Cottages in Isle of Wight and Self catering accommodation – Holiday Lettings - Holiday Rentals Isle of Wight

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Isle of Wight

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1,568 Holiday homes

(3) Excellent 

14

Cowes holiday townhouse rental

Cowes / West Cowes

2 4 Min stay varies

  • 2 bedrooms
  • Sleeps 4
  • Min stay varies
  • Suitable for children age 5+
  • Car not necessary
  • Private garden

from £100 / night

£450 - £1,825 / week

Book View

from £100 / night

(11) Excellent 

18

Holiday chalet in Ventnor Bay

Ventnor / Ventnor Bay

1 2 Min stay varies

  • 1 bedroom
  • Sleeps 2
  • Min stay varies
  • Beach / lakeside relaxation
  • Pet friendly

from £102 / night

£396 - £511 / week

Book View

from £102 / night

(1) Excellent 

25

Shanklin holiday apartment rental

Isle of Wight / Shanklin

2 4 Min stay varies

  • 2 bedrooms
  • Sleeps 4
  • Min stay varies
  • Nearest beach 0 km
  • Child friendly
  • Car not necessary

from £75 / night

£400 - £900 / week

Book View

Responds fast!
avg. 58 minutes

from £75 / night

(9) Excellent 

12

Sandown holiday apartment rental

Isle of Wight / Sandown

3 6 Min stay varies

  • 3 bedrooms
  • Sleeps 6
  • Min stay varies
  • Beach / lakeside relaxation
  • Child friendly
“Spectacular Views” You can understand why the apartments called The View, because the views are amazing, watching the sun come up and down, watching the moon rising. The storm across the bay was fascinating you didn't know where the lightening was com
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from £70 / night

£450 - £1,300 / week

Book View

from £70 / night

(15) Excellent 

13

Holiday apartment in Brading

Isle of Wight / Brading

1 2 2 nights min

  • 1 bedroom
  • Sleeps 2
  • 2 nights min
  • Nearest beach 2 km
  • Ask owner if suitable for children
  • Car not necessary
“Wonderful hospitality and great location” Thank you Hugh and Kate for being such great hosts during our stay on the island for the Isle of Wight festival you couldnt of been more helpful and your apartment has everything you need for a comfortable sta
…see more

from £55 / night

£350 / week

Book View

from £55 / night

(17) Excellent 

16

Cowes holiday apartment let

Cowes / West Cowes

2 4 2 nights min

  • 2 bedrooms
  • Sleeps 4
  • 2 nights min
  • Beach / lakeside relaxation
  • Child friendly
  • Ask about pets

from £149 / night

£1,043 / week

Book View

Responds fast!
avg. 1 hour 14 minutes

from £149 / night

(2) Excellent 

4

Holiday caravan/mobile home rental

Isle of Wight / Cowes

3 8 Min stay varies

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

from £80 / night

£210 - £525 / week

Book View

from £80 / night

(1) Excellent 

15

Apartment rental in Shanklin

Shanklin / Old Village

2 4 Min stay varies

  • 2 bedrooms
  • Sleeps 4
  • Min stay varies
  • Beach / lakeside relaxation
  • Child friendly

from £66 / night

£325 - £790 / week

Enquire View

from £66 / night

(21) Excellent 

Certificate of Excellence

22

Holiday lodge in Newchurch

Sandown / Newchurch

1 2 1 night min

  • 1 bedroom
  • Sleeps 2
  • 1 night min
  • Pet friendly
  • Private garden
“Relaxing Holiday” We arrived at The Nook to a lovely warm welcome from the owner Lisa, who showed is around our accommodation, everywhere was spotless with lots of little extras, we also had on arrival a beautiful bowl of fruit, bread, butter and milk
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Certificate of Excellence

from £60 / night

£420 / week

Book View

Responds fast!
avg. 39 minutes

from £60 / night

(6) Excellent 

22

Holiday bungalow in Freshwater

Isle of Wight / Freshwater

2 4 7 nights min

  • 2 bedrooms
  • Sleeps 4
  • 7 nights min
  • Beach / lakeside relaxation
  • Nearest beach 0 km
  • Child friendly
“Wow! What a find!” I stayed in this bungalow for a week with my partner and our 11 year old daughter and it was nothing short of perfect! The location is stunning with a glorious beach only a stone's throw away where we spent every evening rock po
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from £48 / night

£330 - £499 / week

Book View

Responds fast!
avg. 3 hours 0 minutes

from £48 / night

(23) Excellent 

21

Holiday apartment with golf nearby in Ventnor

Isle of Wight / Ventnor

2 4 Min stay varies

  • 2 bedrooms
  • Sleeps 4
  • Min stay varies
  • Beach / lakeside relaxation
  • Nearest beach 0.2 km
  • Child friendly
“Best in IOW !!!” It was one of the best stay ever.. the apartment is so clean, colourful, spacious, lovely home décor and fully equipped kitchen.. there was nothing to be missed or regretted ! Perfect for family ! It has best views also you could hear
…see more

from £85 / night

£440 - £830 / week

Enquire View

from £85 / night

(8) Excellent 

Certificate of Excellence

11

Apartment rental in Shanklin

Isle of Wight / Shanklin

2 4 Min stay varies

  • 2 bedrooms
  • Sleeps 4
  • Min stay varies
  • Beach / lakeside relaxation
  • Child friendly
“Fantastic apartment in a spectacular location” We have just had a lovely weekend in this wonderful apartment. The owners were so kind & helpful. It is beautifully furnished with everything you could ever need. Tea, coffee & biscuits were also provided
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Certificate of Excellence

from £110 / night

£595 - £1,245 / week

Book View

from £110 / night

(45) Very Good 

Certificate of Excellence

17

Holiday chalet in Yaverland

Sandown / Yaverland

2 4 Min stay varies

  • 2 bedrooms
  • Sleeps 4
  • Min stay varies
  • Beach / lakeside relaxation
  • Nearest beach 0.2 km
  • Child friendly
“Seabreeze” Lovley stay at seabreeze Excellent good value for money very welcoming located on a great site , Will defently book here again Thank you for having us
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Certificate of Excellence

from £55 / night

£260 - £500 / week

Book View

Responds fast!
avg. 1 hour 15 minutes

from £55 / night

12

Rookley holiday caravan/mobile home rental

Isle of Wight / Rookley

2 6 Min stay varies

  • 2 bedrooms
  • Sleeps 6
  • Min stay varies
  • Swimming pool
  • Child friendly

from £80 / night

£550 - £670 / week

Book View

Responds fast!
avg. 1 hour 53 minutes

from £80 / night

(4) Excellent 

7

Apartment rental in Shanklin

Shanklin / Old Village

2 4 Min stay varies

  • 2 bedrooms
  • Sleeps 4
  • Min stay varies
  • Beach / lakeside relaxation
  • Child friendly
  • Car not necessary

from £66 / night

£325 - £790 / week

Enquire View

from £66 / night

(15) Excellent 

Certificate of Excellence

24

Sandown holiday apartment rental

Isle of Wight / Sandown

1 2 Min stay varies

  • 1 bedroom
  • Sleeps 2
  • Min stay varies
  • Beach / lakeside relaxation
  • Nearest beach 1 km
  • Swimming pool
“Clean and well presented apartment” We stayed for three nights in October and couldn't fault it. The apartment was very clean and to a high standard. We found it was a very good base for travelling round the Island, I would definitely stay there again
…see more

Certificate of Excellence

from £30 / night

£210 / week

Book View

Responds fast!
avg. 2 hours 40 minutes

from £30 / night

(21) Excellent 

Certificate of Excellence

22

Holiday cottage in Ryde

Isle of Wight / Ryde

2 4 Min stay varies

  • 2 bedrooms
  • Sleeps 4
  • Min stay varies
  • Beach / lakeside relaxation
  • Nearest beach 0.5 km
  • Child friendly
“Very comfortable relaxing holiday” Enjoyed our stay in this very clean comfortable cottage very convenient for shops,restuarents & exploring the island..we didn't take our car & found it easy to get around from here. The furnishings are very nice & al
…see more

Certificate of Excellence

from £60 / night

£300 - £899 / week

Book View

Responds fast!
avg. 1 hour 49 minutes

from £60 / night

(6) Excellent 

15

Apartment rental in Shanklin

Isle of Wight / Shanklin

3 6 Min stay varies

  • 3 bedrooms
  • Sleeps 6
  • Min stay varies
  • Nearest beach 0.5 km
  • Child friendly
  • Car not necessary

from £120 / night

£600 - £1,600 / week

Book View

Responds fast!
avg. 2 hours 47 minutes

from £120 / night

(49) Excellent 

15

St Lawrence, Ventnor holiday apartment let

Ventnor / St Lawrence, Ventnor

2 4 Min stay varies

  • 2 bedrooms
  • Sleeps 4
  • Min stay varies
  • Beach / lakeside relaxation
  • Nearest beach 2 km
  • Child friendly
“Fantastic apartment, wonderful view” Just returned home after spending a wonderful week staying at Woodcliffe Apartments, we stayed in Flat 1 on the first floor, which had the most amazing sea view. It was so well equipped and spacious, lovely furnish
…see more

from £50 / night

£225 - £645 / week

Book View

from £50 / night

(1) Excellent 

19

Holiday bungalow in Freshwater

Isle of Wight / Freshwater

2 4 7 nights min

  • 2 bedrooms
  • Sleeps 4
  • 7 nights min
  • Nearest beach 3 km
  • Child friendly
  • Private garden

from £47 / night

£325 - £725 / week

Enquire View

from £47 / night

(11) Very Good 

Certificate of Excellence

20

Holiday apartment in Ventnor

Isle of Wight / Ventnor

2 4 Min stay varies

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

Certificate of Excellence

from £90 / night

£370 - £645 / week

Book View

Responds fast!
avg. 2 hours 44 minutes

from £90 / night

20

Holiday home in Bembridge

Isle of Wight / Bembridge

4 8 Min stay varies

  • 4 bedrooms
  • Sleeps 8
  • Min stay varies
  • Nearest beach 0.2 km
  • Child friendly
  • Private garden

from £193 / night

£1,345 - £1,720 / week

Book View

from £193 / night

9

Holiday cottage in Ryde

Isle of Wight / Ryde

2 4 2 nights min

  • 2 bedrooms
  • Sleeps 4
  • 2 nights min
  • Child friendly

from £100 / night

£700 / week

Book View

Responds fast!
avg. 1 hour 21 minutes

from £100 / night

(12) Excellent 

21

Holiday apartment in Cowes

Isle of Wight / Cowes

2 5 Min stay varies

  • 2 bedrooms
  • Sleeps 5
  • Min stay varies
  • Nearest beach 1 km
  • Suitable for children age 5+
  • Car not necessary
“Lovely apartment with fantastic views” A perfect base with all amenities in walking distance. The location is great with amazing views from the lounge and balcony. Would definitely recommend
…see more

from £100 / night

£395 - £1,995 / week

Book View

Responds fast!
avg. 1 hour 53 minutes

from £100 / night

(54) Excellent 

Certificate of Excellence

23

Holiday log cabin with indoor pool in Ryde

Isle of Wight / Ryde

3 6 Min stay varies

  • 3 bedrooms
  • Sleeps 6
  • Min stay varies
  • Beach / lakeside relaxation
  • Nearest beach 2 km
  • Swimming pool
“Fantastic place for a family holiday” Had a lovely week in the cabin, we all enjoyed the pool especially my two boys. Beautiful and relaxing setting. Gill and Dave very friendly and made us feel very welcome. Hope to return soon.
…see more

Certificate of Excellence

from £96 / night

£674 - £1,400 / week

Book View

Responds fast!
avg. 1 hour 19 minutes

from £96 / night

(21) Excellent 

Certificate of Excellence

23

Holiday chalet in Freshwater

Isle of Wight / Freshwater

2 4 7 nights min

  • 2 bedrooms
  • Sleeps 4
  • 7 nights min
  • Beach / lakeside relaxation
  • Nearest beach 0.2 km
  • Child friendly
“stay at summerhouseBEAUTIFU” although late in the season it was peaceful and relaxing with magnificent views the summerhouse itself was the best accom0dation we have ever visited spotlessly clean and fully equipped would recommend to anyone
…see more

Certificate of Excellence

from £36 / night

£250 - £450 / week

Book View

Responds fast!
avg. 2 hours 3 minutes

from £36 / night

(2) Very Good 

9

Apartment accommodation in Bembridge

Bembridge / Bembridge Beach

1 4 1 night min

  • 1 bedroom
  • Sleeps 4
  • 1 night min
  • Beach / lakeside relaxation
  • Child friendly
  • Pet friendly

from £100 / night

£400 / week

Book View

from £100 / night

(8) Excellent 

24

St Helens holiday caravan/mobile home rental

Isle of Wight / St Helens

3 7 2 nights min

  • 3 bedrooms
  • Sleeps 7
  • 2 nights min
  • Child friendly
  • Pet friendly
“Lovely clean caravan! Beautiful site! Fantastic for dogs! Lovely for walkers!” Lovely island. St. Helens clean and pretty. Perfect for walkers, dog friendly beaches! Will defiantly be returning! Owner of caravan Caroline, really helpful and friendly?
…see more

from £59 / night

£413 / week

Book View

Responds fast!
avg. 1 hour 22 minutes

from £59 / night

(1) Excellent 

19

Holiday home in Cowes

Cowes / West Cowes

4 9 Min stay varies

  • 4 bedrooms
  • Sleeps 9
  • Min stay varies
  • Child friendly

from £125 / night

£600 - £3,000 / week

Book View

from £125 / night

(5) Very Good 

21

Holiday chalet rental

Isle of Wight / Seaview

2 4 Min stay varies

  • 2 bedrooms
  • Sleeps 4
  • Min stay varies
  • Beach / lakeside relaxation
  • Child friendly
  • Car not necessary

from £45 / night

£307 - £665 / week

Book View

Responds fast!
avg. 2 hours 43 minutes

from £45 / night

(33) Excellent 

Certificate of Excellence

25

Gurnard holiday home rental

Isle of Wight / Gurnard

4 8 Min stay varies

  • 4 bedrooms
  • Sleeps 8
  • Min stay varies
  • Beach / lakeside relaxation
  • Nearest beach 0 km
  • Child friendly
“Perfect house, perfect location!” We spent a week in this gorgeous house celebrating Mum's 80th. We loved everything! From the fresh flowers, home made cake & scones, clotted cream, lemon curd, sausages we found waiting for us to the amazing water v
…see more

Certificate of Excellence

from £200 / night

£1,000 - £1,750 / week

Book View

from £200 / night

(8) Very Good 

23

Holiday apartment in Ventnor

Isle of Wight / Ventnor

2 5 Min stay varies

  • 2 bedrooms
  • Sleeps 5
  • Min stay varies
  • Beach / lakeside relaxation
  • Nearest beach 0.1 km
  • Child friendly
“Prime location and spacious accommodation” This flat was in a perfect location overlooking harbour with panoramic sea views. Accommodation was light and spacious, particularly in the lounge and main bedroom (which had a very comfortable bed). Every
…see more

from £50 / night

£250 - £795 / week

Book View

Responds fast!
avg. 2 hours 23 minutes

from £50 / night

(4) Excellent 

11

Holiday home in Yarmouth

Isle of Wight / Yarmouth

6 8 Min stay varies

  • 6 bedrooms
  • Sleeps 8
  • Min stay varies
  • Beach / lakeside relaxation
  • Nearest beach 0.2 km
  • Child friendly

from £281 / night

£1,900 - £2,650 / week

Book View

Responds fast!
avg. 51 minutes

from £281 / night

(4) Excellent 

33

Holiday home in Bonchurch

Ventnor / Bonchurch

5 8 2 nights min

  • 5 bedrooms
  • Sleeps 8
  • 2 nights min
  • Child friendly
  • Private garden

from £150 / night

£1,050 / week

Book View

Responds fast!
avg. 3 hours 7 minutes

from £150 / night

(1) Excellent 

28

Holiday bungalow in Niton

Isle of Wight / Niton

1 2 3 nights min

  • 1 bedroom
  • Sleeps 2
  • 3 nights min
  • Nearest beach 2 km
  • Pet friendly

from £65 / night

£455 / week

Book View

from £65 / night

(7) Excellent 

14

Merstone holiday cottage rental

Isle of Wight / Merstone

3 7 4 nights min

  • 3 bedrooms
  • Sleeps 7
  • 4 nights min
  • Child friendly
“Lovely getaway accomadation” The Barn, Alma Cottage in Merstone was wonderful place to stay, set in a rural location with countryside views, and only a short drive away to the shops and beach. It is a very central location so for day trips out, everyt
…see more

from £120 / night

£750 / week

Book View

Responds fast!
avg. 2 hours 49 minutes

from £120 / night

(5) Excellent 

20

Holiday apartment with golf nearby in Shanklin

Isle of Wight / Shanklin

1 4 Min stay varies

  • 1 bedroom
  • Sleeps 4
  • Min stay varies
  • Nearest beach 0.05 km
  • Child friendly

from £41 / night

£245 - £577 / week

Book View

Responds fast!
avg. 1 hour 31 minutes

from £41 / night

(9) Very Good 

23

Holiday chalet in Niton

Isle of Wight / Niton

1 2 Min stay varies

  • 1 bedroom
  • Sleeps 2
  • Min stay varies
  • Nearest beach 5 km
  • Private garden
“Well thought out accommodation in pretty surroundings” Stayed for two nights but wish it could have been longer. The chalet has everything you could need and nicely decorated too. There's a lot of info about the area with maps and things to do and you
…see more

from £45 / night

£280 - £415 / week

Book View

Responds fast!
avg. 53 minutes

from £45 / night

(2) Very Good 

8

Porchfield holiday caravan/mobile home rental

Isle of Wight / Porchfield

3 8 Min stay varies

  • 3 bedrooms
  • Sleeps 8
  • Min stay varies
  • Swimming pool
  • Child friendly

from £48 / night

£600 / week

Book View

Responds fast!
avg. 15 minutes

from £48 / night

(1) Excellent 

15

Sandown holiday chalet rental

Isle of Wight / Sandown

2 6 3 nights min

  • 2 bedrooms
  • Sleeps 6
  • 3 nights min
  • Child friendly
  • Pet friendly

from £50 / night

£300 - £616 / week

Book View

from £50 / night