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Massachusetts Vacation Rentals with Air Conditioning(6,554)

6,554 Results
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3 - 7 night minimum stay
  • 4 BR,
  • 2 BA,
  • 1 HF BA,
  • Sleeps 9
    (35)
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    • 1 BR,
    • 1 BA,
    • Sleeps 4
      (53)
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      2 - 7 night minimum stay
      • 4 BR,
      • 2 BA,
      • Sleeps 8
        (47)
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        2 - 7 night minimum stay
        • 5 BR,
        • 3 BA,
        • Sleeps 10
          (29)
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          3 night minimum stay
          • 2 BR,
          • 1 BA,
          • Sleeps 5
            (50)
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            3 - 7 night minimum stay
            • 3 BR,
            • 2 BA,
            • Sleeps 6
              (34)
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              3 - 7 night minimum stay
              • 3 BR,
              • 1 BA,
              • Sleeps 6
                (58)
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                2 - 3 night minimum stay
                • 1 BR,
                • 1 BA,
                • Sleeps 4
                  (48)
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                  2 - 7 night minimum stay
                  • 5 BR,
                  • 2 BA,
                  • Sleeps 11
                    (8)
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                    3 night minimum stay
                    • 3 BR,
                    • 3 BA,
                    • Sleeps 8
                      (15)
                      $175 - $300
                      per night
                      2 - 5 night minimum stay
                      • Studio,
                      • 1 BA,
                      • Sleeps 2
                        (33)
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                        3 night minimum stay
                        • 1 BR,
                        • 1 BA,
                        • Sleeps 4
                          (17)
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                          2 - 7 night minimum stay
                          • 2 BR,
                          • 1 BA,
                          • Sleeps 4
                            (32)
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                            3 night minimum stay
                            • 2 BR,
                            • 1 BA,
                            • 1 HF BA,
                            • Sleeps 4
                              (13)
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                              4 night minimum stay
                              • 4 BR,
                              • 1 BA,
                              • 1 HF BA,
                              • Sleeps 8
                                (10)
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                                1 - 7 night minimum stay
                                • 1 BR,
                                • 1 BA,
                                • Sleeps 2
                                  (13)
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                                  3 - 7 night minimum stay
                                  • 3 BR,
                                  • 2 BA,
                                  • Sleeps 10
                                    (11)
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                                    1 - 7 night minimum stay
                                    • 5 BR,
                                    • 5 BA,
                                    • 1 HF BA,
                                    • Sleeps 10
                                      (9)
                                      $1,000 - $1,400
                                      per night
                                      Book it Now!
                                      6 - 7 night minimum stay
                                      • 4 BR,
                                      • 3 BA,
                                      • 1 HF BA,
                                      • Sleeps 14
                                        (9)
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                                        2 - 4 night minimum stay
                                        • 2 BR,
                                        • 1 BA,
                                        • Sleeps 6
                                          (10)
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                                          3 night minimum stay
                                          • 3 BR,
                                          • 1 BA,
                                          • Sleeps 5
                                            (56)
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                                            2 - 7 night minimum stay
                                            • 2 BR,
                                            • 1 BA,
                                            • Sleeps 4
                                              (9)
                                              Book it Now!
                                              3 - 7 night minimum stay
                                              • 3 BR,
                                              • 1 BA,
                                              • Sleeps 6
                                                (17)
                                                Book it Now!
                                                1 - 7 night minimum stay
                                                • 4 BR,
                                                • 2 BA,
                                                • 1 HF BA,
                                                • Sleeps 8
                                                  (8)
                                                  Book it Now!
                                                  • 4 BR,
                                                  • 2 BA,
                                                  • Sleeps 9
                                                    (8)
                                                    Book it Now!
                                                    3 - 7 night minimum stay
                                                    • 3 BR,
                                                    • 2 BA,
                                                    • Sleeps 7
                                                      (8)
                                                      3 - 7 night minimum stay
                                                      • 6 BR,
                                                      • 4 BA,
                                                      • 1 HF BA,
                                                      • Sleeps 17
                                                        (13)
                                                        Book it Now!
                                                        3 - 6 night minimum stay
                                                        • 3 BR,
                                                        • 1 BA,
                                                        • Sleeps 6
                                                          (21)
                                                           

                                                          Recent Massachusetts Reviews

                                                          Relaxing comfortable stay!!

                                                          5 of 5
                                                          Totally enjoyed our peaceful time away at the Four winds! Beautiful views, comfortable, clean and spacious rental. Mary Kae is a great host and made us feel very much at home. Would love to come back and visit again soon!
                                                          • Submitted: Sep 17, 2014
                                                          • Stayed: Jul 2014

                                                          Correction on stars! from Laura S

                                                          4 of 5
                                                          Below is my Review and I meant to put 4 stars out of five and I made a mistake! Sorry Caroline !
                                                          • Submitted: Sep 17, 2014
                                                          • Stayed: Aug 2014

                                                          Excellent location for discovering history

                                                          5 of 5
                                                          Wonderful location, easy access to everything; lots of good restaurants, small supermarket, taxi, pedicabs, Uber and subway. Very comfortable, clean and well stocked for a comfortable stay. Easy contact with owners if you need them.
                                                          • Submitted: Sep 14, 2014
                                                          • Stayed: Aug 2014