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  • Showing 1-50 of 300+
Additional fees apply. Taxes may be added.
    Exceptional! 5/5
    (13 reviews)
    avg/night
    • 1 BR
    • 1 BA
    • Sleeps 2
    Apartment #583021vb
    13
    Viewed 33 times in the last 48 hours
      Wonderful! 4.8/5
      (13 reviews)
      avg/night
      • 2 BR
      • 2 BA
      • Sleeps 4
      Condo #605040vb
      13
      Viewed 70 times in the last 48 hours
        Wonderful! 4.9/5
        (15 reviews)
        $97
        avg/night
        • 1 BR
        • 1 BA
        • Sleeps 2
        Condo #427454vb
        15
        Viewed 32 times in the last 48 hours
          Exceptional! 5/5
          (4 reviews)
          avg/night
          • 1 BR
          • 1 BA
          • Sleeps 2
          Apartment #870061vb
          4
          Viewed 16 times in the last 48 hours
            Wonderful! 4.8/5
            (5 reviews)
            avg/night
            • 4 BR
            • 3 BA
            • Sleeps 10
            Cottage #3760492
            5
            Viewed 18 times in the last 48 hours
              Excellent! 4.4/5
              (7 reviews)
              avg/night
              • 3 BR
              • 3 BA
              • Sleeps 8
              House #833236vb
              7
              Viewed 24 times in the last 48 hours
                Wonderful! 4.9/5
                (7 reviews)
                avg/night
                • 2 BR
                • 1 BA
                • Sleeps 4
                Cottage #769769vb
                7
                Viewed 5 times in the last 48 hours
                  Exceptional! 5/5
                  (39 reviews)
                  avg/night
                  • 2 BR
                  • 1 BA
                  • 1 HF BA
                  • Sleeps 6
                  Cottage #392105vb
                  39
                  Viewed 28 times in the last 48 hours
                    Wonderful! 4.9/5
                    (14 reviews)
                    avg/night
                    • 4 BR
                    • 2 BA
                    • Sleeps 10
                    Cottage #295212vb
                    14
                    Viewed 34 times in the last 48 hours
                      Wonderful! 4.9/5
                      (14 reviews)
                      avg/night
                      • 2 BR
                      • 1 BA
                      • Sleeps 4
                      Cottage #3876248
                      14
                      Viewed 15 times in the last 48 hours
                        Excellent! 4.4/5
                        (10 reviews)
                        avg/night
                        • 4 BR
                        • 1 BA
                        • 1 HF BA
                        • Sleeps 8
                        Cabin #689799vb
                        10
                        Viewed 14 times in the last 48 hours
                          Excellent! 4.6/5
                          (11 reviews)
                          avg/night
                          • 1 BR
                          • 2 BA
                          • Sleeps 6
                          Condo #280985
                          11
                          Viewed 26 times in the last 48 hours
                            Very Good! 4/5
                            (12 reviews)
                            avg/night
                            • 3 BR
                            • 1 BA
                            • Sleeps 8
                            House #443177vb
                            12
                            Viewed 23 times in the last 48 hours
                              Excellent! 4.4/5
                              (7 reviews)
                              avg/night
                              • 3 BR
                              • 2 BA
                              • Sleeps 6
                              Cottage #700024vb
                              7
                                Wonderful! 4.8/5
                                (15 reviews)
                                avg/night
                                • Studio
                                • 1 BA
                                • Sleeps 2
                                Condo #488351vb
                                15
                                Viewed 18 times in the last 48 hours
                                  Exceptional! 5/5
                                  (20 reviews)
                                  avg/night
                                  • 2 BR
                                  • 1 BA
                                  • Sleeps 4
                                  Cottage #3553160
                                  20
                                  Viewed 10 times in the last 48 hours
                                    Wonderful! 4.9/5
                                    (8 reviews)
                                    avg/night
                                    • 3 BR
                                    • 2 BA
                                    • Sleeps 6
                                    Cottage #3945134
                                    8
                                    Viewed 16 times in the last 48 hours
                                      Wonderful! 4.8/5
                                      (12 reviews)
                                      avg/night
                                      • Studio
                                      • 1 BA
                                      • Sleeps 3
                                      Condo #676320vb
                                      12
                                      Viewed 21 times in the last 48 hours
                                        Exceptional! 5/5
                                        (13 reviews)
                                        avg/night
                                        • 2 BR
                                        • 1 BA
                                        • Sleeps 5
                                        House #398946vb
                                        13
                                        Viewed 20 times in the last 48 hours
                                          Exceptional! 5/5
                                          (6 reviews)
                                          avg/night
                                          • 2 BR
                                          • 1 BA
                                          • Sleeps 6
                                          Cottage #494646vb
                                          6
                                          Viewed 30 times in the last 48 hours
                                            • 2 BR
                                            • 1 BA
                                            • Sleeps 4
                                            Cottage #3800167
                                            8
                                              Exceptional! 5/5
                                              (4 reviews)
                                              avg/night
                                              • 5 BR
                                              • 7 BA
                                              • Sleeps 16
                                              Estate #651513vb
                                              4
                                              Viewed 27 times in the last 48 hours
                                                Exceptional! 5/5
                                                (15 reviews)
                                                avg/night
                                                • 3 BR
                                                • 3 BA
                                                • Sleeps 6
                                                House #411095vb
                                                15
                                                Viewed 22 times in the last 48 hours
                                                  Exceptional! 5/5
                                                  (4 reviews)
                                                  avg/night
                                                  • 1 BR
                                                  • 1 BA
                                                  • Sleeps 3
                                                  Guest House #895485vb
                                                  4
                                                  Viewed 19 times in the last 48 hours
                                                    avg/night
                                                    • 2 BR
                                                    • 1 BA
                                                    • Sleeps 4
                                                    Mobile Home #892562vb
                                                    1
                                                    Viewed 11 times in the last 48 hours
                                                      • 3 BR
                                                      • 2 BA
                                                      • 1 HF BA
                                                      • Sleeps 7
                                                      Cottage #999459
                                                      3
                                                      Viewed 12 times in the last 48 hours
                                                        Exceptional! 5/5
                                                        (9 reviews)
                                                        avg/night
                                                        • 3 BR
                                                        • 3 BA
                                                        • Sleeps 10
                                                        Castle #513894vb
                                                        9
                                                        Viewed 37 times in the last 48 hours
                                                          Exceptional! 5/5
                                                          (6 reviews)
                                                          avg/night
                                                          • 1 BR
                                                          • 1 BA
                                                          • Sleeps 2
                                                          Condo #676319vb
                                                          6
                                                          Viewed 11 times in the last 48 hours
                                                            avg/night
                                                            • 4 BR
                                                            • 3 BA
                                                            • 1 HF BA
                                                            • Sleeps 10
                                                            House #922474vb
                                                            Viewed 20 times in the last 48 hours
                                                              avg/night
                                                              • 5 BR
                                                              • 2 BA
                                                              • Sleeps 8
                                                              House #936613vb
                                                              Viewed 25 times in the last 48 hours
                                                                avg/night
                                                                • 3 BR
                                                                • 2 BA
                                                                • Sleeps 5
                                                                House #755823vb
                                                                2
                                                                Viewed 10 times in the last 48 hours
                                                                  Exceptional! 5/5
                                                                  (5 reviews)
                                                                  avg/night
                                                                  • 4 BR
                                                                  • 1 BA
                                                                  • Sleeps 8
                                                                  House #828783vb
                                                                  5
                                                                  Viewed 6 times in the last 48 hours
                                                                    • 3 BR
                                                                    • 3 BA
                                                                    • Sleeps 6
                                                                    Cottage #912832vb
                                                                    Viewed 10 times in the last 48 hours
                                                                      Wonderful! 4.8/5
                                                                      (5 reviews)
                                                                      avg/night
                                                                      • 4 BR
                                                                      • 2 BA
                                                                      • Sleeps 8
                                                                      Cottage #100147
                                                                      5
                                                                      Viewed 13 times in the last 48 hours
                                                                        Exceptional! 5/5
                                                                        (4 reviews)
                                                                        avg/night
                                                                        • 2 BR
                                                                        • 2 BA
                                                                        • 1 HF BA
                                                                        • Sleeps 6
                                                                        Cabin #864329vb
                                                                        4
                                                                        Viewed 12 times in the last 48 hours
                                                                          • 5 BR
                                                                          • 2 BA
                                                                          • 1 HF BA
                                                                          • Sleeps 10
                                                                          House #943568vb
                                                                          Viewed 23 times in the last 48 hours
                                                                            • 4 BR
                                                                            • 4 BA
                                                                            • Sleeps 8
                                                                            House #897710vb
                                                                            Viewed 9 times in the last 48 hours
                                                                              Excellent! 4.6/5
                                                                              (25 reviews)
                                                                              avg/night
                                                                              • 3 BR
                                                                              • 2 BA
                                                                              • Sleeps 6
                                                                              Cottage #962890vb
                                                                              25
                                                                              Viewed 18 times in the last 48 hours
                                                                                avg/night
                                                                                • 5 BR
                                                                                • 3 BA
                                                                                • 1 HF BA
                                                                                • Sleeps 10
                                                                                House #918388vb
                                                                                Viewed 33 times in the last 48 hours
                                                                                  • 2 BR
                                                                                  • 1 BA
                                                                                  • Sleeps 4
                                                                                  Cabin #896952vb
                                                                                  3
                                                                                  Viewed 5 times in the last 48 hours
                                                                                    • 3 BR
                                                                                    • 3 BA
                                                                                    • Sleeps 6
                                                                                    Cabin #992863vb
                                                                                    Viewed 19 times in the last 48 hours
                                                                                      Exceptional! 5/5
                                                                                      (6 reviews)
                                                                                      avg/night
                                                                                      • 3 BR
                                                                                      • 2 BA
                                                                                      • Sleeps 8
                                                                                      Cottage #322081vb
                                                                                      6
                                                                                      Viewed 8 times in the last 48 hours
                                                                                        Exceptional! 5/5
                                                                                        (12 reviews)
                                                                                        avg/night
                                                                                        • 2 BR
                                                                                        • 2 BA
                                                                                        • Sleeps 8
                                                                                        Cottage #748590vb
                                                                                        12
                                                                                        Viewed 18 times in the last 48 hours
                                                                                          Exceptional! 5/5
                                                                                          (4 reviews)
                                                                                          avg/night
                                                                                          • 2 BR
                                                                                          • 2 BA
                                                                                          • Sleeps 4
                                                                                          Cottage #963288vb
                                                                                          4
                                                                                          Viewed 12 times in the last 48 hours
                                                                                            avg/night
                                                                                            • 3 BR
                                                                                            • 1 BA
                                                                                            • Sleeps 12
                                                                                            Cottage #720592vb
                                                                                            1
                                                                                            Viewed 5 times in the last 48 hours
                                                                                              • 3 BR
                                                                                              • 2 BA
                                                                                              • Sleeps 10
                                                                                              House #1017375vb
                                                                                              Viewed 20 times in the last 48 hours
                                                                                                • 2 BR
                                                                                                • 2 BA
                                                                                                • Sleeps 4
                                                                                                Cottage #963294vb
                                                                                                3
                                                                                                Viewed 13 times in the last 48 hours
                                                                                                  • 2 BR
                                                                                                  • 2 BA
                                                                                                  • Sleeps 6
                                                                                                  Cottage #666918vb
                                                                                                    avg/night
                                                                                                    • 8 BR
                                                                                                    • 3 BA
                                                                                                    • Sleeps 16
                                                                                                    Estate #511469vb
                                                                                                    Viewed 29 times in the last 48 hours
                                                                                                      avg/night
                                                                                                      • 1 BR
                                                                                                      • 1 BA
                                                                                                      • Sleeps 3
                                                                                                      Cabin #458616vb
                                                                                                      3
                                                                                                      Viewed 12 times in the last 48 hours
                                                                                                      • 1 - 50 of 300+

                                                                                                      East Boothbay: Vacation Rentals (520)

                                                                                                       

                                                                                                      Recent East Boothbay Reviews

                                                                                                      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

                                                                                                      Loved our stay at the Seaglass Cottage

                                                                                                      5 of 5
                                                                                                      We have had a wonderful stay at your Seaglass cottage this past week. What a great time to be in Maine. 😎򓠊 The cottage was wonderfully equipped and a delightful space to enjoy the harbor view and fall leaves. Pam and Kelly have given a lot of thought in how to make the cottage comfortable and pleasant for their guests. The cottage has everything you need. Just be mindful that you will have to get your suitcase up the winding staircase. : ) Once settled, we had a fabulous vacation!
                                                                                                      • Submitted: Oct 17, 2016
                                                                                                      • Stayed: Oct 2016

                                                                                                      A cozy little cottage just right for 2.

                                                                                                      4 of 5
                                                                                                      This was our second stay at Lobster Cliff Cottage and we thoroughly enjoyed our time there. The view from the deck is breathtaking to a couple of Highlanders from Western Maine. We hope to return for another stay next year.
                                                                                                      • Submitted: Sep 28, 2016
                                                                                                      • Stayed: Sep 2016