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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1,565 Holiday homes

17

Holiday home in Cowes

Isle of Wight / Cowes

4 10 Min stay varies

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

from £135 / night

£630 - £3,500 / week

Book View

from £135 / night

(22) Excellent 

Certificate of Excellence

25

Holiday cottage in Brading

Isle of Wight / Brading

2 4 Min stay varies

  • 2 bedrooms
  • Sleeps 4
  • Min stay varies
  • Beach / lakeside relaxation
  • Nearest beach 2 km
  • Child friendly
“Great accomadation and location” I went with my daughter and my two grandchildren who are 9 and 10 years old. As the cottage is in its own grounds with swings it was safe to let them go and play on their own. It was a 10min journey by car to a large T
…see more

Certificate of Excellence

from £90 / night

£450 - £850 / week

Book View

Responds fast!
avg. 1 hour 19 minutes

from £90 / night

(16) Excellent 

Certificate of Excellence

22

Holiday cottage letting

Isle of Wight / Bembridge

2 4 Min stay varies

  • 2 bedrooms
  • Sleeps 4
  • Min stay varies
  • Beach / lakeside relaxation
  • Nearest beach 0.75 km
  • Child friendly

Certificate of Excellence

from £100 / night

£490 - £840 / week

Book View

Responds fast!
avg. 2 hours 35 minutes

from £100 / night

(1) Average 

10

Holiday cottage rental

Isle of Wight / Shanklin

2 4 Min stay varies

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

from £125 / night

£350 - £700 / week

Book View

from £125 / night

(17) Excellent 

24

Holiday home rental

Isle of Wight / Cowes

4 8 Min stay varies

  • 4 bedrooms
  • Sleeps 8
  • Min stay varies
  • Child friendly
  • Private garden
“A lovely family house in a great location would recommend” A lovely family house in great location near the town, pubs and of course the sea. The house was great for all in our party which included children, and was clean tidy and welcoming for us
…see more

from £200 / night

£900 - £3,000 / week

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from £200 / night

19

Holiday home in Cowes

Isle of Wight / Cowes

5 12 Min stay varies

  • 5 bedrooms
  • Sleeps 12
  • Min stay varies
  • Child friendly
  • Car not necessary
  • Private garden

from £450 / night

£3,150 / week

Book View

from £450 / night

(24) Excellent 

35

Holiday cottage in Cowes

Isle of Wight / Cowes

2 6 Min stay varies

  • 2 bedrooms
  • Sleeps 6
  • Min stay varies
  • Beach / lakeside relaxation
  • Child friendly
  • Car not necessary
“Excellently presented, cosy cottage in fantastic location” Perfect for Cowes week. One street back from the high street and M&S 20 yards away. The cottage was spotless and equipped with everything we could have needed. The courtyard was a sheltered su
…see more

from £145 / night

£450 - £1,450 / week

Book View

Responds fast!
avg. 2 hours 42 minutes

from £145 / night

(47) Excellent 

32

Holiday cottage rental

Isle of Wight / Shanklin

2 4 3 nights min

  • 2 bedrooms
  • Sleeps 4
  • 3 nights min
  • Beach / lakeside relaxation
  • Nearest beach 0 km
  • Child friendly
“This is a Gem and ticks all the boxes!” This is an immaculately clean establishment offering the choice of both B&B and self catering. It is in a great position just a few minutes walk to the beach in one direction and the town in the other. It is in
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from £65 / night

£450 / week

Enquire View

from £65 / night

18

Home accommodation in Shanklin

Isle of Wight / Shanklin

4 8 4 nights min

  • 4 bedrooms
  • Sleeps 8
  • 4 nights min
  • Nearest beach 0.5 km
  • Child friendly
  • Private garden

from £150 / night

£795 / week

Book View

from £150 / night

(1) Very Good 

14

Holiday chalet in Yaverland

Sandown / Yaverland

2 6 Min stay varies

  • 2 bedrooms
  • Sleeps 6
  • Min stay varies
  • Beach / lakeside relaxation
  • Child friendly

from £54 / night

£225 - £500 / week

Enquire View

from £54 / night

(28) Excellent 

20

Home rental in Yarmouth

Isle of Wight / Yarmouth

3 6 Min stay varies

  • 3 bedrooms
  • Sleeps 6
  • Min stay varies
  • Beach / lakeside relaxation
  • Nearest beach 1 km
  • Child friendly
“A well designed, luxuriously equipped property, Waters Edge was just what we were looking for” Our favourite things about Waters Edge were the the views to the mainland and watching boats go by, the comfy beds, the original artwork pictures, the elect
…see more

from £143 / night

£840 - £1,800 / week

Enquire View

from £143 / night

(11) Excellent 

17

Newport holiday yurt rental

Isle of Wight / Newport

1 6 Min stay varies

  • 1 bedroom
  • Sleeps 6
  • Min stay varies
  • Child friendly
  • Private garden

from £99 / night

£693 / week

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Responds fast!
avg. 2 hours 56 minutes

from £99 / night

16

Holiday b&b in Freshwater

Isle of Wight / Freshwater

1 2 1 night min

  • 1 bedroom
  • Sleeps 2
  • 1 night min
  • Child friendly
  • Private garden

from £80 / night

£560 / week

Book View

from £80 / 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
…see more

from £140 / night

£700 - £1,650 / week

Enquire View

from £140 / night

9

Home rental in Bembridge

Isle of Wight / Bembridge

2 4 Min stay varies

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

from £85 / night

£395 - £825 / week

Book View

from £85 / night

(1)  

13

Holiday chalet in Sandown

Isle of Wight / Sandown

2 4 Min stay varies

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

from £54 / night

£225 - £400 / week

Enquire View

from £54 / night

(4) Excellent 

12

Holiday lodge in Whitwell

Ventnor / Whitwell

2 6 2 nights min

  • 2 bedrooms
  • Sleeps 6
  • 2 nights min
  • Child friendly
  • Pet friendly
  • Private garden

from £140 / night

£980 / week

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from £140 / night

(7) Excellent 

30

Ventnor holiday penthouse rental

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 £130 / night

£500 - £1,300 / week

Book View

Responds fast!
avg. 43 minutes

from £130 / night

(17) Excellent 

Certificate of Excellence

25

Ventnor Bay holiday apartment rental

Ventnor / Ventnor Bay

2 4 Min stay varies

  • 2 bedrooms
  • Sleeps 4
  • Min stay varies
  • Beach / lakeside relaxation
  • Child friendly
“Relaxed elegance in Ventnor” Our 2nd visit to this accommodation, this time staying in the 2 bedroomed Carisbrook apartment. Very comfortable, spacious, light and elegant accommodation with the added bonus of a wood burner and view of the park. A gr
…see more

Certificate of Excellence

from £95 / night

£495 - £995 / week

Book View

Responds fast!
avg. 1 hour 23 minutes

from £95 / night

(6) Excellent 

12

Holiday cottage in Ryde

Isle of Wight / Ryde

2 4 7 nights min

  • 2 bedrooms
  • Sleeps 4
  • 7 nights min
  • Beach / lakeside relaxation
  • Child friendly
  • Car not necessary

from £186 / night

£1,300 / week

Book View

from £186 / night

17

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 £115 / night

£525 - £2,600 / week

Book View

from £115 / night

(25) 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

(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
…see more

from £95 / night

£665 / week

Book View

from £95 / night

(6) Excellent 

21

Villa rental in Shanklin

Isle of Wight / Shanklin

2 4 3 nights min

  • 2 bedrooms
  • Sleeps 4
  • 3 nights min
  • Beach / lakeside relaxation
  • Child friendly
  • Pet friendly
“Fantastic, look no further!” We had a fantastic stay at The Albury. The location is superb 2 mins into town and 5 mins from the beach. It has everything you need from a holiday home, its beautifully decorated, spotlessly clean and has all you need for
…see more

from £65 / night

£455 / week

Enquire View

from £65 / night

(12) Excellent 

Certificate of Excellence

23

Holiday apartment in Newchurch

Sandown / Newchurch

1 2 1 night min

  • 1 bedroom
  • Sleeps 2
  • 1 night min
  • Pet friendly
  • Private garden
“Superb stay at this gorgeous little annex!” Thank you so much Lisa, we had just the best stay at your beautiful cottage. We stayed for two nights at The Annex. Its is very well equipped, lots of thoughtful and useful touches. Not just the usual drink
…see more

Certificate of Excellence

from £60 / night

£420 / week

Book View

Responds fast!
avg. 41 minutes

from £60 / night

(4) Excellent 

16

Holiday townhouse rental

Isle of Wight / Cowes

5 12 3 nights min

  • 5 bedrooms
  • Sleeps 12
  • 3 nights min
  • Nearest beach 2 km
  • Child friendly
  • Car not necessary
“This place is so great we have been back again!” I have stayed here twice with extended family. The house is spacious and comfortable with great style. The property is located in a great spot with easy walking access to Cowes, a variety of shops, pubs
…see more

from £320 / night

£1,900 - £2,222 / week

Book View

from £320 / night

(1) Excellent 

18

Newport holiday home let

Isle of Wight / Newport

3 5 7 nights min

  • 3 bedrooms
  • Sleeps 5
  • 7 nights min
  • Child friendly
  • Private garden

from £10 / night

£1,250 / week

Book View

from £10 / night

(1) Excellent 

16

Cottage rental in Gurnard

Isle of Wight / Gurnard

2 4 Min stay varies

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

from £100 / night

£450 - £1,550 / week

Book View

from £100 / night

(21) Excellent 

24

Holiday bungalow in Yarmouth

Isle of Wight / Yarmouth

4 10 Min stay varies

  • 4 bedrooms
  • Sleeps 10
  • Min stay varies
  • Beach / lakeside relaxation
  • Nearest beach 6 km
  • Child friendly
“Fantastic facilities for whole family on beautiful island” The facilities for my mum who has limited mobility were great which made the stay so much easier for all of us. Walk in shower and easy access throughout the house with no silly little steps
…see more

from £180 / night

£600 - £1,950 / week

Enquire View

from £180 / night

(15) Very Good 

29

Freshwater holiday apartment rental

Freshwater / Freshwater Bay

2 4 2 nights min

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

from £75 / night

£325 - £925 / week

Book View

Responds fast!
avg. 1 hour 7 minutes

from £75 / 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

Book View

from £600 / night

(15) Very Good 

17

Holiday log cabin in Woodside Beach

Isle of Wight / Woodside Beach

1 4 Min stay varies

  • 1 bedroom
  • Sleeps 4
  • Min stay varies
  • Beach / lakeside relaxation
  • Nearest beach 0.2 km
  • Child friendly
“Quiet relaxing Weekend” Quiet, lovely retreat. Very modern interiors, Lovely owners. very helpful, friendly, made you feel at ease! Would definately use this log cabin again. If you love wildlife its a must, Red Squirels, Pheasants, birds. The owners
…see more

from £60 / night

£275 - £480 / week

Enquire View

from £60 / night

(1) Excellent 

25

Holiday home 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

from £200 / night

£925 - £1,895 / week

Book View

from £200 / night

(47) Excellent 

19

Holiday cottage in Newchurch

Sandown / Newchurch

2 4 Min stay varies

  • 2 bedrooms
  • Sleeps 4
  • Min stay varies
  • Beach / lakeside relaxation
  • Nearest beach 7 km
  • Child friendly
“Wonderful cosy cottage with wecoming hosts!” We loved our stay at the Brew House Cottage. It was well equipped and tastefully decorated. We were met on arrival by Ali and David who were wonderful hosts. They had provided a welcome hamper with homemade
…see more

from £90 / night

£600 - £750 / week

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from £90 / night

36

Shanklin holiday home rental

Isle of Wight / Shanklin

1 2 1 night min

  • 1 bedroom
  • Sleeps 2
  • 1 night min

from £118 / night

£826 / week

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from £118 / night

22

Holiday cottage in Newchurch

Sandown / Newchurch

4 6 Min stay varies

  • 4 bedrooms
  • Sleeps 6
  • Min stay varies
  • Child friendly
  • Ask about pets
  • Private garden

from £150 / night

£875 - £1,275 / week

Book View

from £150 / night

16

Sandown holiday chalet rental

Isle of Wight / Sandown

2 4 3 nights min

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

from £50 / night

£300 - £510 / week

Book View

Responds fast!
avg. 3 hours 59 minutes

from £50 / night

16

Bembridge holiday townhouse rental

Bembridge / Bembridge Harbour

3 6 Min stay varies

  • 3 bedrooms
  • Sleeps 6
  • Min stay varies
  • Beach / lakeside relaxation
  • Nearest beach 0.05 km
  • Child friendly

from £110 / night

£450 - £995 / week

Book View

from £110 / night

6

Bembridge holiday caravan/mobile home rental

Bembridge / Bembridge Beach

2 6 Min stay varies

  • 2 bedrooms
  • Sleeps 6
  • Min stay varies
  • Private garden

from £50 / night

£350 - £630 / week

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from £50 / night

12

Holiday apartment in Shanklin

Isle of Wight / Shanklin

2 3 Min stay varies

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

from £66 / night

£325 - £790 / week

Enquire View

from £66 / night