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Holiday rentals in Long Island

Find and book unique accommodation on Airbnb

Top-rated holiday rentals in Long Island

Guests agree: these stays are highly rated for location, cleanliness, and more.

Woolley’s Guest house
Entire rental unit · 2 guests · 0 beds · 1 bathroom
Woolley’s Guest houseBeautiful one bedroom apartment. In quiet Dix hills, NY neighborhood. A comfortable King Bed and large closet with floor to ceiling mirrors in the bedroom. Step-in shower and relaxing bathroom. Kitchen with plenty of cabinets space.
Private Waterfront Loft, minutes to beach
Entire loft · 2 guests · 1 bed · 1 bathroom
Private Waterfront Loft, minutes to beachLoft above garage in our backyard. Right on the water and minutes away from the beach by car. Feel free to reach out with any questions :)
Greenport Victorian - Location, Location, Location
Entire residential home · 6 guests · 3 beds · 1.5 bathrooms
Greenport Victorian - Location, Location, LocationCharming 100 year old Victorian house with original wood floors and front porch. Totally renovated into rustic and chic open floor concept. Shelter Island Ferry at end of street. Walk to everything Greenport Village has to offer. Balcony with Harbor View. Outdoor dining on deck and well appointed outdoor shower. Enjoy the fabulous restaurants, shopping, wineries, breweries and local vegetable stands. Parking on premise and/or street but once here no need to get in your car.

Holiday rentals for every style

Get the amount of space that is right for you.

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Popular amenities for Long Island holiday rentals

  • Kitchen
  • Wifi
  • Pool
  • Free parking on premises
  • Air conditioning

Other great holiday rentals in Long Island

  1. Entire rental unit
  2. Port Jefferson Station
ENTIRE 1 Bedroom unit in a quiet apartment complex
  1. Private room
  2. Bayville
Romantic, Cozy and Private, 1 Block from Beach
  1. Entire apartment
  2. Middle Island
Beautiful 2- bedroom condo getaway on Long Island
  1. Entire rental unit
  2. Rocky Point
Lovely 1 bedroom cabin
  1. Entire rental unit
  2. Queens
MODERN 1 bedroom STUDIO w/ HOTTUB near JFK
  1. Entire residential home
  2. Nyack
Modern and cozy escape in historic Nyack, NY
  1. Entire cabin
  2. Commack
Need Some Social Distancing? This is IT!
  1. Entire residential home
  2. Greenport
Large Greenport Village Apartment w/Porch + Office
  1. Private room
  2. Medford
Super quiet and safe place! (Thomas)
  1. Entire rental unit
  2. Valley Stream
Freshly Remodeled 2 Bedrooms in Valley Stream
  1. Entire residential home
  2. Valley Stream
Comfortable spacious modern home near JFK
  1. Entire cottage
  2. East Hampton
Carriage House - Cottage in East Hampton Village