Cancel Clear Filters Apply Filters

Price Per Week

$ $

Sleeps

Bedrooms

Bathrooms

Booking Options

Property Type

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

Location Type

Even More Filters

Features

Managed By

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

South Shore Massachusetts Vacation Rentals(261)

261 Results
Book it Now!
3 - 7 night minimum stay
  • 4 BR,
  • Sleeps 8
    (13)
    Book it Now!
    3 - 7 night minimum stay
    • 4 BR,
    • 2 BA,
    • Sleeps 10
      (11)
      2 - 7 night minimum stay
      • 6 BR,
      • 3 BA,
      • 2 HF BA,
      • Sleeps 16
        (22)
        Book it Now!
        2 - 7 night minimum stay
        • 3 BR,
        • 1 BA,
        • 1 HF BA,
        • Sleeps 9
          3 - 7 night minimum stay
          • 4 BR,
          • 2 BA,
          • 1 HF BA,
          • Sleeps 10
            (10)
            7 - 14 night minimum stay
            • 3 BR,
            • 3 BA,
            • Sleeps 6
              (14)
              $2,500 - $3,500
              per night
              2 - 3 night minimum stay
              • 5 BR,
              • 7 BA,
              • Sleeps 20
                Book it Now!
                2 - 7 night minimum stay
                • 4 BR,
                • 2 BA,
                • Sleeps 8
                  (16)
                  Book it Now!
                  3 - 7 night minimum stay
                  • 4 BR,
                  • 3 BA,
                  • Sleeps 10
                    (7)
                    Book it Now!
                    3 - 7 night minimum stay
                    • 4 BR,
                    • 2 BA,
                    • Sleeps 8
                      (6)
                      2 - 7 night minimum stay
                      • 4 BR,
                      • 3 BA,
                      • Sleeps 13
                        (11)
                        • 2 BR,
                        • 1 BA,
                        • Sleeps 6
                          (11)
                          3 - 7 night minimum stay
                          • 5 BR,
                          • 2 BA,
                          • 1 HF BA,
                          • Sleeps 10
                            (6)
                            3 night minimum stay
                            • 3 BR,
                            • 2 BA,
                            • 1 HF BA,
                            • Sleeps 6
                              (7)
                              Book it Now!
                              2 - 5 night minimum stay
                              • 3 BR,
                              • 2 BA,
                              • Sleeps 8
                                1 Review
                                Book it Now!
                                3 night minimum stay
                                • 2 BR,
                                • 1 BA,
                                • Sleeps 4
                                  Book it Now!
                                  3 night minimum stay
                                  • 4 BR,
                                  • 1 BA,
                                  • 2 HF BA,
                                  • Sleeps 9
                                    Book it Now!
                                    3 - 7 night minimum stay
                                    • 4 BR,
                                    • 2 BA,
                                    • Sleeps 7
                                      7 night minimum stay
                                      • 3 BR,
                                      • 1 BA,
                                      • Sleeps 6
                                        2 Reviews
                                        $1,050 - $1,680
                                        per week
                                        Book it Now!
                                        7 night minimum stay
                                        • 4 BR,
                                        • 2 BA,
                                        • Sleeps 8
                                          (12)
                                          • 2 BR,
                                          • 1 BA,
                                          • 1 HF BA,
                                          • Sleeps 6
                                            2 Reviews
                                            Book it Now!
                                            • 3 BR,
                                            • 1 BA,
                                            • Sleeps 6
                                              (5)
                                              2 - 7 night minimum stay
                                              • 4 BR,
                                              • 5 BA,
                                              • 1 HF BA,
                                              • Sleeps 17
                                                (18)
                                                Book it Now!
                                                • 2 BR,
                                                • 1 BA,
                                                • 1 HF BA,
                                                • Sleeps 6
                                                  1 Review
                                                  2 night minimum stay
                                                  • 10 BR,
                                                  • 6 BA,
                                                  • 1 HF BA,
                                                  • Sleeps 20
                                                    2 Reviews
                                                    7 night minimum stay
                                                    • 5 BR,
                                                    • 2 BA,
                                                    • Sleeps 10
                                                      (20)
                                                      7 night minimum stay
                                                      • 3 BR,
                                                      • 1 BA,
                                                      • Sleeps 6
                                                        Book it Now!
                                                        29 night minimum stay
                                                        • 4 BR,
                                                        • 3 BA,
                                                        • Sleeps 10
                                                          (10)
                                                          2 - 7 night minimum stay
                                                          • 4 BR,
                                                          • 2 BA,
                                                          • 2 HF BA,
                                                          • Sleeps 12
                                                            (21)
                                                             

                                                            Recent South Shore Massachusetts Reviews

                                                            Everything we hoped for and more!

                                                            5 of 5
                                                            This place is fantastic! The location is perfect - a very short drive to the downtown attractions, yet away from the hustle and bustle, and you can see the entrance to the Plantation from the front yard. The beach access was perfect for our family of four little boys. They eagerly traveled the short walk down the private gated boardwalk every day, excited to see what treasures they could find on the beach (crabs were their favorite!). There were waves, but even my three year old was at home near the water. When the wind blew, we were even able to fly small kites. The lifeguards are at their posts all day long and really watched the swimmers and kids on the beach. All this just steps from the back door. I was worried about the reviews stating the beach was rocky, but the kids loved rearranging the rocks and there was plenty of sand, although water shoes were a good idea. The house was in great condition - clean, welcoming and comfortable. We were able to have a lobster dinner with corn on the cob in the well-stocked kitchen. The granite counter top on the island was big enough to house the puzzles we completed. Having the brand new washing machine and dryer was fantastic - one of my favorite features! There was plenty of room for our family of 8 to stay the week. Having coffee on the porch in the morning was a great way to start the day. The jetted tub was the perfect way to end it! Kyle was amazing about answering any of our questions and always got right back to us. She went above and beyond to be sure our kids were happy (thanks for the DVD player!) and made us feel like we were truly on vacation. There were only a couple of negatives. There weren't sheets or blankets for the pull-out couch or extras in case we needed to change them, but Kyle took care of that for us. Also, the cable didn't work when we got there and was out for a couple of days, but I think that was a fluke thing and was also taken care of as soon as they possibly could - thank goodness for that DVD player!! It would also have been nice to have shades or blinds on ALL of the windows for the early morning hours. The only thing we found in the kitchen that was missing was a can opener. All in all, it really was the perfect vacation rental for us!
                                                            • Submitted: Sep 23, 2014
                                                            • Stayed: Aug 2014

                                                            Fabulous Vacation HOME

                                                            5 of 5
                                                            This is not a vacation cottage. It's a beautiful, immaculate HOME. The house has all the an amenities you could ever need. There are fabulous ocean views, a great beach, golf nearby and many nice restaurants. We stayed the last two weeks of August and enjoyed perfect weather. We had great beach days and then enjoyed a perfect ocean breeze at night (great sleeping!) I imagine it is a fabulous Fall New England rental as well. Nancy was a great host and asked for any recommendations to make future stays even better!
                                                            • Submitted: Sep 10, 2014
                                                            • Stayed: Aug 2014

                                                            BEAUTIFUL HOME ON THE WATER!!

                                                            5 of 5
                                                            We couldn't have been more pleased with this rental, the home is gorgeous and is right on the water. It is a wonderful location - and a very family friendly area. The owners are so kind and responsive. We would highly recommend this rental!!
                                                            • Submitted: Aug 25, 2014
                                                            • Stayed: Aug 2014