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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49 Holiday homes

(13) Very Good 

Certificate of Excellence

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

Certificate of Excellence

from £75 / night

£500 - £600 / week

Book View

Responds fast!
avg. 1 hour 24 minutes

from £75 / night

(12) 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

Book View

Responds fast!
avg. 2 hours 38 minutes

from £90 / 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 £120 / night

£810 - £1230 / week

Book View

Responds fast!
avg. 35 minutes

from £120 / night

(9) Very Good 

Certificate of Excellence

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

Certificate of Excellence

from £75 / night

£700 / week

Book View

Responds fast!
avg. 44 minutes

from £75 / night

(29) 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
“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.
…see more

from £80 / night

£420 - £690 / week

Book View

Responds fast!
avg. 2 hours 57 minutes

from £80 / night

(16) 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
“Lovely cottage, great location!” Pretty and comfortable cottage in a great location. 5 mins walk to Church Ope Cove and a quick drive to Portland Bill. We also visited Charmouth beach, Lyme Regis, Weymouth & Durdle Door. We would definitely recommend
…see more

from £75 / night

£350 - £895 / week

Book View

Responds fast!
avg. 50 minutes

from £75 / night

(18) 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
“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 coasta
…see more

from £90 / night

£395 - £995 / week

Book View

Responds fast!
avg. 50 minutes

from £90 / 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

(24) Very Good 

Certificate of Excellence

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

Certificate of Excellence

from £47 / night

£295 - £360 / week

Book View

from £47 / 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

Book View

Responds fast!
avg. 1 hour 35 minutes

from £59 / 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 £85 / night

£595 - £700 / week

Enquire View

from £85 / 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

Book View

Responds fast!
avg. 2 hours 0 minutes

from £120 / 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

(2) Average 

7

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
  • Ask about pets

from £120 / night

£600 / week

Book View

from £120 / 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

Enquire View

from £57 / 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

Book View

from £40 / 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

Enquire View

from £75 / 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

Book View

Responds fast!
avg. 1 hour 35 minutes

from £79 / 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

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

Enquire View

from £68 / night

(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
“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

Enquire View

from £92 / 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

Enquire View

from £92 / night

(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

from £68 / night

£475 - £675 / week

Enquire View

from £68 / night

(46) 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
“Location, location, location” Beautiful spot to stay. Car was useful to visit Portland Bill and the fascinating little villages around, but could easily just walk down to the sea instead or along the cliff paths which have amazing views. The studio is
…see more

from £75 / night

£375 / week

Book View

Responds fast!
avg. 1 hour 33 minutes

from £75 / 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

Responds fast!
avg. 1 hour 35 minutes

from £45 / night

(2) Excellent 

7

Holiday bungalow in Isle of Portland

Dorset / Isle of Portland

2 4 Min stay varies

  • 2 bedrooms
  • Sleeps 4
  • Min stay varies
  • Child friendly
“Perfect property in a great location” This attractive property, in a wonderful site overlooking the sea, has everything to provide the setting for a lovely holiday. The chalet is equipped with everything you might need, is spotlessly clean and is extr
…see more

from £80 / night

£426 - £726 / week

Enquire View

from £80 / 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

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

from £85 / night

£400 - £875 / week

Enquire View

from £85 / 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

(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

Book View

from £86 / 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

Book View

Responds fast!
avg. 1 hour 35 minutes

from £49 / 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

24

Isle of Portland holiday cottage rental

Dorset / Isle of Portland

3 6 Min stay varies

  • 3 bedrooms
  • Sleeps 6
  • Min stay varies
  • Child friendly
  • Private garden

from £72 / night

£503 - £1031 / week

Enquire View

from £72 / night

5

Holiday home in Isle of Portland

Dorset / Isle of Portland

4 7 4 nights min

  • 4 bedrooms
  • Sleeps 7
  • 4 nights min
  • Child friendly
  • Pet friendly

from £150 / night

£950 / week

Enquire View

from £150 / 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

Enquire View

from £100 / night

32

Holiday home in Isle of Portland

Dorset / Isle of Portland

4 10 4 nights min

  • 4 bedrooms
  • Sleeps 10
  • 4 nights min
  • Child friendly
  • Car not necessary
  • Pet friendly

from £158 / night

£990 - £1120 / week

Book View

from £158 / night

24

Isle of Portland holiday cottage rental

Dorset / Isle of Portland

4 7 Min stay varies

  • 4 bedrooms
  • Sleeps 7
  • Min stay varies
  • Child friendly

from £77 / night

£533 - £1092 / week

Enquire View

from £77 / night

(7) Very Good 

Certificate of Excellence

8

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

Certificate of Excellence

from £49 / night

£343 - £450 / week

Book View

Responds fast!
avg. 2 hours 44 minutes

from £49 / night

(1) Very Good 

34

Holiday studio in Isle of Portland

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

Responds fast!
avg. 2 hours 41 minutes

from £70 / night

24

Holiday home in Isle of Portland

Dorset / Isle of Portland

4 8 Min stay varies

  • 4 bedrooms
  • Sleeps 8
  • Min stay varies
  • Child friendly

from £90 / night

£630 - £1764 / week

Enquire View

from £90 / night

Top Destination reviews

Fishermans Cottage
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 li … see more
Pebble Reef
Lovely cottage, great location!

Pretty and comfortable cottage in a great location. 5 mins walk to Church Ope Cove and a quick drive to Portland Bill. We also visited Charmouth beach, Lyme Regis, Weymouth & Durdle Door. We would definitely recommend this cottage. … see more
Church Ope Studio
Location, location, location

Beautiful spot to stay. Car was useful to visit Portland Bill and the fascinating little villages around, but could easily just walk down to the sea instead or along the cliff paths which have amazing views. The studio is stylishly decorated and furn … see more
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 locat … see more
Rosa Cottage
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. … see more
Cove Holiday Park
Perfect property in a great location

This attractive property, in a wonderful site overlooking the sea, has everything to provide the setting for a lovely holiday. The chalet is equipped with everything you might need, is spotlessly clean and is extremely comfortable. … see more
1