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 Vacation Rentals(7,432)

7,432 Results
Book it Now!
3 - 7 night minimum stay
  • 4 BR,
  • 2 BA,
  • 1 HF BA,
  • Sleeps 9
    (35)
    Book it Now!
    4 - 7 night minimum stay
    • 2 BR,
    • 1 BA,
    • Sleeps 6
      (26)
      Book it Now!
      2 - 7 night minimum stay
      • 4 BR,
      • 2 BA,
      • Sleeps 8
        (47)
        Book it Now!
        • 1 BR,
        • 1 BA,
        • Sleeps 4
          (53)
          Book it Now!
          2 - 7 night minimum stay
          • 5 BR,
          • 3 BA,
          • Sleeps 10
            (29)
            Book it Now!
            3 - 7 night minimum stay
            • 3 BR,
            • 2 BA,
            • Sleeps 6
              (34)
              Book it Now!
              3 - 7 night minimum stay
              • 3 BR,
              • 1 BA,
              • Sleeps 6
                (58)
                Book it Now!
                2 - 3 night minimum stay
                • 1 BR,
                • 1 BA,
                • Sleeps 4
                  (48)
                  Book it Now!
                  2 - 7 night minimum stay
                  • 5 BR,
                  • 2 BA,
                  • Sleeps 11
                    (8)
                    $175 - $300
                    per night
                    2 - 5 night minimum stay
                    • Studio,
                    • 1 BA,
                    • Sleeps 2
                      (33)
                      Book it Now!
                      3 night minimum stay
                      • 3 BR,
                      • 3 BA,
                      • Sleeps 8
                        (15)
                        Book it Now!
                        3 - 7 night minimum stay
                        • 4 BR,
                        • Sleeps 8
                          (13)
                          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
                              (31)
                              Book it Now!
                              3 night minimum stay
                              • 2 BR,
                              • 1 BA,
                              • 1 HF BA,
                              • Sleeps 4
                                (13)
                                Book it Now!
                                4 night minimum stay
                                • 4 BR,
                                • 1 BA,
                                • 1 HF BA,
                                • Sleeps 8
                                  (10)
                                  Book it Now!
                                  3 - 7 night minimum stay
                                  • 4 BR,
                                  • 2 BA,
                                  • Sleeps 10
                                    (11)
                                    Book it Now!
                                    1 - 7 night minimum stay
                                    • 1 BR,
                                    • 1 BA,
                                    • Sleeps 2
                                      (13)
                                      Book it Now!
                                      3 - 7 night minimum stay
                                      • 3 BR,
                                      • 2 BA,
                                      • Sleeps 10
                                        (11)
                                        Book it Now!
                                        1 - 7 night minimum stay
                                        • 5 BR,
                                        • 5 BA,
                                        • 1 HF BA,
                                        • Sleeps 10
                                          (9)
                                          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!
                                                2 - 4 night minimum stay
                                                • 2 BR,
                                                • 1 BA,
                                                • Sleeps 6
                                                  (9)
                                                  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)
                                                      Book it Now!
                                                      7 night minimum stay
                                                      • 3 BR,
                                                      • 2 BA,
                                                      • 1 HF BA,
                                                      • Sleeps 8
                                                        (8)
                                                        Book it Now!
                                                        3 night minimum stay
                                                        • 4 BR,
                                                        • 2 BA,
                                                        • Sleeps 10
                                                          (13)
                                                           

                                                          Recent Massachusetts Reviews

                                                          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

                                                          Great stay in ptown!

                                                          5 of 5
                                                          The studio is a perfect vacaction retreat. The breezes and the light make is a perfect place to relax. It is very private and quiet. It is colse to the beach and a nice walk to town - either along the beach or through the east end by the amazing galleries. Felt very welcomed by John. He is a great host!
                                                          • Submitted: Sep 6, 2014
                                                          • Stayed: Aug 2014

                                                          Houseboat Feel on Historic Wharf

                                                          5 of 5
                                                          Four Winds was a perfect Rockport rental: amidst Bearskin Neck shops and restaurants - the property is steps away from a wonderful kayaking outfit - but we never felt too exposed. Expansive windows kept our focus on the ebb and flows of the tides and the harbor. Beds were comfortable; kitchen was well-stocked; the owner was beyond accommodating (immediately addressed an issue with the wifi and even helped me with an express mail delivery). The décor was attractive and fun and memories of sipping wine on the porch at sunset will fuel me all winter. A wonderful rental all the way around!
                                                          • Submitted: Sep 3, 2014
                                                          • Stayed: Aug 2014