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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1,526 Holiday homes

(1) Excellent 

16

Apartment rental in Sandown with golf nearby

Isle of Wight / Sandown

2 4 7 nights min

  • 2 bedrooms
  • Sleeps 4
  • 7 nights min
  • Beach / lakeside relaxation
  • Nearest beach 0.5 km
  • Suitable for children age 5+

from £115 / night

£800 / week

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from £115 / night

(1) Excellent 

18

Cowes holiday home rental

Isle of Wight / Cowes

3 8 Min stay varies

  • 3 bedrooms
  • Sleeps 8
  • Min stay varies
  • Child friendly
  • Ask about pets
  • Private garden

from £125 / night

£600 - £3,000 / week

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from £125 / night

(8) Excellent 

Certificate of Excellence

9

Holiday cottage in Ventnor

Isle of Wight / Ventnor

2 4 4 nights min

  • 2 bedrooms
  • Sleeps 4
  • 4 nights min
  • Child friendly
  • Private garden
“Beautiful cottage with equal access to quiet stunning beaches and all the key attractions” From the very first moment we turned in to the driveway we knew that this cottage was going to be something very special indeed. The 'chocolate box' style that
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Certificate of Excellence

from £110 / night

£760 - £1,210 / week

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Responds fast!
avg. 8 minutes

from £110 / 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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Responds fast!
avg. 3 hours 33 minutes

from £36 / night

(1) Excellent 

24

Ventnor holiday cottage rental

Isle of Wight / Ventnor

3 7 Min stay varies

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

from £130 / night

£650 - £1,200 / week

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from £130 / night

(66) Excellent 

16

Ventnor holiday apartment rental

Isle of Wight / Ventnor

1 4 Min stay varies

  • 1 bedroom
  • Sleeps 4
  • Min stay varies
  • Beach / lakeside relaxation
  • Nearest beach 0.05 km
  • Child friendly
“Wished I could have stayed longer..” Thank you to Dawn and Guy for a lovely, if all too short, stay at Marina Apartments. The location was very specal, with fabulous sea views and all the amenities of Ventnor right on your doorstep, including a beach
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from £75 / night

£400 - £825 / week

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Responds fast!
avg. 2 hours 24 minutes

from £75 / night

(8) Excellent 

17

Home rental in Ventnor

Isle of Wight / Ventnor

2 7 Min stay varies

  • 2 bedrooms
  • Sleeps 7
  • Min stay varies
  • Nearest beach 1 km
  • Child friendly
  • Car not necessary
“Coming home” Chelsea Cottage is home from home We have been that many times that we feel so comfortable and at home, it has everything we could possibly need, but the best thing ever is not only the totally amazing view but listening to the waves cra
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from £95 / night

£450 - £900 / week

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Responds fast!
avg. 1 hour 45 minutes

from £95 / night

(6) Excellent 

12

Holiday barn in Ryde

Isle of Wight / Ryde

5 10 Min stay varies

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

from £220 / night

£980 - £2,300 / week

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from £220 / night

(4) Very Good 

20

Holiday bungalow in Yaverland

Sandown / Yaverland

3 6 Min stay varies

  • 3 bedrooms
  • Sleeps 6
  • Min stay varies
  • Beach / lakeside relaxation
  • Nearest beach 0.3 km
  • Child friendly
“Well placed, well equipped - just what we wanted.” The bungalow is easy to find, and has ample parking for two cars if necessary. The garden is spacious and mostly grassed (although our daughter did manage to find a tree to fall out of!) There is a p
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from £83 / night

£495 - £995 / week

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Responds fast!
avg. 1 hour 56 minutes

from £83 / night

(6) Excellent 

11

Holiday home letting

Isle of Wight / Newport

3 7 1 night min

  • 3 bedrooms
  • Sleeps 7
  • 1 night min
  • Child friendly
  • Private garden

from £50 / night

£325 - £1,800 / week

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from £50 / night

10

Holiday apartment in Shanklin

Isle of Wight / Shanklin

3 5 Min stay varies

  • 3 bedrooms
  • Sleeps 5
  • Min stay varies
  • Beach / lakeside relaxation
  • Child friendly

from £86 / night

£395 - £885 / week

Enquire View

from £86 / night

46

Holiday home in Ventnor

Isle of Wight / Ventnor

4 8 7 nights min

  • 4 bedrooms
  • Sleeps 8
  • 7 nights min
  • Nearest beach 0.2 km
  • Child friendly
  • Car not necessary

from £235 / night

£1,089 / week

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Responds fast!
avg. 41 minutes

from £235 / night

(1) Excellent 

13

Cottage rental in Newport

Isle of Wight / Newport

3 5 Min stay varies

  • 3 bedrooms
  • Sleeps 5
  • Min stay varies
  • Child friendly
  • Private garden

from £100 / night

£300 - £945 / week

Enquire View

from £100 / night

15

Cowes holiday home rental

Isle of Wight / Cowes

4 7 Min stay varies

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

from £120 / night

£550 - £2,600 / week

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from £120 / night

(1) Excellent 

12

Holiday apartment in Ventnor

Isle of Wight / Ventnor

1 5 2 nights min

  • 1 bedroom
  • Sleeps 5
  • 2 nights min
  • Child friendly
  • Private garden
“Gull's Wing” We had a wonderful, comfortable stay at Gull's Wing. The apartment was spotless, we had everything we need and our hosts were lovely. Xx
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from £95 / night

£665 / week

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from £95 / night

6

Holiday apartment rental

Isle of Wight / Cowes

1 2 7 nights min

  • 1 bedroom
  • Sleeps 2
  • 7 nights min
  • Child friendly

from £53 / night

£365 / week

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from £53 / night

(6) Excellent 

6

Cowes holiday apartment rental

Isle of Wight / Cowes

2 4 Min stay varies

  • 2 bedrooms
  • Sleeps 4
  • Min stay varies
  • Child friendly
“Lovely apartment in a superb setting” The apartment was very well equipped, everything you could possibly need. The outside area was well sited so we could sit and watch all the boats coming and going. Lots to see. The Isle of wight has lots of attrac
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from £125 / night

£400 - £2,200 / week

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from £125 / night

(9) Very Good 

14

Brighstone Bay holiday caravan/mobile home rental

Brighstone / Brighstone Bay

3 6 Min stay varies

  • 3 bedrooms
  • Sleeps 6
  • Min stay varies
  • Beach / lakeside relaxation
  • Nearest beach 0.1 km
  • Child friendly
“Fantastic setting friendly staff, perfect for young family” Lovely little farm setting only a walk away from the pretty bay. The children loved getting up in the morning and feeding the goats, chickens, ducks etc and then watching all of the animals
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from £74 / night

£445 - £1,200 / week

Enquire View

from £74 / night

8

B&b rental in Shanklin

Isle of Wight / Shanklin

1 2 3 nights min

  • 1 bedroom
  • Sleeps 2
  • 3 nights min
  • Child friendly

from £70 / night

£490 / week

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from £70 / night

(1) Very Good 

14

Bungalow rental in Seaview

Isle of Wight / Seaview

3 6 Min stay varies

  • 3 bedrooms
  • Sleeps 6
  • Min stay varies
  • Beach / lakeside relaxation
  • Child friendly
  • Ask about pets

from £170 / night

£460 - £980 / week

Enquire View

from £170 / night

17

Holiday home in Newport

Isle of Wight / Newport

4 7 6 nights min

  • 4 bedrooms
  • Sleeps 7
  • 6 nights min
  • Nearest beach 8 km
  • Child friendly
  • Private garden

from £250 / night

£1,750 / week

Book View

from £250 / night

(3) Very Good 

18

Holiday home in Shanklin

Isle of Wight / Shanklin

4 8 Min stay varies

  • 4 bedrooms
  • Sleeps 8
  • Min stay varies
  • Beach / lakeside relaxation
  • Child friendly
  • Private garden

from £224 / night

£575 - £1,325 / week

Enquire View

from £224 / night

(4) Very Good 

16

Home rental in Niton, Isle of Wight

Ventnor / Niton, Isle of Wight

3 6 Min stay varies

  • 3 bedrooms
  • Sleeps 6
  • Min stay varies
  • Child friendly
  • Private garden
“Pine ridge is a home from home property” What a superb house and location! Everything you want for an enjoyable break on IoW. The property benefitted from superb views and proximity to beach and dinning was really good for the kids and us. The hous
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from £120 / night

£440 - £820 / week

Enquire View

from £120 / night

(3) Very Good 

25

Villa letting in Cowes

Cowes / West Cowes

5 11 Min stay varies

  • 5 bedrooms
  • Sleeps 11
  • Min stay varies
  • Child friendly
  • Ask about pets
  • Private garden

from £140 / night

£700 - £5,200 / week

Book View

from £140 / night

(3) Average 

16

Wootton Bridge holiday cottage rental

Isle of Wight / Wootton Bridge

3 6 7 nights min

  • 3 bedrooms
  • Sleeps 6
  • 7 nights min
  • Beach / lakeside relaxation
  • Nearest beach 2 km
  • Child friendly

from £125 / night

£875 / week

Book View

Responds fast!
avg. 3 hours 3 minutes

from £125 / night

(6) Excellent 

29

Holiday cottage in Ventnor

Isle of Wight / Ventnor

3 6 7 nights min

  • 3 bedrooms
  • Sleeps 6
  • 7 nights min
  • Beach / lakeside relaxation
  • Child friendly
  • Car not necessary
“Perfect!!!” Our stay was at short notice. We couldn't have asked for a better place to stay for the weekend. The cottage is beautifully presented, and has absolutely everything you need. The sea views from the patios are wonderful, all we needed wa
…see more

from £87 / night

£612 - £1,100 / week

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from £87 / night

(50) Excellent 

31

Holiday cottage rental

Shanklin / Old Village

3 6 7 nights min

  • 3 bedrooms
  • Sleeps 6
  • 7 nights min
  • Child friendly
  • Car not necessary
  • Private garden

from £66 / night

£460 - £1,240 / week

Enquire View

from £66 / night

16

Holiday chalet in Yaverland

Sandown / Yaverland

2 4 3 nights min

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

from £69 / night

£275 - £450 / week

Enquire View

from £69 / night

10

Bembridge holiday caravan/mobile home rental

Isle of Wight / Bembridge

2 4 4 nights min

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

from £65 / night

£455 / week

Book View

Responds fast!
avg. 38 minutes

from £65 / night

(3) Very Good 

14

Holiday home accommodation

Isle of Wight / Cowes

4 8 Min stay varies

  • 4 bedrooms
  • Sleeps 8
  • Min stay varies
  • Child friendly
  • Pet friendly
  • Private garden
“Home ffrom home” Fab place to stay , lots of room for the family and small dog could have done with a a bit more cleaning but other than that we loved it.
…see more

from £110 / night

£450 - £2,600 / week

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from £110 / night

(25) Excellent 

16

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
“perfect base to explore the Isle of Wight” this was a great flat, beautiful views overlooking the ocean, two bedrooms (one double, one twin), All the kitchen accessories and equipment you could think of, and a welcome pack with tea, coffee and a bottl
…see more

from £85 / night

£440 - £830 / week

Enquire View

from £85 / night

(3) Very Good 

13

Cowes holiday home let

Cowes / West Cowes

4 8 Min stay varies

  • 4 bedrooms
  • Sleeps 8
  • Min stay varies
  • Beach / lakeside relaxation
  • Child friendly
  • Car not necessary
“Spacious, comfortable and great location” This place provided a great base for 7 middle-aged chaps completing the Isle of Wight coastal path in May. Excellent location - just a short stroll from the shops and excellent pubs of Cowes - and surprisingl
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from £94 / night

£1,600 / week

Book View

Responds fast!
avg. 3 hours 22 minutes

from £94 / night

(10) Very Good 

22

Cowes holiday home rental

Cowes / West Cowes

6 14 Min stay varies

  • 6 bedrooms
  • Sleeps 14
  • Min stay varies
  • Beach / lakeside relaxation
  • Nearest beach 0.18 km
  • Child friendly
“Christmas in Cowes” Great house. We were a group of 9 adults and 5 children all 2 and under. This house was the perfect place to spend christmas, plenty of room and a great kitchen with everything you need including a stocked pantry, which is always h
…see more

from £295 / night

£2,065 / week

Enquire View

from £295 / night

(2) Excellent 

7

Holiday log cabin in Chale

Isle of Wight / Chale

3 6 3 nights min

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

from £100 / night

£500 / week

Book View

from £100 / night

(14) Excellent 

Certificate of Excellence

16

Freshwater holiday bungalow rental

Isle of Wight / Freshwater

2 5 3 nights min

  • 2 bedrooms
  • Sleeps 5
  • 3 nights min
  • Child friendly

Certificate of Excellence

from £80 / night

£495 - £520 / week

Book View

Responds fast!
avg. 2 hours 24 minutes

from £80 / night

5

Holiday farmhouse with golf nearby in Yarmouth

Isle of Wight / Yarmouth

7 19 3 nights min

  • 7 bedrooms
  • Sleeps 19
  • 3 nights min
  • Child friendly
  • Pet friendly

from £600 / night

£3,000 / week

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from £600 / night

(9) Excellent 

20

Holiday home rental

Ventnor / Ventnor Bay

5 10 Min stay varies

  • 5 bedrooms
  • Sleeps 10
  • Min stay varies
  • Beach / lakeside relaxation
  • Nearest beach 0.3 km
  • Child friendly
“A great mini-break” We had the pleasure of staying at Bermuda House for part of February half term. The house is very spacious and yet always very warm and welcoming. The huge kitchen diner provides a lovely central hub . Ventnor's charms were evident
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from £140 / night

£700 - £1,650 / week

Enquire View

from £140 / night

(4) Excellent 

19

Sandown holiday chalet rental

Isle of Wight / Sandown

2 6 Min stay varies

  • 2 bedrooms
  • Sleeps 6
  • Min stay varies
  • Nearest beach 0.2 km
  • Child friendly
  • Car not necessary

from £42 / night

£210 - £515 / week

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from £42 / night

17

Cottage accommodation in Newport

Isle of Wight / Newport

3 5 Min stay varies

  • 3 bedrooms
  • Sleeps 5
  • Min stay varies
  • Child friendly

from £100 / night

£300 - £945 / week

Enquire View

from £100 / night

(1) Very Good 

10

Holiday home rental

Isle of Wight / Cowes

4 7 Min stay varies

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

from £95 / night

£450 - £2,800 / week

Book View

from £95 / night