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90 Houses

    12

    Spacious studio near beach

    Connecticut / Madison

    Madison studio

    Studio 3 1 night min

    • Studio
    • sleeps 3
    • 1 night min
    • Swimming pool
    • Child Friendly
    • Air conditioning

    Price per night from

    $81

    Price per night from

    $81

    Great rentals within 20 miles that match your search

    Distance approx 16.53 km from Madison

    (1) Excellent 

      14

      North Fork Beach House on LI Sound

      North Fork / Peconic

      Peconic cottage

      3 6 14 nights min

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

      Price per night from

      $489

      Price per night from

      $489

      Distance approx 9.65 km from Madison

      (16) Excellent 

        17

        Ennis Cottage with private beach on Branford shore

        Connecticut / Branford

        Branford cottage

        1 2 min stay varies

        • 1 bedroom
        • sleeps 2
        • min stay varies
        • Beach / lakeside relaxation
        • Nearest beach 0 mi
        • Child Friendly
        “Wonderful stay in a great cottage” Our stay at Ennis Cottage was perfect, we could not have wished for nicer accommodation. Ron and Bernie were very welcoming and the cottage had everything we needed for our stay. We have a ten month old baby and they

        Price per night from

        $161

        Responds fast!
        avg. 1 hour 32 minutes

        Price per night from

        $161

        Distance approx 15.79 km from Madison

        (2) Excellent 

          17

          PRISTINE GETAWAY, WITHIN SHORT WALK OF TWO WHITE, SANDY, SOUND BEACHES

          North Fork / Southold

          Southold house

          3 6 14 nights min

          • 3 bedrooms
          • sleeps 6
          • 14 nights min
          • Beach / lakeside relaxation
          • Nearest beach 0.4 mi
          • Child Friendly

          Price per night from

          $430

          Price per night from

          $430

          Distance approx 13.34 km from Madison

          (10) Excellent 

            19

            Jamaica Court Cottage

            Connecticut / New Haven

            New Haven house

            2 4 min stay varies

            • 2 bedrooms
            • sleeps 4
            • min stay varies
            • Beach / lakeside relaxation
            • Nearest beach 0.2 mi
            • Child Friendly
            “Very nice!” We stayed 2 weeks in this beautiful house near the see. The owner is a fantastic host, attentive but never intrusive. Very quiet neighborhood. Perfect for a family with 2 kids. Good location. Great place to stay!!

            Price per night from

            $161

            Responds fast!
            avg. 3 hours 46 minutes

            Price per night from

            $161

            Distance approx 11.9 km from Madison

              12

              Waterfront beach bungalow attached but private apartment

              Connecticut / Branford

              Branford apartment

              3 2 nights min

              • sleeps 3
              • 2 nights min
              • Beach / lakeside relaxation
              • Child Friendly
              • Air conditioning

              Price per night from

              $224

              Responds fast!
              avg. 3 hours 14 minutes

              Price per night from

              $224

              Distance approx 10.96 km from Madison

                29

                Old Saybrook Cottage w/Fire Pit - Walk to Beach!

                Connecticut / Old Saybrook

                Old Saybrook cottage

                2 6 min stay varies

                • 2 bedrooms
                • sleeps 6
                • min stay varies
                • Ski
                • Child Friendly
                • Pet Friendly

                Price per night from

                $184

                Responds fast!
                avg. 19 minutes

                Price per night from

                $184

                Distance approx 15.04 km from Madison

                (1) Excellent 

                  22

                  Little House By the Sea

                  Connecticut / New Haven

                  New Haven house

                  2 4 2 nights min

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

                  Price per night from

                  $315

                  Responds fast!
                  avg. 3 hours 49 minutes

                  Price per night from

                  $315

                  Distance approx 19.19 km from Madison

                    25

                    piece of Heaven

                    North Fork / Mattituck

                    Mattituck house

                    4 14 30 nights min

                    • 4 bedrooms
                    • sleeps 14
                    • 30 nights min
                    • Child Friendly
                    • Pet Friendly

                    Price per night from

                    $1,717

                    Price per night from

                    $1,717

                    Distance approx 16.79 km from Madison

                      16

                      Historic Cottage Near Beach!

                      North Fork / Greenport

                      Greenport house

                      2 4 60 nights min

                      • 2 bedrooms
                      • sleeps 4
                      • 60 nights min
                      • Air conditioning
                      • Ask about pets
                      • Private garden

                      Price per night from

                      $382

                      Price per night from

                      $382

                      Distance approx 18.05 km from Madison

                      (3) Very Good 

                        22

                        $500 off Book by 4/31/19 CT Lake Front Victorian Mansion Truly Memorable

                        Connecticut / East Haddam

                        East Haddam house

                        7 22 6 nights min

                        • 7 bedrooms
                        • sleeps 22
                        • 6 nights min
                        • Beach / lakeside relaxation
                        • Nearest beach 32 mi
                        • Child Friendly
                        “We can't wait to come again!!” Wanted to Thank you for a "Truly Memorable" time. Our entire family want to return to this magical place. We swam, fished, canoed, played volleyball,you name it someone was ready. My wife enjoyed the hammock and balconie

                        Price per night from

                        $925

                        Price per night from

                        $925

                        Distance approx 17.49 km from Madison

                          34

                          Beach Cottage, Bring The Dog, Founders Landing Beach, Southold, North Fork, NY

                          North Fork / Southold

                          Southold house

                          2 4 5 nights min

                          • 2 bedrooms
                          • sleeps 4
                          • 5 nights min
                          • Nearest beach 1 mi
                          • Child Friendly
                          • Air conditioning

                          Price per night from

                          $400

                          Price per night from

                          $400

                          Distance approx 12.66 km from Madison

                            32

                            Surrounded By Nature

                            Connecticut / Guilford

                            Guilford house

                            4 10 min stay varies

                            • 4 bedrooms
                            • sleeps 10
                            • min stay varies
                            • Beach / lakeside relaxation
                            • Nearest beach 5 mi
                            • Child Friendly

                            Price per night from

                            $287

                            Responds fast!
                            avg. 3 hours 46 minutes

                            Price per night from

                            $287

                            Distance approx 17 km from Madison

                            (1) Excellent 

                              35

                              The Victorian Seasons Cape

                              North Fork / East Marion

                              East Marion cottage

                              3 5 1 night min

                              • 3 bedrooms
                              • sleeps 5
                              • 1 night min
                              • Child Friendly
                              • Air conditioning
                              • Private garden

                              Price per night from

                              $573

                              Price per night from

                              $573

                              Distance approx 17.67 km from Madison

                              (1) Excellent 

                                9

                                Private 2 bedroom near Yale, downtown, great restaurants and parks

                                Connecticut / Hamden

                                Hamden apartment

                                2 4 2 nights min

                                • 2 bedrooms
                                • sleeps 4
                                • 2 nights min
                                • Air conditioning

                                Price per night from

                                $115

                                Price per night from

                                $115

                                Distance approx 17 km from Madison

                                (1) Excellent 

                                  21

                                  Victorian Seasons 1 bedroom Carriage House Duplex

                                  North Fork / East Marion

                                  East Marion apartment

                                  1 2 2 nights min

                                  • 1 bedroom
                                  • sleeps 2
                                  • 2 nights min
                                  • Air conditioning
                                  • Private garden

                                  Price per night from

                                  $372

                                  Price per night from

                                  $372

                                  Distance approx 16.81 km from Madison

                                  (1) Excellent 

                                    17

                                    Relaxed Village Farmhouse

                                    North Fork / Greenport

                                    Greenport house

                                    4 8 min stay varies

                                    • 4 bedrooms
                                    • sleeps 8
                                    • min stay varies
                                    • Air conditioning
                                    • Private garden

                                    Price per night from

                                    $458

                                    Responds fast!
                                    avg. 1 hour 16 minutes

                                    Price per night from

                                    $458

                                    Distance approx 17.94 km from Madison

                                      32

                                      Clarke's Landing

                                      Connecticut / Middlefield

                                      Middlefield house

                                      3 8 min stay varies

                                      • 3 bedrooms
                                      • sleeps 8
                                      • min stay varies
                                      • Beach / lakeside relaxation
                                      • Nearest beach 0.1 mi
                                      • Child Friendly

                                      Price per night from

                                      $344

                                      Responds fast!
                                      avg. 3 hours 46 minutes

                                      Price per night from

                                      $344

                                      Distance approx 15.37 km from Madison

                                        20

                                        Sleep well in our beautiful North Haven, CT home

                                        Connecticut / North Haven

                                        North Haven house

                                        4 8 2 nights min

                                        • 4 bedrooms
                                        • sleeps 8
                                        • 2 nights min
                                        • Child Friendly
                                        • Pet Friendly
                                        • Private garden

                                        Price per night from

                                        $171

                                        Price per night from

                                        $171

                                        Distance approx 11.09 km from Madison

                                          31

                                          Old Saybrook 'Nathanial Clarke House' near Harveys

                                          Connecticut / Old Saybrook

                                          Old Saybrook house

                                          5 14 min stay varies

                                          • 5 bedrooms
                                          • sleeps 14
                                          • min stay varies
                                          • Ski
                                          • Child Friendly
                                          • Air conditioning

                                          Price per night from

                                          $441

                                          Responds fast!
                                          avg. 20 minutes

                                          Price per night from

                                          $441

                                          Distance approx 13.39 km from Madison

                                            67

                                            Cosey Beach House

                                            Connecticut / East Haven

                                            East Haven house

                                            4 10 min stay varies

                                            • 4 bedrooms
                                            • sleeps 10
                                            • min stay varies
                                            • Child Friendly
                                            • Private garden

                                            Price per night from

                                            $573

                                            Responds fast!
                                            avg. 3 hours 46 minutes

                                            Price per night from

                                            $573

                                            Distance approx 15.84 km from Madison

                                            (4) Excellent 

                                              17

                                              Weekly Summer Beach Rental

                                              Connecticut / Old Lyme

                                              Old Lyme house

                                              4 12 7 nights min

                                              • 4 bedrooms
                                              • sleeps 12
                                              • 7 nights min
                                              • Beach / lakeside relaxation
                                              • Child Friendly
                                              • Air conditioning

                                              Price per night from

                                              $328

                                              Price per night from

                                              $328

                                              Distance approx 10.05 km from Madison

                                              (5) Excellent 

                                              Certificate of Excellence

                                                17

                                                Two bedroom house with private beach and club within walking distance

                                                Connecticut / Branford

                                                Branford house

                                                2 4 min stay varies

                                                • 2 bedrooms
                                                • sleeps 4
                                                • min stay varies
                                                • Child Friendly
                                                • Air conditioning
                                                • Pet Friendly

                                                Certificate of Excellence

                                                Price per night from

                                                $143

                                                Responds fast!
                                                avg. 46 minutes

                                                Price per night from

                                                $143

                                                Distance approx 17.3 km from Madison

                                                  25

                                                  Founders Landing Saltwater Inground Heated Pool. Walk to Beach,Town, Restaurants

                                                  North Fork / Southold

                                                  Southold house

                                                  4 8 7 nights min

                                                  • 4 bedrooms
                                                  • sleeps 8
                                                  • 7 nights min
                                                  • Nearest beach 0.5 mi
                                                  • Swimming pool
                                                  • Child Friendly

                                                  Price per night from

                                                  $654

                                                  Price per night from

                                                  $654

                                                  Distance approx 18.88 km from Madison

                                                    24

                                                    Fabulous Beach Getaway

                                                    Hamptons / Shelter Island

                                                    Shelter Island house

                                                    3 6 min stay varies

                                                    • 3 bedrooms
                                                    • sleeps 6
                                                    • min stay varies
                                                    • Swimming pool
                                                    • Ask about children
                                                    • Air conditioning

                                                    Price per night from

                                                    $650

                                                    Price per night from

                                                    $650

                                                    Distance approx 18.59 km from Madison

                                                      4

                                                      Beautiful Luxury Home with Pool in the Heart of Wine Country

                                                      North Fork / Cutchogue

                                                      Cutchogue house

                                                      4 10 2 nights min

                                                      • 4 bedrooms
                                                      • sleeps 10
                                                      • 2 nights min
                                                      • Nearest beach 3 mi
                                                      • Swimming pool
                                                      • Child Friendly

                                                      Price per night from

                                                      $802

                                                      Responds fast!
                                                      avg. 3 hours 56 minutes

                                                      Price per night from

                                                      $802

                                                      Distance approx 18.89 km from Madison

                                                        11

                                                        Peaceful North Fork Escape - Special Spring and Summer Rates

                                                        North Fork / Southold

                                                        Southold house

                                                        3 5 14 nights min

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

                                                        Price per night from

                                                        $287

                                                        Price per night from

                                                        $287

                                                        Distance approx 5.28 km from Madison

                                                          41

                                                          New Luxury Waterfront Home

                                                          Connecticut / Clinton

                                                          Clinton house

                                                          4 10 min stay varies

                                                          • 4 bedrooms
                                                          • sleeps 10
                                                          • min stay varies
                                                          • Beach / lakeside relaxation
                                                          • Child Friendly
                                                          • Air conditioning

                                                          Price per night from

                                                          $572

                                                          Responds fast!
                                                          avg. 58 minutes

                                                          Price per night from

                                                          $572

                                                          Distance approx 15.08 km from Madison

                                                            18

                                                            Large Beautifully Decorated Home w/comfy bedrooms

                                                            Connecticut / North Haven

                                                            North Haven house

                                                            4 12 2 nights min

                                                            • 4 bedrooms
                                                            • sleeps 12
                                                            • 2 nights min
                                                            • Nearest beach 20 mi
                                                            • Child Friendly
                                                            • Air conditioning

                                                            Price per night from

                                                            $224

                                                            Price per night from

                                                            $224

                                                            Distance approx 15.91 km from Madison

                                                            (1) Excellent 

                                                              19

                                                              Beautiful Classic North Fork Home, large porch, pool, Jacuzzi, walk to beach

                                                              North Fork / Southold

                                                              Southold house

                                                              3 6 7 nights min

                                                              • 3 bedrooms
                                                              • sleeps 6
                                                              • 7 nights min
                                                              • Nearest beach 0.8 mi
                                                              • Swimming pool
                                                              • Child Friendly

                                                              Price per night from

                                                              $458

                                                              Price per night from

                                                              $458

                                                              Distance approx 19.41 km from Madison

                                                                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. 1 hour 40 minutes

                                                                Price per night from

                                                                $1,088

                                                                Distance approx 8.01 km from Madison

                                                                  10

                                                                  Private 2 Bedroom Cottage - Walk to Beach & River

                                                                  Connecticut / Westbrook

                                                                  Westbrook cottage

                                                                  2 5 7 nights min

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

                                                                  Price per night from

                                                                  $263

                                                                  Price per night from

                                                                  $263

                                                                  Distance approx 17 km from Madison

                                                                  (5) Excellent 

                                                                    39

                                                                    Five Bedroom Italianate Great House - The Gem of East Marion

                                                                    North Fork / East Marion

                                                                    East Marion house

                                                                    5 9 1 night min

                                                                    • 5 bedrooms
                                                                    • sleeps 9
                                                                    • 1 night min
                                                                    • Child Friendly
                                                                    • Air conditioning
                                                                    • Private garden

                                                                    Price per night from

                                                                    $1,088

                                                                    Price per night from

                                                                    $1,088

                                                                    Distance approx 17.37 km from Madison

                                                                      18

                                                                      Architect Designed Home in Waterfront Village

                                                                      North Fork / Greenport

                                                                      Greenport house

                                                                      2 4 6 nights min

                                                                      • 2 bedrooms
                                                                      • sleeps 4
                                                                      • 6 nights min
                                                                      • Child Friendly
                                                                      • Air conditioning
                                                                      • Private garden

                                                                      Price per night from

                                                                      $409

                                                                      Price per night from

                                                                      $409

                                                                      Distance approx 17.35 km from Madison

                                                                        22

                                                                        Greenport Beach House

                                                                        North Fork / Greenport

                                                                        Greenport house

                                                                        3 8 min stay varies

                                                                        • 3 bedrooms
                                                                        • sleeps 8
                                                                        • min stay varies
                                                                        • Swimming pool
                                                                        • Child Friendly
                                                                        • Air conditioning

                                                                        Price per night from

                                                                        $687

                                                                        Price per night from

                                                                        $687

                                                                        Distance approx 17.06 km from Madison

                                                                        (5) Excellent 

                                                                          23

                                                                          Beautiful French Country Cottage

                                                                          North Fork / East Marion

                                                                          East Marion cottage

                                                                          2 4 1 night min

                                                                          • 2 bedrooms
                                                                          • sleeps 4
                                                                          • 1 night min
                                                                          • Child Friendly
                                                                          • Air conditioning
                                                                          • Private garden

                                                                          Price per night from

                                                                          $458

                                                                          Price per night from

                                                                          $458

                                                                          Distance approx 13.43 km from Madison

                                                                            40

                                                                            The Hobbit House- Yale and Beaches

                                                                            Connecticut / East Haven

                                                                            East Haven house

                                                                            3 8 min stay varies

                                                                            • 3 bedrooms
                                                                            • sleeps 8
                                                                            • min stay varies
                                                                            • Nearest beach 0.2 mi
                                                                            • Child Friendly
                                                                            • Air conditioning

                                                                            Price per night from

                                                                            $515

                                                                            Responds fast!
                                                                            avg. 3 hours 46 minutes

                                                                            Price per night from

                                                                            $515

                                                                            Distance approx 16.81 km from Madison

                                                                              13

                                                                              Remodeled Greenport Farmhouse

                                                                              North Fork / Greenport

                                                                              Greenport farmhouse

                                                                              3 6 14 nights min

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

                                                                              Price per night from

                                                                              $487

                                                                              Price per night from

                                                                              $487