check navigate-up navigate-left navigate-right expand mail svg-lightning svg-24hr svg-house svg-sleeps svg-bedrooms svg-bathrooms svg-stay svg-toilet calendar svg-report-flag pet-dog svg-multiunit
  • Showing 1-50 of 300+
Additional fees apply. Taxes may be added.
    Exceptional! 5.0/5
    (5 reviews)
    avg/night
    • 2 BR
    • 1 BA
    • Sleeps 5
    Cottage #3923667
    5
    Viewed 11 times in the last 48 hours
      Wonderful! 4.8/5
      (11 reviews)
      avg/night
      • 3 BR
      • 3 BA
      • Sleeps 6
      House #470718vb
      11
      Viewed 27 times in the last 48 hours
        Exceptional! 5.0/5
        (14 reviews)
        avg/night
        • 2 BR
        • 1 BA
        • Sleeps 4
        Cottage #481392vb
        14
        Viewed 48 times in the last 48 hours
          $70
          avg/night
          • 1 BR
          • 1 BA
          • Sleeps 2
          Apartment #4285309
          1
          Viewed 6 times in the last 48 hours
            $88
            avg/night
            • 2 BR
            • 2 BA
            • Sleeps 4
            Cabin #913781vb
            Viewed 29 times in the last 48 hours
              Wonderful! 4.9/5
              (12 reviews)
              avg/night
              • 5 BR
              • 2 BA
              • 1 HF BA
              • Sleeps 12
              House #770571vb
              12
              Viewed 78 times in the last 48 hours
                Wonderful! 4.9/5
                (24 reviews)
                avg/night
                • 5 BR
                • 3 BA
                • Sleeps 11
                House #387007
                24
                Viewed 84 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 37 times in the last 48 hours
                    • 3 BR
                    • 1 BA
                    • Sleeps 6
                    Cottage #562658vb
                    Viewed 20 times in the last 48 hours
                      Wonderful! 4.9/5
                      (20 reviews)
                      avg/night
                      • 1 BR
                      • 1 BA
                      • Sleeps 2
                      Apartment #500093vb
                      20
                      Viewed 14 times in the last 48 hours
                        Exceptional! 5.0/5
                        (10 reviews)
                        avg/night
                        • 2 BR
                        • 2 BA
                        • Sleeps 4
                        House #704237vb
                        10
                        Viewed 15 times in the last 48 hours
                          Excellent! 4.7/5
                          (45 reviews)
                          avg/night
                          • 2 BR
                          • 1 BA
                          • Sleeps 4
                          Cottage #323435vb
                          45
                          Viewed 19 times in the last 48 hours
                            Excellent! 4.7/5
                            (45 reviews)
                            avg/night
                            • 2 BR
                            • 1 BA
                            • Sleeps 4
                            House #366577
                            45
                            Viewed 7 times in the last 48 hours
                              Exceptional! 5.0/5
                              (13 reviews)
                              avg/night
                              • 6 BR
                              • 2 BA
                              • 1 HF BA
                              • Sleeps 6
                              House #265684
                              13
                              Viewed 13 times in the last 48 hours
                                Exceptional! 5.0/5
                                (5 reviews)
                                avg/night
                                • Studio
                                • 1 BA
                                • Sleeps 4
                                Apartment #3722997
                                5
                                Viewed 14 times in the last 48 hours
                                  Wonderful! 4.8/5
                                  (6 reviews)
                                  avg/night
                                  • 3 BR
                                  • 2 BA
                                  • Sleeps 5
                                  Cottage #593079vb
                                  6
                                  Viewed 44 times in the last 48 hours
                                    Exceptional! 5.0/5
                                    (13 reviews)
                                    avg/night
                                    • 1 BR
                                    • 1 BA
                                    • Sleeps 2
                                    Apartment #583021vb
                                    13
                                    Viewed 17 times in the last 48 hours
                                      Exceptional! 5.0/5
                                      (46 reviews)
                                      avg/night
                                      • 3 BR
                                      • 2 BA
                                      • Sleeps 10
                                      House #387965vb
                                      46
                                      Viewed 22 times in the last 48 hours
                                        • Studio
                                        • 1 BA
                                        • Sleeps 2
                                        House #878957vb
                                        4
                                        Viewed 35 times in the last 48 hours
                                          $98
                                          avg/night
                                          • 2 BR
                                          • 1 BA
                                          • Sleeps 6
                                          Cottage #393551
                                          9
                                          Viewed 30 times in the last 48 hours
                                            Excellent! 4.6/5
                                            (9 reviews)
                                            avg/night
                                            • 2 BR
                                            • 1 BA
                                            • Sleeps 8
                                            Cabin #174836
                                            9
                                            Viewed 25 times in the last 48 hours
                                              Excellent! 4.7/5
                                              (19 reviews)
                                              $86
                                              avg/night
                                              • 3 BR
                                              • 1 BA
                                              • Sleeps 8
                                              Cottage #129107
                                              19
                                              Viewed 13 times in the last 48 hours
                                                Wonderful! 4.9/5
                                                (7 reviews)
                                                avg/night
                                                • 2 BR
                                                • 2 BA
                                                • Sleeps 4
                                                Cottage #567948vb
                                                7
                                                Viewed 5 times in the last 48 hours
                                                  Wonderful! 4.9/5
                                                  (7 reviews)
                                                  avg/night
                                                  • 2 BR
                                                  • 1 BA
                                                  • Sleeps 4
                                                  Cottage #803117vb
                                                  7
                                                  Viewed 27 times in the last 48 hours
                                                    avg/night
                                                    • 3 BR
                                                    • 3 BA
                                                    • Sleeps 8
                                                    House #832554vb
                                                    4
                                                    Viewed 19 times in the last 48 hours
                                                      Exceptional! 5.0/5
                                                      (9 reviews)
                                                      avg/night
                                                      • 3 BR
                                                      • 2 BA
                                                      • Sleeps 6
                                                      House #284032
                                                      9
                                                      Viewed 13 times in the last 48 hours
                                                        Excellent! 4.7/5
                                                        (10 reviews)
                                                        avg/night
                                                        • 2 BR
                                                        • 1 BA
                                                        • Sleeps 4
                                                        Cabin #3790852
                                                        10
                                                        Viewed 15 times in the last 48 hours
                                                          Wonderful! 4.8/5
                                                          (17 reviews)
                                                          avg/night
                                                          • 3 BR
                                                          • 2 BA
                                                          • Sleeps 8
                                                          Cabin #3851747
                                                          17
                                                          Viewed 31 times in the last 48 hours
                                                            • 2 BR
                                                            • 1 BA
                                                            • Sleeps 6
                                                            Cottage #473291vb
                                                            3
                                                              Wonderful! 4.9/5
                                                              (11 reviews)
                                                              avg/night
                                                              • 3 BR
                                                              • 1 BA
                                                              • Sleeps 6
                                                              House #312445vb
                                                              11
                                                              Viewed 22 times in the last 48 hours
                                                                Wonderful! 4.8/5
                                                                (13 reviews)
                                                                avg/night
                                                                • 2 BR
                                                                • 2 BA
                                                                • Sleeps 4
                                                                Condo #605040vb
                                                                13
                                                                Viewed 52 times in the last 48 hours
                                                                  avg/night
                                                                  • 2 BR
                                                                  • 2 BA
                                                                  • Sleeps 6
                                                                  Cottage #826883vb
                                                                  4
                                                                  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 5 times in the last 48 hours
                                                                      Exceptional! 5.0/5
                                                                      (6 reviews)
                                                                      avg/night
                                                                      • 2 BR
                                                                      • 1 BA
                                                                      • Sleeps 4
                                                                      House #4222308
                                                                      6
                                                                      Viewed 20 times in the last 48 hours
                                                                        Wonderful! 4.9/5
                                                                        (15 reviews)
                                                                        $94
                                                                        avg/night
                                                                        • 1 BR
                                                                        • 1 BA
                                                                        • Sleeps 2
                                                                        Condo #427454vb
                                                                        15
                                                                        Viewed 30 times in the last 48 hours
                                                                          Exceptional! 5.0/5
                                                                          (7 reviews)
                                                                          avg/night
                                                                          • 2 BR
                                                                          • 1 BA
                                                                          • Sleeps 4
                                                                          Cottage #572191vb
                                                                          7
                                                                          Viewed 18 times in the last 48 hours
                                                                            Excellent! 4.4/5
                                                                            (14 reviews)
                                                                            avg/night
                                                                            • 3 BR
                                                                            • 2 BA
                                                                            • Sleeps 8
                                                                            House #916122
                                                                            14
                                                                            Viewed 41 times in the last 48 hours
                                                                              • 2 BR
                                                                              • 2 BA
                                                                              • Sleeps 5
                                                                              House #475728vb
                                                                              3
                                                                              Viewed 11 times in the last 48 hours
                                                                                Wonderful! 4.9/5
                                                                                (10 reviews)
                                                                                $60
                                                                                avg/night
                                                                                • 3 BR
                                                                                • 1 BA
                                                                                • Sleeps 6
                                                                                Cottage #888364vb
                                                                                10
                                                                                Viewed 27 times in the last 48 hours
                                                                                  • 2 BR
                                                                                  • 1 BA
                                                                                  • 1 HF BA
                                                                                  • Sleeps 4
                                                                                  Cottage #487073vb
                                                                                  2
                                                                                  Viewed 17 times in the last 48 hours
                                                                                    Wonderful! 4.8/5
                                                                                    (16 reviews)
                                                                                    avg/night
                                                                                    • 2 BR
                                                                                    • 1 BA
                                                                                    • Sleeps 8
                                                                                    Cabin #720730vb
                                                                                    16
                                                                                    Viewed 49 times in the last 48 hours
                                                                                      • 3 BR
                                                                                      • 1 BA
                                                                                      • 1 HF BA
                                                                                      • Sleeps 5
                                                                                      House #849445vb
                                                                                      4
                                                                                      Viewed 13 times in the last 48 hours
                                                                                        Exceptional! 5.0/5
                                                                                        (20 reviews)
                                                                                        $91
                                                                                        avg/night
                                                                                        • 2 BR
                                                                                        • 1 BA
                                                                                        • Sleeps 5
                                                                                        House #558765vb
                                                                                        20
                                                                                        Viewed 11 times in the last 48 hours
                                                                                          Exceptional! 5.0/5
                                                                                          (15 reviews)
                                                                                          avg/night
                                                                                          • 1 BR
                                                                                          • 1 BA
                                                                                          • Sleeps 2
                                                                                          Cottage #603679vb
                                                                                          15
                                                                                          Viewed 24 times in the last 48 hours
                                                                                            Wonderful! 4.8/5
                                                                                            (11 reviews)
                                                                                            avg/night
                                                                                            • 1 BR
                                                                                            • 1 BA
                                                                                            • 1 HF BA
                                                                                            • Sleeps 6
                                                                                            Cottage #3680126
                                                                                            11
                                                                                            Viewed 31 times in the last 48 hours
                                                                                              • 3 BR
                                                                                              • 2 BA
                                                                                              • Sleeps 7
                                                                                              Cabin #991896
                                                                                              4
                                                                                              Viewed 15 times in the last 48 hours
                                                                                                Wonderful! 4.9/5
                                                                                                (14 reviews)
                                                                                                avg/night
                                                                                                • 2 BR
                                                                                                • 1 BA
                                                                                                • Sleeps 4
                                                                                                Cottage #3876248
                                                                                                14
                                                                                                Viewed 19 times in the last 48 hours
                                                                                                  Excellent! 4.6/5
                                                                                                  (5 reviews)
                                                                                                  avg/night
                                                                                                  • 4 BR
                                                                                                  • 1 BA
                                                                                                  • 1 HF BA
                                                                                                  • Sleeps 8
                                                                                                  Cottage #689218vb
                                                                                                  5
                                                                                                  Viewed 24 times in the last 48 hours
                                                                                                    Wonderful! 4.8/5
                                                                                                    (5 reviews)
                                                                                                    avg/night
                                                                                                    • 3 BR
                                                                                                    • 1 BA
                                                                                                    • Sleeps 6
                                                                                                    Cabin #748678vb
                                                                                                    5
                                                                                                    Viewed 24 times in the last 48 hours
                                                                                                      • 1 BR
                                                                                                      • 1 BA
                                                                                                      • Sleeps 2
                                                                                                      Apartment #870061vb
                                                                                                      4
                                                                                                      Viewed 10 times in the last 48 hours
                                                                                                      • 1 - 50 of 300+

                                                                                                      Monhegan Island: Vacation Rentals (300)

                                                                                                       

                                                                                                      Recent Monhegan Island Reviews

                                                                                                      Adorable, clean, and comfortable!

                                                                                                      5 of 5
                                                                                                      This cottage was so cute and decorated to perfectly foster a coastal vacation feeling. It was also very bright with many white features, which not only made it nice from an aesthetic perspective, but also helped to make it feel very clean. We kept the fireplace on while we were in the house to add an extra cozy feel and enjoyed a couple evenings playing games that were in the house. The kitchen is also well stocked with cookware that made it easy to prepare a few of our own meals. It took us about 15 minutes to walk to town - very quick and easy. We would definitely recommend this cottage to anyone traveling to Boothbay!
                                                                                                      • Submitted: Jan 3, 2017
                                                                                                      • Stayed: Dec 2016

                                                                                                      Very nice

                                                                                                      4 of 5
                                                                                                      We enjoyed our stay, walking distance to downtown, nice windows on both floors, we would definitely stay again
                                                                                                      • Submitted: Dec 11, 2016
                                                                                                      • Stayed: Dec 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