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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.

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  • 1 - 50 of 300+
Additional service fee may apply.
    Very Good! 4.2/5
    (19 reviews)
    avg/night
    • 3 BR
    • 2 BA
    • Sleeps 6
    Cottage #58185
    19
    Viewed 5 times in the last 48 hours
      • 4 BR
      • 2 BA
      • Sleeps 8
      House #8158262
      20
        Excellent! 4.7/5
        (15 reviews)
        avg/night
        • 2 BR
        • 1 BA
        • Sleeps 6
        Apartment #1746708
        15
        Viewed 10 times in the last 48 hours
          • 3 BR
          • 1 BA
          • Sleeps 6
          Cottage #8058215
          2
          Viewed 8 times in the last 48 hours
            Excellent! 4.7/5
            (20 reviews)
            avg/night
            • 3 BR
            • 1 BA
            • Sleeps 6
            Cottage #8167825
            20
            Viewed 10 times in the last 48 hours
              Wonderful! 4.9/5
              (14 reviews)
              avg/night
              • 3 BR
              • 1 BA
              • Sleeps 6
              House #8059286
              14
              Viewed 12 times in the last 48 hours
                avg/night
                • 3 BR
                • 1 BA
                • Sleeps 5
                House #6816155
                1
                Viewed 10 times in the last 48 hours
                  • 3 BR
                  • 3 BA
                  • Sleeps 6
                  Multiple rentals Cottage #8072819
                  3
                  Viewed 5 times in the last 48 hours
                    Excellent! 4.6/5
                    (8 reviews)
                    avg/night
                    • 2 BR
                    • 1 BA
                    • Sleeps 4
                    Bungalow #1981509
                    8
                    Viewed 5 times in the last 48 hours
                      avg/night
                      • 2 BR
                      • 2 BA
                      • Sleeps 4
                      Apartment #8166210
                      1
                      Viewed 7 times in the last 48 hours
                        • 2 BR
                        • 1 BA
                        • Sleeps 4
                        Multiple rentals Bungalow #8072819
                        2
                        Viewed 6 times in the last 48 hours
                          • 2 BR
                          • 1 BA
                          • Sleeps 4
                          Cottage #1860175
                            avg/night
                            • 2 BR
                            • 2 BA
                            • Sleeps 6
                            Mobile Home #6878678
                            1
                            Viewed 34 times in the last 48 hours
                              • 2 BR
                              • 1 BA
                              • Sleeps 5
                              Cottage #1860034
                                • 2 BR
                                • 1 BA
                                • Sleeps 4
                                Cottage #1965576
                                  • 2 BR
                                  • 1 BA
                                  • Sleeps 4
                                  Cottage #1861352
                                    • 3 BR
                                    • 1 BA
                                    • Sleeps 6
                                    Cottage #6529325
                                    1
                                      • 1 BR
                                      • 1 BA
                                      • Sleeps 4
                                      Multiple rentals Farmhouse #8072819
                                      Viewed 6 times in the last 48 hours
                                        • 4 BR
                                        • 5 BA
                                        • Sleeps 8
                                        House #8134347
                                          • 4 BR
                                          • 1 BA
                                          • Sleeps 6
                                          Cottage #1859074
                                            • 2 BR
                                            • 1 BA
                                            • Sleeps 4
                                            Cottage #1965577
                                              • 3 BR
                                              • 1 BA
                                              • Sleeps 5
                                              Cottage #1967291
                                                • 2 BR
                                                • 1 BA
                                                • Sleeps 4
                                                Cottage #1858848
                                                  • 3 BR
                                                  • 2 BA
                                                  • Sleeps 6
                                                  Cottage #1858740
                                                    • 1 BR
                                                    • 1 BA
                                                    • Sleeps 2
                                                    Cottage #1861239
                                                      • 3 BR
                                                      • 1 BA
                                                      • Sleeps 5
                                                      Cottage #1858159
                                                        • 2 BR
                                                        • Separate Toilet
                                                        • Sleeps 4
                                                        Cottage #1860791
                                                          • 2 BR
                                                          • 1 BA
                                                          • Sleeps 4
                                                          Cottage #1861663
                                                            • 4 BR
                                                            • 1 BA
                                                            • Sleeps 6
                                                            Cottage #6750568
                                                              • 4 BR
                                                              • 5 BA
                                                              • Sleeps 8
                                                              Cottage #1860847
                                                                Good! 3.9/5
                                                                (15 reviews)
                                                                avg/night
                                                                • 1 BR
                                                                • 1 BA
                                                                • Sleeps 4
                                                                Multiple rentals Apartment #1881869
                                                                15
                                                                Viewed 21 times in the last 48 hours
                                                                  Excellent! 4.7/5
                                                                  (53 reviews)
                                                                  avg/night
                                                                  • 5 BR
                                                                  • 3 BA
                                                                  • Separate Toilet
                                                                  • Sleeps 10
                                                                  Multiple rentals Cottage #98957
                                                                  53
                                                                  Viewed 10 times in the last 48 hours
                                                                    • 2 BR
                                                                    • 1 BA
                                                                    • Sleeps 4
                                                                    Cottage #8144289
                                                                    16
                                                                      Wonderful! 4.8/5
                                                                      (16 reviews)
                                                                      avg/night
                                                                      • 2 BR
                                                                      • 1 BA
                                                                      • Sleeps 6
                                                                      Chalet #8131170
                                                                      16
                                                                      Viewed 11 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 11 times in the last 48 hours
                                                                          Excellent! 4.6/5
                                                                          (21 reviews)
                                                                          avg/night
                                                                          • 2 BR
                                                                          • 2 BA
                                                                          • Sleeps 6
                                                                          Multiple rentals Barn #851903
                                                                          21
                                                                          Viewed 10 times in the last 48 hours
                                                                            Excellent! 4.6/5
                                                                            (11 reviews)
                                                                            avg/night
                                                                            • 2 BR
                                                                            • 2 BA
                                                                            • Sleeps 4
                                                                            Cottage #6111562
                                                                            11
                                                                            Viewed 6 times in the last 48 hours
                                                                              Exceptional! 5.0/5
                                                                              (9 reviews)
                                                                              avg/night
                                                                              • 2 BR
                                                                              • 1 BA
                                                                              • Sleeps 6
                                                                              Cottage #6502202
                                                                              9
                                                                              Viewed 17 times in the last 48 hours
                                                                                • 2 BR
                                                                                • 1 BA
                                                                                • Sleeps 4
                                                                                Cottage #1840656
                                                                                20
                                                                                  Excellent! 4.4/5
                                                                                  (9 reviews)
                                                                                  avg/night
                                                                                  • 1 BR
                                                                                  • 1 BA
                                                                                  • Sleeps 5
                                                                                  Multiple rentals Barn #851903
                                                                                  9
                                                                                  Viewed 6 times in the last 48 hours
                                                                                    Exceptional! 5.0/5
                                                                                    (10 reviews)
                                                                                    avg/night
                                                                                    • 4 BR
                                                                                    • 4 BA
                                                                                    • Sleeps 8
                                                                                    Farmhouse #8095985
                                                                                    10
                                                                                    Viewed 7 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 7 times in the last 48 hours
                                                                                        Wonderful! 4.9/5
                                                                                        (12 reviews)
                                                                                        avg/night
                                                                                        • 1 BR
                                                                                        • 1 BA
                                                                                        • Sleeps 2
                                                                                        Bungalow #8173070
                                                                                        12
                                                                                        Viewed 10 times in the last 48 hours
                                                                                          • 2 BR
                                                                                          • 1 BA
                                                                                          • Separate Toilet
                                                                                          • Sleeps 5
                                                                                          Cottage #824801
                                                                                          1
                                                                                          Viewed 5 times in the last 48 hours
                                                                                            • 2 BR
                                                                                            • 1 BA
                                                                                            • Separate Toilet
                                                                                            • Sleeps 5
                                                                                            Cottage #8165658
                                                                                            18
                                                                                              Exceptional! 5.0/5
                                                                                              (11 reviews)
                                                                                              avg/night
                                                                                              • 3 BR
                                                                                              • 2 BA
                                                                                              • Sleeps 6
                                                                                              Cottage #1957346
                                                                                              11
                                                                                              Viewed 5 times in the last 48 hours
                                                                                                • 2 BR
                                                                                                • 1 BA
                                                                                                • Sleeps 6
                                                                                                Caravan #6066891
                                                                                                3
                                                                                                  Wonderful! 4.8/5
                                                                                                  (20 reviews)
                                                                                                  avg/night
                                                                                                  • 6 BR
                                                                                                  • 6 BA
                                                                                                  • Separate Toilet
                                                                                                  • Sleeps 12
                                                                                                  House #497859
                                                                                                  20
                                                                                                  Viewed 5 times in the last 48 hours
                                                                                                    Exceptional! 5.0/5
                                                                                                    (9 reviews)
                                                                                                    avg/night
                                                                                                    • 2 BR
                                                                                                    • 1 BA
                                                                                                    • Sleeps 4
                                                                                                    Cottage #8130957
                                                                                                    9
                                                                                                    Viewed 7 times in the last 48 hours
                                                                                                      • 3 BR
                                                                                                      • 1 BA
                                                                                                      • Sleeps 6
                                                                                                      Cottage #1992602
                                                                                                      Viewed 9 times in the last 48 hours
                                                                                                      • 1 - 50 of 300+
                                                                                                       

                                                                                                      Recent Reviews

                                                                                                      Lovely property cosy and comfortable.

                                                                                                      4 of 5
                                                                                                      Myself and 2 dogs had a lovely short break in this spotless, well maintained property close to coast and countryside. The secure garden is particularly good for dogs as are the many walking opportunities nearby. The stairs are steep but perfectly manageable for the fit and able. Would not recommend for anyone with stability issues. Everyone else will love it. P.S. The T.V. is very small to fit the overall proportions of the property but not really any good for watching rugby. Had to go to the pub. Not sure this could be resolved without spoiling proportions? Louise was very helpful yet unobtrusive. Greg.
                                                                                                      • Review Submitted: 02-Dec-2016
                                                                                                      • Date of Stay: Nov 2016

                                                                                                      Great house with everything you could need

                                                                                                      5 of 5
                                                                                                      We stayed for a 3 day short break with our 18 month old daughter. We easily got our travel cot into the twin bedroom. The house had everything you could possibly need. It was easily the best stocked kitchen we've stayed in. Location was great too. Walking distance to Chesil Beach, short drive to Weymouth. We also drove to Monkey World in Wareham, Parking was fine, we managed to park outside the front door most of the time. If not there was plenty of parking elsewhere on the street.
                                                                                                      • Review Submitted: 24-Nov-2016
                                                                                                      • Date of Stay: Nov 2016

                                                                                                      family weekend in Weymouth

                                                                                                      5 of 5
                                                                                                      We have been coming to Weymouth in November for a number of years to celebrate family birthdays. This house is perfect! easily sleeps the 10 of us and there is a fab kitchen/diner as well as a large lounge where we can socialise. Close to the sea front and 10 minute walk tio the shops. The house is very clean but nopt sterile. There is plenty of useful items including highchairs, toys, denby crockery, cot etc.
                                                                                                      • Review Submitted: 21-Nov-2016
                                                                                                      • Date of Stay: Nov 2016