratings)
from $479
per night
View deal
House Fire Island
House ∙ 10 guests ∙ 4 bedrooms

House

Fire Island, Suffolk County, New York, United States
Spacious house with a pool and family-friendly kitchen, perfect for 10. Experience the charm of Fire Island—book your getaway today!
from $1,759
per night
Outstanding(28 ratings)
from $1,759
per night
View deal
House Montauk
House ∙ 14 guests ∙ 5 bedrooms

204 m² House

Montauk, East Hampton, New York, United States
Charming house in Montauk with a fireplace, garden, and balcony, perfect for family gatherings. Book now for an unforgettable getaway!
from $740
per night
Outstanding(36 ratings)
from $740
per night
View deal
House Montauk
House ∙ 10 guests ∙ 4 bedrooms

139 m² House

Montauk, East Hampton, New York, United States
Spacious Montauk house with a garden, balcony, and parking for 10. Perfect for your getaway—book now for an unforgettable escape!
from $1,278
per night
Outstanding(48 ratings)
from $1,278
per night
View deal
House Fire Island
House ∙ 12 guests ∙ 5 bedrooms

House

Fire Island, Suffolk County, New York, United States
Spacious family-friendly house on Fire Island, accommodating up to 12 guests. Perfect for pets and unforgettable holiday moments!
from $873
per night
Outstanding(5 ratings)
from $873
per night
View deal
Apartment Amityville
Apartment ∙ 2 guests ∙ 1 bedroom

Apartment

Amityville, Babylon, New York, United States
Charming Amityville apartment with a fully equipped kitchen, perfect for couples. Book now for a delightful getaway!
from $157
per night
Very good(11 ratings)
from $157
per night
View deal

Holiday cottages, homes & apartments with sauna

House Sagaponack
from $824 per night
House ∙ 9 guests ∙ 5 bedrooms

House

5.0
Outstanding(12 ratings)
Sagaponack, Southampton, New York, United States
Sauna
View deal
House North Fork
from $966 per night
House ∙ 8 guests ∙ 4 bedrooms

195 m² House

5.0
Outstanding(52 ratings)
North Fork, Northville, New York, United States
Sauna
View deal
House Baiting Hollow
from $848 per night
House ∙ 8 guests ∙ 4 bedrooms

279 m² House

5.0
Outstanding(2 ratings)
Baiting Hollow, Suffolk County, New York, United States
Sauna
View deal
See all offers

Vacation rentals and apartments with air conditioning

House Northwest Harbor
from $375 per night
House ∙ 7 guests ∙ 3 bedrooms

186 m² House

5.0
Outstanding(62 ratings)
Northwest Harbor, East Hampton, New York, United States
Air conditioning
View deal
House Hampton Bays
from $738 per night
House ∙ 12 guests ∙ 4 bedrooms

House

4.8
Outstanding(166 ratings)
Hampton Bays, Southampton, New York, United States
Air conditioning
View deal
House West Hampton Dunes
from $2,327 per night
House ∙ 16 guests ∙ 8 bedrooms

437 m² House

5.0
Outstanding(66 ratings)
West Hampton Dunes, Southampton, New York, United States
Air conditioning
View deal
See all offers

Best holiday homes with a patio or terrace

House Ronkonkoma
from $467 per night
House ∙ 8 guests ∙ 3 bedrooms

159 m² House

5.0
Outstanding(35 ratings)
Ronkonkoma, Islip, New York, United States
Balcony/Patio
View deal
House East Quogue
from $1,628 per night
House ∙ 14 guests ∙ 7 bedrooms

595 m² House

4.9
Outstanding(48 ratings)
East Quogue, Southampton, New York, United States
Balcony/Patio
View deal
House Montauk
from $1,203 per night
House ∙ 8 guests ∙ 4 bedrooms

232 m² House

5.0
Outstanding(68 ratings)
Montauk, East Hampton, New York, United States
Balcony/Patio
View deal
See all offers

Budget-friendly Accommodation on Long Island

Find Fantastic yet Inexpensive Accommodation

Cottage Water Mill
from $1,165 per night
Cottage ∙ 9 guests ∙ 3 bedrooms

112 m² Cottage

5.0
Outstanding(2 ratings)
Water Mill, Southampton, New York, United States
View deal
House Montauk
from $1,536 per night
House ∙ 15 guests ∙ 6 bedrooms

House

4.9
Outstanding(68 ratings)
Montauk, East Hampton, New York, United States
View deal
House Fire Island
from $1,131 per night
House ∙ 15 guests ∙ 5 bedrooms

186 m² House

4.9
Outstanding(76 ratings)
Fire Island, Suffolk County, New York, United States
View deal

Top-Rated Accommodation on Long Island

Book Holiday Offers with the Highest User Rating

House Tuckahoe
from $634 per night
House ∙ 12 guests ∙ 5 bedrooms

260 m² House

4.9
Outstanding(63 ratings)
Tuckahoe, Southampton, New York, United States
View deal
House Springs
from $1,318 per night
House ∙ 10 guests ∙ 5 bedrooms

232 m² House

4.8
Outstanding(49 ratings)
Springs, East Hampton, New York, United States
View deal
House Mastic Beach
from $366 per night
House ∙ 6 guests ∙ 3 bedrooms

House

5.0
Outstanding(26 ratings)
Mastic Beach, Brookhaven, New York, United States
View deal

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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 (6,603)
  • Kitchen (4,954)
  • TV (6,098)
  • Washing machine (4,162)
  • Air conditioning (6,550)
  • Microwave (4,746)
  • No smoking (6,626)
  • Balcony/patio (4,125)
  • Pool (4,188)
  • Dishwasher (3,375)
  • Pet-friendly (2,328)
  • No pets (4,575)

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 $2,096 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 (04/07 – 11/07) that you will find the highest prices for the next months. On average, the most interesting prices are in a week of February (21/02 – 28/02) as the average price is only $1,594 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 January (16/01 – 23/01), with only 3% of the rentals available. Conversely, 60% of the lettings are still available during a week in June (13/06 – 20/06).

Holiday Rentals & Accommodation in Long Island

Information about holiday rentals on Long Island

🏡 Holiday rentals available 7,119 rentals
🌙 Nightly prices from $157
⭐ Popular amenities Internet, Kitchen and TV
🐾 Pet friendly lettings 2,397 properties
🏊 Holiday rentals with pools 4,275 properties
5 reviews
Long Island holiday lettings have an average rating of 4/5 across 5 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 $157 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 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 7,119 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

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