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Southwest Harbor: Houses, Cottages & More (907)

  • 1 - 50 of 907
Additional fees apply. Taxes may be added.
    • Studio
    • 1 BA
    • Sleeps 4
    2 Reviews
      • 2 BR
      • 1 BA
      • Sleeps 6
      10
        • 4 BR
        • 2 BA
        • Sleeps 8
        18
          • 3 BR
          • 2 BA
          • Sleeps 6
          22
            • 3 BR
            • 2 BA
            • Sleeps 6
            20
              • 3 BR
              • 2 BA
              • 2 HF BA
              • Sleeps 6
              21
                • 3 BR
                • 2 BA
                • Sleeps 6
                23
                  • 7 BR
                  • 4 BA
                  • 2 HF BA
                  • Sleeps 14
                  3
                    • 2 BR
                    • 2 BA
                    • Sleeps 4
                    2 Reviews
                      • 4 BR
                      • 2 BA
                      • Sleeps 8
                      7
                        • 1 BR
                        • 1 BA
                        • Sleeps 2
                        3
                          • 2 BR
                          • 1 BA
                          • Sleeps 4
                          9
                            • 1 BR
                            • 1 BA
                            • Sleeps 4
                            14
                              • 3 BR
                              • 2 BA
                              • Sleeps 6
                              3
                                • 2 BR
                                • 2 BA
                                • Sleeps 4
                                22
                                  • 3 BR
                                  • 2 BA
                                  • Sleeps 6
                                  11
                                    • 5 BR
                                    • 3 BA
                                    • 1 HF BA
                                    • Sleeps 12
                                    13
                                      • 3 BR
                                      • 2 BA
                                      • Sleeps 6
                                      9
                                        • 2 BR
                                        • 1 BA
                                        • Sleeps 4
                                        6
                                          • 4 BR
                                          • 2 BA
                                          • 1 HF BA
                                          • Sleeps 10
                                          5
                                            • 4 BR
                                            • 2 BA
                                            • 3 HF BA
                                            • Sleeps 8
                                            13
                                              • 2 BR
                                              • 1 BA
                                              • Sleeps 5
                                              16
                                                • 5 BR
                                                • 4 BA
                                                • 1 HF BA
                                                • Sleeps 14
                                                5
                                                  • 3 BR
                                                  • 2 BA
                                                  • 1 HF BA
                                                  • Sleeps 6
                                                  22
                                                    • 3 BR
                                                    • 3 BA
                                                    • Sleeps 7
                                                    5
                                                      • 5 BR
                                                      • 4 BA
                                                      • 1 HF BA
                                                      • Sleeps 10
                                                      6
                                                        • 1 BR
                                                        • 1 BA
                                                        • Sleeps 4
                                                        8
                                                          • 1 BR
                                                          • 1 BA
                                                          • Sleeps 3
                                                          21
                                                            • 3 BR
                                                            • 2 BA
                                                            • 1 HF BA
                                                            • Sleeps 10
                                                            16
                                                              • 3 BR
                                                              • 2 BA
                                                              • Sleeps 6
                                                              19
                                                                • 2 BR
                                                                • 1 BA
                                                                • Sleeps 4
                                                                9
                                                                  $186
                                                                  avg/night
                                                                  • 3 BR
                                                                  • 2 BA
                                                                  • Sleeps 6
                                                                  2 Reviews
                                                                    • 3 BR
                                                                    • 3 BA
                                                                    • 1 HF BA
                                                                    • Sleeps 8
                                                                    6
                                                                      • 3 BR
                                                                      • 2 BA
                                                                      • Sleeps 6
                                                                      8
                                                                        • 3 BR
                                                                        • 2 BA
                                                                        • Sleeps 6
                                                                        2 Reviews
                                                                          • 4 BR
                                                                          • 2 BA
                                                                          • 1 HF BA
                                                                          • Sleeps 8
                                                                            • 3 BR
                                                                            • 1 BA
                                                                            • 1 HF BA
                                                                            • Sleeps 6
                                                                            38
                                                                              • 3 BR
                                                                              • 2 BA
                                                                              • 1 HF BA
                                                                              • Sleeps 7
                                                                              2 Reviews
                                                                                • 3 BR
                                                                                • 2 BA
                                                                                • Sleeps 8
                                                                                29
                                                                                  • 1 BR
                                                                                  • 1 BA
                                                                                  • Sleeps 2
                                                                                  22
                                                                                    • 1 BR
                                                                                    • 1 BA
                                                                                    • Sleeps 4
                                                                                    18
                                                                                      • 1 BR
                                                                                      • 1 BA
                                                                                      • Sleeps 2
                                                                                      14
                                                                                        • 2 BR
                                                                                        • 2 BA
                                                                                        • Sleeps 6
                                                                                        25
                                                                                          • 2 BR
                                                                                          • Sleeps 4
                                                                                          8
                                                                                            • 2 BR
                                                                                            • 1 BA
                                                                                            • Sleeps 4
                                                                                            9
                                                                                              • 3 BR
                                                                                              • 2 BA
                                                                                              • 1 HF BA
                                                                                              • Sleeps 6
                                                                                              9
                                                                                                View details for price
                                                                                                • 3 BR
                                                                                                • 2 BA
                                                                                                • Sleeps 7
                                                                                                3
                                                                                                  • 1 BR
                                                                                                  • 1 BA
                                                                                                  • Sleeps 6
                                                                                                  3
                                                                                                    • 3 BR
                                                                                                    • 1 BA
                                                                                                    • Sleeps 5
                                                                                                    4
                                                                                                      • 3 BR
                                                                                                      • 3 BA
                                                                                                      • Sleeps 7
                                                                                                      19
                                                                                                      • 1 - 50 of 907
                                                                                                       

                                                                                                      Recent Southwest Harbor Reviews

                                                                                                      Excellent place for a large (or small) group.

                                                                                                      5 of 5
                                                                                                      Our family of 17 booked two units at Anna’s Quietside to celebrate a 50th wedding anniversary in early August 2016. We had 11 people in the Pavilion and 6 in the Lookout. Both units were perfect; fully equipped and comfortable. The owner, Marc, and his mother went out of their way to make sure we had everything we needed. They even provided a string of decorative hanging lanterns for the night we had the official anniversary celebration. Marc was very helpful is recommending places to visit and hike, things to do and places to eat. Anna’s Quietside is perfectly located, only a short walk into downtown SW harbor. Several of us took early morning walks to watch breathtaking sunrises over the harbor. We had s’mores by the fire pit on our last evening. There is a large screened-in patio, but we had very few bugs and made good use of the large, open veranda which easily held all of us! Even though we were there during peak tourist season, we had little problem driving around. But, know the parking rules! The Park Service enforces them diligently. We hit most of the usual things…Hiking on Cadillac Mountain and around Great Head, swimming in Echo Lake, Carriage rides (surprisingly fun!), sea kayaking, whale watching, etc. Some even got to go golfing. We enjoyed a delightful evening and lots of laughs at the Moscow Magic & Comedy Show in a small intimate setting in Otter Creek (5 mi S of Bar Harbor). This was our first trip to Maine. We picked Anna’s off the internet and used recent reviews to guide us. One phone call to Marc and we knew it was the perfect place to stay. Great hosts! Wonderful location. No hesitation in recommending Anna’s Quietside to anyone!
                                                                                                      • Submitted: Aug 22, 2016
                                                                                                      • Stayed: Aug 2016

                                                                                                      Good things come in small packages

                                                                                                      5 of 5
                                                                                                      This property is amazing. It has everything you could want and completely comfortable. It is well maintained, and equipped with all modern appliances. The location is perfect. Just a block or two away from the main part of town. It is quiet and yet within walking distance to restaurants, bakeries and shops. We all thoroughly enjoyed Southwest Harbor and all it has to offer. Beal's Lobster Pound is within walking distance, Best Lobster Roll and Blueberry Margarita. We meet the owners and they are very nice and accommodating people. It was so nice to be able to bring our dog. Maybe next time we'll bring the whole family and rent the main house.
                                                                                                      • Submitted: Aug 22, 2016
                                                                                                      • Stayed: Aug 2016

                                                                                                      Comfortable House for Family Vacation

                                                                                                      4 of 5
                                                                                                      House was well equipped for 6 adults. Located very close to Long pond hiking trails on the quieter side of Desert Island. It takes about 20-25 minutes to drive to Bar Harbor. Only issue we encountered was water pressure. Only 1 person can shower at a time ; which is very inconvenient when 6 people are trying to get cleaned up after a day out. House is more suitable for 4 people due to inability to utilize several water sources at the same time.
                                                                                                      • Submitted: Aug 21, 2016
                                                                                                      • Stayed: Aug 2016