Vacation Rentals & House Rentals in Montauk

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186 house rentals

(7) Excellent 

    25

    Ocean Front Cottage Montauk for rent

    Hamptons / Montauk

    Montauk cottage

    2 6 min stay varies

    • 2 bedrooms
    • sleeps 6
    • min stay varies
    • Beach / lakeside relaxation
    • Swimming pool
    • Child Friendly

    Price per night from

    $299

    Responds fast!
    avg. 2 hours 43 minutes

    Price per night from

    $299

      41

      Large Beach Bungalow next to Fresh Water Pond - SUMMER 2017

      Hamptons / Montauk

      Montauk house

      3 6 3 nights min

      • 3 bedrooms
      • sleeps 6
      • 3 nights min
      • Beach / lakeside relaxation
      • Child Friendly

      Price per night from

      $687

      Price per night from

      $687

        24

        Montauk renovated beach house

        Hamptons / Montauk

        Montauk house

        4 10 5 nights min

        • 4 bedrooms
        • sleeps 10
        • 5 nights min
        • Child Friendly
        • Air conditioning
        • Private garden

        Price per night from

        $1,145

        Price per night from

        $1,145

          14

          DIAMOND BEACH ONE BLOCK FROM PRIVATE BEACH AREA.

          Hamptons / Montauk

          Montauk house

          3 9 7 nights min

          • 3 bedrooms
          • sleeps 9
          • 7 nights min
          • Child Friendly
          • Private garden

          Price per night from

          $630

          Price per night from

          $630

            24

            Lavish Montauk Home w/Deck - Steps From the Beach!

            Hamptons / Montauk

            Montauk house

            3 6 min stay varies

            • 3 bedrooms
            • sleeps 6
            • min stay varies
            • Child Friendly

            Price per night from

            $630

            Responds fast!
            avg. 33 minutes

            Price per night from

            $630

              30

              Montauk Oceanfront Estate

              Hamptons / Montauk

              Montauk manor house

              5 10 7 nights min

              • 5 bedrooms
              • sleeps 10
              • 7 nights min
              • Beach / lakeside relaxation
              • Swimming pool
              • Child Friendly

              Price per night from

              $10,000

              Responds fast!
              avg. 2 hours 43 minutes

              Price per night from

              $10,000

                10

                Ultimate Summer Comfort - Clean, Comfortable, Spac

                Hamptons / Montauk

                Montauk house

                3 6 30 nights min

                • 3 bedrooms
                • sleeps 6
                • 30 nights min
                • Child Friendly
                • Air conditioning

                Price per night from

                $654

                Price per night from

                $654

                (6) Average 

                  5

                  Cottage by the Sea

                  Hamptons / Montauk

                  Montauk cottage

                  2 6 min stay varies

                  • 2 bedrooms
                  • sleeps 6
                  • min stay varies
                  • Beach / lakeside relaxation
                  • Child Friendly
                  • Air conditioning

                  Price per night from

                  $399

                  Responds fast!
                  avg. 2 hours 43 minutes

                  Price per night from

                  $399

                    25

                    6BR Montauk House w/Pool & Ocean Views!

                    Hamptons / Montauk

                    Montauk house

                    6 13 min stay varies

                    • 6 bedrooms
                    • sleeps 13
                    • min stay varies
                    • Swimming pool
                    • Child Friendly
                    • Air conditioning

                    Price per night from

                    $2,061

                    Responds fast!
                    avg. 33 minutes

                    Price per night from

                    $2,061

                      11

                      Montauk Prime Location, Near Ditch Plains and

                      Hamptons / Montauk

                      Montauk house

                      4 11 7 nights min

                      • 4 bedrooms
                      • sleeps 11
                      • 7 nights min
                      • Child Friendly

                      Price per night from

                      $1,064

                      Price per night from

                      $1,064

                        17

                        Old World Charm in a New Montauk...

                        Hamptons / Montauk

                        Montauk house

                        5 8 14 nights min

                        • 5 bedrooms
                        • sleeps 8
                        • 14 nights min
                        • Child Friendly
                        • Air conditioning
                        • Private garden

                        Price per night from

                        $1,145

                        Price per night from

                        $1,145

                          8

                          Beautiful Modern House Ocean View, 2 weeks

                          Hamptons / Montauk

                          Montauk house

                          4 8 14 nights min

                          • 4 bedrooms
                          • sleeps 8
                          • 14 nights min
                          • Child Friendly
                          • Air conditioning
                          • Private garden

                          Price per night from

                          $1,799

                          Price per night from

                          $1,799

                            12

                            Montauk Ocean View Retreat-Rental Registry #16-950

                            Hamptons / Montauk

                            Montauk house

                            4 8 14 nights min

                            • 4 bedrooms
                            • sleeps 8
                            • 14 nights min
                            • Beach / lakeside relaxation
                            • Nearest beach 2 mi
                            • Child Friendly

                            Price per night from

                            $1,145

                            Price per night from

                            $1,145

                              12

                              Beautiful Montauk House on Half an Acre - August-LD 2018 Still Available

                              Hamptons / Montauk

                              Montauk house

                              5 10 min stay varies

                              • 5 bedrooms
                              • sleeps 10
                              • min stay varies
                              • Child Friendly
                              • Air conditioning
                              • Pet Friendly

                              Price per night from

                              $916

                              Price per night from

                              $916

                                16

                                A One Of A Kind Beach Vacation Rental

                                Hamptons / Montauk

                                Montauk house

                                3 8 7 nights min

                                • 3 bedrooms
                                • sleeps 8
                                • 7 nights min
                                • Child Friendly
                                • Air conditioning

                                Price per night from

                                $1,489

                                Price per night from

                                $1,489

                                (2) Excellent 

                                  18

                                  Tranquil Montauk House Near Ocean, Bay, Sports

                                  Hamptons / Montauk

                                  Montauk house

                                  3 8 min stay varies

                                  • 3 bedrooms
                                  • sleeps 8
                                  • min stay varies
                                  • Nearest beach 3 mi
                                  • Child Friendly
                                  • Air conditioning

                                  Price per night from

                                  $425

                                  Price per night from

                                  $425

                                    16

                                    Take an early morning walk to beautiful private beach in Hither Hills

                                    Hamptons / Montauk

                                    Montauk house

                                    3 8 3 nights min

                                    • 3 bedrooms
                                    • sleeps 8
                                    • 3 nights min
                                    • Child Friendly

                                    Price per night from

                                    $458

                                    Price per night from

                                    $458

                                      23

                                      ** PERFECT FOR FAMILIES ** CLOSE TO BEACH ** PET FRIENDLY ** LOTS OF AMENITIES**

                                      Hamptons / Montauk

                                      Montauk house

                                      3 6 3 nights min

                                      • 3 bedrooms
                                      • sleeps 6
                                      • 3 nights min
                                      • Nearest beach 0.5 mi
                                      • Child Friendly
                                      • Car not necessary

                                      Price per night from

                                      $974

                                      Price per night from

                                      $974

                                        24

                                        Upscale Montauk Villa w/Hot Tub-Near Beach & Parks

                                        Hamptons / Montauk

                                        Montauk villa

                                        2 5 14 nights min

                                        • 2 bedrooms
                                        • sleeps 5
                                        • 14 nights min
                                        • Child Friendly
                                        • Air conditioning
                                        • Pet Friendly

                                        Price per night from

                                        $287

                                        Responds fast!
                                        avg. 47 minutes

                                        Price per night from

                                        $287

                                          11

                                          Mid Century Beach Bungalow Walk to Private Beach

                                          Hamptons / Montauk

                                          Montauk house

                                          2 6 14 nights min

                                          • 2 bedrooms
                                          • sleeps 6
                                          • 14 nights min
                                          • Child Friendly

                                          Price per night from

                                          $430

                                          Price per night from

                                          $430

                                            10

                                            GORGEOUS DESIGNER RENOVATED-CHARMING HOME–PERFECT FOR FAMILY- WALK TO BEACH

                                            Hamptons / Montauk

                                            Montauk house

                                            3 6 31 nights min

                                            • 3 bedrooms
                                            • sleeps 6
                                            • 31 nights min
                                            • Child Friendly

                                            Price per night from

                                            $676

                                            Price per night from

                                            $676

                                            (1) Excellent 

                                              10

                                              Gorgeous 5 bedroom beach house in Culloden

                                              Hamptons / Montauk

                                              Montauk house

                                              5 9 7 nights min

                                              • 5 bedrooms
                                              • sleeps 9
                                              • 7 nights min
                                              • Child Friendly
                                              • Air conditioning
                                              • Private garden

                                              Price per night from

                                              $859

                                              Price per night from

                                              $859

                                                12

                                                LABOR DAY SPECIAL

                                                Hamptons / Montauk

                                                Montauk house

                                                3 6 min stay varies

                                                • 3 bedrooms
                                                • sleeps 6
                                                • min stay varies

                                                Price per night from

                                                $573

                                                Responds fast!
                                                avg. 11 minutes

                                                Price per night from

                                                $573

                                                  19

                                                  Montauk Panoramic- Luxury home with heated pool -game room- large deck

                                                  Hamptons / Montauk

                                                  Montauk house

                                                  4 8 7 nights min

                                                  • 4 bedrooms
                                                  • sleeps 8
                                                  • 7 nights min
                                                  • Child Friendly
                                                  • Air conditioning

                                                  Price per night from

                                                  $1,064

                                                  Responds fast!
                                                  avg. 33 minutes

                                                  Price per night from

                                                  $1,064

                                                    19

                                                    5 BDR Montauk Oceanfront Home Available Weekly

                                                    Hamptons / Montauk

                                                    Montauk house

                                                    5 12 7 nights min

                                                    • 5 bedrooms
                                                    • sleeps 12
                                                    • 7 nights min
                                                    • Child Friendly
                                                    • Air conditioning

                                                    Price per night from

                                                    $2,454

                                                    Price per night from

                                                    $2,454

                                                      8

                                                      Montauk Royal Atlantic Beach Resort

                                                      Hamptons / Montauk

                                                      Montauk condo

                                                      1 4 2 nights min

                                                      • 1 bedroom
                                                      • sleeps 4
                                                      • 2 nights min
                                                      • Swimming pool
                                                      • Child Friendly
                                                      • Air conditioning

                                                      Price per night from

                                                      $401

                                                      Price per night from

                                                      $401

                                                        30

                                                        Fully Renovated Beautiful Montauk Waterfront Condo

                                                        Hamptons / Montauk

                                                        Montauk condo

                                                        2 5 4 nights min

                                                        • 2 bedrooms
                                                        • sleeps 5
                                                        • 4 nights min
                                                        • Swimming pool
                                                        • Child Friendly
                                                        • Air conditioning

                                                        Price per night from

                                                        $630

                                                        Price per night from

                                                        $630

                                                          8

                                                          Ditch Plains 3 bedroom home 500 ft. walk to the beach

                                                          Hamptons / Montauk

                                                          Montauk house

                                                          3 6 7 nights min

                                                          • 3 bedrooms
                                                          • sleeps 6
                                                          • 7 nights min
                                                          • Child Friendly
                                                          • Air conditioning
                                                          • Private garden

                                                          Price per night from

                                                          $492

                                                          Price per night from

                                                          $492

                                                            17

                                                            Montauk Beach Bungalow

                                                            Hamptons / Montauk

                                                            Montauk house

                                                            2 4 14 nights min

                                                            • 2 bedrooms
                                                            • sleeps 4
                                                            • 14 nights min
                                                            • Child Friendly
                                                            • Air conditioning
                                                            • Pet Friendly

                                                            Price per night from

                                                            $458

                                                            Price per night from

                                                            $458

                                                              66

                                                              Hilltop Haven in Montauk

                                                              Hamptons / Montauk

                                                              Montauk house

                                                              3 6 7 nights min

                                                              • 3 bedrooms
                                                              • sleeps 6
                                                              • 7 nights min
                                                              • Child Friendly
                                                              • Car not necessary
                                                              • Air conditioning

                                                              Price per night from

                                                              $245

                                                              Price per night from

                                                              $245

                                                                23

                                                                Ditch Plains Beach - 250 feet away BR1

                                                                Hamptons / Montauk

                                                                Montauk house

                                                                1 2 7 nights min

                                                                • 1 bedroom
                                                                • sleeps 2
                                                                • 7 nights min
                                                                • Child Friendly
                                                                • Air conditioning
                                                                • Pet Friendly

                                                                Price per night from

                                                                $1,276

                                                                Price per night from

                                                                $1,276

                                                                  23

                                                                  Ditch Plains Beach - 250 feet away

                                                                  Hamptons / Montauk

                                                                  Montauk house

                                                                  4 8 7 nights min

                                                                  • 4 bedrooms
                                                                  • sleeps 8
                                                                  • 7 nights min
                                                                  • Child Friendly
                                                                  • Air conditioning
                                                                  • Pet Friendly

                                                                  Price per night from

                                                                  $1,276

                                                                  Price per night from

                                                                  $1,276

                                                                    23

                                                                    Ditch Plains Beach - 250 feet away BR3

                                                                    Hamptons / Montauk

                                                                    Montauk house

                                                                    1 2 7 nights min

                                                                    • 1 bedroom
                                                                    • sleeps 2
                                                                    • 7 nights min
                                                                    • Child Friendly
                                                                    • Air conditioning
                                                                    • Pet Friendly

                                                                    Price per night from

                                                                    $1,276

                                                                    Price per night from

                                                                    $1,276

                                                                      23

                                                                      Ditch Plains Beach - 250 feet away BR2

                                                                      Hamptons / Montauk

                                                                      Montauk house

                                                                      1 2 7 nights min

                                                                      • 1 bedroom
                                                                      • sleeps 2
                                                                      • 7 nights min
                                                                      • Child Friendly
                                                                      • Air conditioning
                                                                      • Pet Friendly

                                                                      Price per night from

                                                                      $1,276

                                                                      Price per night from

                                                                      $1,276

                                                                        18

                                                                        MONTAUK COTTAGE NEAR THE SEA

                                                                        Hamptons / Montauk

                                                                        Montauk cottage

                                                                        2 4 30 nights min

                                                                        • 2 bedrooms
                                                                        • sleeps 4
                                                                        • 30 nights min
                                                                        • Child Friendly
                                                                        • Pet Friendly

                                                                        Price per night from

                                                                        $382

                                                                        Price per night from

                                                                        $382

                                                                        Great rentals within 20 miles that match your search

                                                                        Distance approx 18.46 km from Montauk

                                                                          24

                                                                          Dream house vacation on the Long Island Sound

                                                                          North Fork / Orient

                                                                          Orient house

                                                                          5 14 14 nights min

                                                                          • 5 bedrooms
                                                                          • sleeps 14
                                                                          • 14 nights min
                                                                          • Child Friendly
                                                                          • Air conditioning
                                                                          • Private garden

                                                                          Price per night from

                                                                          $1,088

                                                                          Responds fast!
                                                                          avg. 2 hours 40 minutes

                                                                          Price per night from

                                                                          $1,088

                                                                          Distance approx 12.97 km from Montauk

                                                                            17

                                                                            3 BR 3 Bath East Hampton House

                                                                            Hamptons / East Hampton

                                                                            East Hampton house

                                                                            3 12 7 nights min

                                                                            • 3 bedrooms
                                                                            • sleeps 12
                                                                            • 7 nights min
                                                                            • Child Friendly
                                                                            • Air conditioning
                                                                            • Pet Friendly

                                                                            Price per night from

                                                                            $409

                                                                            Price per night from

                                                                            $409

                                                                            Distance approx 13.21 km from Montauk

                                                                              13

                                                                              Contemporary Hamptons

                                                                              Hamptons / East Hampton

                                                                              East Hampton house

                                                                              4 8 90 nights min

                                                                              • 4 bedrooms
                                                                              • sleeps 8
                                                                              • 90 nights min
                                                                              • Beach / lakeside relaxation
                                                                              • Nearest beach 0.8 mi
                                                                              • Swimming pool

                                                                              Price per night from

                                                                              $134

                                                                              Responds fast!
                                                                              avg. 54 minutes

                                                                              Price per night from

                                                                              $134

                                                                              About Montauk

                                                                              Get away from the bustling crowds of New York City and head over to the relaxing town of Montauk. Why not start your search for the perfect property to stay in with FlipKey? From luxury mansions to beachfront cabins, you can choose from a huge range of vacation rentals. The perfect weekend getaway, this beautiful town has everything you need!

                                                                              About Montauk, New York

                                                                              Montauk has a history dating back thousands of years starting with the Native Americans. Montauk's name derives from the Montaukett tribe.

                                                                              Found at the tip of Long Island, Montauk was once used as a base for the Army, Navy, Air Force and the Coast Guard. You'll be able to spot the first ever lighthouse in New York State here!

                                                                              The Montauk we know today owes everything to Carl Graham Fisher who bought the land in 1926. With 10,000 acres, he started paving new roads and houses. This made way for a new Montauk that was no longer a small fishing village. Montauk is now the perfect spot for a relaxing respite from the busy city lights!

                                                                              With lots to do, eat and see, Montauk is the beach town you never knew you were looking for!

                                                                              What to do in Montauk

                                                                              Why not start your day by climbing 137 steps to the top of Montauk Point Lighthouse? You'll be able to enjoy spectacular views of the Atlantic Ocean. It is the perfect spot for budding photographers or just to take some vacation snaps for the album.

                                                                              For more breathtaking views of the Atlantic Ocean, visit Montauk Point State Park. You'll even be able to spot seals lazing around!

                                                                              Not up for hiking first thing in the morning? Then be sure to take a leisurely stroll around Hither Hills State Park. There's plenty to do here including fishing, hunting, biking and even bird watching.

                                                                              If you're looking to soak up some history, Shadmoor State Park is home to two WWII artillery bunkers and offers insight into the local area’s heritage.

                                                                              Once you've worked up an appetite exploring, treat yourself at one of Montauk's many restaurants. You'll be able to eat fresh, local seafood all year round, as well as local produce and fruits.

                                                                              Top travel tips for Montauk

                                                                              Your best bet is to visit Montauk during the fall. Crowds will have thinned by this time but the weather is still beautiful!

                                                                              Only 120 miles from New York City, it will only take you 3 hours to get to Montauk. If you’re not driving, opt for the Hampton Jitney bus or Long Island Rail Road.

                                                                              Be aware that during the winter months, many restaurants and bars close or have limited hours.

                                                                              Montauk is a charming town with glorious views and coastal location. It is perfect for families, solo travelers or groups of friends. Why not enjoy everything Montauk has to offer in your FlipKey property? From spacious mansions for group vacations to romantic beach retreats for two, you’re sure to find the perfect place for your needs.