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Houses in Isle of Portland and Cottages – Holiday Lettings - Holiday Rentals Isle of Portland

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    Isle of Portland
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    386 Holiday homes

    from£47 / night

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    • Sleeps 2

    Holiday studio in Isle of Portland

     (29)Very Good

    “Clean, well appointed, comfortable, stunning views” Lovely situation for a 'get away from it all' break. fantastic views, great cliff walking, good regular bus service to Weymouth. Nice clean flat, comfy beds, everything you need for a relaxing stay.

    Certificate of Excellence

    from£90 / night

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    • 2 Bedrooms
    • Sleeps 4

    Holiday cottage letting

     (16)Very Good

    “Very Comfortable cottage, well equipped and good position” My husband and I with our 2 grown up boys stayed here to celebrate my youngest's 30th birthday. It was a perfect location for us to discover the island on our bikes and also the Jurassic coast

    Responds fast! avg. 2 hours 34 minutes

    Certificate of Excellence

    from£130 / night

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    • 3 Bedrooms
    • Sleeps 8

    Home rental in Isle of Portland

     (38)Excellent

    “Perfect place !” We - 6 french people and 10 others staying in the neighbourhoods - really enjoyed the warm, cosy, neat house of Deborah with its magnificent view. Everything is easy ! I definitively recommand it if you come by Portland !

    Responds fast! avg. 23 minutes

    Certificate of Excellence

    from£80 / night

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    • 3 Bedrooms
    • Sleeps 6

    Holiday cottage in Isle of Portland

     (19)Very Good

    “Fantastic” Had a fantastic Xmas in this cottage will definitely be visiting again. The cottage was fully equipped with everything you need and more

    Responds fast! avg. 2 hours 35 minutes

    Certificate of Excellence

    from£90 / night

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    • 3 Bedrooms
    • Sleeps 6

    Isle of Portland holiday cottage rental

     (21)Very Good

    “Nice cottage with hot tub!” Cottage was very comfortable, loads of space with a nice secluded garden. We made loads of use of the hot tub! The decking area was a perfect spot to read a book and enjoy a view of the sea. Kitchen kitted out for making si

    Responds fast! avg. 2 hours 35 minutes

    Certificate of Excellence

    from£90 / night

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    • 3 Bedrooms
    • Sleeps 6

    Isle of Portland holiday home rental

     (18)Very Good

    “Lovely house and views; problems with parking a bit of a disappointment.” It was a bit of a problem finding an entrance to the road and we'd already been advised that parking was an issue. However, the fact that the main road was being re-surfaced mea

    Certificate of Excellence

    from£100 / night

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    • 4 Bedrooms
    • Sleeps 8

    Isle of Portland holiday home rental

     (2)Very Good

    “Idyllic location, lovely cottage, very spacious” We enjoyed a beautiful week on Portland staying at 1 Bow & Arrow Cottages. The house is set over three floors with four spacious bedrooms - all the beds were very comfortable. We loved the downstairs wa

    from£115 / night

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    • 4 Bedrooms
    • Sleeps 10

    Holiday home in Isle of Portland

     (1)Excellent
    from£35 / night

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    • 1 Bedroom
    • Sleeps 2

    Holiday apartment in Isle of Portland

     (2)

    Responds fast! avg. 3 hours 43 minutes

    from£80 / night

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    • 3 Bedrooms
    • Sleeps 5

    Holiday cottage letting

     (32)Very Good

    “Holiday” Great holiday on Portland, Dorset. Stayed at Rosa Cottage. Lovely cottage, walking distance to Chesil Beach. Lovely cafe on front. Portland Castle and Lighthouse are great to visit.

    Responds fast! avg. 3 hours 16 minutes

    from£85 / night

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    • 2 Bedrooms
    • Sleeps 4

    Chalet rental in Isle of Portland

     (3)Very Good
    from£59 / night

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    • Sleeps 2

    Isle of Portland holiday studio accommodation

     (1)Average

    Responds fast! avg. 3 hours 43 minutes

    from£140 / night

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    • 4 Bedrooms
    • Sleeps 10

    Holiday home letting

     (50)Excellent

    “Mr” Excellant accomadation perfect for what we needed and the amount of people that stayed. No bad points it was warm, plenty of cutlery etc and lovely views.

    Responds fast! avg. 23 minutes

    Certificate of Excellence

    from£85 / night

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    • 3 Bedrooms
    • Sleeps 6

    Isle of Portland holiday home accommodation

     (1)Excellent

    Responds fast! avg. 1 hour 59 minutes

    from£110 / night

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    • 4 Bedrooms
    • Sleeps 8

    Cottage letting in Isle of Portland

     (9)Excellent
    from£110 / night

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    • 3 Bedrooms
    • Sleeps 7

    Holiday home in Isle of Portland

     (6)Excellent
    from£75 / night

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    • 2 Bedrooms
    • Sleeps 4

    Holiday bungalow in Isle of Portland

     (10)Very Good

    Responds fast! avg. 49 minutes

    Certificate of Excellence

    from£123 / night

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    • 4 Bedrooms
    • Sleeps 8

    Isle of Portland holiday home rental

     (10)Very Good

    “Summer holiday 2012” Perfect family cottage set in beautiful location and stunning views! We stayed at this cottage late August 2012 for 7 nights. Booking was made very easy through the managing estate agents Red House, who were excellent at commun

    from£35 / night

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    • Sleeps 2

    Holiday studio in Isle of Portland

     (8)Excellent

    Responds fast! avg. 3 hours 43 minutes

    from£85 / night

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    • 3 Bedrooms
    • Sleeps 9

    Holiday home letting

    Responds fast! avg. 3 hours 31 minutes

    from£86 / night

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    • 2 Bedrooms
    • Sleeps 5

    Holiday home in Isle of Portland

     (5)Excellent

    “Highly recommend this lovely house, very well equipped with the most fantastic views.” Really enjoyed our stay in this lovely house. It was spacious, very clean & comfortable and was extremely well equipped for a self catering property. The views from

    from£175 / night

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    • 4 Bedrooms
    • Sleeps 8

    Holiday home in Isle of Portland

     (3)Very Good

    Responds fast! avg. 1 hour 20 minutes

    from£75 / night

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    • 3 Bedrooms
    • Sleeps 5

    Holiday home in Isle of Portland

     (2)Average

    Responds fast! avg. 3 hours 14 minutes

    from£50 / night

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    • 1 Bedroom
    • Sleeps 2

    Cottage rental in Isle of Portland

     (10)Very Good

    Responds fast! avg. 1 hour 52 minutes

    Certificate of Excellence

    Top Destination reviews

    50 Ocean Views, Portland located in Portland, Dorset
    Fantastic apartment with superb sea views

    We loved this apartment.The kitchen was well equipped although we ate out so didn't get to use it,only for breakfasts.Everywhere was well maintained and comfortable.It would of been nice to have clean windows to look out of, but considering the location this would be a full time job! Parking is the only reason i wouldn't give this property full marks.There was no allocated parking as stated, everyone just parked wherever.Our "space" was always taken,and on the last night there were no spaces at all and we had to park on the kerbside. see more
    65 Fortuneswell - 180° Sea Views from Balcony
    Great place to stay

    We all had an amazing time in Portland. The house was lovely, really decorated to a high standard and had everything you needed. All the information sent was very helpful and we had no problems at all. The balcony was a great place and it felt like we were abroad. … see more
    Ocean Studio Apartments OSA11A-Southwell, Portland
    Outstanding views

    Very clean, well kept apartment, outstanding views of the sea and Portland Bill Lighthouse although the building can be off putting on approach until you get in would defiantly stay at this apartment again for a lovely quiet, relaxing holiday. … see more
    Shearwater located in Portland, Dorset
    Special birthday

    My partner & our dog the house was beautiful we would recomend it ever one made our holiday perfect … see more
    Rosa Cottage
    Wonderful holiday home

    We stayed at Rosa Cottage for a week in March, and had a wonderful stay. The cottage is furnished to a high standard with a tasteful and original look. The kitchen is well equipped, and we had some wonderful evenings around the large dining room table. The living room is spacious and with a warm woodburner, it was a perfect place to relax. The cottage was spotlessly clean and bedrooms comfortable. Portland is great and we made the most of Chesil Beach, which was only a few minutes walk away. We had no problems parking, and usually found a space right outside. A couple of times we parked in the next road up , but it was not a problem as it was only a minute walk away There were some great pubs and restaurants in the local area, and we would highly recommend a visit to this cottage on Portland. see more
    Quarries Reach, rural & sea views Portland, Dorset
    Perfect. Thank you.

    Stayed here with friends for the weekend (5 of us in total). The house was perfect for our needs, clean and well maintained. Comfy beds with lovely bedding, good size lounge with plenty of seating and a lovely view. Large kitchen with plenty of crockery, cutlery,pots, pans etc. Nice size garden with seating and off road parking. The owner was really helpful and replied very quickly to emails and the deposit was refunded the same day. Couldn't have asked for more, we are looking at dates now hoping to book the house again next year. see more

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