Cancel Clear Filters Apply Filters

Price Per Week

$ $

Sleeps

Bedrooms

Bathrooms

Booking Options

Property Type

Apartments
Barns
Bungalows
Cabins
Chalets
Condos
Cottages
Estates
Farmhouses
Homes
Studios
Townhomes
Villas
Yachts
Boats
Castles
Hotels
Lodges

Location Type

Even More Filters

Features

Managed By

Cancel Clear Filters Apply Filters
Use filters to narrow your search results!

Long Island Vacation Rentals with Air Conditioning(550)

550 Results
Book it Now!
3 - 7 night minimum stay
  • 4 BR,
  • 2 BA,
  • Sleeps 8
    (14)
    $400 - $1,000
    per night
    Book it Now!
    2 night minimum stay
    • 3 BR,
    • 2 BA,
    • 1 HF BA,
    • Sleeps 10
      (16)
      Book it Now!
      2 night minimum stay
      • 3 BR,
      • 2 BA,
      • Sleeps 9
        (15)
        Book it Now!
        2 night minimum stay
        • 5 BR,
        • 4 BA,
        • Sleeps 14
          (14)
          Book it Now!
          • 6 BR,
          • 4 BA,
          • Sleeps 12
            (18)
            Book it Now!
            2 - 4 night minimum stay
            • 2 BR,
            • 1 BA,
            • Sleeps 4
              (3)
              3 - 7 night minimum stay
              • 5 BR,
              • 2 BA,
              • Sleeps 10
                (4)
                2 - 7 night minimum stay
                • 3 BR,
                • 2 BA,
                • Sleeps 6
                  (4)
                  6 night minimum stay
                  • 6 BR,
                  • 3 BA,
                  • 1 HF BA,
                  • Sleeps 12
                    • 4 BR,
                    • 2 BA,
                    • 1 HF BA,
                    • Sleeps 12
                      1 Review
                      Book it Now!
                      2 night minimum stay
                      • 2 BR,
                      • 1 BA,
                      • Sleeps 4
                        (33)
                        Book it Now!
                        • 1 BR,
                        • 1 BA,
                        • Sleeps 4
                          (12)
                          2 - 14 night minimum stay
                          • 5 BR,
                          • 4 BA,
                          • Sleeps 10
                            (10)
                            2 night minimum stay
                            • 4 BR,
                            • 2 BA,
                            • Sleeps 8
                              (17)
                              6 night minimum stay
                              • 5 BR,
                              • 3 BA,
                              • Sleeps 10
                                (6)
                                2 - 14 night minimum stay
                                • 3 BR,
                                • 1 BA,
                                • Sleeps 6
                                  (9)
                                  2 - 3 night minimum stay
                                  • 4 BR,
                                  • 2 BA,
                                  • Sleeps 10
                                    (44)
                                    2 - 3 night minimum stay
                                    • 3 BR,
                                    • 1 BA,
                                    • Sleeps 5
                                      $1,700
                                      per night
                                      2 - 6 night minimum stay
                                      • 5 BR,
                                      • 2 BA,
                                      • 1 HF BA,
                                      • Sleeps 10
                                        • 5 BR,
                                        • 4 BA,
                                        • 1 HF BA,
                                        • Sleeps 12
                                          • 3 BR,
                                          • 3 BA,
                                          • 1 HF BA,
                                          • Sleeps 10
                                            2 Reviews
                                            Book it Now!
                                            3 - 7 night minimum stay
                                            • 3 BR,
                                            • 2 BA,
                                            • Sleeps 6
                                              2 Reviews
                                              Book it Now!
                                              2 - 7 night minimum stay
                                              • 3 BR,
                                              • 2 BA,
                                              • Sleeps 6
                                                1 Review
                                                2 - 7 night minimum stay
                                                • 3 BR,
                                                • 2 BA,
                                                • Sleeps 7
                                                  (30)
                                                  Book it Now!
                                                  2 - 3 night minimum stay
                                                  • 3 BR,
                                                  • 1 BA,
                                                  • 1 HF BA,
                                                  • Sleeps 7
                                                    (9)
                                                    $180 - $250
                                                    per night
                                                    2 - 7 night minimum stay
                                                    • 3 BR,
                                                    • 2 BA,
                                                    • Sleeps 5
                                                      (8)
                                                      3 - 7 night minimum stay
                                                      • 4 BR,
                                                      • 3 BA,
                                                      • Sleeps 12
                                                        (12)
                                                        3 - 7 night minimum stay
                                                        • 4 BR,
                                                        • 2 BA,
                                                        • Sleeps 10
                                                          (3)
                                                           

                                                          Recent Long Island Reviews

                                                          Wonderful House in Greenport

                                                          4 of 5
                                                          My family and I stayed here for two weeks this past summer and had a wonderful experience. The house is incredibly charming, clean and well stocked with necessities. It's also centrally located in Greenport, a great place to stay for exploring all that the North Fork has to offer. The owner, Daniella, was very responsive and helpful with any questions and/or requests.
                                                          • Submitted: Sep 17, 2014
                                                          • Stayed: Aug 2014

                                                          Magical Labor Day Retreat

                                                          5 of 5
                                                          We had such a lovely vacation over the Labor Day weekend! The house was spacious and comfortable--plenty of room for our four families vacationing together. Swimming, relaxing on the beach, grilling, campfires, delicious dinners, games on the lawn--a perfect way to end the summer. The house's location is priceless, with amazing views of the sound. Highly recommended for anyone.
                                                          • Submitted: Sep 15, 2014
                                                          • Stayed: Aug 2014

                                                          Can't say enough good things about this house!

                                                          5 of 5
                                                          Michael and Jimena, Your house is absolutely spectacular !!! We're really impressed with everything you've done here. You've included every possible amenity to make your guests comfortable while here. I've rented beach houses up and down the east coast for 40 years, and many have been beautiful, but this one takes my breath away. Everywhere my eye falls there is a beautiful, unusual or whimsical detail. I've never felt compelled to write to the owner before, but I had to tell you how much we love your aesthetic. I only wish I had signed on for a longer period. We will definitely be back. Thanks for creating such a lovely spot to enjoy the end of summer at the beach.
                                                          • Submitted: Sep 14, 2014
                                                          • Stayed: Sep 2014