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530 chalets

(1) Excellent 

    9

    Rustic Chalet 3BR 2BA Now Booking

    Maine / Jackman

    Jackman chalet

    3 12 2 nights min

    • 3 bedrooms
    • sleeps 12
    • 2 nights min
    • Child Friendly
    • Private garden
    Match: Rental types Golf within 30mins drive Tennis in town All filters match

    Price per night from

    $344

    Responds fast!
    avg. 19 minutes

    Price per night from

    $344

    (2) Average 

      16

      The Loft House at Moose Pond

      Maine / Bridgton

      Bridgton chalet

      5 16 2 nights min

      • 5 bedrooms
      • sleeps 16
      • 2 nights min
      • Beach / lakeside relaxation
      • Nearest beach 0.32 mi
      • Swimming pool
      Match: Rental types Golf within 30mins drive Tennis in town All filters match

      Price per night from

      $344

      Price per night from

      $344

      (12) Very Good 

        43

        Lake House with over 200 feet of private waterfront beach!

        Maine / Denmark

        Denmark chalet

        5 8 min stay varies

        • 5 bedrooms
        • sleeps 8
        • min stay varies
        • Beach / lakeside relaxation
        • Nearest beach 0 mi
        • Child Friendly
        Match: Rental types Golf within 30mins drive Tennis in town All filters match
        “Perfect pet friendly lakeside vacation” The property had easy access to the lake. Plenty of activities for sunny days and rainy days. Ideal for 8 people and pets. Even though there was only 1 bathroom, it wasn’t a problem. We would visit again

        Price per night from

        $149

        Price per night from

        $149

        (2) Very Good 

          24

          Lux. Spacious 4 BR Chalet - Min. to Beach & Skiing

          Maine / Bridgton

          Bridgton chalet

          4 10 2 nights min

          • 4 bedrooms
          • sleeps 10
          • 2 nights min
          • Beach / lakeside relaxation
          • Child Friendly
          • Air conditioning
          Match: Rental types Golf within 30mins drive Tennis in town All filters match

          Price per night from

          $287

          Price per night from

          $287

          (9) Excellent 

            54

            LONG LAKE CAMP Maine Naples -Waterfront,Cable,W/D

            Maine / Harrison

            Harrison chalet

            5 8 7 nights min

            • 5 bedrooms
            • sleeps 8
            • 7 nights min
            • Beach / lakeside relaxation
            • Child Friendly
            Match: Rental types Golf within 30mins drive Tennis in town All filters match

            Price per night from

            $231

            Responds fast!
            avg. 3 hours 36 minutes

            Price per night from

            $231

            These homes match some but not all of your filters. Clear all filters

              17

              Garden Cottage

              Mid Coast Maine / Camden

              Camden apartment

              1 2 7 nights min

              • 1 bedroom
              • sleeps 2
              • 7 nights min
              • Child Friendly
              2 of 3 match: Rental types, Golf within 30mins drive, Tennis in town 2 of 3 filters match

              Price per night from

              $201

              Price per night from

              $201

                18

                14 Jacobs

                Mid Coast Maine / Camden

                Camden house

                3 6 7 nights min

                • 3 bedrooms
                • sleeps 6
                • 7 nights min
                • Child Friendly
                • Pet Friendly
                2 of 3 match: Rental types, Golf within 30mins drive, Tennis in town 2 of 3 filters match

                Price per night from

                $172

                Price per night from

                $172

                (1) Excellent 

                  22

                  Beachfront Condo with Great Views

                  Maine / Old Orchard Beach

                  Old Orchard Beach condo

                  1 4 min stay varies

                  • 1 bedroom
                  • sleeps 4
                  • min stay varies
                  • Nearest beach 0 mi
                  • Air conditioning
                  2 of 3 match: Rental types, Golf within 30mins drive, Tennis in town 2 of 3 filters match

                  Price per night from

                  $281

                  Responds fast!
                  avg. 1 hour 25 minutes

                  Price per night from

                  $281

                    12

                    Private Queen Bedroom Bath in Quiet Neighborhood Close to Beach & Interstate 95

                    Maine / Old Orchard Beach

                    Old Orchard Beach private room

                    1 2 1 night min

                    • 1 bedroom
                    • sleeps 2
                    • 1 night min
                    • Nearest beach 3 mi
                    • Air conditioning
                    2 of 3 match: Rental types, Golf within 30mins drive, Tennis in town 2 of 3 filters match

                    Price per night from

                    $81

                    Price per night from

                    $81

                    (2) Very Good 

                      4

                      InnSeason Falls at Ogunquit Resort- July 5th to August 2nd left for this summer!

                      Maine / Ogunquit

                      Ogunquit apartment

                      1 4 7 nights min

                      • 1 bedroom
                      • sleeps 4
                      • 7 nights min
                      • Child Friendly
                      2 of 3 match: Rental types, Golf within 30mins drive, Tennis in town 2 of 3 filters match

                      Price per night from

                      $195

                      Price per night from

                      $195

                        20

                        The Barn

                        Mid Coast Maine / Alna

                        Alna house

                        3 12 7 nights min

                        • 3 bedrooms
                        • sleeps 12
                        • 7 nights min
                        • Nearest beach 15 mi
                        • Child Friendly
                        • Air conditioning
                        2 of 3 match: Rental types, Golf within 30mins drive, Tennis in town 2 of 3 filters match

                        Price per night from

                        $346

                        Responds fast!
                        avg. 3 hours 13 minutes

                        Price per night from

                        $346

                          43

                          Spectacular View On Long Lake, Cozy, Clean, Quiet

                          Maine / Naples

                          Naples house

                          2 6 7 nights min

                          • 2 bedrooms
                          • sleeps 6
                          • 7 nights min
                          • Child Friendly
                          • Air conditioning
                          • Private garden
                          2 of 3 match: Rental types, Golf within 30mins drive, Tennis in town 2 of 3 filters match

                          Price per night from

                          $296

                          Responds fast!
                          avg. 2 hours 19 minutes

                          Price per night from

                          $296

                            16

                            2BR Summer Home just 100 steps to Camp Ellis Beach

                            Maine / Saco

                            Saco house

                            2 6 7 nights min

                            • 2 bedrooms
                            • sleeps 6
                            • 7 nights min
                            • Child Friendly
                            2 of 3 match: Rental types, Golf within 30mins drive, Tennis in town 2 of 3 filters match

                            Price per night from

                            $165

                            Price per night from

                            $165

                            (1) Excellent 

                              11

                              3 BR Ocean Ave Cottage Just Steps from the Beach

                              Maine / Old Orchard Beach

                              Old Orchard Beach house

                              3 6 min stay varies

                              • 3 bedrooms
                              • sleeps 6
                              • min stay varies
                              • Child Friendly
                              2 of 3 match: Rental types, Golf within 30mins drive, Tennis in town 2 of 3 filters match

                              Price per night from

                              $165

                              Responds fast!
                              avg. 3 hours 53 minutes

                              Price per night from

                              $165

                              (2) Very Good 

                                16

                                New Apartment Quiet Location Trees Water

                                DownEast and Acadia Maine / Eastport

                                Eastport apartment

                                1 4 2 nights min

                                • 1 bedroom
                                • sleeps 4
                                • 2 nights min
                                • Suitable for children age 5+
                                • Ask about pets
                                2 of 3 match: Rental types, Golf within 30mins drive, Tennis in town 2 of 3 filters match

                                Price per night from

                                $127

                                Price per night from

                                $127

                                  8

                                  Quaint 1bedroom 1 bath cottage in town of tremont.

                                  Mount Desert Island / Tremont

                                  Tremont house

                                  3 4 7 nights min

                                  • 3 bedrooms
                                  • sleeps 4
                                  • 7 nights min
                                  • Child Friendly
                                  2 of 3 match: Rental types, Golf within 30mins drive, Tennis in town 2 of 3 filters match

                                  Price per night from

                                  $165

                                  Price per night from

                                  $165

                                    18

                                    Now Available - Just 500 Feet From The Beach!

                                    Kennebunks / Kennebunkport

                                    Kennebunkport house

                                    4 8 3 nights min

                                    • 4 bedrooms
                                    • sleeps 8
                                    • 3 nights min
                                    • Child Friendly
                                    • Air conditioning
                                    • Private garden
                                    2 of 3 match: Rental types, Golf within 30mins drive, Tennis in town 2 of 3 filters match

                                    Price per night from

                                    $602

                                    Price per night from

                                    $602

                                      13

                                      The Red Cottage

                                      Mid Coast Maine / Tenants Harbor

                                      Tenants Harbor cottage

                                      3 8 7 nights min

                                      • 3 bedrooms
                                      • sleeps 8
                                      • 7 nights min
                                      • Nearest beach 6 mi
                                      • Child Friendly
                                      • Pet Friendly
                                      2 of 3 match: Rental types, Golf within 30mins drive, Tennis in town 2 of 3 filters match

                                      Price per night from

                                      $138

                                      Responds fast!
                                      avg. 1 hour 8 minutes

                                      Price per night from

                                      $138

                                      (1)  

                                        30

                                        Perfect Seaside Retreat

                                        Maine / Ogunquit

                                        Ogunquit house

                                        4 8 2 nights min

                                        • 4 bedrooms
                                        • sleeps 8
                                        • 2 nights min
                                        • Nearest beach 1 mi
                                        • Child Friendly
                                        • Air conditioning
                                        2 of 3 match: Rental types, Golf within 30mins drive, Tennis in town 2 of 3 filters match

                                        Price per night from

                                        $430

                                        Price per night from

                                        $430

                                        (2) Excellent 

                                          41

                                          Treetop-Retreat Vacation Rental Apartment near Acadia National & Park Bar Harbor

                                          Mount Desert Island / Southwest Harbor

                                          Southwest Harbor apartment

                                          1 2 2 nights min

                                          • 1 bedroom
                                          • sleeps 2
                                          • 2 nights min
                                          • Nearest beach 3 mi
                                          • Air conditioning
                                          2 of 3 match: Rental types, Golf within 30mins drive, Tennis in town 2 of 3 filters match

                                          Price per night from

                                          $149

                                          Responds fast!
                                          avg. 3 hours 19 minutes

                                          Price per night from

                                          $149

                                            18

                                            WARREN POINT COTTAGES - Deer Isle

                                            DownEast and Acadia Maine / Deer Isle

                                            Deer Isle house

                                            3 8 7 nights min

                                            • 3 bedrooms
                                            • sleeps 8
                                            • 7 nights min
                                            • Child Friendly
                                            • Pet Friendly
                                            • Private garden
                                            2 of 3 match: Rental types, Golf within 30mins drive, Tennis in town 2 of 3 filters match

                                            Price per night from

                                            $138

                                            Price per night from

                                            $138

                                              26

                                              SUNRISE COTTAGE - Stonington

                                              Deer Isle / Stonington

                                              Stonington house

                                              3 5 7 nights min

                                              • 3 bedrooms
                                              • sleeps 5
                                              • 7 nights min
                                              • Child Friendly
                                              • Private garden
                                              2 of 3 match: Rental types, Golf within 30mins drive, Tennis in town 2 of 3 filters match

                                              Price per night from

                                              $126

                                              Price per night from

                                              $126

                                                12

                                                COVE VIEW APARTMENT - Stonington

                                                Deer Isle / Stonington

                                                Stonington house

                                                1 4 min stay varies

                                                • 1 bedroom
                                                • sleeps 4
                                                • min stay varies
                                                • Child Friendly
                                                2 of 3 match: Rental types, Golf within 30mins drive, Tennis in town 2 of 3 filters match

                                                Price per night from

                                                $115

                                                Price per night from

                                                $115

                                                (2) Excellent 

                                                  16

                                                  PRETTY PENNY - Stonington

                                                  Deer Isle / Stonington

                                                  Stonington house

                                                  2 4 min stay varies

                                                  • 2 bedrooms
                                                  • sleeps 4
                                                  • min stay varies
                                                  • Child Friendly
                                                  • Air conditioning
                                                  • Pet Friendly
                                                  2 of 3 match: Rental types, Golf within 30mins drive, Tennis in town 2 of 3 filters match

                                                  Price per night from

                                                  $115

                                                  Price per night from

                                                  $115

                                                    30

                                                    CAT COVE RETREAT - Stonington

                                                    Deer Isle / Stonington

                                                    Stonington apartment

                                                    5 8 7 nights min

                                                    • 5 bedrooms
                                                    • sleeps 8
                                                    • 7 nights min
                                                    • Child Friendly
                                                    • Private garden
                                                    2 of 3 match: Rental types, Golf within 30mins drive, Tennis in town 2 of 3 filters match

                                                    Price per night from

                                                    $213

                                                    Price per night from

                                                    $213

                                                      16

                                                      OCEAN BREEZE - Stonington

                                                      Deer Isle / Stonington

                                                      Stonington house

                                                      2 4 7 nights min

                                                      • 2 bedrooms
                                                      • sleeps 4
                                                      • 7 nights min
                                                      • Child Friendly
                                                      2 of 3 match: Rental types, Golf within 30mins drive, Tennis in town 2 of 3 filters match

                                                      Price per night from

                                                      $140

                                                      Price per night from

                                                      $140

                                                        19

                                                        SEABREEZE BOW - Stonington

                                                        Deer Isle / Stonington

                                                        Stonington house

                                                        3 6 min stay varies

                                                        • 3 bedrooms
                                                        • sleeps 6
                                                        • min stay varies
                                                        • Child Friendly
                                                        2 of 3 match: Rental types, Golf within 30mins drive, Tennis in town 2 of 3 filters match

                                                        Price per night from

                                                        $126

                                                        Price per night from

                                                        $126

                                                          16

                                                          LEDGEHOLLOW - Deer Isle

                                                          DownEast and Acadia Maine / Brooklin

                                                          Brooklin house

                                                          2 4 7 nights min

                                                          • 2 bedrooms
                                                          • sleeps 4
                                                          • 7 nights min
                                                          2 of 3 match: Rental types, Golf within 30mins drive, Tennis in town 2 of 3 filters match

                                                          Price per night from

                                                          $344

                                                          Price per night from

                                                          $344

                                                            19

                                                            LEVY COTTAGE - Stonington

                                                            Deer Isle / Stonington

                                                            Stonington cottage

                                                            3 7 7 nights min

                                                            • 3 bedrooms
                                                            • sleeps 7
                                                            • 7 nights min
                                                            • Child Friendly
                                                            2 of 3 match: Rental types, Golf within 30mins drive, Tennis in town 2 of 3 filters match

                                                            Price per night from

                                                            $149

                                                            Price per night from

                                                            $149

                                                              27

                                                              HARBOR VISTA - Stonington

                                                              Deer Isle / Stonington

                                                              Stonington house

                                                              3 8 min stay varies

                                                              • 3 bedrooms
                                                              • sleeps 8
                                                              • min stay varies
                                                              • Child Friendly
                                                              2 of 3 match: Rental types, Golf within 30mins drive, Tennis in town 2 of 3 filters match

                                                              Price per night from

                                                              $172

                                                              Price per night from

                                                              $172

                                                                10

                                                                EAST COTTAGE - Stonington

                                                                Deer Isle / Stonington

                                                                Stonington house

                                                                1 2 min stay varies

                                                                • 1 bedroom
                                                                • sleeps 2
                                                                • min stay varies
                                                                2 of 3 match: Rental types, Golf within 30mins drive, Tennis in town 2 of 3 filters match

                                                                Price per night from

                                                                $115

                                                                Price per night from

                                                                $115

                                                                (1) Excellent 

                                                                  26

                                                                  BLACK SWAN - Stonington

                                                                  Deer Isle / Stonington

                                                                  Stonington house

                                                                  3 5 min stay varies

                                                                  • 3 bedrooms
                                                                  • sleeps 5
                                                                  • min stay varies
                                                                  • Child Friendly
                                                                  2 of 3 match: Rental types, Golf within 30mins drive, Tennis in town 2 of 3 filters match

                                                                  Price per night from

                                                                  $184

                                                                  Price per night from

                                                                  $184

                                                                    18

                                                                    ALLEN COVE COTTAGE - Stonington

                                                                    Deer Isle / Stonington

                                                                    Stonington house

                                                                    3 6 min stay varies

                                                                    • 3 bedrooms
                                                                    • sleeps 6
                                                                    • min stay varies
                                                                    • Child Friendly
                                                                    2 of 3 match: Rental types, Golf within 30mins drive, Tennis in town 2 of 3 filters match

                                                                    Price per night from

                                                                    $138

                                                                    Price per night from

                                                                    $138

                                                                      33

                                                                      M&M Cottage - Walk to Town from this Roomy Boothbay Harbor House, Pet Friendly

                                                                      Mid Coast Maine / Boothbay Harbor

                                                                      Boothbay Harbor house

                                                                      2 8 min stay varies

                                                                      • 2 bedrooms
                                                                      • sleeps 8
                                                                      • min stay varies
                                                                      • Child Friendly
                                                                      • Pet Friendly
                                                                      • Private garden
                                                                      2 of 3 match: Rental types, Golf within 30mins drive, Tennis in town 2 of 3 filters match

                                                                      Price per night from

                                                                      $161

                                                                      Price per night from

                                                                      $161

                                                                        21

                                                                        BIG YELLA - Deer Isle

                                                                        DownEast and Acadia Maine / Deer Isle

                                                                        Deer Isle house

                                                                        6 12 7 nights min

                                                                        • 6 bedrooms
                                                                        • sleeps 12
                                                                        • 7 nights min
                                                                        • Child Friendly
                                                                        2 of 3 match: Rental types, Golf within 30mins drive, Tennis in town 2 of 3 filters match

                                                                        Price per night from

                                                                        $218

                                                                        Price per night from

                                                                        $218

                                                                          44

                                                                          Bluewater Vista - Ocean Views, Dock Access, Tennis, Boothbay Harbor

                                                                          Mid Coast Maine / Bayville

                                                                          Bayville cottage

                                                                          4 8 min stay varies

                                                                          • 4 bedrooms
                                                                          • sleeps 8
                                                                          • min stay varies
                                                                          • Child Friendly
                                                                          2 of 3 match: Rental types, Golf within 30mins drive, Tennis in town 2 of 3 filters match

                                                                          Price per night from

                                                                          $258

                                                                          Price per night from

                                                                          $258

                                                                            46

                                                                            Gathering Point Cottage, Water View, Walk to Aquarium, Beach Access

                                                                            Mid Coast Maine / Boothbay Harbor

                                                                            Boothbay Harbor house

                                                                            4 7 min stay varies

                                                                            • 4 bedrooms
                                                                            • sleeps 7
                                                                            • min stay varies
                                                                            • Child Friendly
                                                                            2 of 3 match: Rental types, Golf within 30mins drive, Tennis in town 2 of 3 filters match

                                                                            Price per night from

                                                                            $287

                                                                            Price per night from

                                                                            $287

                                                                              36

                                                                              A Regal House in Downtown Boothbay Harbor - The Red House

                                                                              Mid Coast Maine / Boothbay Harbor

                                                                              Boothbay Harbor house

                                                                              4 8 min stay varies

                                                                              • 4 bedrooms
                                                                              • sleeps 8
                                                                              • min stay varies
                                                                              • Child Friendly
                                                                              • Private garden
                                                                              2 of 3 match: Rental types, Golf within 30mins drive, Tennis in town 2 of 3 filters match

                                                                              Price per night from

                                                                              $261

                                                                              Price per night from

                                                                              $261