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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428 Holiday homes

37

Holiday home in Isle of Portland

Dorset / Isle of Portland

2 4 min stay varies

  • 2 bedrooms
  • sleeps 4
  • min stay varies
  • Nearest beach 3 km
  • Child friendly

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from £90 / night

£374 - £1,020 / week

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Responds fast!
avg. 57 minutes

from £90 / night

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(5) Excellent 

35

Holiday cottage in Isle of Portland

Dorset / Isle of Portland

3 6 min stay varies

  • 3 bedrooms
  • sleeps 6
  • min stay varies
  • Child friendly
  • Pet friendly

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from £60 / night

£400 - £1,000 / week

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from £60 / night

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(3) Average 

8

Holiday home in Isle of Portland

Dorset / Isle of Portland

3 5 min stay varies

  • 3 bedrooms
  • sleeps 5
  • min stay varies
  • Nearest beach 0 km
  • Child friendly
  • Pet friendly

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from £80 / night

£425 - £550 / week

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Responds fast!
avg. 3 hours 47 minutes

from £80 / night

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(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+

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from £100 / night

£700 - £1,350 / week

Enquire View

from £100 / night

Enquire

(4) Excellent 

18

Holiday home letting

Dorset / Isle of Portland

3 6 min stay varies

  • 3 bedrooms
  • sleeps 6
  • min stay varies
  • Beach / lakeside relaxation
  • Child friendly
  • Pet friendly

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from £85 / night

£595 / week

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from £85 / night

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(23) Very Good 

Certificate of Excellence

42

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
“Perfect Weekend Away” We have just returned from a lovely long weekend in this perfect cottage. It's very well equipped with everything you need. It was a great base for all the attractions and we were blessed with amazing weather. We enjoyed a coastal walk to Portland lighthouse which is on the doorstep of Fishermans Cottage and the views from the bedroom were idyllic. The hot tub was a great way to start and end the day! I can not fault it and we were sad to leave.
…

Certificate of Excellence

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from £95 / night

£395 - £1,045 / week

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Responds fast!
avg. 57 minutes

from £95 / night

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(19) 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

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from £90 / night

£650 / week

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Responds fast!
avg. 3 hours 27 minutes

from £90 / night

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(9) 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

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from £110 / night

£530 - £1,035 / week

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from £110 / night

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(3) Very Good 

22

Holiday home in Isle of Portland

Dorset / Isle of Portland

4 8 min stay varies

  • 4 bedrooms
  • sleeps 8
  • min stay varies
  • Child friendly
  • Car not necessary
  • Pet friendly

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from £175 / night

£1,225 / week

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Responds fast!
avg. 1 hour 40 minutes

from £175 / night

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(1) Very Good 

11

Home rental in Isle of Portland

Dorset / Isle of Portland

4 8 min stay varies

  • 4 bedrooms
  • sleeps 8
  • min stay varies
  • Child friendly
  • Private garden

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from £107 / night

£517 - £1,009 / week

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from £107 / night

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(3) Very Good 

14

Chalet rental in Isle of Portland

Dorset / Isle of Portland

2 4 min stay varies

  • 2 bedrooms
  • sleeps 4
  • min stay varies
  • Child friendly
  • Pet friendly

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from £85 / night

£406 - £787 / week

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from £85 / night

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(38) Excellent 

Certificate of Excellence

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

Certificate of Excellence

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from £120 / night

£840 - £950 / week

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Responds fast!
avg. 12 minutes

from £120 / night

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(2) Excellent 

18

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

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from £123 / night

£595 - £1,165 / week

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from £123 / night

Book

(18) 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
“Excellent property and location” We stayed in Seagull Cottage for 5 nights to attend a training camp at the WPNSA Sailing Academy. The cottage was ideally located for us as it was walking distance to the academy (or 2 minutes in the car). A nice view out the back lets you judge the weather before you set off for excursions. It's close to the local shops, so very handy indeed. The house itself was lovely and comfortable. The kitchen is well-equipped the living room spacious and homely. Entertainment and wifi is also provided. Our group consisted of 4 teenage girls and one adult. The girls all slept comfortably in the big bedroom which had a double, a single and a guest bed. They found it big enough and enjoyed it. As the only adult I enjoyed the peace in the other room (which has 2 single beds). The little area round the back would probably be really nice to sit in the summer. Parking in Fortuneswell seems to be a bit of an issue at times but it's no problem either across the road in the big car park or 2 minutes down the hill next to the school (could possibly be an issue for drivers with restricted mobility as the whole village is on a hill). To drop off and pick up people and things at the house was fine though as there's enough space right in front. David the owner was a pleasure to deal with. If I have the need for accommodation in Portland in the future I would definitely try to book the cottage again.
…

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from £90 / night

£610 - £740 / week

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Responds fast!
avg. 1 hour 30 minutes

from £90 / night

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(2) Very Good 

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
  • Child friendly

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from £88 / night

£419 - £813 / week

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from £88 / night

Book

(31) 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
“gorgeous views, lovely clean inviting appartment” was a lovely stay and will defiantly be returning, some stunning sights and lovely rural walks fantastic
…

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from £47 / night

£295 - £350 / week

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Responds fast!
avg. 2 hours 40 minutes

from £47 / night

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(11) 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

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from £75 / night

£700 / week

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Responds fast!
avg. 50 minutes

from £75 / night

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(1) Excellent 

15

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

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from £76 / night

£362 - £699 / week

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from £76 / night

Book

(11) Very Good 

14

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

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from £123 / night

£595 - £1,191 / week

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from £123 / night

Book

(1) Excellent 

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

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Add to shortlist

from £100 / night

£500 - £780 / week

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Responds fast!
avg. 49 minutes

from £100 / night

Book

(34) Very Good 

Certificate of Excellence

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
“A character cottage” The cottage was warm, cosy and well furnished. The living areas were spacious with a warm sunny patio garden at the back. We loved the log burner. The location was great; just two minutes walk from the coastal path, several good restaurants and at least two pubs with live music - what a delight! We will definitely be back next year. Julie Evans
…

Certificate of Excellence

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from £85 / night

£560 - £880 / week

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Responds fast!
avg. 2 hours 39 minutes

from £85 / night

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11

Holiday home in Isle of Portland

Dorset / Isle of Portland

3 6 min stay varies

  • 3 bedrooms
  • sleeps 6
  • min stay varies
  • Child friendly
  • Private garden

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from £120 / night

£840 / week

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from £120 / night

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(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

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from £86 / night

£600 / week

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from £86 / night

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(1) Excellent 

6

Penthouse rental in Isle of Portland with shared pool

Dorset / Isle of Portland

2 4 min stay varies

  • 2 bedrooms
  • sleeps 4
  • min stay varies
  • Beach / lakeside relaxation
  • Swimming pool

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from £125 / night

£600 - £1,400 / week

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Responds fast!
avg. 3 hours 42 minutes

from £125 / night

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(2)  

8

Holiday apartment in Isle of Portland

Dorset / Isle of Portland

1 2 min stay varies

  • 1 bedroom
  • sleeps 2
  • min stay varies
  • Child friendly
  • Ask about pets

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from £49 / night

£300 / week

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Responds fast!
avg. 12 minutes

from £49 / night

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22

Home rental in Isle of Portland

Dorset / Isle of Portland

2 4 min stay varies

  • 2 bedrooms
  • sleeps 4
  • min stay varies
  • Child friendly
  • Pet friendly
  • Private garden

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from £70 / night

£300 - £600 / week

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Responds fast!
avg. 57 minutes

from £70 / night

Book

(10) Very Good 

Certificate of Excellence

8

Cottage rental in Isle of Portland

Dorset / Isle of Portland

1 2 3 nights min

  • 1 bedroom
  • sleeps 2
  • 3 nights min
  • Nearest beach 3 km
  • Car not necessary
  • Air conditioning

Certificate of Excellence

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from £50 / night

£325 - £425 / week

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Responds fast!
avg. 1 hour 25 minutes

from £50 / night

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(10) Very Good 

22

Holiday studio in Isle of Portland

Dorset / Isle of Portland

Studio 2 min stay varies

  • Studio
  • sleeps 2
  • min stay varies
  • Nearest beach 3 km
  • Suitable for children age 5+

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from £45 / night

£300 / week

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Responds fast!
avg. 12 minutes

from £45 / night

Book

(22) Excellent 

Certificate of Excellence

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

Certificate of Excellence

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from £85 / night

£350 - £950 / week

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Responds fast!
avg. 57 minutes

from £85 / night

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8

Isle of Portland holiday cottage rental

Dorset / Isle of Portland

3 6 7 nights min

  • 3 bedrooms
  • sleeps 6
  • 7 nights min
  • Beach / lakeside relaxation
  • Nearest beach 1 km
  • Child friendly

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from £100 / night

£478 - £932 / week

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from £100 / night

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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
  • Child friendly

Map

Add to shortlist

from £87 / night

£414 - £802 / week

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from £87 / night

Book

(57) Excellent 

Certificate of Excellence

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

Certificate of Excellence

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from £140 / night

£980 - £1,190 / week

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Responds fast!
avg. 12 minutes

from £140 / night

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(4) Very Good 

12

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

Map

Add to shortlist

from £79 / night

£375 - £724 / week

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from £79 / night

Book

(1) Excellent 

8

Holiday home in Isle of Portland

Dorset / Isle of Portland

4 10 7 nights min

  • 4 bedrooms
  • sleeps 10
  • 7 nights min
  • Beach / lakeside relaxation
  • Child friendly
  • Private garden

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Add to shortlist

from £115 / night

£556 - £1,087 / week

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from £115 / night

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20

Holiday home rental

Dorset / Isle of Portland

4 8 min stay varies

  • 4 bedrooms
  • sleeps 8
  • min stay varies
  • Child friendly
  • Pet friendly

Map

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from £200 / night

£1,400 / week

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from £200 / night

Book

(9) Excellent 

12

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

Map

Add to shortlist

from £110 / night

£530 - £1,190 / week

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from £110 / night

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(1) Average 

15

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+

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from £69 / night

£399 - £525 / week

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Responds fast!
avg. 12 minutes

from £69 / night

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8

Holiday home rental

Dorset / Isle of Portland

2 4 min stay varies

  • 2 bedrooms
  • sleeps 4
  • min stay varies
  • Child friendly
  • Pet friendly

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from £92 / night

£440 - £854 / week

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from £92 / night

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22

Holiday home letting

Dorset / Isle of Portland

3 9 min stay varies

  • 3 bedrooms
  • sleeps 9
  • min stay varies
  • Nearest beach 6 km
  • Child friendly
  • Pet friendly

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from £85 / night

£600 - £875 / week

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Responds fast!
avg. 2 hours 43 minutes

from £85 / night

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9

Holiday bungalow in Isle of Portland

Dorset / Isle of Portland

2 4 min stay varies

  • 2 bedrooms
  • sleeps 4
  • min stay varies
  • Child friendly

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from £85 / night

£406 - £787 / week

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from £85 / night

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Top Destination reviews

Quarries Reach, rural & sea views Portland, Dorset
Mrs

Had a fantastic stay in this beautiful property. Equipped with everything you need. Clean and comfortable. It's a brilliant base to explore the surrounding area. This was our first visit to Portland as we normally stay in a hotel on Weymouth seafront when visiting family whom live in the area. So glad we decided to stay here instead. Beautiful sea views throughout the house. Couldn't fault it and we're already planning our next stay. … see more
Pitt Hayes Cottage
Lovely accomodation, great location

This is a great choice for a break in Portland. The cottage is well situated (although quite hard to find the first time) and is in a great location, so no where is too far. The cottage was fully stocked and there was even milk tea and biscuits which were appreciated after our journey. Will definitely be returning. … see more
Fishermans Cottage
,Great place, many extras, comfy beds, nice hot tub.

Conveniently located property of good size, nice walking areas nearby, good sea view. Plenty of good food and drink venues to walk or drive to. loved the hot tub. So many extras provided, even milk and flowers. Good value for money. … see more
Rosa Cottage
Lovely well equipped cottage

Rosa cottage is a warm, spacious character cottage within easy walking distance of Chesil Beach and the coast path. It was very clean and tidy and the welcome items left were appreciated. We returned to the house at various times and found parking right outside on all occasions. Karin also made the booking process very easy. A lovely few days away. … see more
Pebble Reef
Great Cottage would rent again

Fully met with our expectations, would rent again, all info and details sent in advance and everything explained well. … see more
Schooner Cottage - New This year!
Wanted to give 5 stars but...........

Myself and my husband have just stayed at Schooner cottage for 4 nights with our dog (check restrictions if taking a dog). The cottage is very well presented and has obviously been renovated with great care, attention to detail is outstanding. The only reason I haven’t given the cottage 5 stars is for the reasons below, it’s beautiful but i just felt that some essential things were missing. There is no mention in the cottage details that’s is in a one way street, on a very steep hill and that there is no parking available at the cottage itself. We parked in several different places depending on where we could find a space. Also that the very small outside area is not particularly suitable for a dog or children. There is no kitchen storage for anything that does not belong in the fridge or freezer, a really well appointed kitchen with great appliances but no cupboard space. I would be very interested to see 6 people sitting around the fold up table in the lounge, I can imagine it would be very ‘cosy’.Bins in the bathroom and shower room would also be a good addition. Be prepared to drive or have a longer walk for eating out as there is not a huge choice locally, we would recommend The Boat That Rocks (at The Marina), Daniels fish and chips (opposite Co-Op), The Cove House Inn, Balti Island Indian & Quiddles. I do appreciate that the cottage has only been available to rent this year and hope that these things will be useful to know, there are usually teething problems initially. We would consider visiting again, Portland was a surprisingly interesting place and we didn’t get to see all that we wanted!! We loved Schooner Cottage for its style, quirkiness and comfort. … see more
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