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Make a vacation rental in Portland, Casco Bay Area, USA your home away from home

Portland is the largest city on Casco Bay, an inlet in the Gulf of Maine on the southern coast of Maine. Portland, Casco Bay Area self-catering accommodation offers the best of both worlds; urban comfort, shopping and dining and the sea with what is considered some of the best sailing in the world.

Things to do in Portland, Casco Bay Area, USA

Boats play a large part around a Portland, Casco Bay Area vacation rental with ferries to the major and minor island, of which there is a very large number, pleasure boats, sailing boats and even a sunset cruise in the summer months. Peaks Island is the most populous island in Casco Bay and has 16 car ferries a day in the summer and has amusement parks, theatres, restaurants and cafes. Performance arts are also big in this area; opera, symphony orchestra, modern dance troupes, ballet as well as a thriving music scene, great music venues, outdoor concerts and fireworks both in the downtown area and on the islands.

Away from the water there are a myriad of trails and walks as well as interesting buildings and sights to see while staying in a Portland, Casco Bay Area vacation rental. There are seven lighthouses including the Pocahontas Light which is the smallest registered lighthouse in the United States standing at just six feet tall. There are also six forts dating from 1808 to 1907 many of which served as important facilities during the two great wars. Also irresistible is the Old Port area with its cobblestone streets with revitalised warehouses on the waterfront housing interesting shops, restaurants and cafes; this is the place to find crafts from local artisans, with textiles, fashion, jewellery, and great specialty food.

Places to visit in Portland, Casco Bay Area

As well as getting out to some of the islands, like Eagle Island which was home to Admiral Robert Peary, the polar explorer, and his family from 1881 until 1955 and is now a registered Historic Site there are several interesting cities and beaches close to Portland, Casco Bay Area vacation rentals. Brunswick, Yarmouth and Gorham are just three places with historic sights and interesting main streets; for beautiful stretches of sand and blue water head to Ogunquit, Kittery, Old Orchard Beach and many more.

Weather in Portland, Casco Bay Area, USA

At Portland, Casco Bay Area vacation rentals you can expect to enjoy a humid continental climate with warm summers and long, cold snowy winters. Monthly averages range from 20.4 centigrade in July with highs that can exceed 32 centigrade and -5 centigrade in January with lows that can exceed -18 centigrade.

Cheap flights to Portland, Casco Bay Area, USA

There are some very good deals for getting to self-catering vacation rentals from London Heathrow (LHR) and London Gatwick (LGW) to Portland (PDX) with American Airlines, KLM, Delta, Air Canada and many more.

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Portland - Casco Bay Area Holiday Homes & Cottages (300+)

  • 1 - 50 of 300+
Additional service fee may apply.
    Excellent! 4.6/5
    (16 reviews)
    avg/night
    • 1 BR
    • 1 BA
    • Separate Toilet
    • Sleeps 5
    Condo #3944741
    16
    Viewed 21 times in the last 48 hours
      Exceptional! 5.0/5
      (39 reviews)
      avg/night
      • 5 BR
      • 3 BA
      • Sleeps 10
      House #465503vb
      39
      Viewed 22 times in the last 48 hours
        Exceptional! 5.0/5
        (13 reviews)
        avg/night
        • 2 BR
        • 3 BA
        • Sleeps 6
        House #282508vb
        13
        Viewed 11 times in the last 48 hours
          Exceptional! 5.0/5
          (19 reviews)
          avg/night
          • 2 BR
          • 1 BA
          • Sleeps 4
          House #714816vb
          19
          Viewed 11 times in the last 48 hours
            • 5 BR
            • 5 BA
            • Sleeps 20
            Lodge #831177vb
            1
            Viewed 21 times in the last 48 hours
              • 4 BR
              • 3 BA
              • Sleeps 12
              Lodge #831751vb
              1
              Viewed 14 times in the last 48 hours
                • 4 BR
                • 2 BA
                • Separate Toilet
                • Sleeps 8
                House #4232093
                4
                  Exceptional! 5.0/5
                  (83 reviews)
                  avg/night
                  • 2 BR
                  • 1 BA
                  • Separate Toilet
                  • Sleeps 4
                  Bungalow #973608
                  83
                  Viewed 14 times in the last 48 hours
                    Exceptional! 5.0/5
                    (22 reviews)
                    avg/night
                    • 4 BR
                    • 2 BA
                    • Separate Toilet
                    • Sleeps 10
                    House #699034vb
                    22
                    Viewed 23 times in the last 48 hours
                      Exceptional! 5.0/5
                      (27 reviews)
                      avg/night
                      • 3 BR
                      • 2 BA
                      • Separate Toilet
                      • Sleeps 8
                      House #3785458
                      27
                      Viewed 28 times in the last 48 hours
                        Exceptional! 5.0/5
                        (65 reviews)
                        avg/night
                        • Studio
                        • 1 BA
                        • Sleeps 2
                        Apartment #3780374
                        65
                        Viewed 18 times in the last 48 hours
                          Exceptional! 5.0/5
                          (28 reviews)
                          avg/night
                          • 2 BR
                          • 2 BA
                          • Sleeps 4
                          Apartment #3967410
                          28
                          Viewed 30 times in the last 48 hours
                            Exceptional! 5.0/5
                            (21 reviews)
                            avg/night
                            • 5 BR
                            • 2 BA
                            • Separate Toilet
                            • Sleeps 12
                            House #273305vb
                            21
                            Viewed 35 times in the last 48 hours
                              Exceptional! 5.0/5
                              (30 reviews)
                              avg/night
                              • 2 BR
                              • 2 BA
                              • Sleeps 4
                              Apartment #3953635
                              30
                              Viewed 22 times in the last 48 hours
                                Exceptional! 5.0/5
                                (29 reviews)
                                avg/night
                                • 2 BR
                                • 1 BA
                                • Sleeps 5
                                House #425046vb
                                29
                                  Wonderful! 4.9/5
                                  (23 reviews)
                                  avg/night
                                  • 2 BR
                                  • 1 BA
                                  • Sleeps 6
                                  Condo #3538570
                                  23
                                  Viewed 9 times in the last 48 hours
                                    Wonderful! 4.9/5
                                    (10 reviews)
                                    avg/night
                                    • 4 BR
                                    • 3 BA
                                    • Separate Toilets
                                    • Sleeps 10
                                    House #852940vb
                                    10
                                    Viewed 34 times in the last 48 hours
                                      Wonderful! 4.9/5
                                      (21 reviews)
                                      avg/night
                                      • 2 BR
                                      • 2 BA
                                      • Sleeps 4
                                      Bungalow #669441vb
                                      21
                                      Viewed 12 times in the last 48 hours
                                        Excellent! 4.4/5
                                        (8 reviews)
                                        avg/night
                                        • 2 BR
                                        • 2 BA
                                        • Sleeps 4
                                        Cottage #192030
                                        8
                                        Viewed 15 times in the last 48 hours
                                          Wonderful! 4.9/5
                                          (17 reviews)
                                          avg/night
                                          • 4 BR
                                          • 3 BA
                                          • Sleeps 8
                                          Cottage #668910vb
                                          17
                                          Viewed 18 times in the last 48 hours
                                            Wonderful! 4.8/5
                                            (26 reviews)
                                            avg/night
                                            • 4 BR
                                            • 3 BA
                                            • Sleeps 10
                                            House #232136
                                            26
                                            Viewed 10 times in the last 48 hours
                                              Wonderful! 4.9/5
                                              (15 reviews)
                                              avg/night
                                              • 1 BR
                                              • 1 BA
                                              • Sleeps 2
                                              Apartment #24126vb
                                              15
                                              Viewed 12 times in the last 48 hours
                                                Exceptional! 5.0/5
                                                (28 reviews)
                                                avg/night
                                                • 3 BR
                                                • 2 BA
                                                • Sleeps 6
                                                House #962008
                                                28
                                                Viewed 21 times in the last 48 hours
                                                  • 3 BR
                                                  • 3 BA
                                                  • Sleeps 6
                                                  House #746656vb
                                                  8
                                                    Excellent! 4.6/5
                                                    (13 reviews)
                                                    avg/night
                                                    • 1 BR
                                                    • 1 BA
                                                    • Sleeps 2
                                                    Condo #4238604
                                                    13
                                                    Viewed 24 times in the last 48 hours
                                                      Excellent! 4.7/5
                                                      (24 reviews)
                                                      avg/night
                                                      • 3 BR
                                                      • 2 BA
                                                      • Sleeps 6
                                                      House #11932vb
                                                      24
                                                      Viewed 14 times in the last 48 hours
                                                        Exceptional! 5.0/5
                                                        (52 reviews)
                                                        avg/night
                                                        • 1 BR
                                                        • 1 BA
                                                        • Sleeps 4
                                                        Apartment #3780005
                                                        52
                                                        Viewed 13 times in the last 48 hours
                                                          Exceptional! 5.0/5
                                                          (48 reviews)
                                                          avg/night
                                                          • 4 BR
                                                          • 2 BA
                                                          • Sleeps 13
                                                          House #333300vb
                                                          48
                                                          Viewed 28 times in the last 48 hours
                                                            Wonderful! 4.9/5
                                                            (26 reviews)
                                                            avg/night
                                                            • 4 BR
                                                            • 2 BA
                                                            • Sleeps 8
                                                            Cottage #153919vb
                                                            26
                                                            Viewed 9 times in the last 48 hours
                                                              Exceptional! 5.0/5
                                                              (7 reviews)
                                                              avg/night
                                                              • 3 BR
                                                              • 1 BA
                                                              • Separate Toilet
                                                              • Sleeps 6
                                                              Cottage #833864vb
                                                              7
                                                              Viewed 7 times in the last 48 hours
                                                                Wonderful! 4.9/5
                                                                (29 reviews)
                                                                avg/night
                                                                • 1 BR
                                                                • 1 BA
                                                                • Sleeps 2
                                                                Apartment #499096vb
                                                                29
                                                                Viewed 10 times in the last 48 hours
                                                                  Wonderful! 4.8/5
                                                                  (6 reviews)
                                                                  avg/night
                                                                  • 4 BR
                                                                  • 2 BA
                                                                  • Sleeps 10
                                                                  House #656978vb
                                                                  6
                                                                  Viewed 28 times in the last 48 hours
                                                                    Wonderful! 4.8/5
                                                                    (10 reviews)
                                                                    avg/night
                                                                    • 5 BR
                                                                    • 2 BA
                                                                    • Sleeps 15
                                                                    House #150051
                                                                    10
                                                                    Viewed 14 times in the last 48 hours
                                                                      • 2 BR
                                                                      • 1 BA
                                                                      • Sleeps 4
                                                                      Condo #619872vb
                                                                      5
                                                                        Wonderful! 4.9/5
                                                                        (19 reviews)
                                                                        avg/night
                                                                        • 2 BR
                                                                        • 1 BA
                                                                        • Separate Toilet
                                                                        • Sleeps 4
                                                                        Townhome #3723457
                                                                        19
                                                                        Viewed 5 times in the last 48 hours
                                                                          • 2 BR
                                                                          • 1 BA
                                                                          • Separate Toilet
                                                                          • Sleeps 4
                                                                          Townhome #3684592
                                                                          37
                                                                            Wonderful! 4.8/5
                                                                            (20 reviews)
                                                                            avg/night
                                                                            • 3 BR
                                                                            • 2 BA
                                                                            • Sleeps 5
                                                                            House #464656vb
                                                                            20
                                                                            Viewed 9 times in the last 48 hours
                                                                              Exceptional! 5.0/5
                                                                              (14 reviews)
                                                                              avg/night
                                                                              • 2 BR
                                                                              • 2 BA
                                                                              • Separate Toilet
                                                                              • Sleeps 4
                                                                              Condo #935454
                                                                              14
                                                                              Viewed 10 times in the last 48 hours
                                                                                avg/night
                                                                                • 2 BR
                                                                                • 2 BA
                                                                                • Sleeps 4
                                                                                House #4053524
                                                                                3
                                                                                Viewed 11 times in the last 48 hours
                                                                                  • 3 BR
                                                                                  • 2 BA
                                                                                  • Sleeps 6
                                                                                  Apartment #3761369
                                                                                  20
                                                                                    Exceptional! 5.0/5
                                                                                    (50 reviews)
                                                                                    avg/night
                                                                                    • 2 BR
                                                                                    • 1 BA
                                                                                    • Sleeps 4
                                                                                    Condo #3955037
                                                                                    50
                                                                                    Viewed 26 times in the last 48 hours
                                                                                      avg/night
                                                                                      • 3 BR
                                                                                      • 2 BA
                                                                                      • Sleeps 8
                                                                                      Cottage #885706vb
                                                                                      3
                                                                                      Viewed 8 times in the last 48 hours
                                                                                        Wonderful! 4.9/5
                                                                                        (49 reviews)
                                                                                        avg/night
                                                                                        • 1 BR
                                                                                        • 1 BA
                                                                                        • Sleeps 4
                                                                                        Cottage #251834vb
                                                                                        49
                                                                                        Viewed 11 times in the last 48 hours
                                                                                          Wonderful! 4.9/5
                                                                                          (18 reviews)
                                                                                          avg/night
                                                                                          • 2 BR
                                                                                          • 1 BA
                                                                                          • Sleeps 6
                                                                                          Cottage #3001385
                                                                                          18
                                                                                          Viewed 14 times in the last 48 hours
                                                                                            Wonderful! 4.8/5
                                                                                            (23 reviews)
                                                                                            avg/night
                                                                                            • 2 BR
                                                                                            • 1 BA
                                                                                            • Sleeps 4
                                                                                            Apartment #599460vb
                                                                                            23
                                                                                            Viewed 35 times in the last 48 hours
                                                                                              Exceptional! 5.0/5
                                                                                              (6 reviews)
                                                                                              avg/night
                                                                                              • Studio
                                                                                              • 1 BA
                                                                                              • Sleeps 3
                                                                                              Apartment #790807vb
                                                                                              6
                                                                                              Viewed 5 times in the last 48 hours
                                                                                                Wonderful! 4.9/5
                                                                                                (13 reviews)
                                                                                                avg/night
                                                                                                • 9 BR
                                                                                                • 3 BA
                                                                                                • Separate Toilet
                                                                                                • Sleeps 20
                                                                                                Estate #3799103
                                                                                                13
                                                                                                Viewed 35 times in the last 48 hours
                                                                                                  Wonderful! 4.9/5
                                                                                                  (11 reviews)
                                                                                                  avg/night
                                                                                                  • 2 BR
                                                                                                  • 2 BA
                                                                                                  • Sleeps 7
                                                                                                  Cottage #593876vb
                                                                                                  11
                                                                                                  Viewed 8 times in the last 48 hours
                                                                                                    Wonderful! 4.9/5
                                                                                                    (8 reviews)
                                                                                                    avg/night
                                                                                                    • 2 BR
                                                                                                    • 2 BA
                                                                                                    • Sleeps 5
                                                                                                    Cottage #3897642
                                                                                                    8
                                                                                                    Viewed 9 times in the last 48 hours
                                                                                                      Excellent! 4.7/5
                                                                                                      (20 reviews)
                                                                                                      avg/night
                                                                                                      • Studio
                                                                                                      • 2 BA
                                                                                                      • Sleeps 6
                                                                                                      House #3922300
                                                                                                      20
                                                                                                      Viewed 12 times in the last 48 hours
                                                                                                      • 1 - 50 of 300+