Vacation Rentals & Cottages in Southwest Harbor

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618 cottages

(8) Excellent 

Certificate of Excellence

    21

    Evergreen Hill | Cape style home with attached Cabin

    Mount Desert Island / Southwest Harbor

    Southwest Harbor house

    3 9 min stay varies

    • 3 bedrooms
    • sleeps 9
    • min stay varies
    • Child Friendly
    • Private garden

    Certificate of Excellence

    Price per night from

    $184

    Price per night from

    $184

      15

      Summer Song - Southwest Harbor

      Mount Desert Island / Southwest Harbor

      Southwest Harbor house

      3 6 7 nights min

      • 3 bedrooms
      • sleeps 6
      • 7 nights min
      • Ask about children
      • Pet Friendly

      Price per night from

      $114

      Price per night from

      $114

      (4) Excellent 

        44

        Idyllic Suite, Ocean and Island Views near Acadia

        Mount Desert Island / Southwest Harbor

        Southwest Harbor apartment

        1 3 7 nights min

        • 1 bedroom
        • sleeps 3
        • 7 nights min
        • Nearest beach 3 mi
        • Child Friendly

        Price per night from

        $162

        Responds fast!
        avg. 43 minutes

        Price per night from

        $162

        (1) Excellent 

          7

          Intimate sunny apartment with an ocean view

          Mount Desert Island / Southwest Harbor

          Southwest Harbor apartment

          1 2 4 nights min

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

          Price per night from

          $189

          Price per night from

          $189

            38

            Quaint and cozy waterfront studio with a great location across from harbor!

            Mount Desert Island / Southwest Harbor

            Southwest Harbor studio

            Studio 2 min stay varies

            • Studio
            • sleeps 2
            • min stay varies
            • Child Friendly
            • Car not necessary
            • Air conditioning

            Price per night from

            $156

            Responds fast!
            avg. 2 hours 53 minutes

            Price per night from

            $156

            (1) Excellent 

              20

              Cottage with Mountain and Harbor Views on MDI

              Mount Desert Island / Southwest Harbor

              Southwest Harbor house

              4 8 6 nights min

              • 4 bedrooms
              • sleeps 8
              • 6 nights min
              • Beach / lakeside relaxation
              • Child Friendly
              • Ask about pets

              Price per night from

              $373

              Price per night from

              $373

              (10) Very Good 

                21

                Charming Southwest Harbor cottage

                Mount Desert Island / Southwest Harbor

                Southwest Harbor house

                2 4 7 nights min

                • 2 bedrooms
                • sleeps 4
                • 7 nights min
                • Nearest beach 5 mi
                • Child Friendly
                • Car not necessary
                “Wonderful cottage and location!” We spent a week at Harbors End Cottage and had such a wonderful time in the cozy cottage; the cottage was furnished with everything needed to make our stay as comfortable as possible. We highly recommend a vacation her
                …see more

                Price per night from

                $164

                Responds fast!
                avg. 2 hours 59 minutes

                Price per night from

                $164

                (1) Excellent 

                  18

                  Hidden Elm - Southwest Harbor

                  Mount Desert Island / Southwest Harbor

                  Southwest Harbor house

                  4 8 7 nights min

                  • 4 bedrooms
                  • sleeps 8
                  • 7 nights min
                  • Ask about children
                  • Pet Friendly

                  Price per night from

                  $257

                  Price per night from

                  $257

                    18

                    Seawood Home and Poet's Cottage

                    Mount Desert Island / Southwest Harbor

                    Southwest Harbor house

                    3 14 min stay varies

                    • 3 bedrooms
                    • sleeps 14
                    • min stay varies
                    • Child Friendly
                    • Pet Friendly
                    • Private garden

                    Price per night from

                    $342

                    Responds fast!
                    avg. 3 hours 5 minutes

                    Price per night from

                    $342

                    (69) Excellent 

                      17

                      Anna's Quietside Cottage

                      Mount Desert Island / Southwest Harbor

                      Southwest Harbor cottage

                      4 9 min stay varies

                      • 4 bedrooms
                      • sleeps 9
                      • min stay varies
                      • Beach / lakeside relaxation
                      • Child Friendly
                      • Private garden
                      “Butterfly Suite” We had a great stay at anna's Quietside. The Butterfly Suite was very clean and spacious. Marc was so helpful and gave us a ton of great suggestions on where to eat and what to do. Even with the shut down there was so much to do and s
                      …see more

                      Price per night from

                      $286

                      Price per night from

                      $286

                        5

                        Mermaid's Watch Western Way Townhouse

                        Mount Desert Island / Southwest Harbor

                        Southwest Harbor apartment

                        3 7 7 nights min

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

                        Price per night from

                        $393

                        Price per night from

                        $393

                          0

                          NEW LISTING! Charming home w/patio & gas grill- minutes to Acadia NP & shoreline

                          Mount Desert Island / Southwest Harbor

                          Southwest Harbor house

                          4 8 min stay varies

                          • 4 bedrooms
                          • sleeps 8
                          • min stay varies
                          • Child Friendly
                          • Car not necessary

                          Price per night from

                          $299

                          Responds fast!
                          avg. 2 hours 53 minutes

                          Price per night from

                          $299

                          (10) Very Good 

                            11

                            Summer rental nr Acadia National Park & Bar Harbor

                            Mount Desert Island / Southwest Harbor

                            Southwest Harbor apartment

                            2 4 3 nights min

                            • 2 bedrooms
                            • sleeps 4
                            • 3 nights min
                            • Nearest beach 2 mi
                            • Child Friendly
                            • Air conditioning
                            “Great base for exploring acadia” Our stay was quite pleasant. We were able to roam the area conveniently. The house was immaculate and very comfortable. We found several interesting and delightful restaurants in the area, and just getting to Southwest
                            …see more

                            Price per night from

                            $207

                            Price per night from

                            $207

                            (2) Very Good 

                              11

                              Rice Cottage - Southwest Harbor

                              Mount Desert Island / Southwest Harbor

                              Southwest Harbor house

                              3 6 min stay varies

                              • 3 bedrooms
                              • sleeps 6
                              • min stay varies
                              • Ask about children
                              • Pet Friendly

                              Price per night from

                              $271

                              Price per night from

                              $271

                              (1) Excellent 

                                22

                                Family Friendly Farmhouse with fantastic views

                                Mount Desert Island / Southwest Harbor

                                Southwest Harbor house

                                4 8 7 nights min

                                • 4 bedrooms
                                • sleeps 8
                                • 7 nights min
                                • Beach / lakeside relaxation
                                • Child Friendly

                                Price per night from

                                $442

                                Price per night from

                                $442

                                (1) Excellent 

                                  8

                                  Sea Watch 3 bedroom at Sawyer's Cove path to shore

                                  Mount Desert Island / Southwest Harbor

                                  Southwest Harbor cottage

                                  3 6 7 nights min

                                  • 3 bedrooms
                                  • sleeps 6
                                  • 7 nights min
                                  • Beach / lakeside relaxation
                                  • Child Friendly
                                  • Ask about pets

                                  Price per night from

                                  $311

                                  Price per night from

                                  $311

                                  (3) Very Good 

                                    17

                                    Cottage/condo nr Acadia National Park & Bar Harbor

                                    Mount Desert Island / Southwest Harbor

                                    Southwest Harbor apartment

                                    2 4 3 nights min

                                    • 2 bedrooms
                                    • sleeps 4
                                    • 3 nights min
                                    • Child Friendly
                                    • Air conditioning

                                    Price per night from

                                    $207

                                    Price per night from

                                    $207

                                      15

                                      Clarkside - Southwest Harbor

                                      Mount Desert Island / Southwest Harbor

                                      Southwest Harbor house

                                      4 8 7 nights min

                                      • 4 bedrooms
                                      • sleeps 8
                                      • 7 nights min
                                      • Ask about children
                                      • Pet Friendly

                                      Price per night from

                                      $200

                                      Price per night from

                                      $200

                                      (2) Excellent 

                                        21

                                        The Cape Cod House - Southwest Harbor

                                        Mount Desert Island / Southwest Harbor

                                        Southwest Harbor house

                                        3 4 7 nights min

                                        • 3 bedrooms
                                        • sleeps 4
                                        • 7 nights min
                                        • Ask about children
                                        • Pet Friendly

                                        Price per night from

                                        $229

                                        Price per night from

                                        $229

                                        (14) Excellent 

                                          18

                                          Log Cabin in the Best Town on Mt. Desert Island

                                          Mount Desert Island / Southwest Harbor

                                          Southwest Harbor log cabin

                                          3 8 7 nights min

                                          • 3 bedrooms
                                          • sleeps 8
                                          • 7 nights min
                                          • Child Friendly
                                          • Car not necessary
                                          “Comfortable home in a peaceful location” This was the first time our family visited Maine and we couldn't have asked for a better place to stay. The cabin is located in a lovely, private, quiet area. When we inquired about the availability of the cabi
                                          …see more

                                          Price per night from

                                          $229

                                          Price per night from

                                          $229

                                          (1) Excellent 

                                            77

                                            Dog-friendly home w/ deck, picnic area, & foosball - close to Acadia & more!

                                            Mount Desert Island / Southwest Harbor

                                            Southwest Harbor house

                                            4 7 min stay varies

                                            • 4 bedrooms
                                            • sleeps 7
                                            • min stay varies
                                            • Child Friendly
                                            • Car not necessary
                                            • Pet Friendly

                                            Price per night from

                                            $312

                                            Responds fast!
                                            avg. 2 hours 53 minutes

                                            Price per night from

                                            $312

                                              0

                                              Comfortable studio w/ harbor views - steps from the dock & local restaurants!

                                              Mount Desert Island / Southwest Harbor

                                              Southwest Harbor studio

                                              Studio 2 min stay varies

                                              • Studio
                                              • sleeps 2
                                              • min stay varies
                                              • Child Friendly
                                              • Car not necessary
                                              • Air conditioning

                                              Price per night from

                                              $156

                                              Responds fast!
                                              avg. 2 hours 53 minutes

                                              Price per night from

                                              $156

                                              (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

                                                Price per night from

                                                $92

                                                Responds fast!
                                                avg. 2 hours 16 minutes

                                                Price per night from

                                                $92

                                                (2) Excellent 

                                                  25

                                                  Cedar View -- wooded privacy near Southwest Harbor & Acadia NP

                                                  Mount Desert Island / Southwest Harbor

                                                  Southwest Harbor cottage

                                                  2 5 7 nights min

                                                  • 2 bedrooms
                                                  • sleeps 5
                                                  • 7 nights min
                                                  • Child Friendly
                                                  • Pet Friendly

                                                  Price per night from

                                                  $171

                                                  Price per night from

                                                  $171

                                                  (1) Excellent 

                                                    4

                                                    Michaels cabin

                                                    Mount Desert Island / Southwest Harbor

                                                    Southwest Harbor cottage

                                                    1 2 7 nights min

                                                    • 1 bedroom
                                                    • sleeps 2
                                                    • 7 nights min

                                                    Price per night from

                                                    $287

                                                    Price per night from

                                                    $287

                                                    (4) Very Good 

                                                      21

                                                      BEAUTIFUL VACATION RENTAL nr ACADIA NATIONAL PARK!

                                                      Mount Desert Island / Southwest Harbor

                                                      Southwest Harbor condo

                                                      1 2 3 nights min

                                                      • 1 bedroom
                                                      • sleeps 2
                                                      • 3 nights min
                                                      • Nearest beach 1 mi
                                                      • Child Friendly
                                                      • Air conditioning

                                                      Price per night from

                                                      $207

                                                      Price per night from

                                                      $207

                                                      (2) Excellent 

                                                        13

                                                        Southwest Harbor Oceanfront 2 Bedroom 2 Bath Condo

                                                        Mount Desert Island / Southwest Harbor

                                                        Southwest Harbor apartment

                                                        2 6 7 nights min

                                                        • 2 bedrooms
                                                        • sleeps 6
                                                        • 7 nights min
                                                        • Beach / lakeside relaxation
                                                        • Swimming pool
                                                        • Child Friendly

                                                        Price per night from

                                                        $338

                                                        Responds fast!
                                                        avg. 2 hours 29 minutes

                                                        Price per night from

                                                        $338

                                                        (1) Excellent 

                                                          19

                                                          Carroll Farm Cottage - great family home in the woods near Southwest Harbor

                                                          Mount Desert Island / Southwest Harbor

                                                          Southwest Harbor cottage

                                                          3 6 7 nights min

                                                          • 3 bedrooms
                                                          • sleeps 6
                                                          • 7 nights min
                                                          • Child Friendly
                                                          • Pet Friendly

                                                          Price per night from

                                                          $300

                                                          Price per night from

                                                          $300

                                                          (6) Excellent 

                                                            12

                                                            Carriage House - in Southwest Harbor

                                                            Mount Desert Island / Southwest Harbor

                                                            Southwest Harbor cottage

                                                            2 4 7 nights min

                                                            • 2 bedrooms
                                                            • sleeps 4
                                                            • 7 nights min
                                                            • Child Friendly
                                                            “Carriage House-Southwest Harbor - an oasis of beauty and tranqui” We have been staying at the Carriage House for over 15 years. Our visit to the cottage and to acadia has become the highlight of our year and we hope to continue for as many more years
                                                            …see more

                                                            Price per night from

                                                            $129

                                                            Price per night from

                                                            $129

                                                              11

                                                              Z House - modern, well-kept home in Southwest Harbor near Acadia National Park

                                                              Mount Desert Island / Southwest Harbor

                                                              Southwest Harbor house

                                                              3 6 min stay varies

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

                                                              Price per night from

                                                              $300

                                                              Price per night from

                                                              $300

                                                                20

                                                                Acadia Dreamscape - quiet & private, near Acadia National Park

                                                                Mount Desert Island / Southwest Harbor

                                                                Southwest Harbor house

                                                                2 5 min stay varies

                                                                • 2 bedrooms
                                                                • sleeps 5
                                                                • min stay varies
                                                                • Child Friendly

                                                                Price per night from

                                                                $107

                                                                Price per night from

                                                                $107

                                                                  26

                                                                  Alacrity

                                                                  Mount Desert Island / Southwest Harbor

                                                                  Southwest Harbor house

                                                                  4 8 7 nights min

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

                                                                  Price per night from

                                                                  $393

                                                                  Price per night from

                                                                  $393

                                                                    16

                                                                    The Bungalow - Southwest Harbor

                                                                    Mount Desert Island / Southwest Harbor

                                                                    Southwest Harbor house

                                                                    2 4 7 nights min

                                                                    • 2 bedrooms
                                                                    • sleeps 4
                                                                    • 7 nights min
                                                                    • Ask about children
                                                                    • Pet Friendly

                                                                    Price per night from

                                                                    $229

                                                                    Price per night from

                                                                    $229

                                                                    (4) Very Good 

                                                                      17

                                                                      Anchorage - harborfront in Southwest Harbor

                                                                      Mount Desert Island / Southwest Harbor

                                                                      Southwest Harbor cottage

                                                                      3 6 7 nights min

                                                                      • 3 bedrooms
                                                                      • sleeps 6
                                                                      • 7 nights min
                                                                      • Child Friendly
                                                                      “A relaxing family vacation!” Anchorage is a wonderful, comfortable home perfect for a family vacation. As a "family of foodies," we appreciated the well supplied kitchen - cookware, bakeware, tableware, and plenty of tools and widgets to have fun cre
                                                                      …see more

                                                                      Price per night from

                                                                      $139

                                                                      Price per night from

                                                                      $139

                                                                        0

                                                                        Waterfront studio w/ lovely harbor views - close to hiking, boating & shops!

                                                                        Mount Desert Island / Southwest Harbor

                                                                        Southwest Harbor studio

                                                                        Studio 2 min stay varies

                                                                        • Studio
                                                                        • sleeps 2
                                                                        • min stay varies
                                                                        • Child Friendly
                                                                        • Car not necessary
                                                                        • Air conditioning

                                                                        Price per night from

                                                                        $156

                                                                        Responds fast!
                                                                        avg. 2 hours 53 minutes

                                                                        Price per night from

                                                                        $156

                                                                          33

                                                                          Island Watch - Southwest Harbor

                                                                          Mount Desert Island / Southwest Harbor

                                                                          Southwest Harbor apartment

                                                                          7 14 7 nights min

                                                                          • 7 bedrooms
                                                                          • sleeps 14
                                                                          • 7 nights min
                                                                          • Ask about children
                                                                          • Pet Friendly

                                                                          Price per night from

                                                                          $486

                                                                          Price per night from

                                                                          $486

                                                                            28

                                                                            Ravenspoint - Greenings Island

                                                                            Mount Desert Island / Southwest Harbor

                                                                            Southwest Harbor house

                                                                            4 8 7 nights min

                                                                            • 4 bedrooms
                                                                            • sleeps 8
                                                                            • 7 nights min
                                                                            • Ask about children
                                                                            • Pet Friendly

                                                                            Price per night from

                                                                            $2,857

                                                                            Price per night from

                                                                            $2,857

                                                                            (1) Excellent 

                                                                              51

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

                                                                              Mount Desert Island / Southwest Harbor

                                                                              Southwest Harbor room

                                                                              1 2 2 nights min

                                                                              • 1 bedroom
                                                                              • sleeps 2
                                                                              • 2 nights min
                                                                              • Nearest beach 3 mi
                                                                              • Air conditioning

                                                                              Price per night from

                                                                              $81

                                                                              Responds fast!
                                                                              avg. 2 hours 16 minutes

                                                                              Price per night from

                                                                              $81

                                                                              About Southwest Harbor

                                                                              Known for its natural serenity and vast woodland, Southwest Harbor, ME, including the surrounding areas of Mount Desert and Bar Harbor, make the perfect northern escape. Walk just minutes from your vacation rental to an infinite number of outdoor recreation opportunities. Take in Southwest Harbor's striking ocean views and rocky coastlines while kayaking, swimming, sailing, fishing, or simply sunning along the coast. Launch a sailboat or paddle through the Western Bay, Blue Hill Bay, and Somes Sound. You can also spend a day admiring some of New England's most beautiful hand crafted Hinckley Yachts. This manufacturer has been making handcrafted boats since 1928, with new innovations that have evolved throughout the decades.

                                                                              Here are a few additional suggestions of things to do in the area:

                                                                              • Spend a day on the water with Maine State Sea Kayak: This sea kayaking service offers guided ecological tours on the western side of Mount Desert Island.
                                                                              • Visit the Atlantic Brewing Company: Learn about the secrets of the brewery process while tasting authentic Maine beer.
                                                                              • Visit Ben and Bill's Chocolate Emporium: Located in downtown Bar Harbor, this classic family owned and operated candy shop offers homemade ice cream, chocolate and more.
                                                                              • Stroll the Southwest Harbor Boardwalk: Walk or bike along a boardwalk that takes you to one of Maine's most beautiful beaches.
                                                                              • Go Bar Harbor bird watching: Bar Harbor, Maine offers some of the best opportunities for close encounters with rare New England shorebirds. This area attracts birdwatchers from all over the country every year.
                                                                              • Go on a Bar Harbor dinner cruise: Experience unforgettable Maine seafood on the deck of a luxury sailboat while watching the sun set over the Atlantic Ocean.

                                                                              You'll never run out of fun things to do in Southwest Harbor. Experience the charms of the New England coast by staying in your own private luxury vacation rental. For your stay, find a quaint cottage above the rocky shoreline with views of the ocean and easy access to the very best shopping and nightlife. While you're exploring Southwest Harbor, take day trips to other beautiful Maine destinations like Camden and Greenville.