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Boothbay: Houses, Cottages & More (300+)

  • 1 - 50 of 300+
Additional fees apply. Taxes may be added.
    avg/night
    • 3 BR
    • 2 BA
    • Sleeps 7
    House #89636vb
    4
    Viewed 18 times in the last 48 hours
      • 1 BR
      • 1 BA
      • Sleeps 2
      Apartment #583021vb
      13
        • 1 BR
        • 1 BA
        • Sleeps 2
        Apartment #870061vb
        4
          Wonderful! 4.9/5
          (20 reviews)
          avg/night
          • 1 BR
          • 1 BA
          • Sleeps 2
          Apartment #500093vb
          20
          Viewed 11 times in the last 48 hours
            • Studio
            • 1 BA
            • Sleeps 2
            House #878957vb
            4
            Viewed 17 times in the last 48 hours
              • 2 BR
              • 2 BA
              • Sleeps 4
              House #704237vb
              10
                Excellent! 4.6/5
                (17 reviews)
                avg/night
                • 2 BR
                • 1 BA
                • 1 HF BA
                • Sleeps 6
                Condo #162474vb
                17
                Viewed 5 times in the last 48 hours
                  Wonderful! 4.8/5
                  (6 reviews)
                  avg/night
                  • 3 BR
                  • 2 BA
                  • Sleeps 5
                  Cottage #593079vb
                  6
                  Viewed 5 times in the last 48 hours
                    Excellent! 4.6/5
                    (9 reviews)
                    avg/night
                    • 2 BR
                    • 1 BA
                    • Sleeps 8
                    Cabin #174836
                    9
                    Viewed 6 times in the last 48 hours
                      Wonderful! 4.9/5
                      (7 reviews)
                      avg/night
                      • 1 BR
                      • 1 BA
                      • Sleeps 2
                      Cottage #696560vb
                      7
                        • 2 BR
                        • 1 BA
                        • Sleeps 4
                        Cottage #878106vb
                        3
                          Exceptional! 5.0/5
                          (15 reviews)
                          avg/night
                          • 1 BR
                          • 1 BA
                          • Sleeps 2
                          Cottage #603679vb
                          15
                          Viewed 7 times in the last 48 hours
                            Wonderful! 4.8/5
                            (6 reviews)
                            avg/night
                            • 5 BR
                            • 3 BA
                            • Sleeps 13
                            House #255742vb
                            6
                            Viewed 24 times in the last 48 hours
                              Wonderful! 4.9/5
                              (20 reviews)
                              avg/night
                              • 4 BR
                              • 1 BA
                              • 1 HF BA
                              • Sleeps 7
                              Cottage #321316
                              20
                                Wonderful! 4.8/5
                                (5 reviews)
                                avg/night
                                • 3 BR
                                • 1 BA
                                • 1 HF BA
                                • Sleeps 6
                                House #36312vb
                                5
                                Viewed 6 times in the last 48 hours
                                  • 3 BR
                                  • 2 BA
                                  • Sleeps 7
                                  Cottage #471782vb
                                  4
                                    Wonderful! 4.9/5
                                    (27 reviews)
                                    avg/night
                                    • 2 BR
                                    • 2 BA
                                    • Sleeps 4
                                    Condo #373465vb
                                    27
                                    Viewed 11 times in the last 48 hours
                                      • 3 BR
                                      • 2 BA
                                      • 1 HF BA
                                      • Sleeps 7
                                      House #702566vb
                                      10
                                        Wonderful! 4.9/5
                                        (20 reviews)
                                        avg/night
                                        • 2 BR
                                        • 1 BA
                                        • Sleeps 4
                                        House #717648vb
                                        20
                                        Viewed 11 times in the last 48 hours
                                          Exceptional! 5.0/5
                                          (10 reviews)
                                          avg/night
                                          • 3 BR
                                          • 2 BA
                                          • 1 HF BA
                                          • Sleeps 9
                                          House #219125
                                          10
                                          Viewed 19 times in the last 48 hours
                                            Wonderful! 4.9/5
                                            (14 reviews)
                                            avg/night
                                            • 3 BR
                                            • 1 BA
                                            • 1 HF BA
                                            • Sleeps 6
                                            Cottage #659233vb
                                            14
                                            Viewed 5 times in the last 48 hours
                                              avg/night
                                              • 7 BR
                                              • 1 BA
                                              • 1 HF BA
                                              • Sleeps 14
                                              House #870732vb
                                              4
                                              Viewed 11 times in the last 48 hours
                                                • 3 BR
                                                • 2 BA
                                                • Sleeps 7
                                                House #872868vb
                                                4
                                                Viewed 11 times in the last 48 hours
                                                  Exceptional! 5.0/5
                                                  (17 reviews)
                                                  avg/night
                                                  • 5 BR
                                                  • 3 BA
                                                  • 1 HF BA
                                                  • Sleeps 11
                                                  House #233669
                                                  17
                                                  Viewed 29 times in the last 48 hours
                                                    Exceptional! 5.0/5
                                                    (29 reviews)
                                                    avg/night
                                                    • 3 BR
                                                    • 3 BA
                                                    • Sleeps 6
                                                    House #178006
                                                    29
                                                    Viewed 9 times in the last 48 hours
                                                      Wonderful! 4.8/5
                                                      (13 reviews)
                                                      avg/night
                                                      • 4 BR
                                                      • 1 BA
                                                      • 1 HF BA
                                                      • Sleeps 8
                                                      House #734279vb
                                                      13
                                                      Viewed 6 times in the last 48 hours
                                                        Wonderful! 4.9/5
                                                        (12 reviews)
                                                        avg/night
                                                        • 3 BR
                                                        • 1 BA
                                                        • 1 HF BA
                                                        • Sleeps 5
                                                        House #815236vb
                                                        12
                                                        Viewed 7 times in the last 48 hours
                                                          • 3 BR
                                                          • 2 BA
                                                          • Sleeps 8
                                                          House #709941vb
                                                          17
                                                            • 3 BR
                                                            • 3 BA
                                                            • Sleeps 8
                                                            House #833236vb
                                                            7
                                                              Excellent! 4.4/5
                                                              (9 reviews)
                                                              avg/night
                                                              • 3 BR
                                                              • 1 BA
                                                              • Sleeps 6
                                                              House #698795vb
                                                              9
                                                              Viewed 10 times in the last 48 hours
                                                                Exceptional! 5.0/5
                                                                (9 reviews)
                                                                avg/night
                                                                • 3 BR
                                                                • 3 BA
                                                                • Sleeps 10
                                                                Castle #513894vb
                                                                9
                                                                Viewed 9 times in the last 48 hours
                                                                  Wonderful! 4.9/5
                                                                  (8 reviews)
                                                                  avg/night
                                                                  • 3 BR
                                                                  • 2 BA
                                                                  • Sleeps 6
                                                                  House #772091vb
                                                                  8
                                                                  Viewed 7 times in the last 48 hours
                                                                    avg/night
                                                                    • 2 BR
                                                                    • 2 BA
                                                                    • 1 HF BA
                                                                    • Sleeps 6
                                                                    House #864329vb
                                                                    4
                                                                    Viewed 7 times in the last 48 hours
                                                                      avg/night
                                                                      • 6 BR
                                                                      • 2 BA
                                                                      • 1 HF BA
                                                                      • Sleeps 16
                                                                      House #49411vb
                                                                      3
                                                                      Viewed 45 times in the last 48 hours
                                                                        • 4 BR
                                                                        • 1 BA
                                                                        • 1 HF BA
                                                                        • Sleeps 8
                                                                        House #689799vb
                                                                        10
                                                                          • 4 BR
                                                                          • 1 BA
                                                                          • Sleeps 8
                                                                          House #718321vb
                                                                          4
                                                                            Exceptional! 5.0/5
                                                                            (9 reviews)
                                                                            avg/night
                                                                            • 3 BR
                                                                            • 2 BA
                                                                            • Sleeps 10
                                                                            House #164329
                                                                            9
                                                                            Viewed 16 times in the last 48 hours
                                                                              Wonderful! 4.9/5
                                                                              (10 reviews)
                                                                              avg/night
                                                                              • 1 BR
                                                                              • 1 BA
                                                                              • Sleeps 2
                                                                              Condo #389011vb
                                                                              10
                                                                              Viewed 8 times in the last 48 hours
                                                                                • 3 BR
                                                                                • 2 BA
                                                                                • Sleeps 7
                                                                                Cottage #403881vb
                                                                                8
                                                                                  Excellent! 4.5/5
                                                                                  (13 reviews)
                                                                                  avg/night
                                                                                  • 3 BR
                                                                                  • 2 BA
                                                                                  • Sleeps 8
                                                                                  House #916122
                                                                                  13
                                                                                  Viewed 13 times in the last 48 hours
                                                                                    Excellent! 4.7/5
                                                                                    (17 reviews)
                                                                                    avg/night
                                                                                    • 1 BR
                                                                                    • 1 BA
                                                                                    • Sleeps 4
                                                                                    Apartment #3509429
                                                                                    17
                                                                                    Viewed 10 times in the last 48 hours
                                                                                      Wonderful! 4.9/5
                                                                                      (18 reviews)
                                                                                      $87
                                                                                      avg/night
                                                                                      • 3 BR
                                                                                      • 1 BA
                                                                                      • 1 HF BA
                                                                                      • Sleeps 10
                                                                                      House #3685210
                                                                                      18
                                                                                      Viewed 7 times in the last 48 hours
                                                                                        Wonderful! 4.9/5
                                                                                        (17 reviews)
                                                                                        avg/night
                                                                                        • 6 BR
                                                                                        • 6 BA
                                                                                        • Sleeps 14
                                                                                        House #368354
                                                                                        17
                                                                                        Viewed 19 times in the last 48 hours
                                                                                          Exceptional! 5.0/5
                                                                                          (9 reviews)
                                                                                          avg/night
                                                                                          • 2 BR
                                                                                          • 2 BA
                                                                                          • 1 HF BA
                                                                                          • Sleeps 4
                                                                                          House #3582523
                                                                                          9
                                                                                            Wonderful! 4.9/5
                                                                                            (14 reviews)
                                                                                            avg/night
                                                                                            • 2 BR
                                                                                            • 1 BA
                                                                                            • Sleeps 4
                                                                                            Cottage #3876248
                                                                                            14
                                                                                            Viewed 7 times in the last 48 hours
                                                                                              Wonderful! 4.9/5
                                                                                              (14 reviews)
                                                                                              avg/night
                                                                                              • 4 BR
                                                                                              • 2 BA
                                                                                              • Sleeps 10
                                                                                              Cottage #295212vb
                                                                                              14
                                                                                                • 2 BR
                                                                                                • 1 BA
                                                                                                • Sleeps 4
                                                                                                Condo #154257
                                                                                                1
                                                                                                  • 7 BR
                                                                                                  • 4 BA
                                                                                                  • Sleeps 14
                                                                                                  House #4136120
                                                                                                    Exceptional! 5.0/5
                                                                                                    (15 reviews)
                                                                                                    avg/night
                                                                                                    • 3 BR
                                                                                                    • 3 BA
                                                                                                    • Sleeps 6
                                                                                                    House #411095vb
                                                                                                    15
                                                                                                      Excellent! 4.7/5
                                                                                                      (19 reviews)
                                                                                                      avg/night
                                                                                                      • 2 BR
                                                                                                      • 1 BA
                                                                                                      • 1 HF BA
                                                                                                      • Sleeps 4
                                                                                                      Apartment #393155
                                                                                                      19
                                                                                                      • 1 - 50 of 300+
                                                                                                       

                                                                                                      Recent Boothbay Reviews

                                                                                                      Great location

                                                                                                      4 of 5
                                                                                                      Nice clean place to stay. Within walking distance of the town docks, restaurants, and shops.
                                                                                                      • Submitted: Nov 20, 2016
                                                                                                      • Stayed: Nov 2016

                                                                                                      Charming, well-appointed cottage with an amazing view

                                                                                                      5 of 5
                                                                                                      When we first walked in to Driftwood Cottage, our first reaction was "wow!" Not only is it immaculate, bright, airy, and very tastefully decorated Maine Cottage style, but it definitely has a million dollar view!!! It is also well-equipped with all the kitchen essentials needed for a nice vacation away from home (pots, pans, plates, glasses, cooking and eating utensils, coffee maker, toaster, etc.) This is the second cottage we rented from Chill Vacation Rentals in East Boothbay; last year, we rented LobsterCliff Cottage (HomeAway Rental #3800167). Both cottages are on the same street, separated by a privately owned home, and both are equally as appealing! During our week at the Driftwood Cottage, we experienced Mother Nature at her finest. She gave us sunshine, dense fog, and some dramatic storm surge courtesy of Tropical Storm Hermine. On those picture perfect Maine days, we enjoyed our morning coffee and our evening glass of wine on the deck at the umbrella table. Although we did do some exploring of the Boothbay area, the stunning views of the Damariscotta River and open ocean kept beckoning us back to the cottage. We whiled away much of our time watching the endless parade of power boats and sailboats that passed right in front of us. The sound of the crashing waves, the cool sea air, and the super comfy furniture (including the memory foam mattress) were quite conducive to afternoon napping and sound sleeping. Highlights of our week were a return visit to the Coastal Maine Botanical Gardens (we first discovered it on our visit to Maine last year, and we were so impressed that we became members); a daily two-lap walk around the peaceful trail savoring the lush flora and fauna, Glen Cove and of course, the river/ocean views; and our leisurely drive to see the Linekin Bay Resort. We also enjoyed a tasty lunch (and then went back for a delicious breakfast) at Harborside Tavern in Boothbay Harbor, and discovered the Watershed Tavern at Boothbay Craft Brewery (wonderful food and very friendly owners). Both are two of our new favorite places in the area. Another treat was a visit to the Seawicks Candle Company store on Wharf Street in Boothbay Harbor. They say that the mark of a good vacation is not wanting to go back home. Although we were sad to leave this charming cottage and area, we did so relaxed and recharged. We're already looking forward to our next visit to East Boothbay and one of the Chill Vacation Rentals.
                                                                                                      • Submitted: Nov 13, 2016
                                                                                                      • Stayed: Sep 2016

                                                                                                      Just wonderful

                                                                                                      5 of 5
                                                                                                      I rented this property for a quiet early fall getaway with my parents and sister, and I couldn't have asked for a more perfect spot. The house and grounds are beautiful, and we felt right at home for the week. The living areas in the home are very comfortable, and we loved cooking together in the gorgeous kitchen, and eating in the dining area overlooking the gorgeous water view. We were even treated to several visits from the resident eagle, who seemed to like to wait and show off when he knew we were a rapt audience at the dining room table or outside on the deck. :) We were lucky to have a very warm, beautiful late Fall week, and took the canoe exploring all over the place in the bay, especially out to the little islands; it was a blast. The house is well-stocked with everything you would need, and sight-seeing, hiking and shopping are all very close by. What I loved the best was the absolute silence at night. With the window cracked all you could hear was what my sister and I termed the "Duck Party", with large groups of ducks quacking it up far out on the water; it was fantastic. Of course, it was completely silent in the morning, so we called that the "Duck Hangover". Loved this place... we will be back! :)
                                                                                                      • Submitted: Oct 28, 2016
                                                                                                      • Stayed: Oct 2016