Long Island holiday rentals

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Latest Long Island holiday rental deals

MOST POPULARNew York
Holiday homes from R55

Best Long Island holiday rentals

Stylish Secret, 1 Free Parking, Sleeps 8, Walk To Train And Red Bull Arena, 20 Percent Off - Harrison - Living room
Stylish Secret, 1 Free Parking, Sleeps 8, Walk To Train And Red Bull Arena, 20 Percent Off
Harrison, NJ, United States
9.9Wonderful(6)
Apartment
Parking
Free Wi-Fi
Air conditioning
R3 629+
Check availability
Charming Greenport Gem 1, 1 Mile to Ferry! - Greenport - Living room
Charming Greenport Gem 1, 1 Mile to Ferry!
Greenport, NY, United States
9.8Wonderful(16)
Apartment
Free Wi-Fi
Air conditioning
R5 318+
Check availability
North Fork Cottages & Rv Resort - Greenport - Kitchen
North Fork Cottages & Rv Resort
Greenport, NY, United States
9.5Wonderful(11)
Cottage
Parking
Free Wi-Fi
Pool
Pet-friendly
R5 528+
Check availability
Amazing waterfront, heated pool, jacuzzi, lg waterside lawn, close to everything - Southampton - Living room
Amazing waterfront, heated pool, jacuzzi, lg waterside lawn, close to everything
Southampton, NY, United States
9.7Wonderful(14)
House
Pool
Air conditioning
R49 719+
Check availability
Beautiful Southampton Home with breathtaking waterfront views, front porch,... - Southampton - Living room
Beautiful Southampton Home with breathtaking waterfront views, front porch,...
Southampton, NY, United States
9.7Wonderful(8)
House
Air conditioning
R19 984+
Check availability
The Manor - Southampton - Living room
The Manor
Southampton, NY, United States
9.8Wonderful(13)
House
Air conditioning
R29 590+
Check availability
Aqua Vista - Greenport - Patio
Aqua Vista
Greenport, NY, United States
9.8Wonderful(14)
House
Free Wi-Fi
Air conditioning
R3 852+
Check availability
Blue Bay Dream w/ Seasonal Outdoor Jacuzzi, Cabana + Office - Greenport - Living room
Blue Bay Dream w/ Seasonal Outdoor Jacuzzi, Cabana + Office
Greenport, NY, United States
10Wonderful(9)
House
Free Wi-Fi
Air conditioning
R5 335+
Check availability
Riverhead Farm House - Calverton - Beach
Riverhead Farm House
Calverton, NY, United States
10Wonderful(20)
House
Free Wi-Fi
Air conditioning
R6 866+
Check availability
Chic, secluded beachfront house on the North Fork (limited avails this summer!) - Riverhead - Beach
Chic, secluded beachfront house on the North Fork (limited avails this summer!)
Riverhead, NY, United States
10Wonderful(4)
House
Free Wi-Fi
Air conditioning
R26 173+
Check availability
Home away your home where you deserve to have a good rest - Brentwood - Building
Home away your home where you deserve to have a good rest
Brentwood, NY, United States
9.3Wonderful(9)
Apartment
Free Wi-Fi
Air conditioning
R2 563+
Check availability
Tranquil And Pet-Friendly Estate On Long - Hauppauge - Dining room
Tranquil And Pet-Friendly Estate On Long
Hauppauge, NY, United States
10Wonderful(8)
House
Air conditioning
R9 847+
Check availability
Radio City Apartments - New York - Living room
Radio City Apartments
Manhattan
8.7Very Good(7903)
Apartment
Free Wi-Fi
Air conditioning
R4 497+
Check availability
The Harlem Cascades - New York - Bedroom
The Harlem Cascades
Manhattan
8.5Very Good(849)
Apartment
Free Wi-Fi
Pet-friendly
Air conditioning
R3 410+
Check availability
Villa Gavin - Southampton
Villa Gavin
Southampton, NY, United States
Villa
Parking
Free Wi-Fi
Pool
Pet-friendly
R53 249+
Check availability
4 Bed 2 Bath - Salt Water Pool Close & Beaches - Southampton
4 Bed 2 Bath - Salt Water Pool Close & Beaches
Southampton, NY, United States
10Wonderful(1)
House
Parking
Free Wi-Fi
Pool
Pet-friendly
R13 892+
Check availability
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Good to know

Low season

High season

Average price (weeknight)

Average price (weekend night)

March
July
R4 968
R4 696
Cheapest month to stay with an average 28% drop in price.
Most expensive month to stay with an average 69% rise in price.
Average Sun - Thu price over the last 2 weeks.
Average Fri & Sat price over the last 2 weeks.

Top tips for finding the perfect Long Island holiday rental

FAQs when booking a holiday home in Long Island

  • How much is a holiday rental in Long Island for tonight?

    In the last 72 hours, users have found Long Island holiday rentals for tonight for as little as R1 656. Search here for similar prices

  • How much is a holiday rental in Long Island for this weekend?

    In the last 72 hours, users have found Long Island holiday rentals for this weekend for as little as R2 140 per night. Search here for similar prices

  • What types of holiday rentals are available in Long Island?

    There are loads of different property types that you can make your holiday home in Long Island. You’ll find apartments, condos, cottages, houses, homestays, luxury tents, cabins, campgrounds, hotels, villas, lodges, boats, houseboats, caravans, bungalows, agritourism, motorhomes and guest houses.

  • What are some of the most-loved holiday rentals available in Long Island?

    There are many types of properties available for Long Island holiday rentals. If you’re looking for something special, holiday rentals most loved by KAYAK users are Radio City Apartments and Park Central Hotel New York.

  • Are there any pet-friendly holiday rentals in Long Island?

    There are a number of dog and pet-friendly Long Island holiday rentals, with around 7% allowing you to bring your pet along with you.

Where to stay in Long Island?

Our map will help you find the perfect place to stay in Long Island by showing you the exact location of each holiday home.

Everything you need to know for your stay in Long Island

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