Cancel Clear Filters Apply Filters

Price Per Week

$ $

Sleeps

Bedrooms

Bathrooms

Booking Options

Property Type

Apartments
Barns
Boats
Bungalows
Cabins
Castles
Chalets
Condos
Cottages
Estates
Farmhouses
Hotels
Homes
Lodges
Studios
Townhomes
Villas
Yachts

Location Type

Even More Filters

Features

Managed By

Cancel Clear Filters Apply Filters
Use filters to narrow your search results!

Massachusetts Condo Rentals(737)

737 Results
Book it Now!
  • 1 BR,
  • 1 BA,
  • Sleeps 4
    (53)
    Book it Now!
    2 - 3 night minimum stay
    • 1 BR,
    • 1 BA,
    • Sleeps 4
      (48)
      Book it Now!
      3 night minimum stay
      • 1 BR,
      • 1 BA,
      • Sleeps 4
        (17)
        Book it Now!
        2 - 7 night minimum stay
        • 2 BR,
        • 1 BA,
        • Sleeps 4
          (32)
          Book it Now!
          3 night minimum stay
          • 2 BR,
          • 1 BA,
          • 1 HF BA,
          • Sleeps 4
            (13)
            Book it Now!
            3 night minimum stay
            • 3 BR,
            • 1 BA,
            • Sleeps 5
              (56)
              Book it Now!
              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!
                  3 - 6 night minimum stay
                  • 3 BR,
                  • 1 BA,
                  • Sleeps 6
                    (21)
                    3 night minimum stay
                    • 2 BR,
                    • 1 BA,
                    • Sleeps 6
                      (13)
                      Book it Now!
                      3 - 7 night minimum stay
                      • 3 BR,
                      • 3 BA,
                      • Sleeps 6
                        (16)
                        Book it Now!
                        3 - 6 night minimum stay
                        • 1 BR,
                        • 1 BA,
                        • Sleeps 3
                          (6)
                          Book it Now!
                          1 - 5 night minimum stay
                          • 2 BR,
                          • 2 BA,
                          • Sleeps 6
                            $120 - $250
                            per night
                            Book it Now!
                            3 - 6 night minimum stay
                            • 2 BR,
                            • 1 BA,
                            • Sleeps 5
                              (3)
                              Book it Now!
                              7 night minimum stay
                              • 3 BR,
                              • 2 BA,
                              • Sleeps 6
                                Book it Now!
                                2 - 7 night minimum stay
                                • 3 BR,
                                • 2 BA,
                                • 2 HF BA,
                                • Sleeps 8
                                  1 Review
                                  1 - 5 night minimum stay
                                  • 2 BR,
                                  • 2 BA,
                                  • Sleeps 6
                                    Book it Now!
                                    3 - 7 night minimum stay
                                    • 2 BR,
                                    • 1 BA,
                                    • Sleeps 4
                                      3 - 7 night minimum stay
                                      • 2 BR,
                                      • 1 BA,
                                      • Sleeps 4
                                        (6)
                                        $171 - $500
                                        per night
                                        3 - 8 night minimum stay
                                        • 2 BR,
                                        • 2 BA,
                                        • Sleeps 7
                                          (11)
                                          3 - 5 night minimum stay
                                          • 1 BR,
                                          • 1 BA,
                                          • Sleeps 4
                                            1 Review
                                            2 - 31 night minimum stay
                                            • 2 BR,
                                            • 1 BA,
                                            • Sleeps 4
                                              (44)
                                              • 1 BR,
                                              • 1 BA,
                                              • Sleeps 4
                                                (24)
                                                7 night minimum stay
                                                • 2 BR,
                                                • 2 BA,
                                                • Sleeps 6
                                                  2 Reviews
                                                  3 - 7 night minimum stay
                                                  • 2 BR,
                                                  • 2 BA,
                                                  • Sleeps 6
                                                    (4)
                                                    • 2 BR,
                                                    • 1 BA,
                                                    • Sleeps 4
                                                      (6)
                                                      3 night minimum stay
                                                      • 2 BR,
                                                      • 1 BA,
                                                      • Sleeps 6
                                                        (10)
                                                        Book it Now!
                                                        3 night minimum stay
                                                        • 1 BR,
                                                        • 1 BA,
                                                        • Sleeps 4
                                                          (18)
                                                          Book it Now!
                                                          3 - 6 night minimum stay
                                                          • 4 BR,
                                                          • 2 BA,
                                                          • Sleeps 9
                                                            (34)
                                                            Book it Now!
                                                            3 - 6 night minimum stay
                                                            • 2 BR,
                                                            • 2 BA,
                                                            • 1 HF BA,
                                                            • Sleeps 6
                                                              (49)
                                                               

                                                              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