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

Long Island Vacation Rentals

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Choose from 7,394 vacation rentals and homes for your trip!

Best-rated vacation rentals in Long Island

Discover vacation rentals with top-notch guest ratings

House Fire Island
from $838 per night
House ∙ 12 guests ∙ 5 bedrooms

Child-friendly ample house with private pool, grill & patio | Nature view | Close to the beach

5.0
Outstanding(73 ratings)
Fire Island, Suffolk County, New York, United States
View deal
House Montauk
from $190 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 Mastic Beach
from $264 per night
House ∙ 6 guests ∙ 3 bedrooms

Fully equipped house with patio, garden & BBQ | Pets are welcome

4.8
Outstanding(30 ratings)
Mastic Beach, Brookhaven, New York, United States
View deal

Pet-friendly rentals in Long Island

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

House Ocean Bay Park
from $1,238 per night
House ∙ 14 guests ∙ 5 bedrooms

Family-oriented vacation home with barbecue, heated pool & patio | Next to the beach | Pets allowed

4.9
Outstanding(13 ratings)
Ocean Bay Park, Fire Island, New York, United States
Pet-friendly
View deal
House North Fork
from $577 per night
House ∙ 10 guests ∙ 6 bedrooms

House with garden, barbecue & terrace

5.0
Outstanding(4 ratings)
North Fork, Northville, New York, United States
Pet-friendly
View deal
House Lake Grove
from $383 per night
House ∙ 10 guests ∙ 4 bedrooms

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

4.0
Very good(66 ratings)
Lake Grove, Brookhaven, 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 Shinnecock Hills
from $2,270 per night
House ∙ 13 guests ∙ 6 bedrooms

Vacation home with barbecue, jacuzzi & heated pool

4.9
Outstanding(36 ratings)
Shinnecock Hills, Southampton, New York, United States
Pool
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House Commack
from $409 per night
House ∙ 4 guests ∙ 2 bedrooms

Vacation home with barbecue, private pool & garden

4.7
Excellent(31 ratings)
Commack, Smithtown, New York, United States
Pool
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House Bellport
from $175 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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See all offers with pool

Best vacation rental offers in Long Island

House Fire Island
from $473 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
Cabin Baiting Hollow
from $265 per night
Cabin ∙ 6 guests ∙ 3 bedrooms

Child-friendly cottage with patio & grill | Close to the beach

4.9
Outstanding(12 ratings)
Baiting Hollow, Suffolk County, New York, United States
View deal
House Kismet
from $2,138 per night
House ∙ 16 guests ∙ 8 bedrooms

Vacation home with barbeque & terrace

5.0
Outstanding(10 ratings)
Kismet, Fire Island, New York, United States
View deal
House Fire Island
from $1,046 per night
House ∙ 10 guests ∙ 5 bedrooms

Children-friendly lovely vacation home with BBQ | Beach nearby | Good for workation

4.6
Excellent(14 ratings)
Fire Island, Suffolk County, New York, United States
View deal
House Montauk
from $799 per night
House ∙ 6 guests ∙ 3 bedrooms

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

5.0
Outstanding(76 ratings)
Montauk, East Hampton, New York, United States
View deal
House Southampton
from $769 per night
House ∙ 10 guests ∙ 5 bedrooms

Child-friendly big house with BBQ, garden & private pool | Suitable for remote work

5.0
Outstanding(42 ratings)
Southampton, Suffolk County, New York, United States
View deal
House East Patchogue
from $551 per night
House ∙ 8 guests ∙ 4 bedrooms

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

5.0
Outstanding(27 ratings)
East Patchogue, Brookhaven, New York, United States
View deal
House Fire Island
from $1,630 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(30 ratings)
Fire Island, Suffolk County, New York, United States
View deal
House Fire Island Pines
from $1,851 per night
House ∙ 8 guests ∙ 4 bedrooms

Fully equipped vacation home with garden, BBQ & private pool | Next to the beach

5.0
Outstanding(6 ratings)
Fire Island Pines, Fire Island, New York, United States
View deal
Cabin Remsenburg
from $125 per night
Cabin ∙ 3 guests ∙ 1 bedroom

Cottage with pool, terrace & yard | Lake view | Suitable for remote work

4.9
Outstanding(33 ratings)
Remsenburg, Remsenburg-Speonk, New York, United States
View deal
House East Quogue
from $1,248 per night
House ∙ 10 guests ∙ 5 bedrooms

House with terrace, private pool & yard

5.0
Outstanding(14 ratings)
East Quogue, Southampton, New York, United States
View deal
Cabin Orient
from $259 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
View deal
House North Fork
from $781 per night
House ∙ 8 guests ∙ 3 bedrooms

Children-friendly vacation home with grill & pool

5.0
Outstanding(37 ratings)
North Fork, Northville, New York, United States
View deal
House Wading River
from $381 per night
House ∙ 4 guests ∙ 1 bedroom

Vacation home with BBQ, patio & heated pool

4.6
Excellent(59 ratings)
Wading River, Riverhead, New York, United States
View deal
House Westhampton
from $700 per night
House ∙ 14 guests ∙ 6 bedrooms

House with garden, patio & private pool | Good for workation

4.8
Outstanding(129 ratings)
Westhampton, Southampton, New York, United States
View deal
House Montauk
from $578 per night
House ∙ 10 guests ∙ 5 bedrooms

Vacation home with BBQ, patio & garden | Nature view

4.9
Outstanding(64 ratings)
Montauk, East Hampton, New York, United States
View deal
House Ocean Beach
from $347 per night
House ∙ 6 guests ∙ 3 bedrooms

Fully equipped wonderful vacation home with jacuzzi, barbeque & patio | Beach nearby | Dogs allowed

4.9
Outstanding(37 ratings)
Ocean Beach, Islip, New York, United States
View deal
House North Sea
from $694 per night
House ∙ 12 guests ∙ 5 bedrooms

Family-friendly lovely vacation home with yard, private pool & barbeque | Suitable for remote work | Pets are welcome

4.9
Outstanding(37 ratings)
North Sea, Southampton, New York, United States
View deal
House Cherry Grove
from $701 per night
House ∙ 6 guests ∙ 3 bedrooms

Fully equipped vacation home with patio, BBQ & jacuzzi | Next to the beach | Dogs allowed

5.0
Outstanding(31 ratings)
Cherry Grove, Fire Island, New York, United States
View deal
Cabin Baiting Hollow
from $304 per night
Cabin ∙ 6 guests ∙ 2 bedrooms

Cottage with terrace, barbeque & yard

4.6
Excellent(54 ratings)
Baiting Hollow, Suffolk County, New York, United States
View deal
House North Fork
from $407 per night
House ∙ 6 guests ∙ 3 bedrooms

Family-friendly vacation home with yard, BBQ & terrace | Suitable for remote work | Pets are welcome

North Fork, Northville, New York, United States
View deal
House Fire Island
from $1,195 per night
House ∙ 10 guests ∙ 4 bedrooms

Vacation home with patio & barbecue | Nature view

4.5
Excellent(23 ratings)
Fire Island, Suffolk County, New York, United States
View deal
House Southampton
from $2,119 per night
House ∙ 10 guests ∙ 4 bedrooms

Family-friendly house with terrace, sauna & grill | Nature view | Suitable for remote work

5.0
Outstanding(32 ratings)
Southampton, Suffolk County, New York, United States
View deal
Apartment Kismet
from $267 per night
Apartment ∙ 4 guests ∙ 1 bedroom

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

5.0
Outstanding(34 ratings)
Kismet, Fire Island, New York, United States
View deal
Cabin North Fork
from $109 per night
Cabin ∙ 4 guests ∙ 3 bedrooms

Family-oriented cottage with terrace & BBQ | Suitable for remote work | Pets allowed

4.9
Outstanding(103 ratings)
North Fork, Northville, New York, United States
View deal
House North Fork
from $323 per night
House ∙ 10 guests ∙ 4 bedrooms

Children-friendly pleasant house with yard, BBQ & terrace | Suitable for remote work

5.0
Outstanding(5 ratings)
North Fork, Northville, New York, United States
View deal
House Center Moriches
from $262 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
View deal
House Montauk
from $1,701 per night
House ∙ 15 guests ∙ 6 bedrooms

House with garden, jacuzzi & private pool | Lake view

4.9
Outstanding(70 ratings)
Montauk, East Hampton, New York, United States
View deal
House Hampton Bays
from $439 per night
House ∙ 4 guests ∙ 1 bedroom

Vacation home with pool & garden

5.0
Outstanding(1 rating)
Hampton Bays, Southampton, New York, United States
View deal
House Fire Island
from $1,091 per night
House ∙ 8 guests ∙ 4 bedrooms

Fully equipped beautiful vacation home with barbeque & private pool | Beach nearby

5.0
Outstanding(1 rating)
Fire Island, Suffolk County, New York, United States
View deal
Show all 7565 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 $1,060 per night. November 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 September.

Apartments & Vacation rentals Long Island

And we love our apartments

Fully equipped lovely vacation home with barbecue & patio | Next to the beach
Child-friendly cottage with patio & grill | Close to the beach
Vacation home with barbeque & terrace
Children-friendly lovely vacation home with BBQ | Beach nearby | Good for workation
Children-friendly spacious house with terrace, garden & grill | City view | Suitable for remote work
Show all 7565 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 4,529 rentals
🌙 Minimum price starting at $93
🐾 Pet friendly vacation homes 2,446 rentals
🏡 Rentals available 7,438 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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