Long Island Vacation Rentals - Wimdu base64Hash Long Island Vacation Rentals - Wimdu

Long Island Vacation Rentals

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Choose from 7,674 vacation rentals and homes for your trip!

Best-rated vacation rentals in Long Island

Discover vacation rentals with top-notch guest ratings

House Montauk
from $198 per night
House ∙ 12 guests ∙ 5 bedrooms

Children-friendly lovely vacation home with barbecue, private pool & terrace | Pets are welcome

5.0
Outstanding(57 ratings)
Montauk, East Hampton, New York, United States
View deal
House Fire Island
from $335 per night
House ∙ 10 guests ∙ 3 bedrooms

Fully equipped lovely vacation home with barbecue & patio | Next to the beach

5.0
Outstanding(54 ratings)
Fire Island, Suffolk County, New York, United States
View deal
House East Hampton North
from $499 per night
House ∙ 8 guests ∙ 4 bedrooms

House with barbeque, private pool & terrace

5.0
Outstanding(51 ratings)
East Hampton North, East Hampton, New York, United States
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Pet-friendly rentals in Long Island

Explore best dog-friendly accommodation offers and enjoy vacation with your pet

Cabin Orient
from $298 per night
Cabin ∙ 6 guests ∙ 3 bedrooms

Cottage with yard, barbecue & terrace | Nature view

5.0
Outstanding(34 ratings)
Orient, Southold, New York, United States
Pet-friendly
View deal
House Hampton Bays
from $1,226 per night
House ∙ 16 guests ∙ 8 bedrooms

Children-friendly house with yard, terrace & hot tub | Pets allowed

4.7
Excellent(31 ratings)
Hampton Bays, Southampton, New York, United States
Pet-friendly
View deal
House Hampton Bays
from $735 per night
House ∙ 10 guests ∙ 4 bedrooms

Vacation home with terrace, yard & grill

5.0
Outstanding(12 ratings)
Hampton Bays, Southampton, New York, United States
Pet-friendly
View deal
See all pet-friendly offers

Vacation rentals with pool in Long Island

Discover best cabin and house rentals with pool in Long Island

House Center Moriches
from $261 per night
House ∙ 8 guests ∙ 4 bedrooms

Vacation home with terrace, private pool & grill | Perfect for remote work

5.0
Outstanding(28 ratings)
Center Moriches, Brookhaven, New York, United States
Pool
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House Bellport
from $191 per night
House ∙ 5 guests ∙ 2 bedrooms

Vacation home with private pool, terrace & yard

5.0
Outstanding(19 ratings)
Bellport, Brookhaven, New York, United States
Pool
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House Southampton
from $1,715 per night
House ∙ 10 guests ∙ 4 bedrooms

Fully equipped lovely house with garden, jacuzzi & terrace | Suitable for remote work

4.6
Excellent(36 ratings)
Southampton, Suffolk County, New York, United States
Pool
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See all offers with pool

Best vacation rental offers in Long Island

House Mastic
from $564 per night
House ∙ 8 guests ∙ 4 bedrooms

House with terrace

4.9
Outstanding(24 ratings)
Mastic, Brookhaven, New York, United States
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House Ocean Bay Park
from $1,074 per night
House ∙ 10 guests ∙ 4 bedrooms

Family-oriented ample vacation home with jacuzzi, BBQ & terrace | Nature view | Close to the beach

5.0
Outstanding(82 ratings)
Ocean Bay Park, Fire Island, New York, United States
View deal
House Hampton Bays
from $482 per night
House ∙ 8 guests ∙ 3 bedrooms

Family-oriented ample vacation home with BBQ, terrace & garden

4.9
Outstanding(15 ratings)
Hampton Bays, Southampton, New York, United States
View deal
House Montauk
from $819 per night
House ∙ 6 guests ∙ 3 bedrooms

Children-friendly spacious house with terrace, garden & grill | City view | Suitable for remote work

5.0
Outstanding(73 ratings)
Montauk, East Hampton, New York, United States
View deal
House Montauk
from $815 per night
House ∙ 9 guests ∙ 4 bedrooms

House with 4 bedrooms for 9 persons

4.7
Excellent(10 ratings)
Montauk, East Hampton, New York, United States
View deal
House Montauk
from $601 per night
House ∙ 8 guests ∙ 4 bedrooms

Vacation home with barbecue, jacuzzi & terrace

4.8
Outstanding(40 ratings)
Montauk, East Hampton, New York, United States
View deal
House North Fork
from $446 per night
House ∙ 6 guests ∙ 3 bedrooms

Children-friendly charming house with grill, terrace & yard | Nature view

4.8
Outstanding(50 ratings)
North Fork, Northville, New York, United States
View deal
Cabin Montauk
from $120 per night
Cabin ∙ 4 guests ∙ 2 bedrooms

Child-friendly cottage with yard, patio & barbecue | Pets allowed

4.9
Outstanding(17 ratings)
Montauk, East Hampton, New York, United States
View deal
House Lake Grove
from $417 per night
House ∙ 10 guests ∙ 4 bedrooms

Child-friendly ample house with garden, grill & terrace | Pets allowed

3.8
Good(50 ratings)
Lake Grove, Brookhaven, New York, United States
View deal
House Hampton Bays
from $717 per night
House ∙ 8 guests ∙ 4 bedrooms

Child-friendly beautiful vacation home with yard, private pool & patio | Suitable for remote work

5.0
Outstanding(6 ratings)
Hampton Bays, Southampton, New York, United States
View deal
House Fire Island
from $1,101 per night
House ∙ 9 guests ∙ 4 bedrooms

Family-friendly lovely vacation home with terrace & grill | Nature view | Beach nearby | Good for workation | Pets are welcome

5.0
Outstanding(28 ratings)
Fire Island, Suffolk County, New York, United States
View deal
House East Patchogue
from $645 per night
House ∙ 8 guests ∙ 4 bedrooms

House with jacuzzi, private pool & yard | Nature view | Good for workation

5.0
Outstanding(25 ratings)
East Patchogue, Brookhaven, New York, United States
View deal
House Westhampton Beach
from $1,044 per night
House ∙ 10 guests ∙ 5 bedrooms

Fully equipped house with yard, patio & grill | Nature view | Beach nearby | Pet-friendly

5.0
Outstanding(59 ratings)
Westhampton Beach, Southampton, New York, United States
View deal
House Baiting Hollow
from $604 per night
House ∙ 8 guests ∙ 4 bedrooms

Family-friendly house with BBQ & terrace | Nature view | Next to the beach | Perfect for remote work

4.9
Outstanding(44 ratings)
Baiting Hollow, Suffolk County, New York, United States
View deal
House Fire Island
from $1,792 per night
House ∙ 15 guests ∙ 5 bedrooms

Family-friendly pleasant vacation home with terrace & barbecue | Close to the beach

5.0
Outstanding(21 ratings)
Fire Island, Suffolk County, New York, United States
View deal
House Hampton Bays
from $1,093 per night
House ∙ 7 guests ∙ 4 bedrooms

Vacation home with private pool, garden & patio | City view

5.0
Outstanding(22 ratings)
Hampton Bays, Southampton, New York, United States
View deal
House Montauk
from $704 per night
House ∙ 10 guests ∙ 5 bedrooms

Vacation home with BBQ, patio & garden

4.9
Outstanding(59 ratings)
Montauk, East Hampton, New York, United States
View deal
House Northwest Harbor
from $822 per night
House ∙ 10 guests ∙ 4 bedrooms

House with terrace, barbeque & private pool | Nature view

4.9
Outstanding(62 ratings)
Northwest Harbor, East Hampton, New York, United States
View deal
House East Quogue
from $1,218 per night
House ∙ 10 guests ∙ 5 bedrooms

House with terrace, private pool & yard

5.0
Outstanding(10 ratings)
East Quogue, Southampton, New York, United States
View deal
House Fire Island
from $1,049 per night
House ∙ 12 guests ∙ 4 bedrooms

Vacation home with hot tub & grill

4.6
Excellent(39 ratings)
Fire Island, Suffolk County, New York, United States
View deal
House East Hampton North
from $662 per night
House ∙ 14 guests ∙ 7 bedrooms

Vacation home with garden, pool & barbeque

East Hampton North, East Hampton, New York, United States
View deal
House East Hampton North
from $901 per night
House ∙ 8 guests ∙ 4 bedrooms

Children-friendly lovely vacation home with barbeque, private pool & patio | Good for workation | Dogs allowed

5.0
Outstanding(34 ratings)
East Hampton North, East Hampton, New York, United States
View deal
House North Fork
from $399 per night
House ∙ 6 guests ∙ 3 bedrooms

Child-friendly charming house with terrace, garden & barbeque

4.9
Outstanding(27 ratings)
North Fork, Northville, New York, United States
View deal
House East Patchogue
from $800 per night
House ∙ 6 guests ∙ 3 bedrooms

Vacation home with garden, patio & grill | City view | Perfect for remote work

5.0
Outstanding(40 ratings)
East Patchogue, Brookhaven, New York, United States
View deal
House Montauk
from $825 per night
House ∙ 10 guests ∙ 4 bedrooms

Fully equipped vacation home with patio, BBQ & garden

5.0
Outstanding(5 ratings)
Montauk, East Hampton, New York, United States
View deal
House Hampton Bays
from $977 per night
House ∙ 13 guests ∙ 5 bedrooms

Child-friendly beautiful house with private pool, garden & jacuzzi

4.8
Outstanding(90 ratings)
Hampton Bays, Southampton, New York, United States
View deal
House Montauk
from $1,174 per night
House ∙ 10 guests ∙ 4 bedrooms

Fully equipped vacation home with garden, barbeque & terrace | Nature view

5.0
Outstanding(48 ratings)
Montauk, East Hampton, New York, United States
View deal
House Montauk
from $2,654 per night
House ∙ 14 guests ∙ 6 bedrooms

Family-friendly house with private pool, garden & terrace | Nature view | Good for workation

5.0
Outstanding(30 ratings)
Montauk, East Hampton, New York, United States
View deal
House East Quogue
from $1,692 per night
House ∙ 10 guests ∙ 5 bedrooms

Vacation home with garden, barbecue & private pool

5.0
Outstanding(18 ratings)
East Quogue, Southampton, New York, United States
View deal
Apartment Kismet
from $541 per night
Apartment ∙ 4 guests ∙ 1 bedroom

Pleasant apartment with grill, garden & patio | Next to the beach

5.0
Outstanding(32 ratings)
Kismet, Fire Island, New York, United States
View deal
Show all 8152 apartments in Long Island

Price and Availability Index in Long Island

Click on any bar to see price and availability information

Vacation Rental Price Information in Long Island

We looked at the prices of vacation rentals in each month and summarized them in the graph above. Vacation rental prices in Long Island are at their highest in August and reach on average $1,115 per night. October is the cheapest month to book your vacation rental getaway, so make sure to consider it when planning your next trip.

Rental availability information in Long Island

Here, you can see how busy Long Island will be at different times of year. The most popular time of year to visit Long Island is May. If you'd like to visit then, make sure to book early! In contrast, the month with the highest availability rate in Long Island is August.

Apartments & Vacation rentals Long Island

And we love our apartments

House with terrace
Family-oriented ample vacation home with jacuzzi, BBQ & terrace | Nature view | Close to the beach
Family-oriented ample vacation home with BBQ, terrace & garden
Children-friendly spacious house with terrace, garden & grill | City view | Suitable for remote work
House with 4 bedrooms for 9 persons
Show all 8152 apartments in Long Island

Features of Long Island vacation rentals

💳 Discounts up to 10%
⭐ Popular amenities Kitchen, Pool and Internet
🏊  Vacation rentals with a pool 4,764 rentals
🌙 Minimum price starting at $119
🐾 Pet friendly vacation homes 2,517 rentals
🏡 Rentals available 7,674 rentals

Popular regions to visit in Long Island

Beautiful regions abroad to consider for next trip

Beautiful regions near to consider for next trip

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