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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1,597 Holiday homes

(3) Excellent 

14

Holiday caravan/mobile home in Bembridge

Isle of Wight / Bembridge

3 8 3 nights min

  • 3 bedrooms
  • Sleeps 8
  • 3 nights min
  • Beach / lakeside relaxation
  • Child friendly

from £29 / night

£200 / week

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from £29 / 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
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from £100 / night

£395 - £1,995 / week

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Responds fast!
avg. 1 hour 53 minutes

from £100 / night

(11) Very Good 

Certificate of Excellence

26

Holiday cottage in Seaview

Isle of Wight / Seaview

4 8 7 nights min

  • 4 bedrooms
  • Sleeps 8
  • 7 nights min
  • Beach / lakeside relaxation
  • Child friendly
  • Pet friendly

Certificate of Excellence

from £157 / night

£1,095 / week

Book View

Responds fast!
avg. 3 hours 5 minutes

from £157 / night

(8) Excellent 

Certificate of Excellence

14

Cowes holiday home rental

Cowes / West Cowes

6 12 Min stay varies

  • 6 bedrooms
  • Sleeps 12
  • Min stay varies
  • Beach / lakeside relaxation
  • Nearest beach 0.5 km
  • Child friendly
“An excellent house for a family Christmas, and a great location for summer visitors.” Twelve of us spent our family Christmas in Alban house and it was perfect. The house is lovely, great location, spotlessly clean, warm and comfortable. Carol could
…see more

Certificate of Excellence

from £700 / night

£2,500 - £4,000 / week

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from £700 / night

(1) Excellent 

7

Bonchurch holiday apartment rental

Ventnor / Bonchurch

2 4 Min stay varies

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

from £85 / night

£550 - £675 / week

Book View

from £85 / night

(3) Very Good 

16

Apartment rental in Cowes

Isle of Wight / Cowes

3 6 Min stay varies

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

from £150 / night

£700 - £3,100 / week

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from £150 / night

(1) Excellent 

8

Holiday lodge in Ventnor

Isle of Wight / Ventnor

1 4 3 nights min

  • 1 bedroom
  • Sleeps 4
  • 3 nights min
  • Beach / lakeside relaxation
  • Child friendly

from £115 / night

£805 / week

Enquire View

from £115 / night

21

Holiday apartment rental

Isle of Wight / Shanklin

2 4 Min stay varies

  • 2 bedrooms
  • Sleeps 4
  • Min stay varies
  • Nearest beach 0.5 km
  • Child friendly
  • Car not necessary

from £70 / night

£350 - £850 / week

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Responds fast!
avg. 2 hours 39 minutes

from £70 / night

(9) Excellent 

24

Holiday home in Bonchurch

Ventnor / Bonchurch

5 10 7 nights min

  • 5 bedrooms
  • Sleeps 10
  • 7 nights min
  • Beach / lakeside relaxation
  • Nearest beach 0.5 km
  • Child friendly
“Amazing Festive Stay” A very enjoyable Christmas stay. House was amazing, warm and welcoming with plenty of room for all. Excellent kitchen and dining area with more than enough pots and pans. Plenty of opportunities for walks - long or short - the vi
…see more

from £386 / night

£2,700 / week

Enquire View

from £386 / night

(18) Very Good 

10

Wootton Bridge holiday chalet rental

Isle of Wight / Wootton Bridge

2 6 Min stay varies

  • 2 bedrooms
  • Sleeps 6
  • Min stay varies
  • Beach / lakeside relaxation
  • Child friendly
  • Pet friendly
“Clean reasonably well equipped chalet good base for holiday.” Good communication leading up to stay, very good communication during stay. Very happy with chalet.Would be happy to use the accommodation again. Little bit out of the way but I guess that'
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from £69 / night

£395 - £645 / week

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from £69 / night

(2) Very Good 

13

Holiday chalet in Ventnor Bay

Ventnor / Ventnor Bay

2 4 Min stay varies

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

from £92 / night

£450 - £700 / week

Book View

from £92 / 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

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from £10 / night

(5) Excellent 

21

Townhouse rental in Cowes

Cowes / West Cowes

4 10 Min stay varies

  • 4 bedrooms
  • Sleeps 10
  • Min stay varies
  • Child friendly
“Mrs” Lovely property, great location and very well maintained. Communication from manager and check in very efficient.
…see more

from £130 / night

£600 - £3,400 / week

Book View

from £130 / night

(9) Excellent 

Certificate of Excellence

14

Holiday apartment in Cowes

Cowes / West Cowes

2 4 Min stay varies

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

Certificate of Excellence

from £110 / night

£500 - £2,300 / week

Book View

from £110 / night

(1) Excellent 

24

Newchurch holiday cottage rental

Sandown / Newchurch

3 6 Min stay varies

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

from £162 / night

£975 - £1,350 / week

Book View

from £162 / night

(8) Excellent 

Certificate of Excellence

12

Yarmouth holiday home rental

Isle of Wight / Yarmouth

3 6 Min stay varies

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

Certificate of Excellence

from £75 / night

£525 / week

Book View

Responds fast!
avg. 1 hour 34 minutes

from £75 / night

(1) Excellent 

14

Holiday apartment in Ventnor

Isle of Wight / Ventnor

1 2 Min stay varies

  • 1 bedroom
  • Sleeps 2
  • Min stay varies
  • Nearest beach 0.1 km
  • Car not necessary

from £70 / night

£445 - £560 / week

Book View

Responds fast!
avg. 24 minutes

from £70 / night

(28) Excellent 

18

Sandown holiday apartment rental

Isle of Wight / Sandown

2 4 Min stay varies

  • 2 bedrooms
  • Sleeps 4
  • Min stay varies
  • Beach / lakeside relaxation
  • Nearest beach 0.5 km
  • Child friendly
“Stay at Rosie's place” Our stay at Rosie's place was excellent. It was very clean and all the amenities we could have wanted. It is also close to the beach and centre of town. Would recommend this accommodation.
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from £70 / night

£350 - £850 / week

Book View

Responds fast!
avg. 55 minutes

from £70 / night

(16) Very Good 

10

Holiday home in Gurnard

Isle of Wight / Gurnard

2 4 3 nights min

  • 2 bedrooms
  • Sleeps 4
  • 3 nights min
  • Beach / lakeside relaxation
  • Child friendly
  • Private garden
“Great little house” A lovely place to stay, all you need and very well designed and decorated. Great little spot, close to lovely cafe and beach.
…see more

from £60 / night

£1,575 / week

Book View

from £60 / night

(46) Very Good 

21

Holiday cottage in Yarmouth

Isle of Wight / Yarmouth

2 4 Min stay varies

  • 2 bedrooms
  • Sleeps 4
  • Min stay varies
  • Beach / lakeside relaxation
  • Nearest beach 0.1 km
  • Child friendly
“Brilliant Stay” The Ferry crossing was uncomplicated and organised. Dogs are allowed in the lower deck and on the sun deck which has wonderful views of the Island and the Solent. When you arrive on the Island at Yarmouth you are only 3-4 mins drive
…see more

from £95 / night

£395 - £1,245 / week

Book View

Responds fast!
avg. 1 hour 40 minutes

from £95 / 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

(19) Excellent 

Certificate of Excellence

26

Holiday apartment in Shanklin

Isle of Wight / Shanklin

1 4 Min stay varies

  • 1 bedroom
  • Sleeps 4
  • Min stay varies
  • Child friendly
  • Car not necessary
“First Class Accommodation and Host” The pictures of this property do not showcase it enough! My husband and I had a wonderful stay. The property was very spacious and tastefully decorated. We wanted for nothing, as everything we needed was available.
…see more

Certificate of Excellence

from £90 / night

£525 - £700 / week

Book View

from £90 / night

(3) Excellent 

9

Cowes holiday home rental

Cowes / West Cowes

4 9 Min stay varies

  • 4 bedrooms
  • Sleeps 9
  • Min stay varies
  • Beach / lakeside relaxation
  • Nearest beach 2 km
  • Suitable for children age 5+
“Great Location” We are a family of 2 adults and 6 children (& one nanny) and Beckford Road number 20 was a perfect location and size of us. We had a great stay. The accommodation was clean and comfortable. The booking was smooth and the price - relati
…see more

from £94 / night

£1,700 / week

Book View

from £94 / night

(6) Excellent 

Certificate of Excellence

26

Apartment rental in Ventnor Bay

Ventnor / Ventnor Bay

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 32 minutes

from £90 / night

(5) Excellent 

13

Holiday apartment in Brading

Isle of Wight / Brading

2 4 Min stay varies

  • 2 bedrooms
  • Sleeps 4
  • Min stay varies
  • Beach / lakeside relaxation
  • Nearest beach 1 km
  • Suitable for children age 5+

from £75 / night

£350 - £675 / week

Book View

from £75 / night

(1) Excellent 

22

Holiday apartment accommodation

Ventnor / Ventnor Bay

3 7 Min stay varies

  • 3 bedrooms
  • Sleeps 7
  • Min stay varies
  • Beach / lakeside relaxation
  • Nearest beach 0.05 km
  • Child friendly

from £100 / night

£550 - £950 / week

Book View

Responds fast!
avg. 2 hours 40 minutes

from £100 / night

18

Holiday apartment in Shanklin

Isle of Wight / Shanklin

1 2 Min stay varies

  • 1 bedroom
  • Sleeps 2
  • Min stay varies
  • Nearest beach 0.5 km
  • Child friendly
  • Car not necessary

from £70 / night

£350 - £750 / week

Book View

Responds fast!
avg. 2 hours 39 minutes

from £70 / night

(35) Excellent 

Certificate of Excellence

15

Ryde holiday lodge rental

Isle of Wight / Ryde

1 2 Min stay varies

  • 1 bedroom
  • Sleeps 2
  • Min stay varies
  • Beach / lakeside relaxation
  • Nearest beach 1 km
“Lovely lodge in beautiful surroundings, great location for touring the island.” Lovely welcome from Gill & Dave, who were warm & friendly throughout out stay. The lodge was great & set in such lovely gardens, so quiet and peaceful and beautifully kept
…see more

Certificate of Excellence

from £60 / night

£350 - £910 / week

Book View

Responds fast!
avg. 1 hour 18 minutes

from £60 / night

(7) 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
“Great views and location” The views are to die for. House a bit dated and as bedrooms downstairs floorboards creaky but everything there, except a dishwasher. Lovely garden and just 10 minutes from a great beach. Would definitely recommend and re
…see more

Certificate of Excellence

from £150 / night

£1,050 / week

Book View

from £150 / night

(14) Excellent 

Certificate of Excellence

15

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
“Lovely, comfortable holiday base” Lovely location with the beach,zoo and dinosaur museum within 5 minutes walk. The chalet was warm, comfortable and was well stocked with utensils and things to make the holiday easier. The chalet was more spacious tha
…see more

Certificate of Excellence

from £55 / night

£260 - £500 / week

Book View

Responds fast!
avg. 3 hours 6 minutes

from £55 / night

5

Holiday home in Cowes

Isle of Wight / Cowes

2 5 Min stay varies

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

from £70 / night

£490 / week

Book View

from £70 / night

(6) Excellent 

16

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
  • Car not necessary

from £250 / night

£950 - £2,500 / week

Book View

Responds fast!
avg. 1 hour 48 minutes

from £250 / night

(44) Excellent 

Certificate of Excellence

43

Holiday apartment in Shanklin

Shanklin / Luccombe Village

2 4 2 nights min

  • 2 bedrooms
  • Sleeps 4
  • 2 nights min
  • Beach / lakeside relaxation
  • Child friendly
“Pleasant Stay and wonderful location” We had wonderful stay in this gorgeous flat... the flat was very clean and welcoming. Maria was quite helpful during the booking stage and stay as well. The location was quite convenient to go around the island. w
…see more

Certificate of Excellence

from £80 / night

£560 / week

Book View

Responds fast!
avg. 2 hours 18 minutes

from £80 / 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

Book View

from £87 / night

(3) Excellent 

13

Holiday home in Wootton Bridge

Isle of Wight / Wootton Bridge

3 5 Min stay varies

  • 3 bedrooms
  • Sleeps 5
  • Min stay varies
  • Nearest beach 0.1 km
  • Child friendly
  • Car not necessary

from £93 / night

£385 - £765 / week

Book View

Responds fast!
avg. 1 hour 36 minutes

from £93 / night

17

Holiday home in Newport

Isle of Wight / Newport

4 7 7 nights min

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

from £10 / night

£1,250 / week

Book View

from £10 / night

19

Holiday cottage in Brading

Isle of Wight / Brading

4 8 Min stay varies

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

from £119 / night

£475 - £1,000 / week

Enquire View

from £119 / night

(13) Excellent 

Certificate of Excellence

14

Brighstone holiday b&b rental

Isle of Wight / Brighstone

1 2 2 nights min

  • 1 bedroom
  • Sleeps 2
  • 2 nights min
  • Private garden

Certificate of Excellence

from £75 / night

£525 / week

Book View

Responds fast!
avg. 1 hour 3 minutes

from £75 / 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
…see more

from £48 / night

£330 - £499 / week

Book View

Responds fast!
avg. 2 hours 14 minutes

from £48 / night

11

Shanklin holiday caravan/mobile home rental

Isle of Wight / Shanklin

3 8 3 nights min

  • 3 bedrooms
  • Sleeps 8
  • 3 nights min
  • Nearest beach 1 km
  • Swimming pool
  • Child friendly

from £175 / night

£1,000 - £1,200 / week

Book View

Responds fast!
avg. 2 hours 28 minutes

from £175 / night