Deer Isle Rentals Offer Vacations of Quiet Beauty and Rich Culture

Connected to the mainland by a historic suspension bridge, Deer Isle is a small island located off the coast of Maine. Waterfront Deer Isle rentals offer vacations where you can relax and enjoy a variety of art and culture amidst beautiful coastal scenery.

Experience the Artistic Romance of Deer Isle Rentals


When staying at Deer Isle rentals, you may feel that you have stepped back in time. The island has a rich artistic and cultural heritage and is home to the Haystack Mountain School of Crafts which is highly thought of internationally. Near Deer Isle vacation rentals, you can browse art studios and galleries where various resident artists exhibit their work. Many artisans have workshops you can visit from your Deer Isle lodging.

Enjoy Lobster and Arias When Staying at Deer Isle Vacation Rentals


Lobstering is the primary industry on the island and the local restaurants offer some fine seafood varieties. Enjoy a delicious dinner out from your Deer Isle lodging choice, followed by a show at the nearby Stonington Opera House. Various performances are on offer throughout the year. If opera is not quite your scene, visit Deer Isle rentals during one of the annual festivals and enjoy some good food and fun activities. Near Deer Isle vacation rentals, the K8 School and Reach Performing Arts Center puts on community shows on a regular basis, offering relaxed entertainment of a different kind.

Discover Enchanting History and Natural Beauty at Deer Isle Lodging


Nature-lovers can enjoy exploring one of the 12 natural conservancies near Deer Isle rentals. Bold granite outcrops and secluded coves provide a wealth of photographic opportunities. Visit the Deer Ilse-Stonington Historical Society from your Deer Isle vacation rentals. The museum provides wonderful insight into the ancient history of the area, up until the time of the first European settlers. Next, you can browse the many interesting antique shops and bookstores. For some outdoor fun, check into a Deer Isle golf rental to be near your favorite game.

Still looking for the perfect rental in Maine? Expand your search to include Deer Isle rentals, Acadia National Park rentals, Kenn ebunkport vacation rentals, Old Orchard Beach rentals, Wells vacation rentals, Sebago Lake rentals, Moo sehead Lake house rentals, and rentals in S outhwest Harbor.

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Deer Isle: Houses, Cottages & More(57)

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Deer Isle Cottage with Beach
    2 Bedrooms,
  • 2 Bathrooms
    • , Sleeps 6
$150
per night

Deer Isle Cottage with Beach

2 night Minimum Stay
  • 2 BR,
  • 2 BA,
  • Sleeps 6
  1. Downeast and Acadia >
  2. Deer Isle Cottage
#3528518
    Cottage in the Woods on the Water - Woodberry
      5 Bedrooms,
    • 3 Bathrooms
      • , Sleeps 13
    $280 - $320
    per night

    Cottage in the Woods on the Water - Woodberry

    2 - 7 night Minimum Stay
    • 5 BR,
    • 3 BA,
    • Sleeps 13
    1. Downeast and Acadia >
    2. Deer Isle House
    #137446
      (19)
      Holmes-Caldwell Cottage
        1 Bedrooms,
      • 1 Bathroom
        • , Sleeps 5
      $1,000 - $1,200
      per week

      Holmes-Caldwell Cottage

      7 night Minimum Stay
      • 1 BR,
      • 1 BA,
      • Sleeps 5
      1. Downeast and Acadia >
      2. Deer Isle House
      #3533369
        Charming Shorefront Home with Tidal Beach & Views
          3 Bedrooms,
        • 1 Bathroom, 
        • 1 Half Bath
          • , Sleeps 6

        Charming Shorefront Home with Tidal Beach & Views

        • 3 BR,
        • 1 BA,
        • 1 HF BA,
        • Sleeps 6
        1. Downeast and Acadia >
        2. Deer Isle House
        #105065
          (8)
          Billings Cove Cottage
            3 Bedrooms,
          • 3 Bathrooms
            • , Sleeps 6
          $1,000 - $1,900
          per week

          Billings Cove Cottage

          7 night Minimum Stay
          • 3 BR,
          • 3 BA,
          • Sleeps 6
          1. Downeast and Acadia >
          2. Deer Isle House
          #996512
            Dow Road Waterfront Cottage Northwest Harbor, Queen Bed +futon in living room
              1 Bedrooms,
            • 1 Bathroom
              • , Sleeps 2

            Dow Road Waterfront Cottage Northwest Harbor, Queen Bed +futon in living room

            • 1 BR,
            • 1 BA,
            • Sleeps 2
            1. Downeast and Acadia >
            2. Deer Isle Cottage
            #100841
              (8)
              Sunny 1890s Farmhouse, Private, Large Meadow, near Beach
                3 Bedrooms,
              • 2 Bathrooms
                • , Sleeps 6
              $910
              per week

              Sunny 1890s Farmhouse, Private, Large Meadow, near Beach

              7 night Minimum Stay
              • 3 BR,
              • 2 BA,
              • Sleeps 6
              1. Downeast and Acadia >
              2. Deer Isle House
              #114721
                (6)
                Woodberry Cottage
                  5 Bedrooms,
                • 3 Bathrooms
                  • , Sleeps 12
                $1,300 - $1,800
                per week

                Woodberry Cottage

                7 night Minimum Stay
                • 5 BR,
                • 3 BA,
                • Sleeps 12
                1. Downeast and Acadia >
                2. Deer Isle House
                #996385
                  2 Reviews
                  Waterhouse Cottage
                    4 Bedrooms,
                  • 2 Bathrooms
                    • , Sleeps 8
                  $1,500 - $2,400
                  per week

                  Waterhouse Cottage

                  7 night Minimum Stay
                  • 4 BR,
                  • 2 BA,
                  • Sleeps 8
                  1. Downeast and Acadia >
                  2. Deer Isle House
                  #996405
                    Dorsey Cottage
                      2 Bedrooms,
                    • 2 Bathrooms
                      • , Sleeps 4
                    $900 - $1,100
                    per week

                    Dorsey Cottage

                    7 night Minimum Stay
                    • 2 BR,
                    • 2 BA,
                    • Sleeps 4
                    1. Downeast and Acadia >
                    2. Deer Isle House
                    #996363
                      Tylers Hill Cottage
                        2 Bedrooms,
                      • 2 Bathrooms
                        • , Sleeps 6
                      $2,500
                      per week

                      Tylers Hill Cottage

                      7 night Minimum Stay
                      • 2 BR,
                      • 2 BA,
                      • Sleeps 6
                      1. Downeast and Acadia >
                      2. Deer Isle House
                      #996378
                        Sherwood Cottage
                          3 Bedrooms,
                        • 2 Bathrooms
                          • , Sleeps 7
                        $1,250 - $1,700
                        per week

                        Sherwood Cottage

                        7 night Minimum Stay
                        • 3 BR,
                        • 2 BA,
                        • Sleeps 7
                        1. Downeast and Acadia >
                        2. Deer Isle House
                        #996375
                          Curtis Cottage
                            3 Bedrooms,
                          • 1 Bathroom, 
                          • 1 Half Bath
                            • , Sleeps 6
                          $950 - $2,150
                          per week

                          Curtis Cottage

                          7 night Minimum Stay
                          • 3 BR,
                          • 1 BA,
                          • 1 HF BA,
                          • Sleeps 6
                          1. Downeast and Acadia >
                          2. Deer Isle House
                          #996361
                            Dalton Cottage
                              3 Bedrooms,
                            • 2 Bathrooms
                              • , Sleeps 6
                            $2,250 - $2,500
                            per week

                            Dalton Cottage

                            7 night Minimum Stay
                            • 3 BR,
                            • 2 BA,
                            • Sleeps 6
                            1. Downeast and Acadia >
                            2. Deer Isle House
                            #996362
                              Ledgehollow
                                2 Bedrooms,
                              • 1 Bathroom, 
                              • 1 Half Bath
                                • , Sleeps 4
                              $1,800 - $2,200
                              per week

                              Ledgehollow

                              7 night Minimum Stay
                              • 2 BR,
                              • 1 BA,
                              • 1 HF BA,
                              • Sleeps 4
                              1. Downeast and Acadia >
                              2. Deer Isle House
                              #996393
                                Alysadel
                                  3 Bedrooms,
                                • 1 Bathroom
                                  • , Sleeps 6
                                $895 - $1,300
                                per week

                                Alysadel

                                7 night Minimum Stay
                                • 3 BR,
                                • 1 BA,
                                • Sleeps 6
                                1. Downeast and Acadia >
                                2. Deer Isle House
                                #996398
                                  Pats Place
                                    2 Bedrooms,
                                  • 2 Bathrooms
                                    • , Sleeps 4
                                  $800 - $1,300
                                  per week

                                  Pats Place

                                  7 night Minimum Stay
                                  • 2 BR,
                                  • 2 BA,
                                  • Sleeps 4
                                  1. Downeast and Acadia >
                                  2. Deer Isle House
                                  #996400
                                    Alberta Lane Cottage
                                      4 Bedrooms,
                                    • 4 Bathrooms
                                      • , Sleeps 10
                                    $2,400 - $3,300
                                    per week

                                    Alberta Lane Cottage

                                    7 night Minimum Stay
                                    • 4 BR,
                                    • 4 BA,
                                    • Sleeps 10
                                    1. Downeast and Acadia >
                                    2. Deer Isle House
                                    #996390
                                      Sunshine House
                                        4 Bedrooms,
                                      • 2 Bathrooms
                                        • , Sleeps 9
                                      $1,400 - $3,700
                                      per week

                                      Sunshine House

                                      7 night Minimum Stay
                                      • 4 BR,
                                      • 2 BA,
                                      • Sleeps 9
                                      1. Downeast and Acadia >
                                      2. Deer Isle House
                                      #996391
                                        Becks Camp
                                          4 Bedrooms,
                                        • 2 Bathrooms
                                          • , Sleeps 6
                                        $1,200 - $2,000
                                        per week

                                        Becks Camp

                                        7 night Minimum Stay
                                        • 4 BR,
                                        • 2 BA,
                                        • Sleeps 6
                                        1. Downeast and Acadia >
                                        2. Deer Isle Apartment
                                        #996356
                                          Dow Road Waterfront Cottage
                                            1 Bedrooms,
                                          • 1 Bathroom
                                            • , Sleeps 2
                                          $850 - $1,100
                                          per week

                                          Dow Road Waterfront Cottage

                                          7 night Minimum Stay
                                          • 1 BR,
                                          • 1 BA,
                                          • Sleeps 2
                                          1. Downeast and Acadia >
                                          2. Deer Isle House
                                          #996396
                                            Coves End Cottage
                                              2 Bedrooms,
                                            • 1 Bathroom
                                              • , Sleeps 6
                                            $800 - $1,200
                                            per week

                                            Coves End Cottage

                                            7 night Minimum Stay
                                            • 2 BR,
                                            • 1 BA,
                                            • Sleeps 6
                                            1. Downeast and Acadia >
                                            2. Deer Isle House
                                            #996357
                                              Inisfia Cottage
                                                4 Bedrooms,
                                              • 2 Bathrooms
                                                • , Sleeps 6
                                              $900 - $1,200
                                              per week

                                              Inisfia Cottage

                                              7 night Minimum Stay
                                              • 4 BR,
                                              • 2 BA,
                                              • Sleeps 6
                                              1. Downeast and Acadia >
                                              2. Deer Isle House
                                              #996370
                                                Point Field Cottage
                                                  1 Bedrooms,
                                                • 1 Bathroom
                                                  • , Sleeps 2
                                                $795 - $950
                                                per week

                                                Point Field Cottage

                                                7 night Minimum Stay
                                                • 1 BR,
                                                • 1 BA,
                                                • Sleeps 2
                                                1. Downeast and Acadia >
                                                2. Deer Isle House
                                                #996406
                                                  Kramer Cottage
                                                    2 Bedrooms,
                                                  • 2 Bathrooms
                                                    • , Sleeps 6
                                                  $1,200 - $1,400
                                                  per week

                                                  Kramer Cottage

                                                  7 night Minimum Stay
                                                  • 2 BR,
                                                  • 2 BA,
                                                  • Sleeps 6
                                                  1. Downeast and Acadia >
                                                  2. Deer Isle House
                                                  #996371
                                                    Crockett Cove Cottage
                                                      2 Bedrooms,
                                                    • 1 Bathroom
                                                      • , Sleeps 4
                                                    $850 - $1,200
                                                    per week

                                                    Crockett Cove Cottage

                                                    7 night Minimum Stay
                                                    • 2 BR,
                                                    • 1 BA,
                                                    • Sleeps 4
                                                    1. Downeast and Acadia >
                                                    2. Deer Isle House
                                                    #996404
                                                      Sea Green
                                                        1 Bedrooms,
                                                      • 1 Bathroom
                                                        • , Sleeps 4
                                                      $625 - $795
                                                      per week

                                                      Sea Green

                                                      7 night Minimum Stay
                                                      • 1 BR,
                                                      • 1 BA,
                                                      • Sleeps 4
                                                      1. Downeast and Acadia >
                                                      2. Deer Isle House
                                                      #996447
                                                        Sweet Grass
                                                          2 Bedrooms,
                                                        • 1 Bathroom
                                                          • , Sleeps 4
                                                        $795 - $995
                                                        per week

                                                        Sweet Grass

                                                        7 night Minimum Stay
                                                        • 2 BR,
                                                        • 1 BA,
                                                        • Sleeps 4
                                                        1. Downeast and Acadia >
                                                        2. Deer Isle House
                                                        #996480
                                                          Artists Retreat
                                                            4 Bedrooms,
                                                          • 2 Bathrooms
                                                            • , Sleeps 8
                                                          $1,000 - $2,400
                                                          per week

                                                          Artists Retreat

                                                          7 night Minimum Stay
                                                          • 4 BR,
                                                          • 2 BA,
                                                          • Sleeps 8
                                                          1. Downeast and Acadia >
                                                          2. Deer Isle House
                                                          #996492
                                                            Mariners Park
                                                              3 Bedrooms,
                                                            • 1 Bathroom
                                                              • , Sleeps 6
                                                            $650 - $850
                                                            per week

                                                            Mariners Park

                                                            7 night Minimum Stay
                                                            • 3 BR,
                                                            • 1 BA,
                                                            • Sleeps 6
                                                            1. Downeast and Acadia >
                                                            2. Deer Isle House
                                                            #996481
                                                              • 1 - 30 of 57
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