City Breaks in Long Island - HomeToGo base64Hash City Breaks in Long Island - HomeToGo

City Breaks in Long Island

Anytime
Guests
Anytime
Guests

  • Price per night

    • Up to $100
    • $100 - $199
    • From $200

  • Accommodation types

    • Lodge
    • Condo
    • Cabin

  • Rating

    • 4.5+
    • 4+

  • Popular amenities

    • Pool
    • WiFi
    • Air conditioning
    • Kitchen
    • TV
    • Fireplace
    • Parking
    • Hot tub
    • Balcony/patio
    • Washing machine
    • Microwave
    • Yard
    • Dishwasher
    • Sauna
    • Crib
    Show more

  • Other Services

    • Pet-friendly
    • No smoking
    • No pets
    • Wheelchair access

  • Activities

    • Grill
    • Fishing

City Breaks in Long Island: Recommended rentals

City Breaks in Long Island: find your perfect rental from just $92 per night!

We use AI to generate the short summary in each offer below, check full description before booking.
House Fire Island
House ∙ 12 guests ∙ 5 bedrooms

Family-oriented wonderful vacation home with grill & terrace | Nature view | Close to the beach | Pet-friendly

Fire Island, Suffolk County, New York, United States
This Fire Island house rental accommodates 12 guests, features a kitchen, and welcomes pets for a perfect family getaway.
from $566
per night
Outstanding(7 ratings)
from $566
per night
View deal
House Tuckahoe
House ∙ 10 guests ∙ 4 bedrooms

Family-friendly vacation home with terrace, private pool & garden | Pets are welcome

Tuckahoe, Southampton, New York, United States
This Tuckahoe house rental features a private heated pool, yard, and balcony, perfect for family gatherings and pets.
from $301
per night
Outstanding(4 ratings)
from $301
per night
View deal
House Wading River
House ∙ 10 guests ∙ 5 bedrooms

Vacation home with grill, terrace & yard

Wading River, Riverhead, New York, United States
This waterfront house in Wading River offers beach access, a yard, and a balcony, perfect for gatherings of up to 10 guests.
from $280
per night
Outstanding(46 ratings)
from $280
per night
View deal
Villa Montauk
Villa ∙ 22 guests ∙ 6 bedrooms

Villa with BBQ, patio & heated pool

Montauk, East Hampton, New York, United States
This Montauk villa accommodates 22 guests and features a pool, hot tub, fireplace, and a yard for unforgettable gatherings.
from $1,573
per night
Outstanding(4 ratings)
from $1,573
per night
View deal
House Hampton Bays
House ∙ 10 guests ∙ 4 bedrooms

Vacation home with terrace, yard & grill

Hampton Bays, Southampton, New York, United States
This house rental in Hampton Bays features a yard, balcony, and fireplace, perfect for family gatherings and pet-friendly stays.
from $566
per night
Outstanding(16 ratings)
from $566
per night
View deal
House Commack
House ∙ 4 guests ∙ 2 bedrooms

Vacation home with barbecue, private pool & garden

Commack, Smithtown, New York, United States
This house rental in Commack features a heated private pool, spacious yard, and parking, perfect for a family getaway.
from $412
per night
Excellent(31 ratings)
from $412
per night
View deal
House Bellport
House ∙ 5 guests ∙ 2 bedrooms

Vacation home with private pool, terrace & yard

Bellport, Brookhaven, New York, United States
This Bellport house rental features a private heated pool, fireplace, yard, and kitchen, perfect for a memorable getaway.
from $175
per night
Outstanding(19 ratings)
from $175
per night
View deal
House Montauk
House ∙ 16 guests ∙ 6 bedrooms

House with private pool, garden & BBQ | City view

Montauk, East Hampton, New York, United States
This Montauk house rental features a private pool, hot tub, fireplace, and ample space for 16, perfect for your family getaway.
from $1,080
per night
Outstanding(22 ratings)
from $1,080
per night
View deal
House North Fork
House ∙ 8 guests ∙ 3 bedrooms

Children-friendly vacation home with grill & pool

North Fork, Northville, New York, United States
This North Fork house rental features a pool, kitchen, and parking, perfect for a family getaway with space for 8 guests.
from $715
per night
Outstanding(37 ratings)
from $715
per night
View deal
Cabin Remsenburg
Cabin ∙ 3 guests ∙ 1 bedroom

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

Remsenburg, Remsenburg-Speonk, New York, United States
This cabin in Remsenburg offers lakeview serenity, a pool, kitchen, yard, and convenient parking for a perfect getaway.
from $125
per night
Outstanding(33 ratings)
from $125
per night
View deal
Accommodation Fire Island
Accommodation ∙ 2 guests ∙ 1 bedroom

Wonderful rental with terrace, pool & garden | Beach nearby

Fire Island, Suffolk County, New York, United States
This Fire Island accommodation features a pool and yard, perfect for a romantic getaway for two in a tranquil seaside setting.
from $246
per night
Outstanding(5 ratings)
from $246
per night
View deal
House Fire Island
House ∙ 12 guests ∙ 5 bedrooms

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

Fire Island, Suffolk County, New York, United States
This Fire Island house rental features a private heated pool, hot tub, beach access, and a kitchen, perfect for 12 guests.
from $836
per night
Outstanding(73 ratings)
from $836
per night
View deal
House Mastic Beach
House ∙ 6 guests ∙ 3 bedrooms

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

Mastic Beach, Brookhaven, New York, United States
This waterfront house in Mastic Beach features a yard, fireplace, kitchen, and parking, welcoming up to six guests and pets.
from $263
per night
Outstanding(30 ratings)
from $263
per night
View deal
House Montauk
House ∙ 8 guests ∙ 4 bedrooms

Family-friendly vacation home with terrace, yard & barbecue | City view | Suitable for remote work

Montauk, East Hampton, New York, United States
This Montauk house rental features a waterfront balcony, family-friendly yard, and a cozy fireplace, perfect for up to 8 guests.
from $481
per night
Outstanding(73 ratings)
from $481
per night
View deal
Accommodation Hampton Bays
Accommodation ∙ 6 guests ∙ 1 bedroom

Rental with grill, garden & pool | Garden view

Hampton Bays, Southampton, New York, United States
This Hampton Bays accommodation offers beach access, a pool, a spa, and a yard, perfect for a relaxing getaway with friends.
from $262
per night
Excellent(395 ratings)
from $262
per night
View deal

Information about City Breaks in Long Island

📏 Average home size 264 m²
💳 Highest rates in August
🛏️ Popular home types House rental and Apartment rental
🌡️ Hottest months July and August
❄️ Coldest months 23 °F in January and February
🌧️ Rainiest months 15 rainy days in December and February

City Breaks in Long Island: frequently asked questions

City Breaks in Long Island: What is the price per night for a stay?

You can get an incredible rental from $1,013 and find discounts up to 9%!

City Breaks in Long Island: does HomeToGo offer a wide variety of vacation homes for groups of guests?

House rental in Long Island fits 8 people.

How many accommodations are available to book for a weekend getaway in Long Island?

You can find more than 7,386 city break rentals available in Long Island with nightly prices starting from $92 per night.

City Breaks in Long Island: what kinds of vacation rentals can I book in Long Island?

You can choose from 2,815 House rentals and 208 Apartment rentals available in Long Island.

How much does it cost to take a weekend getaway in Long Island?

The price of a vacation home in Long Island for the weekend can start from $92 and can go up to $1,105 per night.

Do many apartments in Long Island feature a pool?

Definitely, more than 61% accommodations in Long Island offer a pool.

Average Nightly Rental Prices in Long Island

Click on any bar to see price and availability information

Vacation Rental Price Information in Long Island

Vacation Rental Availability in Long Island

Rental availability information in Long Island

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