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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1,548 Holiday homes

(1) Excellent 

10

Holiday apartment in Cowes

Isle of Wight / Cowes

1 4 Min stay varies

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

from £95 / night

£420 - £1,500 / week

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from £95 / night

(2) Very Good 

9

Holiday villa in Ventnor Bay

Ventnor / Ventnor Bay

5 10 Min stay varies

  • 5 bedrooms
  • Sleeps 10
  • Min stay varies
  • Beach / lakeside relaxation
  • Nearest beach 0.25 km
  • Child friendly

from £250 / night

£1,000 - £2,275 / week

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from £250 / night

(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

(3) Very Good 

6

Seaview holiday cottage rental

Isle of Wight / Seaview

3 5 4 nights min

  • 3 bedrooms
  • Sleeps 5
  • 4 nights min
  • Beach / lakeside relaxation
  • Child friendly
  • Pet friendly

from £200 / night

£1,020 / week

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from £200 / night

(5) Excellent 

24

Holiday chalet letting

Isle of Wight / Ventnor

3 6 Min stay varies

  • 3 bedrooms
  • Sleeps 6
  • Min stay varies
  • Beach / lakeside relaxation
  • Child friendly
  • Car not necessary
“Lovely place to stay” We stayed here over Easter and the weather was rather cold but this chalet was really cosy. The view is amazing and the pictures don't do it justice, I loved sitting eating and looking at the ferries that go by. The little garden
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from £95 / night

£396 - £714 / week

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Responds fast!
avg. 2 hours 17 minutes

from £95 / night

(1) Excellent 

14

Cowes holiday apartment rental

Isle of Wight / Cowes

2 5 Min stay varies

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

from £110 / night

£500 - £2,300 / week

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from £110 / 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

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from £100 / 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

from £450 / night

£3,150 / week

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from £450 / night

(33) Excellent 

27

Holiday bungalow with golf nearby in Sandown

Isle of Wight / Sandown

4 7 Min stay varies

  • 4 bedrooms
  • Sleeps 7
  • Min stay varies
  • Beach / lakeside relaxation
  • Nearest beach 0.2 km
  • Child friendly
“Perfect for a young family” We had another fabulous stay at the bungalow. It is VERY child friendly and easy reach to the park, beach and shops. The children enjoyed playing in the newly landscaped garden. We have certainly made some very happy memori
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from £78 / night

£380 - £1,144 / week

Enquire View

from £78 / night

20

Holiday apartment in Sandown

Isle of Wight / Sandown

1 2 7 nights min

  • 1 bedroom
  • Sleeps 2
  • 7 nights min
  • Beach / lakeside relaxation
  • Nearest beach 0.5 km
  • Car not necessary

from £79 / night

£550 / week

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from £79 / night

(6) Excellent 

23

Shanklin holiday apartment rental

Isle of Wight / Shanklin

3 8 Min stay varies

  • 3 bedrooms
  • Sleeps 8
  • Min stay varies
  • Beach / lakeside relaxation
  • Child friendly
  • Car not necessary
“MARVELOUS SHANKLIN” The apartment we stayed in was the Montague which is 3 bed and quite honestly could not be faulted in anyway . it has large rooms and particularly the lounge and kitchen are more than adequate size . Everything is clean and all th
…see more

from £160 / night

£795 - £1,990 / week

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from £160 / 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

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

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from £110 / night

(5) Excellent 

17

Yarmouth holiday home let

Isle of Wight / Yarmouth

3 8 Min stay varies

  • 3 bedrooms
  • Sleeps 8
  • Min stay varies
  • Beach / lakeside relaxation
  • Child friendly
  • Ask about pets
“The perfect accomodation for groups or families alike” We recently stayed at this marvellous property for a family holiday to the Isle of Wight. We were looking for something that could cope with two young children (2 3/4 years and 4 months) and a dog
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from £147 / night

£550 - £1,350 / week

Enquire View

from £147 / night

(24) Excellent 

21

Home rental in Shanklin

Isle of Wight / Shanklin

4 8 Min stay varies

  • 4 bedrooms
  • Sleeps 8
  • Min stay varies
  • Beach / lakeside relaxation
  • Nearest beach 2 km
  • Child friendly
“The Retreat” Lovely stay, perfect location, clean and plenty of room for two families, we would definitely go back. We loved our stay.
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from £160 / night

£800 - £2,000 / week

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Responds fast!
avg. 3 hours 9 minutes

from £160 / 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

(1) Excellent 

19

Holiday home in Yarmouth

Isle of Wight / Yarmouth

3 9 Min stay varies

  • 3 bedrooms
  • Sleeps 9
  • Min stay varies
  • Nearest beach 0.2 km
  • Child friendly
  • Pet friendly

from £165 / night

£725 - £2,020 / week

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Responds fast!
avg. 1 hour 24 minutes

from £165 / night

(1) Excellent 

16

Godshill holiday caravan/mobile home rental

Isle of Wight / Godshill

3 8 Min stay varies

  • 3 bedrooms
  • Sleeps 8
  • Min stay varies
  • Child friendly
  • Pet friendly
  • Private garden

from £85 / night

£750 - £1,295 / week

Book View

from £85 / night

(3) Very Good 

8

Holiday cottage in Gurnard

Isle of Wight / Gurnard

2 4 7 nights min

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

from £350 / night

£450 - £840 / week

Enquire View

from £350 / night

(23) Excellent 

39

Holiday manor house in Yarmouth

Isle of Wight / Yarmouth

10 22 3 nights min

  • 10 bedrooms
  • Sleeps 22
  • 3 nights min
  • Child friendly
  • Ask about pets
  • Private garden

from £700 / night

£4,900 / week

Book View

from £700 / night

7

Holiday apartment rental

Isle of Wight / Ventnor

2 4 Min stay varies

  • 2 bedrooms
  • Sleeps 4
  • Min stay varies
  • Child friendly
  • Car not necessary

from £60 / night

£300 - £750 / week

Enquire View

from £60 / night

(1) Excellent 

13

Holiday home in Freshwater

Isle of Wight / Freshwater

4 8 Min stay varies

  • 4 bedrooms
  • Sleeps 8
  • Min stay varies
  • Nearest beach 1 km
  • Child friendly
  • Private garden

from £95 / night

£1,279 / week

Book View

from £95 / 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

6

Holiday b&b rental

Isle of Wight / Shanklin

1 2 1 night min

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

from £80 / night

£560 / week

Book View

from £80 / night

(1) Excellent 

31

Holiday cottage in Brighstone

Isle of Wight / Brighstone

3 6 7 nights min

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

from £53 / night

£365 - £1,350 / week

Book View

from £53 / night

15

Apartment rental in Sandown with golf nearby

Isle of Wight / Sandown

1 2 7 nights min

  • 1 bedroom
  • Sleeps 2
  • 7 nights min
  • Beach / lakeside relaxation
  • Nearest beach 0.5 km
  • Car not necessary

from £68 / night

£470 / week

Book View

from £68 / night

(1) Very Good 

9

Cowes holiday home rental

Isle of Wight / Cowes

2 4 4 nights min

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

from £150 / night

£1,050 / week

Book View

from £150 / night

(2) Very Good 

8

Holiday home with golf nearby in Cowes

Cowes / West Cowes

3 10 7 nights min

  • 3 bedrooms
  • Sleeps 10
  • 7 nights min
  • Nearest beach 0.8 km
  • Child friendly
  • Car not necessary
“Excelent town house with spectacular roof terrace.” Whole crew stayed here for the 'round the Island race' Perfect house in walking distance of the marina, ferry, shops, pubs and restaurants.
…see more

from £522 / night

£3,650 / week

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Responds fast!
avg. 3 hours 12 minutes

from £522 / night

14

Holiday chalet in Bembridge

Isle of Wight / Bembridge

2 6 3 nights min

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

from £63 / night

£441 / week

Book View

from £63 / night

4

Newport holiday cottage rental

Isle of Wight / Newport

2 4 Min stay varies

  • 2 bedrooms
  • Sleeps 4
  • Min stay varies

Pricing unknown

Book View

Responds fast!
avg. 56 minutes

Pricing unknown

14

Holiday home in Newport

Isle of Wight / Newport

3 6 7 nights min

  • 3 bedrooms
  • Sleeps 6
  • 7 nights min
  • Child friendly
  • Private garden

from £10 / night

£950 / week

Book View

from £10 / night

9

Newport holiday home rental

Isle of Wight / Newport

3 6 7 nights min

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

from £10 / night

£800 / week

Book View

from £10 / night

20

Holiday home rental

Isle of Wight / Bembridge

4 8 Min stay varies

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

from £168 / night

£1,175 - £1,725 / week

Book View

from £168 / night

(2) Excellent 

16

Home rental in Cowes

Isle of Wight / Cowes

4 8 Min stay varies

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

from £265 / night

£900 - £7,000 / week

Book View

from £265 / night

15

Holiday home rental

Isle of Wight / Cowes

4 8 Min stay varies

  • 4 bedrooms
  • Sleeps 8
  • Min stay varies
  • Child friendly
  • Pet friendly
  • Private garden

from £135 / night

£625 - £2,750 / week

Book View

from £135 / night

13

Shanklin holiday apartment rental

Isle of Wight / Shanklin

2 6 Min stay varies

  • 2 bedrooms
  • Sleeps 6
  • Min stay varies
  • Child friendly
  • Car not necessary
  • Pet friendly

from £90 / night

£800 - £1,165 / week

Book View

from £90 / night

(18) Excellent 

Certificate of Excellence

23

Holiday home in Ryde

Isle of Wight / Ryde

2 6 Min stay varies

  • 2 bedrooms
  • Sleeps 6
  • Min stay varies
  • Beach / lakeside relaxation
  • Child friendly
  • Car not necessary
“Loveley cottage in a great location” I stayed here for a week with my small dog who loved the outside courtyard. The cottage is really comfortable and clean and has everything you need for a good holiday. It is in an excellent location just minutes
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Certificate of Excellence

from £100 / night

£500 - £900 / week

Book View

Responds fast!
avg. 56 minutes

from £100 / night

8

Holiday home in Shanklin

Isle of Wight / Shanklin

3 6 Min stay varies

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

from £140 / night

£775 - £1,445 / week

Book View

from £140 / night

(12) Excellent 

21

Shanklin holiday studio rental

Isle of Wight / Shanklin

Studio 2 Min stay varies

  • Studio
  • Sleeps 2
  • Min stay varies
  • Beach / lakeside relaxation
  • Car not necessary
“Shanklin Villa Apartments.” A return visit and once again we weren't disappointed. Friendly staff and even got a text message to tell us the 'Beatrice' was ready earlier than we expected. Sea view this time and all equipment we needed was provided. Ma
…see more

from £50 / night

£240 - £620 / week

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from £50 / night

23

Rookley holiday barn rental

Isle of Wight / Rookley

4 7 Min stay varies

  • 4 bedrooms
  • Sleeps 7
  • Min stay varies
  • Nearest beach 10 km
  • Child friendly
  • Private garden

Pricing unknown

Book View

Pricing unknown