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Holidaymakers searching for holiday rentals in Portland also enquired about apartments in Weymouth, apartments in Bridport and cottages in Chichester

Make a Portland holiday cottage your home away from home

Portland, is a seaside town on the craggy southernmost tip on the Isle of Portland, in Dorset. It is a popular holiday resort town, and home to the famous Portland Bill Lighthouse. Historically the area is also famous for its quarry, as the huge limestone outcrop provided many raw materials to the building industry. It is a beautiful slice of the Jurassic Coastline, totally enchanting, most especially when the sea is stormy. HomeAway has an excellent collection of holiday homes in Portland, with something to suit everyone. Holiday accommodation in Portland has a cottage, apartment or manor house for everyone, from the quaint and romantic cottage for 2, right up to large group and family friendly farmhouses.

Things to do in Portland

Portland was once a bustling port town, and evidence of its fascinating past can be seen in the surrounding areas where there are a number of rambling castles. The legendary Portland Bill lighthouse and the vast number of shipwrecks in the bay also have their own histories, and today the town remains a popular tourist destination with great options in Portland holiday homes.

-Chesil Beach is a magnificent stretch of beach that sweeps out some 18 miles long on a spit. There is a long standing joke that if any fisherman was washed up on the beach, they would know where they were by the size of the pebbles. It’s a popular fishing spot and has gorgeous views over a beach that looks different every day.

-The Tout Quarry Sculpture Park is a fascinating maze of old quarry paths, rock formations and sculptures all made by local stone masons and visiting stone masons who were just passing through. Some are easy to see, but locals who visit here regularly say they find new ones all the time. Look out for the huge Iguana that looks like it is sun tanning on a rock.

-The Church Ope Cove: was the very same place situated between Southwell and Easton, that the Vikings used to land at. It was famously used as a beach for smuggling, but today is a popular beach for swimming and water sports, boating and fishing. Take the picturesque path down to the beach past the dilapidated Rufus Castle.

-The Portland Bill lighthouse: was built in the early 1900s and is still functioning today. The most famous attraction of the area, it is a must for visitors who have chosen Portland holiday accommodation. There is a visitor centre and tours are taken regularly as the lighthouse is open to the public. After the tour visitors can browse the small shop and visitors centre.

-Fancy’s Farm is a relatively new farm that is fantastic if you are visiting Portland with your family, with lots of little animals to kids to meet and cuddle with like geese, ponies, sheep, pigs, alpacas and chickens. You can buy free range eggs and enjoy a fun and educational day out with the kids.

The Weather in Portland

Your holiday home in Portland is the perfect choice for a relaxing family holiday. The weather is mild throughout the year, although it can be wet, and one can with average annual temperatures of around 12°C. August is the warmest month of the year, averaging around 18°C and January is the wettest month of the year. It gets cool in the winter months, but hardly every drops below freezing.

Travel to Portland

Portland is just under 40 miles away from Bournemouth International Airport. Visitors can take a train or coach from the airport but a hire car is the best option. There are regular coach and train services to Weymouth which is about 10 miles away.

  • Showing 1-50 of 300+
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    Excellent! 4.7/5
    (16 reviews)
    avg/night
    • 2 BR
    • 1 BA
    • Sleeps 6
    Apartment #1746708
    16
    Viewed 67 times in the last 48 hours
      Wonderful! 4.9/5
      (22 reviews)
      avg/night
      • 4 BR
      • 2 BA
      • Sleeps 8
      House #8158262
      22
      Viewed 65 times in the last 48 hours
        Excellent! 4.7/5
        (9 reviews)
        avg/night
        • 2 BR
        • 1 BA
        • Sleeps 4
        Bungalow #1981509
        9
        Viewed 53 times in the last 48 hours
          avg/night
          • 2 BR
          • 2 BA
          • Sleeps 4
          Apartment #8166210
          1
          Viewed 38 times in the last 48 hours
            • 3 BR
            • 1 BA
            • Sleeps 4
            Cottage #6472911
            3
            Viewed 52 times in the last 48 hours
              Very Good! 4.2/5
              (19 reviews)
              avg/night
              • 3 BR
              • 2 BA
              • Sleeps 6
              Cottage #58185
              19
              Viewed 159 times in the last 48 hours
                Excellent! 4.4/5
                (7 reviews)
                avg/night
                • 3 BR
                • 1 BA
                • Sleeps 4
                House #8092522
                7
                Viewed 71 times in the last 48 hours
                  Wonderful! 4.9/5
                  (14 reviews)
                  avg/night
                  • 3 BR
                  • 1 BA
                  • Sleeps 6
                  House #8059286
                  14
                  Viewed 98 times in the last 48 hours
                    • 3 BR
                    • 3 BA
                    • Sleeps 6
                    Multiple rentals Cottage #8072819
                    3
                    Viewed 49 times in the last 48 hours
                      • 1 BR
                      • 1 BA
                      • Sleeps 4
                      Multiple rentals Farmhouse #8072819
                      0
                      Viewed 17 times in the last 48 hours
                        • 2 BR
                        • 1 BA
                        • Sleeps 4
                        Multiple rentals Bungalow #8072819
                        2
                        Viewed 26 times in the last 48 hours
                          Excellent! 4.7/5
                          (20 reviews)
                          avg/night
                          • 3 BR
                          • 1 BA
                          • Sleeps 6
                          Cottage #8167825
                          20
                          Viewed 44 times in the last 48 hours
                            avg/night
                            • 3 BR
                            • 1 BA
                            • Sleeps 5
                            House #6816155
                            1
                            Viewed 53 times in the last 48 hours
                              • 3 BR
                              • 1 BA
                              • Sleeps 6
                              Cottage #8058215
                              2
                              Viewed 90 times in the last 48 hours
                                • 4 BR
                                • 5 BA
                                • Sleeps 8
                                House #8134347
                                0
                                Viewed 51 times in the last 48 hours
                                  • 2 BR
                                  • Separate Toilet
                                  • Sleeps 4
                                  Cottage #1861352
                                  0
                                    • 2 BR
                                    • Separate Toilet
                                    • Sleeps 4
                                    Cottage #1860175
                                    0
                                      avg/night
                                      • 2 BR
                                      • 1 BA
                                      • Sleeps 4
                                      House #6913589
                                      0
                                      Viewed 15 times in the last 48 hours
                                        • 2 BR
                                        • 1 BA
                                        • Sleeps 4
                                        Cottage #1965577
                                        0
                                        Viewed 6 times in the last 48 hours
                                          View details for price
                                          • 3 BR
                                          • Separate Toilet
                                          • Sleeps 6
                                          Cottage #6529325
                                          1
                                            avg/night
                                            • 3 BR
                                            • 1 BA
                                            • Sleeps 5
                                            Cottage #1967291
                                            0
                                            Viewed 8 times in the last 48 hours
                                              • 3 BR
                                              • Separate Toilet
                                              • Sleeps 5
                                              Cottage #1858159
                                              0
                                                avg/night
                                                • 2 BR
                                                • 2 BA
                                                • Sleeps 4
                                                House #6938914
                                                0
                                                Viewed 40 times in the last 48 hours
                                                  • 2 BR
                                                  • Separate Toilet
                                                  • Sleeps 4
                                                  Cottage #1861663
                                                  0
                                                    • 4 BR
                                                    • Separate Toilets
                                                    • Sleeps 8
                                                    Cottage #1860847
                                                    0
                                                      View details for price
                                                      • 1 BR
                                                      • Separate Toilet
                                                      • Sleeps 2
                                                      Cottage #1861239
                                                      0
                                                        • 2 BR
                                                        • Separate Toilet
                                                        • Sleeps 4
                                                        Cottage #1860791
                                                        0
                                                          • 4 BR
                                                          • 1 BA
                                                          • Sleeps 6
                                                          Cottage #6750568
                                                          0
                                                            • 2 BR
                                                            • 1 BA
                                                            • Sleeps 4
                                                            Cottage #1965576
                                                            0
                                                              Good! 3.9/5
                                                              (15 reviews)
                                                              avg/night
                                                              • 1 BR
                                                              • 1 BA
                                                              • Sleeps 4
                                                              Multiple rentals Apartment #1881869
                                                              15
                                                              Viewed 112 times in the last 48 hours
                                                                avg/night
                                                                • 1 BR
                                                                • 1 BA
                                                                • Sleeps 4
                                                                Multiple rentals Apartment #1881869
                                                                2
                                                                Viewed 67 times in the last 48 hours
                                                                  Wonderful! 4.8/5
                                                                  (21 reviews)
                                                                  avg/night
                                                                  • 6 BR
                                                                  • 6 BA
                                                                  • Separate Toilet
                                                                  • Sleeps 12
                                                                  House #497859
                                                                  21
                                                                  Viewed 41 times in the last 48 hours
                                                                    avg/night
                                                                    • 3 BR
                                                                    • 1 BA
                                                                    • Separate Toilet
                                                                    • Sleeps 6
                                                                    Caravan #6797356
                                                                    3
                                                                    Viewed 30 times in the last 48 hours
                                                                      Exceptional! 5.0/5
                                                                      (5 reviews)
                                                                      avg/night
                                                                      • 5 BR
                                                                      • 2 BA
                                                                      • Separate Toilet
                                                                      • Sleeps 8
                                                                      House #8132715
                                                                      5
                                                                      Viewed 45 times in the last 48 hours
                                                                        Wonderful! 4.8/5
                                                                        (13 reviews)
                                                                        avg/night
                                                                        • 4 BR
                                                                        • 4 BA
                                                                        • Separate Toilet
                                                                        • Sleeps 10
                                                                        House #1854144
                                                                        13
                                                                        Viewed 84 times in the last 48 hours
                                                                          Exceptional! 5.0/5
                                                                          (22 reviews)
                                                                          avg/night
                                                                          • 4 BR
                                                                          • 2 BA
                                                                          • Separate Toilet
                                                                          • Sleeps 8
                                                                          House #8130535
                                                                          22
                                                                          Viewed 30 times in the last 48 hours
                                                                            Exceptional! 5.0/5
                                                                            (5 reviews)
                                                                            avg/night
                                                                            • 2 BR
                                                                            • 1 BA
                                                                            • Separate Toilet
                                                                            • Sleeps 5
                                                                            Cottage #8081806
                                                                            5
                                                                            Viewed 27 times in the last 48 hours
                                                                              • 3 BR
                                                                              • 1 BA
                                                                              • Sleeps 6
                                                                              Cottage #1992602
                                                                              0
                                                                              Viewed 33 times in the last 48 hours
                                                                                Exceptional! 5.0/5
                                                                                (6 reviews)
                                                                                avg/night
                                                                                • 2 BR
                                                                                • 2 BA
                                                                                • Sleeps 4
                                                                                Multiple rentals Cottage #8131047
                                                                                6
                                                                                Viewed 49 times in the last 48 hours
                                                                                  Exceptional! 5.0/5
                                                                                  (12 reviews)
                                                                                  avg/night
                                                                                  • 1 BR
                                                                                  • 1 BA
                                                                                  • Sleeps 2
                                                                                  Bungalow #8140783
                                                                                  12
                                                                                  Viewed 46 times in the last 48 hours
                                                                                    • 2 BR
                                                                                    • 2 BA
                                                                                    • Sleeps 4
                                                                                    Multiple rentals Barn #8131047
                                                                                    0
                                                                                    Viewed 41 times in the last 48 hours
                                                                                      • 4 BR
                                                                                      • 2 BA
                                                                                      • Sleeps 6
                                                                                      House #6904773
                                                                                      0
                                                                                      Viewed 53 times in the last 48 hours
                                                                                        • 3 BR
                                                                                        • 1 BA
                                                                                        • Sleeps 8
                                                                                        Apartment #8125215
                                                                                        1
                                                                                        Viewed 40 times in the last 48 hours
                                                                                          • 1 BR
                                                                                          • 1 BA
                                                                                          • Separate Toilet
                                                                                          • Sleeps 2
                                                                                          Cottage #1151699
                                                                                          1
                                                                                          Viewed 24 times in the last 48 hours
                                                                                            avg/night
                                                                                            • 2 BR
                                                                                            • 1 BA
                                                                                            • Sleeps 4
                                                                                            Cottage #6806379
                                                                                            0
                                                                                            Viewed 11 times in the last 48 hours
                                                                                              • 4 BR
                                                                                              • 3 BA
                                                                                              • Sleeps 8
                                                                                              House #8114491
                                                                                              1
                                                                                              Viewed 26 times in the last 48 hours
                                                                                                View details for price
                                                                                                • 3 BR
                                                                                                • 1 BA
                                                                                                • Sleeps 6
                                                                                                Cottage #1689953
                                                                                                1
                                                                                                Viewed 5 times in the last 48 hours
                                                                                                  Excellent! 4.7/5
                                                                                                  (13 reviews)
                                                                                                  avg/night
                                                                                                  • 3 BR
                                                                                                  • 1 BA
                                                                                                  • Separate Toilet
                                                                                                  • Sleeps 6
                                                                                                  Cabin #8159114
                                                                                                  13
                                                                                                  Viewed 94 times in the last 48 hours
                                                                                                    • 7 BR
                                                                                                    • 5 BA
                                                                                                    • Sleeps 23
                                                                                                    House #6896710
                                                                                                    0
                                                                                                    Viewed 74 times in the last 48 hours
                                                                                                      avg/night
                                                                                                      • 1 BR
                                                                                                      • 1 BA
                                                                                                      • Sleeps 2
                                                                                                      Cottage #1747137
                                                                                                      4
                                                                                                      Viewed 5 times in the last 48 hours
                                                                                                      • 1 - 50 of 300+
                                                                                                       

                                                                                                      Recent Reviews

                                                                                                      Great break over New Year

                                                                                                      5 of 5
                                                                                                      Two families and a dog stayed in this wonderful property for a few days over the New Year period. It was perfect accommodation for two families with 2 double and 2 twin rooms, which worked brilliantly. The whole property is incredibly well equipped, with a large, open plan room downstairs, which enables easy catering for all. The property has great views over Portland and Chesil beach and we enjoyed the ability to walk anywhere we wanted. There are pubs in walking distance and a Tesco's close by. The field at the front of the house was perfect for the dog. We all had a great stay and would return without hesitation.
                                                                                                      • Review Submitted: 14-Jan-2017
                                                                                                      • Date of Stay: Dec 2016

                                                                                                      Absolutely Stunning

                                                                                                      5 of 5
                                                                                                      Beautiful property in a fabulous location. Will definitely be staying again, couldn't recommend more. Maxine (owner) was also very helpful and kind. Thank You for sharing your home with us x
                                                                                                      • Review Submitted: 04-Jan-2017
                                                                                                      • Date of Stay: Dec 2016

                                                                                                      Kares cottage; the perfect base for our break!

                                                                                                      5 of 5
                                                                                                      Kate's Cottage is in the perfect location to explore the Jurassic coast. Superbly well equipped, cosy and comfortable with homely touches and attention to detail which was totally unexpected. We would definitely return to Kate's cottage and will be boring our friends with tales of its charm for months to come. Thank you Virginia and Mark!!! Vince and Joanne Kelly
                                                                                                      • Review Submitted: 02-Jan-2017
                                                                                                      • Date of Stay: Dec 2016