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(56)

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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
      Spacious Home near 2 Beaches! Convenient location! SPECIAL RATES FOR COUPLES!
        4 Bedrooms,
      • 2 Bathrooms
        • , Sleeps 8

      Spacious Home near 2 Beaches! Convenient location! SPECIAL RATES FOR COUPLES!

      • 4 BR,
      • 2 BA,
      • Sleeps 8
      1. Downeast and Acadia >
      2. Deer Isle House
      #214447
        (5)
        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
          Deer Isle Cottage with Beach
            2 Bedrooms,
          • 2 Bathrooms
            • , Sleeps 6
          $80 - $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
            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
              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
                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
                    Sherwood Cottage
                      3 Bedrooms,
                    • 2 Bathrooms
                      • , Sleeps 7
                    $1,350 - $1,800
                    per week

                    Sherwood Cottage

                    7 night minimum stay
                    • 3 BR,
                    • 2 BA,
                    • Sleeps 7
                    1. Downeast and Acadia >
                    2. Deer Isle House
                    #996375
                      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
                        Heron Cove Cottage
                          2 Bedrooms,
                        • 1 Bathroom
                          • , Sleeps 5
                        $700 - $800
                        per week

                        Heron Cove Cottage

                        7 night minimum stay
                        • 2 BR,
                        • 1 BA,
                        • Sleeps 5
                        1. Downeast and Acadia >
                        2. Deer Isle House
                        #996505
                          East Ox Point
                            2 Bedrooms,
                          • 1 Bathroom
                            • , Sleeps 7
                          $850 - $1,900
                          per week

                          East Ox Point

                          7 night minimum stay
                          • 2 BR,
                          • 1 BA,
                          • Sleeps 7
                          1. Downeast and Acadia >
                          2. Deer Isle House
                          #996470
                            Couples Retreat - New!
                              2 Bedrooms,
                            • 1 Bathroom
                              • , Sleeps 4
                            $800 - $900
                            per week

                            Couples Retreat - New!

                            7 night minimum stay
                            • 2 BR,
                            • 1 BA,
                            • Sleeps 4
                            1. Downeast and Acadia >
                            2. Deer Isle Apartment
                            #3005140
                              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
                                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
                                  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
                                    Spruce Shores - New!
                                      4 Bedrooms,
                                    • 1 Bathroom
                                      • , Sleeps 6
                                    $800 - $1,100
                                    per week

                                    Spruce Shores - New!

                                    7 night minimum stay
                                    • 4 BR,
                                    • 1 BA,
                                    • Sleeps 6
                                    1. Downeast and Acadia >
                                    2. Deer Isle House
                                    #996511
                                      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
                                        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
                                          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
                                            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
                                              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
                                                Rugosa Way
                                                  3 Bedrooms,
                                                • 2 Bathrooms
                                                  • , Sleeps 6
                                                $1,400 - $2,200
                                                per week

                                                Rugosa Way

                                                7 night minimum stay
                                                • 3 BR,
                                                • 2 BA,
                                                • Sleeps 6
                                                1. Downeast and Acadia >
                                                2. Deer Isle House
                                                #996467
                                                  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
                                                    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
                                                      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
                                                        Dalton Cottage
                                                          3 Bedrooms,
                                                        • 2 Bathrooms
                                                          • , Sleeps 6
                                                        $2,350 - $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
                                                          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
                                                            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
                                                              • 1 - 30 of 56
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