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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).

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  • Showing 1-50 of 300+
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    • Studio
    • 1 BA
    • Sleeps 2
    Studio #683785vb
    20
      • 1 BR
      • 1 BA
      • Sleeps 4
      Apartment #670262vb
      25
        Wonderful! 4.9/5
        (55 reviews)
        avg/night
        • 1 BR
        • 1 BA
        • Separate Toilet
        • Sleeps 2
        House #443453vb
        55
          Wonderful! 4.9/5
          (69 reviews)
          avg/night
          • 1 BR
          • 1 BA
          • Sleeps 4
          Apartment #3634216
          69
            Exceptional! 5.0/5
            (42 reviews)
            avg/night
            • 2 BR
            • 1 BA
            • Sleeps 6
            Cottage #512709vb
            42
              • 2 BR
              • 1 BA
              • Sleeps 4
              Apartment #854357vb
              19
                Excellent! 4.6/5
                (32 reviews)
                avg/night
                • 1 BR
                • 1 BA
                • Sleeps 4
                Cottage #592845vb
                32
                  Exceptional! 5.0/5
                  (10 reviews)
                  avg/night
                  • 2 BR
                  • 1 BA
                  • Sleeps 6
                  House #873828vb
                  10
                    • 3 BR
                    • 1 BA
                    • Sleeps 5
                    Apartment #132084
                    19
                      Wonderful! 4.9/5
                      (37 reviews)
                      avg/night
                      • 1 BR
                      • 1 BA
                      • Sleeps 3
                      Condo #101807
                      37
                        • 3 BR
                        • 1 BA
                        • Separate Toilet
                        • Sleeps 6
                        House #669195vb
                        15
                          • 1 BR
                          • 1 BA
                          • Sleeps 2
                          Apartment #561483vb
                          23
                            Exceptional! 5.0/5
                            (9 reviews)
                            avg/night
                            • Studio
                            • 1 BA
                            • Sleeps 4
                            Apartment #553914vb
                            9
                              • 1 BR
                              • 1 BA
                              • Sleeps 5
                              Condo #4226748
                              6
                                Wonderful! 4.9/5
                                (17 reviews)
                                avg/night
                                • 1 BR
                                • 1 BA
                                • Sleeps 4
                                Apartment #181404
                                17
                                  • Studio
                                  • 1 BA
                                  • Sleeps 4
                                  House #592135vb
                                  19
                                    Wonderful! 4.8/5
                                    (23 reviews)
                                    avg/night
                                    • 4 BR
                                    • 3 BA
                                    • Sleeps 9
                                    House #395093vb
                                    23
                                      Wonderful! 4.9/5
                                      (33 reviews)
                                      avg/night
                                      • 1 BR
                                      • 1 BA
                                      • Sleeps 2
                                      Cottage #374316
                                      33
                                        Wonderful! 4.9/5
                                        (26 reviews)
                                        avg/night
                                        • 1 BR
                                        • 1 BA
                                        • Sleeps 2
                                        Cottage #374317
                                        26
                                          • 3 BR
                                          • 1 BA
                                          • Sleeps 6
                                          House #3877859
                                          33
                                            • 4 BR
                                            • 2 BA
                                            • Sleeps 10
                                            House #3546208
                                            45
                                              • 3 BR
                                              • 2 BA
                                              • Sleeps 6
                                              House #585606vb
                                                • 5 BR
                                                • 7 BA
                                                • Sleeps 20
                                                Estate #491873vb
                                                  Wonderful! 4.8/5
                                                  (33 reviews)
                                                  avg/night
                                                  • 2 BR
                                                  • 1 BA
                                                  • Sleeps 5
                                                  Cottage #176726
                                                  33
                                                    • 3 BR
                                                    • 3 BA
                                                    • Separate Toilet
                                                    • Sleeps 8
                                                    Townhome #643426vb
                                                    3
                                                      Wonderful! 4.9/5
                                                      (22 reviews)
                                                      avg/night
                                                      • 1 BR
                                                      • 1 BA
                                                      • Sleeps 4
                                                      Apartment #7098865
                                                      22
                                                        Wonderful! 4.8/5
                                                        (30 reviews)
                                                        avg/night
                                                        • 2 BR
                                                        • 1 BA
                                                        • Sleeps 6
                                                        House #154425vb
                                                        30
                                                          • 2 BR
                                                          • 1 BA
                                                          • Sleeps 4
                                                          Cottage #727666vb
                                                          5
                                                            Exceptional! 5.0/5
                                                            (21 reviews)
                                                            avg/night
                                                            • 2 BR
                                                            • 1 BA
                                                            • Sleeps 6
                                                            Bungalow #707543vb
                                                            21
                                                              Wonderful! 4.8/5
                                                              (9 reviews)
                                                              avg/night
                                                              • 3 BR
                                                              • 1 BA
                                                              • Separate Toilet
                                                              • Sleeps 6
                                                              Cottage #691005vb
                                                              9
                                                                • 1 BR
                                                                • 2 BA
                                                                • Sleeps 2
                                                                House #243856
                                                                12
                                                                  • 1 BR
                                                                  • 1 BA
                                                                  • Sleeps 4
                                                                  House #3723311
                                                                  16
                                                                    • 3 BR
                                                                    • 1 BA
                                                                    • Sleeps 8
                                                                    House #589628vb
                                                                    8
                                                                      • 4 BR
                                                                      • 2 BA
                                                                      • Sleeps 11
                                                                      House #727302vb
                                                                      25
                                                                        • 4 BR
                                                                        • 2 BA
                                                                        • Separate Toilets
                                                                        • Sleeps 9
                                                                        Barn #4054234
                                                                        10
                                                                          • 3 BR
                                                                          • 2 BA
                                                                          • Sleeps 6
                                                                          House #3947814
                                                                          16
                                                                            Excellent! 4.6/5
                                                                            (10 reviews)
                                                                            avg/night
                                                                            • 10 BR
                                                                            • 8 BA
                                                                            • Sleeps 20
                                                                            House #676449vb
                                                                            10
                                                                              Exceptional! 5.0/5
                                                                              (11 reviews)
                                                                              avg/night
                                                                              • 3 BR
                                                                              • 1 BA
                                                                              • Separate Toilet
                                                                              • Sleeps 8
                                                                              House #4216189
                                                                              11
                                                                                • 2 BR
                                                                                • 1 BA
                                                                                • Sleeps 6
                                                                                Cottage #346588vb
                                                                                17
                                                                                  • 5 BR
                                                                                  • 3 BA
                                                                                  • Separate Toilet
                                                                                  • Sleeps 9
                                                                                  Townhome #830406vb
                                                                                  5
                                                                                    Wonderful! 4.9/5
                                                                                    (36 reviews)
                                                                                    avg/night
                                                                                    • 2 BR
                                                                                    • 1 BA
                                                                                    • Sleeps 3
                                                                                    Condo #111553
                                                                                    36
                                                                                      • 2 BR
                                                                                      • 1 BA
                                                                                      • Sleeps 6
                                                                                      House #513385vb
                                                                                      25
                                                                                        Exceptional! 5.0/5
                                                                                        (14 reviews)
                                                                                        avg/night
                                                                                        • Studio
                                                                                        • 1 BA
                                                                                        • Sleeps 2
                                                                                        Studio #597335vb
                                                                                        14
                                                                                          Exceptional! 5.0/5
                                                                                          (12 reviews)
                                                                                          avg/night
                                                                                          • 1 BR
                                                                                          • 1 BA
                                                                                          • Sleeps 3
                                                                                          Cottage #3882032
                                                                                          12
                                                                                            • 3 BR
                                                                                            • 1 BA
                                                                                            • Separate Toilet
                                                                                            • Sleeps 8
                                                                                            House #177143
                                                                                            10
                                                                                              • 4 BR
                                                                                              • 4 BA
                                                                                              • Separate Toilet
                                                                                              • Sleeps 10
                                                                                              Cottage #576629vb
                                                                                              23
                                                                                                • 7 BR
                                                                                                • 6 BA
                                                                                                • Separate Toilet
                                                                                                • Sleeps 12
                                                                                                Estate #3913650
                                                                                                3
                                                                                                  Excellent! 4.7/5
                                                                                                  (6 reviews)
                                                                                                  avg/night
                                                                                                  • 3 BR
                                                                                                  • 1 BA
                                                                                                  • Sleeps 7
                                                                                                  House #861718vb
                                                                                                  6
                                                                                                    • 3 BR
                                                                                                    • 1 BA
                                                                                                    • Sleeps 7
                                                                                                    House #869761vb
                                                                                                    3
                                                                                                      • 1 BR
                                                                                                      • 1 BA
                                                                                                      • Sleeps 3
                                                                                                      Apartment #874941vb
                                                                                                      5
                                                                                                      • 1 - 50 of 300+
                                                                                                       

                                                                                                      Recent Reviews

                                                                                                      🙂

                                                                                                      5 of 5
                                                                                                      House was brilliant. Perfect location. Ideal base for visiting Salem and Boston. Marblehead is a beautiful town. Lovely quiet street. Plenty of amenities. Grocery shop just along the road a bit. Maria is very kind and helpful. No complaints 🙂
                                                                                                      • Review Submitted: 14-Nov-2016
                                                                                                      • Date of Stay: Oct 2016

                                                                                                      A gem!

                                                                                                      5 of 5
                                                                                                      Had a fabulous stay in Kingston. The apartment was spacious, spotless and so comfortable with everything you could possibly need for your self catering stay. Very close to Plymouth and the train station to Boston. Joanne and Steve were perfect hosts and delightful to chat with. Wouldn't hesitate to recommend this apartment.
                                                                                                      • Review Submitted: 07-Nov-2016
                                                                                                      • Date of Stay: Oct 2016

                                                                                                      A compact, charming little cottage with thoughtful touches

                                                                                                      5 of 5
                                                                                                      Periwinkle cottage was ideal for a two day escape to Rockport. Compact , charming little cottage, very clean, good shower, comfy bed! Although we unfortunately didn't get to meet Rosemarie, she had left thoughtful touches everywhere, from chocolates in the bedroom to milk and water in the fridge, brand new kitchen sponges, coffee, cookies and hot chocolate to name a few. Parking directly outside. A few minutes walking distance right into the centre of Rockport which was a lovely quaint harbour town with lots of quirky shops and good restaurants.
                                                                                                      • Review Submitted: 18-Oct-2016
                                                                                                      • Date of Stay: Oct 2016