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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46 Holiday homes

(11) Very Good 

20

Holiday cottage letting

Dorset / Isle of Portland

2 4 Min stay varies

  • 2 bedrooms
  • Sleeps 4
  • Min stay varies
  • Beach / lakeside relaxation
  • Nearest beach 1 km
  • Child friendly
“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  …see more

from £90 / night

£595 - £665 / week

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from £90 / night

(24) Very Good 

31

Holiday studio in Isle of Portland

Dorset / Isle of Portland

Studio 2 Min stay varies

  • Studio
  • Sleeps 2
  • Min stay varies
  • Beach / lakeside relaxation
  • Nearest beach 2 km
“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.  …see more

from £47 / night

£295 - £360 / week

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from £47 / night

(34) Excellent 

19

Home rental in Isle of Portland

Dorset / Isle of Portland

3 8 Min stay varies

  • 3 bedrooms
  • Sleeps 8
  • Min stay varies
  • Beach / lakeside relaxation
  • Nearest beach 0 km
  • Child friendly

from £100 / night

£760 - £1230 / week

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from £100 / night

(13) Very Good 

9

Isle of Portland holiday home rental

Dorset / Isle of Portland

3 6 4 nights min

  • 3 bedrooms
  • Sleeps 6
  • 4 nights min
  • Beach / lakeside relaxation
  • Nearest beach 1 km
  • Child friendly
“Beautiful house in a beautiful place” Very well presented house with great sea views from 2 of the 3 bedrooms. Small park, local shop and beach all within 5 minute walk.  …see more

from £75 / night

£500 - £600 / week

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from £75 / night

(15) Very Good 

40

Isle of Portland holiday cottage rental

Dorset / Isle of Portland

3 6 Min stay varies

  • 3 bedrooms
  • Sleeps 6
  • Min stay varies
  • Beach / lakeside relaxation
  • Nearest beach 12 km
  • Child friendly
“Lovely, peaceful, well equipped.” We had a fabulous time at Fisherman's cottage. The cottage was clean, light and perfect for a quiet holiday with a group of friends. The fresh flowers and fruit were a lovely touch and we'd definitely book again. The  …see more

from £85 / night

£395 - £995 / week

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from £85 / night

(28) Very Good 

30

Holiday cottage letting

Dorset / Isle of Portland

3 5 Min stay varies

  • 3 bedrooms
  • Sleeps 5
  • Min stay varies
  • Beach / lakeside relaxation
  • Nearest beach 0.2 km
  • Child friendly
“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 aroun  …see more

from £80 / night

£340 - £760 / week

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from £80 / night

(14) Very Good 

21

Holiday cottage in Isle of Portland

Dorset / Isle of Portland

3 6 Min stay varies

  • 3 bedrooms
  • Sleeps 6
  • Min stay varies
  • Beach / lakeside relaxation
  • Nearest beach 0.5 km
  • Child friendly
“Nice restful cottage with comfy beds” We have had a good week at pebble reef seen lots of sight we particularly enjoyed Portland Bill we have had some good weather and the Monet cafe at the water gardens  …see more

from £75 / night

£350 - £895 / week

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from £75 / night

(45) Excellent 

17

Holiday home letting

Dorset / Isle of Portland

4 10 Min stay varies

  • 4 bedrooms
  • Sleeps 10
  • Min stay varies
  • Beach / lakeside relaxation
  • Child friendly
  • Pet friendly
“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.  …see more

from £120 / night

£900 - £1430 / week

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from £120 / night

(43) Excellent 

24

Holiday studio in Isle of Portland

Dorset / Isle of Portland

Studio 2 3 nights min

  • Studio
  • Sleeps 2
  • 3 nights min
  • Beach / lakeside relaxation
  • Nearest beach 0.5 km
  • Car not necessary
“A lovely location” Just returned from a very pleasant eleven day stay at Church Ope Studio. The location is a comfortable base for exploring the historic Portland Island and places further afield. The welcome gift in the fridge was lovely. Thank you  …see more

from £65 / night

£364 / week

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from £65 / night

11

Isle of Portland holiday home accommodation

Dorset / Isle of Portland

3 6 Min stay varies

  • 3 bedrooms
  • Sleeps 6
  • Min stay varies
  • Beach / lakeside relaxation
  • Nearest beach 5 km
  • Child friendly

from £120 / night

£465 - £750 / week

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from £120 / night

(5) Excellent 

17

Holiday home in Isle of Portland

Dorset / Isle of Portland

3 7 Min stay varies

  • 3 bedrooms
  • Sleeps 7
  • Min stay varies
  • Beach / lakeside relaxation
  • Nearest beach 1 km
  • Child friendly

from £92 / night

£650 - £950 / week

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from £92 / night

23

Holiday home in Isle of Portland

Dorset / Isle of Portland

3 5 Min stay varies

  • 3 bedrooms
  • Sleeps 5
  • Min stay varies
  • Beach / lakeside relaxation
  • Nearest beach 1 km
  • Suitable for children age 5+

from £68 / night

£475 - £675 / week

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from £68 / night

(21) Very Good 

8

Holiday cottage in Isle of Portland

Dorset / Isle of Portland

3 4 7 nights min

  • 3 bedrooms
  • Sleeps 4
  • 7 nights min
  • Beach / lakeside relaxation
  • Nearest beach 0.2 km
  • Suitable for children age 5+
“Fantastic Cottage” Spent a week at Fisherman's View with my wife and dog, my daughter joined us for a few days. The cottage is in an ideal spot to explore Portland, Weymouth and all surrounding coast. Fishermans View was spotlessly clean and very we  …see more

from £40 / night

£280 / week

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from £40 / night

(1) Very Good 

7

Holiday home in Isle of Portland

Dorset / Isle of Portland

3 5 2 nights min

  • 3 bedrooms
  • Sleeps 5
  • 2 nights min
  • Child friendly
  • Ask about pets
  • Private garden

from £150 / night

£1050 / week

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from £150 / night

(1) Excellent 

6

Holiday cottage in Isle of Portland

Dorset / Isle of Portland

2 4 Min stay varies

  • 2 bedrooms
  • Sleeps 4
  • Min stay varies
  • Beach / lakeside relaxation
  • Nearest beach 1 km
  • Suitable for children age 5+

from £57 / night

£400 - £675 / week

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from £57 / night

8

Isle of Portland holiday cottage rental

Dorset / Isle of Portland

3 6 Min stay varies

  • 3 bedrooms
  • Sleeps 6
  • Min stay varies
  • Beach / lakeside relaxation
  • Nearest beach 1 km
  • Child friendly

from £85 / night

£400 - £875 / week

Enquire View

from £85 / night

(7) Very Good 

1

Cottage rental in Isle of Portland

Dorset / Isle of Portland

1 2 Min stay varies

  • 1 bedroom
  • Sleeps 2
  • Min stay varies
  • Nearest beach 3 km
  • Ask owner if suitable for children
  • Car not necessary
“Mrs” Absolutely wonderful. Full of light and everything you could want for a quiet break. Near to good pub and The Bill with fantastic walks. Will definitely try to go back again.  …see more

from £49 / night

£343 - £469 / week

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from £49 / night

(1) Excellent 

17

Holiday studio rental

Dorset / Isle of Portland

Studio 3 2 nights min

  • Studio
  • Sleeps 3
  • 2 nights min
  • Suitable for children age 5+

from £79 / night

£500 / week

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from £79 / night

(2) Very Good 

18

Isle of Portland holiday home rental

Dorset / Isle of Portland

4 8 Min stay varies

  • 4 bedrooms
  • Sleeps 8
  • Min stay varies
  • Beach / lakeside relaxation
  • Nearest beach 0.2 km
  • Suitable for children age 5+
“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  …see more

from £100 / night

£700 - £1350 / week

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from £100 / night

(1) Average 

11

Isle of Portland holiday studio accommodation

Dorset / Isle of Portland

Studio 2 2 nights min

  • Studio
  • Sleeps 2
  • 2 nights min
  • Nearest beach 3 km
  • Suitable for children age 5+

from £59 / night

£399 / week

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from £59 / night

(9) Excellent 

10

Cottage letting in Isle of Portland

Dorset / Isle of Portland

4 8 Min stay varies

  • 4 bedrooms
  • Sleeps 8
  • Min stay varies
  • Beach / lakeside relaxation
  • Nearest beach 1 km
  • Child friendly
“Mr” Really nice house, well equipped and spotlessly clean. The location was great, everything necessary is within walking distance and the beach is no distance away – would happily book to stay again  …see more

from £92 / night

£450 - £950 / week

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from £92 / night

(2) Excellent 

14

Isle of Portland holiday apartment accommodation

Dorset / Isle of Portland

3 6 Min stay varies

  • 3 bedrooms
  • Sleeps 6
  • Min stay varies
  • Beach / lakeside relaxation
  • Nearest beach 1 km
  • Swimming pool

from £95 / night

£665 - £1050 / week

Enquire View

from £95 / night

7

Isle of Portland holiday apartment rental

Dorset / Isle of Portland

2 4 7 nights min

  • 2 bedrooms
  • Sleeps 4
  • 7 nights min
  • Beach / lakeside relaxation
  • Child friendly
  • Pet friendly

from £72 / night

£500 - £700 / week

Enquire View

from £72 / night

(1) Excellent 

10

Isle of Portland holiday cottage rental

Dorset / Isle of Portland

3 5 Min stay varies

  • 3 bedrooms
  • Sleeps 5
  • Min stay varies
  • Beach / lakeside relaxation
  • Nearest beach 1 km
  • Suitable for children age 5+

from £57 / night

£400 - £750 / week

Enquire View

from £57 / night

(9) Very Good 

8

Holiday bungalow in Isle of Portland

Dorset / Isle of Portland

2 4 Min stay varies

  • 2 bedrooms
  • Sleeps 4
  • Min stay varies
  • Child friendly
“ecellent could not wish for anything better .” made very wellcome on arrival by the owner lesley rose,spotlasley clean .everything you could wish for even roses on the table.no problems .  …see more

from £75 / night

£500 - £700 / week

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from £75 / night

10

Home rental in Isle of Portland

Dorset / Isle of Portland

4 8 Min stay varies

  • 4 bedrooms
  • Sleeps 8
  • Min stay varies
  • Child friendly
  • Pet friendly
  • Private garden

from £93 / night

£650 - £950 / week

Enquire View

from £93 / night

8

Holiday home in Isle of Portland

Dorset / Isle of Portland

4 10 Min stay varies

  • 4 bedrooms
  • Sleeps 10
  • Min stay varies
  • Beach / lakeside relaxation
  • Child friendly
  • Private garden

from £71 / night

£500 - £1025 / week

Enquire View

from £71 / night

(10) Very Good 

19

Isle of Portland holiday home rental

Dorset / Isle of Portland

4 8 Min stay varies

  • 4 bedrooms
  • Sleeps 8
  • Min stay varies
  • Nearest beach 1 km
  • Child friendly
  • Car not necessary
“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  …see more

from £75 / night

£530 - £1050 / week

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from £75 / night

(1)  

8

Holiday apartment in Isle of Portland

Dorset / Isle of Portland

1 2 2 nights min

  • 1 bedroom
  • Sleeps 2
  • 2 nights min
  • Child friendly
  • Ask about pets

from £49 / night

£300 / week

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from £49 / night

(5) Excellent 

22

Holiday home in Isle of Portland

Dorset / Isle of Portland

2 5 7 nights min

  • 2 bedrooms
  • Sleeps 5
  • 7 nights min
  • Beach / lakeside relaxation
  • Nearest beach 0.5 km
  • Child friendly
“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  …see more

from £86 / night

£600 / week

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from £86 / night

(6) Very Good 

22

Holiday studio in Isle of Portland

Dorset / Isle of Portland

Studio 2 2 nights min

  • Studio
  • Sleeps 2
  • 2 nights min
  • Nearest beach 3 km
  • Suitable for children age 5+

from £45 / night

£300 / week

Book View

from £45 / night

12

Holiday bungalow in Isle of Portland

Dorset / Isle of Portland

2 4 Min stay varies

  • 2 bedrooms
  • Sleeps 4
  • Min stay varies
  • Child friendly

from £95 / night

£446 - £726 / week

Enquire View

from £95 / night

10

Holiday private room in Isle of Portland

Dorset / Isle of Portland

5 5 7 nights min

  • 5 bedrooms
  • Sleeps 5
  • 7 nights min
  • Beach / lakeside relaxation

from £20 / night

£140 / week

Enquire View

from £20 / night

8

Isle of Portland holiday cottage rental

Dorset / Isle of Portland

3 5 Min stay varies

  • 3 bedrooms
  • Sleeps 5
  • Min stay varies
  • Beach / lakeside relaxation
  • Nearest beach 1 km
  • Suitable for children age 5+

from £76 / night

£525 - £845 / week

Enquire View

from £76 / night

(2) Average 

14

Holiday cottage in Isle of Portland

Dorset / Isle of Portland

2 4 Min stay varies

  • 2 bedrooms
  • Sleeps 4
  • Min stay varies
  • Beach / lakeside relaxation
  • Nearest beach 1 km
  • Child friendly

from £68 / night

£475 - £675 / week

Enquire View

from £68 / night

(2) Excellent 

43

Dorset / Isle of Portland

Studio 10 3 nights min

  • Studio
  • Sleeps 10
  • 3 nights min
  • Child friendly

from £98 / night

£681 - £2112 / week

Enquire View

from £98 / night

18

Dorset / Isle of Portland

Studio 4 Min stay varies

  • Studio
  • Sleeps 4
  • Min stay varies
  • Swimming pool
  • Child friendly

from £70 / night

£485 - £1157 / week

Enquire View

from £70 / night

17

Dorset / Isle of Portland

Studio 8 Min stay varies

  • Studio
  • Sleeps 8
  • Min stay varies
  • Child friendly

from £90 / night

£630 - £1888 / week

Enquire View

from £90 / night

(1) Very Good 

34

Dorset / Isle of Portland

Studio 2 2 nights min

  • Studio
  • Sleeps 2
  • 2 nights min
  • Beach / lakeside relaxation
  • Nearest beach 11 km
  • Child friendly

from £70 / night

£490 / week

Book View

from £70 / night

24

Dorset / Isle of Portland

Studio 8 3 nights min

  • Studio
  • Sleeps 8
  • 3 nights min
  • Child friendly

from £90 / night

£630 - £1738 / week

Enquire View

from £90 / night

Top Destination reviews

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 … see more
fishermans view
Fantastic Cottage

Spent a week at Fisherman's View with my wife and dog, my daughter joined us for a few days. The cottage is in an ideal spot to explore Portland, Weymouth and all surrounding coast. Fishermans View was spotlessly clean and very welcoming and comfor … see more
Pebble View
Beautiful house in a beautiful place

Very well presented house with great sea views from 2 of the 3 bedrooms. Small park, local shop and beach all within 5 minute walk. … see more
Pebble Reef
Nice restful cottage with comfy beds

We have had a good week at pebble reef seen lots of sight we particularly enjoyed Portland Bill we have had some good weather and the Monet cafe at the water gardens … see more
Two bedroom holiday bungalow
ecellent could not wish for anything better .

made very wellcome on arrival by the owner lesley rose,spotlasley clean .everything you could wish for even roses on the table.no problems . … see more
Chiswell Cottage
Mr

Really nice house, well equipped and spotlessly clean. The location was great, everything necessary is within walking distance and the beach is no distance away – would happily book to stay again … see more
1