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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956 Holiday homes

(6) Excellent 

15

Holiday chalet in Ventnor

Isle of Wight / Ventnor

3 6 Min stay varies

  • 3 bedrooms
  • Sleeps 6
  • Min stay varies
  • Beach / lakeside relaxation
  • Child friendly
  • Car not necessary

from £95 / night

£665 - £1092 / week

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from £95 / night

9

Holiday apartment in Ryde

Isle of Wight / Ryde

1 4 Min stay varies

  • 1 bedroom
  • Sleeps 4
  • Min stay varies
  • Child friendly
  • Car not necessary
  • Ask about pets

from £59 / night

£235 - £495 / week

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from £59 / night

(13) Excellent 

Certificate of Excellence

21

Holiday chalet in Niton

Isle of Wight / Niton

1 2 3 nights min

  • 1 bedroom
  • Sleeps 2
  • 3 nights min
  • Nearest beach 5 km
  • Car not necessary
“Fantastic place” Would give it 110% so clean and tidy and peaceful. There's everything you need in the chalet. Beautiful walks and scenery Looking forward to returning there again.
…see more

Certificate of Excellence

from £40 / night

£240 - £360 / week

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from £40 / night

(6) Excellent 

22

Barn rental in Ryde

Isle of Wight / Ryde

5 12 Min stay varies

  • 5 bedrooms
  • Sleeps 12
  • Min stay varies
  • Nearest beach 3 km
  • Child friendly
  • Private garden
“Fabulously spacious barn on working farm sleeping 12 with amazing views and” Really enjoyable stay at Kemphill Farm. Very spacious and incredibly well equipped with everything you could need. Plenty of space to sleep 12 of us young and old and each of
…see more

from £210 / night

£980 - £2400 / week

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from £210 / night

(2) Excellent 

17

Cottage rental in Billingham

Isle of Wight / Billingham

4 8 Min stay varies

  • 4 bedrooms
  • Sleeps 8
  • Min stay varies
  • Nearest beach 7 km
  • Child friendly
  • Pet friendly

from £125 / night

£465 - £1209 / week

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from £125 / night

(1) Excellent 

11

Cowes holiday apartment rental

Isle of Wight / Cowes

3 6 Min stay varies

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

from £170 / night

£700 - £2500 / week

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from £170 / night

24

Newchurch holiday cottage rental

Sandown / Newchurch

5 10 Min stay varies

  • 5 bedrooms
  • Sleeps 10
  • Min stay varies
  • Child friendly
  • Ask about pets
  • Private garden

from £175 / night

£825 - £1925 / week

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from £175 / night

(18) Very Good 

25

Apartment rental in Totland

Totland Bay / Totland Bay

4 8 Min stay varies

  • 4 bedrooms
  • Sleeps 8
  • Min stay varies
  • Beach / lakeside relaxation
  • Child friendly
  • Private garden
“Excellent holiday location and property” Service from owner responsive and prompt, property clean and facilities good. The property was large and spacious giving uncluttered accommodation and individual space. The location close to sea with excellent
…see more

from £250 / night

£675 - £1700 / week

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from £250 / night

(5) Excellent 

7

Holiday apartment in Wroxall

Isle of Wight / Wroxall

1 2 Min stay varies

  • 1 bedroom
  • Sleeps 2
  • Min stay varies
  • Beach / lakeside relaxation
  • Nearest beach 5 km

from £75 / night

£450 - £575 / week

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from £75 / night

(2) Very Good 

11

Holiday lodge in Shanklin

Isle of Wight / Shanklin

1 2 Min stay varies

  • 1 bedroom
  • Sleeps 2
  • Min stay varies
  • Child friendly

from £60 / night

£450 - £550 / week

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from £60 / night

(7) Very Good 

Certificate of Excellence

23

Holiday cottage in Ventnor

Isle of Wight / Ventnor

4 7 Min stay varies

  • 4 bedrooms
  • Sleeps 7
  • Min stay varies
  • Beach / lakeside relaxation
  • Child friendly
  • Ask about pets
“Very homely and comfortable” Very nice, very clean, good towels and bedding sheets. Good situation, very pretty house and Garden. Lots of nice details, detergent, coffee, tea, bread, butter, milk, chocolates, a welcome pack. No parking outside the ho
…see more

Certificate of Excellence

from £95 / night

£525 - £1050 / week

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from £95 / night

13

Holiday home in Lake

Isle of Wight / Lake

3 7 Min stay varies

  • 3 bedrooms
  • Sleeps 7
  • Min stay varies
  • Child friendly
  • Private garden

from £225 / night

£445 - £950 / week

Enquire View

from £225 / night

(17) Very Good 

Certificate of Excellence

21

Chalet rental in Yaverland with golf nearby

Sandown / Yaverland

2 5 Min stay varies

  • 2 bedrooms
  • Sleeps 5
  • Min stay varies
  • Beach / lakeside relaxation
  • Child friendly
“Chalet 9 Yaverland holiday centre” Nice place. It was a home away from home. The Chalet was clean and tidy.Good service provided by Philip. Definatly recommend.
…see more

Certificate of Excellence

from £20 / night

£250 - £390 / week

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from £20 / night

(1) Excellent 

10

Wroxall holiday home rental

Isle of Wight / Wroxall

1 3 Min stay varies

  • 1 bedroom
  • Sleeps 3
  • Min stay varies
  • Child friendly
  • Private garden

from £50 / night

£250 - £475 / week

Enquire View

from £50 / night

13

Cowes holiday apartment rental

Isle of Wight / Cowes

1 4 Min stay varies

  • 1 bedroom
  • Sleeps 4
  • Min stay varies
  • Child friendly

from £85 / night

£400 - £1500 / week

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from £85 / night

7

Holiday home in Bembridge

Isle of Wight / Bembridge

3 6 Min stay varies

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

from £100 / night

£820 - £1950 / week

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from £100 / night

(11) Excellent 

18

Holiday chalet in Ventnor

Ventnor / Ventnor Bay

1 2 Min stay varies

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

from £102 / night

£416 - £542 / week

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from £102 / night

(21) Very Good 

16

Holiday apartment in Ryde

Isle of Wight / Ryde

1 2 Min stay varies

  • 1 bedroom
  • Sleeps 2
  • Min stay varies
  • Beach / lakeside relaxation
  • Nearest beach 8 km
“Very Nice, Up-To-Date Interior & Excellent Communication” The hayloft was an excellent place to stay for the weakened, as was attending the Isle Of White music festival. Great location between the towns and country side (very peaceful in the morning).
…see more

from £60 / night

£370 - £400 / week

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from £60 / night

(2) Average 

20

Holiday cottage in Calbourne

Isle of Wight / Calbourne

2 4 Min stay varies

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

from £80 / night

£325 - £700 / week

Enquire View

from £80 / night

(6) Very Good 

Certificate of Excellence

15

Holiday bungalow in Nettlestone

Isle of Wight / Nettlestone

3 8 7 nights min

  • 3 bedrooms
  • Sleeps 8
  • 7 nights min
  • Child friendly
  • Pet friendly
  • Private garden
“Amazing!!!” Lovely place to stay, close to beach and a local shop, short drive to anywhere else on the island. Views from lounge and balcony were great, sunrise, sunset, stars and moonrise over the sea. The busy shipping channel kept my 7yr old grands
…see more

Certificate of Excellence

from £65 / night

£450 - £1050 / week

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from £65 / night

(1) Excellent 

10

Shanklin holiday apartment rental

Isle of Wight / Shanklin

3 10 7 nights min

  • 3 bedrooms
  • Sleeps 10
  • 7 nights min
  • Beach / lakeside relaxation
  • Suitable for children age 5+
  • Car not necessary
“Amazing Apartment” We stayed at this "apartment" without realising that it was actually larger in size than our 3 bedroom house! Obviously the owners have furnished it to their personal standards, and just about everything we needed was there ( inclu
…see more

from £122 / night

£850 - £1250 / week

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from £122 / night

(6) Very Good 

Certificate of Excellence

10

Caravan/mobile home rental in Bembridge with shared pool

Isle of Wight / Bembridge

2 6 Min stay varies

  • 2 bedrooms
  • Sleeps 6
  • Min stay varies
  • Beach / lakeside relaxation
  • Swimming pool
  • Child friendly
“Cosy but spacious enough for six” Very comfortable 2-night stay. Caravan is modern and smart with good facilities. It's on the inland side of Hillway Road, so it's a good 10-minute walk to the beach and 5 minutes to the main site facilities (clubhouse
…see more

Certificate of Excellence

from £40 / night

£280 / week

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from £40 / night

(13) Excellent 

12

Holiday townhouse rental

Cowes / West Cowes

4 10 Min stay varies

  • 4 bedrooms
  • Sleeps 10
  • Min stay varies
  • Nearest beach 1 km
  • Child friendly
  • Car not necessary
“Perfect Holiday Letting” My family along with my friend's family ( group of 9 ) stayed in Yachtsman for 3 nights. We all thoroughly enjoyed our stay. Amazed to see the amenities that was made available. Kitchen is fully equipped with all necessary ing
…see more

from £200 / night

£995 - £3250 / week

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from £200 / night

19

Sandown holiday apartment let

Isle of Wight / Sandown

1 3 Min stay varies

  • 1 bedroom
  • Sleeps 3
  • Min stay varies
  • Beach / lakeside relaxation
  • Nearest beach 0.5 km
  • Suitable for children age 5+

from £60 / night

£295 - £500 / week

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from £60 / night

9

Chalet rental in Sandown

Isle of Wight / Sandown

2 6 Min stay varies

  • 2 bedrooms
  • Sleeps 6
  • Min stay varies
  • Child friendly
  • Pet friendly

from £30 / night

£455 - £630 / week

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from £30 / night

(7) Very Good 

24

Holiday home in Newport

Newport / Island Harbour

4 8 Min stay varies

  • 4 bedrooms
  • Sleeps 8
  • Min stay varies
  • Beach / lakeside relaxation
  • Nearest beach 5 km
  • Child friendly
“What a find !” We had a fantastic week on the IoW, seven of us in total with extended family, and Yachtsman's Rest easily accommodated us all in comfort. Plenty of bathrooms, all well placed next to bedrooms or en-suite, no kids squabbling about wh
…see more

from £150 / night

£750 - £2400 / week

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from £150 / night

7

Bonchurch holiday apartment rental

Isle of Wight / Bonchurch

2 4 Min stay varies

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

from £75 / night

£450 - £540 / week

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from £75 / night

(3) Very Good 

39

Holiday cottage in Seaview

Isle of Wight / Seaview

3 6 Min stay varies

  • 3 bedrooms
  • Sleeps 6
  • Min stay varies
  • Beach / lakeside relaxation
  • Nearest beach 0.5 km
  • Child friendly

from £116 / night

£499 - £1015 / week

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from £116 / night

(10) Excellent 

23

Freshwater holiday bungalow rental

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

from £36 / night

£250 - £550 / week

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from £36 / night

(38) Very Good 

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
…see more

from £38 / night

£225 - £450 / week

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from £38 / night

(2) Very Good 

22

Home rental in Bembridge

Isle of Wight / Bembridge

4 10 Min stay varies

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

from £150 / night

£715 - £1950 / week

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from £150 / night

(3) Excellent 

22

Apartment rental in Ventnor

Isle of Wight / Ventnor

1 2 Min stay varies

  • 1 bedroom
  • Sleeps 2
  • Min stay varies
  • Nearest beach 0 km
  • Ask owner if suitable for children
  • Private garden

from £69 / night

£379 - £579 / week

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from £69 / night

13

Holiday apartment in Shanklin

Isle of Wight / Shanklin

2 6 Min stay varies

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

from £110 / night

£500 - £1000 / week

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from £110 / night

(1) Excellent 

12

Bonchurch holiday cottage rental

Isle of Wight / Bonchurch

2 4 Min stay varies

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

from £108 / night

£350 - £600 / week

Enquire View

from £108 / night

(2) Very Good 

21

Holiday home with golf nearby in Ryde

Isle of Wight / Ryde

5 10 Min stay varies

  • 5 bedrooms
  • Sleeps 10
  • Min stay varies
  • Swimming pool
  • Child friendly
  • Pet friendly

from £600 / night

£1995 - £4695 / week

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from £600 / night

(1) Very Good 

24

Holiday home in Ventnor

Ventnor / Ventnor Bay

3 6 Min stay varies

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

from £125 / night

£750 - £1005 / week

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from £125 / night

(14) Excellent 

12

Holiday apartment with golf nearby in Ryde

Ryde / Appley

2 3 Min stay varies

  • 2 bedrooms
  • Sleeps 3
  • Min stay varies
  • Beach / lakeside relaxation
  • Nearest beach 0.5 km
  • Child friendly
“Mrs” Perfect flat in ideal location bring only 8 minutes from Ryde ferry terminal. It's light airy and comfortable . Clean and warm with everything you need. Nice welcome basket in kitchen with bread cereals and biscuits plus milk in fridge . Would re
…see more

from £52 / night

£364 / week

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from £52 / night

(1) Excellent 

11

Caravan/mobile home rental in Bembridge

Isle of Wight / Bembridge

4 8 Min stay varies

  • 4 bedrooms
  • Sleeps 8
  • Min stay varies
  • Beach / lakeside relaxation
  • Child friendly
  • Pet friendly
“Excellent” Lovely caravan, on a great site, close to all amenities and a nice beach is accessible from the site.
…see more

from £50 / night

£700 - £800 / week

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from £50 / night

(11) Very Good 

Certificate of Excellence

14

Holiday chalet with golf nearby in Yaverland

Sandown / Yaverland

2 4 Min stay varies

  • 2 bedrooms
  • Sleeps 4
  • Min stay varies
  • Beach / lakeside relaxation
  • Nearest beach 0.5 km
  • Child friendly
“Excelent place to stay, exactly as described” We stayed for 3 nights and enjoyed our holiday very much. The house was very clean and tidy, The beach is just 5 minutes walking distance, shops and supermarket are also located nearby, Very nice and quite
…see more

Certificate of Excellence

from £60 / night

£280 - £520 / week

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from £60 / night

(4) Excellent 

12

Holiday bungalow in Bembridge

Bembridge / Bembridge Village

3 6 7 nights min

  • 3 bedrooms
  • Sleeps 6
  • 7 nights min
  • Beach / lakeside relaxation
  • Child friendly
  • Pet friendly

from £97 / night

£675 - £1050 / week

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from £97 / night

1