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
    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
      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)
        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
          Small Farmhouse on Tidal Cove
            3 Bedrooms,
          • 1 Bathroom, 
          • 1 Half Bath
            • , Sleeps 6
          $800 - $1,000
          per week

          Small Farmhouse on Tidal Cove

          7 night Minimum Stay
          • 3 BR,
          • 1 BA,
          • 1 HF BA,
          • Sleeps 6
          1. Downeast and Acadia >
          2. Deer Isle House
          #176767
            1 Review
            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)
              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)
                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
                  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)
                    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
                      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
                        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
                            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
                              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
                                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
                                  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
                                    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
                                      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
                                        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
                                          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
                                            Lighthouse Point Estate
                                              2 Bedrooms,
                                            • 3 Bathrooms
                                              • , Sleeps 6
                                            $2,600 - $3,500
                                            per week

                                            Lighthouse Point Estate

                                            7 night Minimum Stay
                                            • 2 BR,
                                            • 3 BA,
                                            • Sleeps 6
                                            1. Downeast and Acadia >
                                            2. Deer Isle House
                                            #996437
                                              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
                                                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
                                                  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
                                                    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
                                                      Reachview Estate
                                                        4 Bedrooms,
                                                      • 2 Bathrooms
                                                        • , Sleeps 8
                                                      $2,100 - $3,200
                                                      per week

                                                      Reachview Estate

                                                      7 night Minimum Stay
                                                      • 4 BR,
                                                      • 2 BA,
                                                      • Sleeps 8
                                                      1. Downeast and Acadia >
                                                      2. Deer Isle House
                                                      #996442
                                                        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
                                                          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
                                                            The Trivet
                                                              1 Bedrooms,
                                                            • 1 Bathroom
                                                              • , Sleeps 2
                                                            $695 - $850
                                                            per week

                                                            The Trivet

                                                            7 night Minimum Stay
                                                            • 1 BR,
                                                            • 1 BA,
                                                            • Sleeps 2
                                                            1. Downeast and Acadia >
                                                            2. Deer Isle House
                                                            #996446
                                                              • 1 - 30 of 57
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