HomeAway uses cookies to improve your site experience. Learn more. By continuing, you consent to our use of cookies.
HomeAway uses cookies to improve your site experience. Learn more. By continuing, you consent to our use of cookies.

Make a vacation rental in Eastern Massachusetts, USA your home away from home

At a vacation rental in Eastern Massachusetts you’ll have a huge variety of landscapes and experiences to discover. From the North Shore to the South Shore and everything in between, there’s a wealth of historic towns, stunning natural parks and coastal scenery that will live long on the memory.

Things to do in Eastern Massachusetts

Starting with the region north of Boston – the North Shore would be an excellent choice for a vacation rental in Eastern Massachusetts. One of the absolute highlights of this area is the town of Gloucester, which is one of the oldest settlements in the country. It was founded in 1623 and remains to this day an important fishing port. One of the key experiences on offer here includes whale watching, as Gloucester in the middle of two important feeding grounds.

Meanwhile the South Shore is the region south of the city of Boston, and another popular location for vacation accommodation in Eastern Massachusetts. Plymouth is an important destination here, famed as being one of the very first European settlements in the country, and the landing point for English pilgrims on the Mayflower in 1620. Together with the fascinating heritage, there’s plenty of natural scenery to admire here, with lovely beaches and the Myles Standish State Forest close by.

Another picturesque seaside town, ideal for a stay at self-catering accommodation in Eastern Massachusetts would be Scituate, which is composed of a small harbour and boasts a number of interesting historical sites, as well as a beautiful coastline. There are three public beaches on the town’s waterfront, with more to be found a short distance outside Scituate. In and around the town you could visit a real 17th Century watermill and the Lighthouse, which dates to 1810.

Places to visit on holiday in Eastern Massachusetts, USA

A key destination for anyone on holiday at vacation rentals in Eastern Massachusetts would be the city of Boston, famous for its educational institutions, while featuring a wealth of first-class museums, galleries and tourist sights. The Museum of Fine Arts here boasts the biggest collection of paintings by the artist Monet away from Paris.

Weather in Eastern Massachusetts, USA

There’s a rather large gap between winter and summer conditions at Eastern Massachusetts self-catering vacation accommodation. Winters tend to be very cold, especially in January and February, while summer temperatures are consistently warm from June to September, often rising as high as 30 degrees.

Cheap flights to Eastern Massachusetts, USA

Travelling from the UK, the best way to get to a vacation rental in Eastern Massachusetts would be to fly from London Heathrow (LHR) with Delta Air Lines, America Airlines or British Airways to Logan international Airport in Boston (BOS).

Use filters to narrow your search results!

Eastern Massachusetts Holiday Homes & Cottages(1,084)

1,084 Results
Book Now!
3 - 7 night minimum stay
  • 4 BR,
  • 2 BA,
  • Sleeps 10
    (11)
    3 - 7 night minimum stay
    • 6 BR,
    • 4 BA,
    • 1 Separate Toilet,
    • Sleeps 17
      (10)
      Book Now!
      2 - 3 night minimum stay
      • 1 BR,
      • 1 BA,
      • Sleeps 2
        (6)
        Book Now!
        2 - 3 night minimum stay
        • 1 BR,
        • 1 BA,
        • Sleeps 2
          (5)
          3 - 7 night minimum stay
          • 3 BR,
          • 2 BA,
          • Sleeps 6
            (14)
            2 night minimum stay
            • 6 BR,
            • 3 BA,
            • 2 Separate Toilets,
            • Sleeps 16
              (22)
              2 night minimum stay
              • 2 BR,
              • 1 BA,
              • Sleeps 7
                (13)
                7 - 30 night minimum stay
                • 3 BR,
                • 2 BA,
                • Sleeps 11
                  (9)
                  From £1,489
                  per night
                  2 - 3 night minimum stay
                  • 5 BR,
                  • 7 BA,
                  • Sleeps 20
                    From £1,191
                    per week
                    Book Now!
                    7 night minimum stay
                    • 4 BR,
                    • 3 BA,
                    • Sleeps 10
                      (6)
                      2 - 7 night minimum stay
                      • 4 BR,
                      • 2 BA,
                      • 1 Separate Toilet,
                      • Sleeps 13
                        (18)
                        3 - 7 night minimum stay
                        • 5 BR,
                        • 2 BA,
                        • 1 Separate Toilet,
                        • Sleeps 10
                          (6)
                          2 - 7 night minimum stay
                          • 5 BR,
                          • 2 BA,
                          • 1 Separate Toilet,
                          • Sleeps 14
                            (3)
                            7 night minimum stay
                            • 2 BR,
                            • 2 BA,
                            • 1 Separate Toilet,
                            • Sleeps 8
                              1 Review
                              7 - 30 night minimum stay
                              • 3 BR,
                              • 1 BA,
                              • Sleeps 9
                                From £1,577
                                per week
                                Book Now!
                                7 night minimum stay
                                • 4 BR,
                                • 2 BA,
                                • Sleeps 9
                                  7 night minimum stay
                                  • 3 BR,
                                  • 2 BA,
                                  • Sleeps 6
                                    (31)
                                    Book Now!
                                    3 - 4 night minimum stay
                                    • 1 BR,
                                    • 1 BA,
                                    • Sleeps 3
                                      Book Now!
                                      2 - 30 night minimum stay
                                      • Studio,
                                      • 1 BA,
                                      • Sleeps 2
                                        (3)
                                        Book Now!
                                        2 - 3 night minimum stay
                                        • 3 BR,
                                        • 2 BA,
                                        • Sleeps 5
                                          (3)
                                          From £517
                                          per week
                                          Book Now!
                                          14 night minimum stay
                                          • 2 BR,
                                          • 1 BA,
                                          • 1 Separate Toilet,
                                          • Sleeps 4
                                            Book Now!
                                            6 - 90 night minimum stay
                                            • 3 BR,
                                            • 2 BA,
                                            • Sleeps 8
                                              Book Now!
                                              1 - 2 night minimum stay
                                              • 1 BR,
                                              • 1 BA,
                                              • Sleeps 2
                                                1 Review
                                                Book Now!
                                                7 night minimum stay
                                                • 8 BR,
                                                • 4 BA,
                                                • Sleeps 15
                                                  1 Review
                                                  Book Now!
                                                  • 1 BR,
                                                  • 1 BA,
                                                  • Sleeps 4
                                                    1 Review
                                                    Book Now!
                                                    14 night minimum stay
                                                    • 3 BR,
                                                    • 3 BA,
                                                    • Sleeps 5
                                                      From £119
                                                      per night
                                                      Book Now!
                                                      5 night minimum stay
                                                      • 3 BR,
                                                      • 1 BA,
                                                      • 1 Separate Toilet,
                                                      • Sleeps 6
                                                        1 Review
                                                        Book Now!
                                                        2 - 7 night minimum stay
                                                        • 2 BR,
                                                        • 1 BA,
                                                        • Sleeps 5
                                                          Book Now!
                                                          3 night minimum stay
                                                          • 2 BR,
                                                          • 1 BA,
                                                          • Sleeps 4