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

(19) Excellent 

Certificate of Excellence

19

Holiday cottage in Calbourne

Isle of Wight / Calbourne

2 5 3 nights min

  • 2 bedrooms
  • Sleeps 5
  • 3 nights min
  • Child friendly
  • Pet friendly
  • Private garden
“Fabulous cottage” Really lovely accommodation in a great location, well equipped and comfortable. Owners and caretaker all very pleasant too. Highly recommended.
…see more

Certificate of Excellence

from £100 / night

£410 - £850 / week

Book View

Responds fast!
avg. 1 hour 3 minutes

from £100 / night

(4) Excellent 

Certificate of Excellence

17

Yarmouth holiday home rental

Isle of Wight / Yarmouth

3 6 Min stay varies

  • 3 bedrooms
  • Sleeps 6
  • Min stay varies
  • Nearest beach 4 km
  • Child friendly
  • Car not necessary

Certificate of Excellence

from £145 / night

£595 - £1,275 / week

Book View

Responds fast!
avg. 1 hour 25 minutes

from £145 / 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

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from £94 / night

(4) Excellent 

16

Holiday apartment in Cowes

Cowes / West Cowes

2 6 Min stay varies

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

from £90 / night

£410 - £1,600 / week

Book View

from £90 / night

(2) Excellent 

4

Holiday caravan/mobile home rental

Isle of Wight / Cowes

3 8 Min stay varies

  • 3 bedrooms
  • Sleeps 8
  • Min stay varies
  • Child friendly

from £80 / night

£210 - £525 / week

Book View

from £80 / night

(9) Excellent 

12

Sandown holiday apartment rental

Isle of Wight / Sandown

3 6 Min stay varies

  • 3 bedrooms
  • Sleeps 6
  • Min stay varies
  • Beach / lakeside relaxation
  • Child friendly
“Spectacular Views” You can understand why the apartments called The View, because the views are amazing, watching the sun come up and down, watching the moon rising. The storm across the bay was fascinating you didn't know where the lightening was com
…see more

from £70 / night

£450 - £1,300 / week

Book View

from £70 / night

(30) Very Good 

18

Holiday caravan/mobile home in Cowes

Isle of Wight / Cowes

2 6 Min stay varies

  • 2 bedrooms
  • Sleeps 6
  • Min stay varies
  • Nearest beach 2 km
  • Child friendly
  • Pet friendly

from £50 / night

£370 - £640 / week

Book View

from £50 / night

(51) Very Good 

Certificate of Excellence

20

Yarmouth holiday cottage rental

Yarmouth / Fort Victoria

2 4 Min stay varies

  • 2 bedrooms
  • Sleeps 4
  • Min stay varies
  • Beach / lakeside relaxation
  • Nearest beach 0.1 km
  • Child friendly
“Cosy , well equipped cottage overlooking the Solent.” Lovely well equipped cottage. Very comfortable beds. Great view across the solent. Nice grassy area out front for kids to play on, and to watch rabbits running around. This is a great location wi
…see more

Certificate of Excellence

from £95 / night

£395 - £1,245 / week

Book View

Responds fast!
avg. 1 hour 24 minutes

from £95 / night

(3) Excellent 

15

Holiday b&b in Brading

Isle of Wight / Brading

1 3 1 night min

  • 1 bedroom
  • Sleeps 3
  • 1 night min
  • Nearest beach 4 km
  • Child friendly
  • Pet friendly

from £120 / night

£840 / week

Book View

from £120 / night

(1) Average 

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 £70 / night

£560 - £665 / week

Book View

Responds fast!
avg. 1 hour 50 minutes

from £70 / night

(3) Excellent 

21

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
  • Pet friendly

from £183 / night

£730 - £1,980 / week

Enquire View

from £183 / night

(13) Excellent 

Certificate of Excellence

26

Holiday chalet in Yaverland

Sandown / Yaverland

2 6 Min stay varies

  • 2 bedrooms
  • Sleeps 6
  • Min stay varies
  • Beach / lakeside relaxation
  • Nearest beach 0.5 km
  • Child friendly
“Yaverland” Great chalet located in lovely surroundings. The chalet was packed with everything you need for a holiday base. Located close to the coast line over looking Sandown and Shanklin (our favourite parts of the island), you can easily walk to th
…see more

Certificate of Excellence

from £45 / night

£150 - £550 / week

Book View

Responds fast!
avg. 34 minutes

from £45 / night

(1) Excellent 

19

Holiday log cabin rental

Isle of Wight / Seaview

3 4 3 nights min

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

from £135 / night

£825 / week

Book View

Responds fast!
avg. 27 minutes

from £135 / night

16

Holiday chalet in Yaverland

Sandown / Yaverland

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

(5) Very Good 

Certificate of Excellence

16

Holiday apartment rental

Cowes / West Cowes

1 2 Min stay varies

  • 1 bedroom
  • Sleeps 2
  • Min stay varies
  • Ask owner if suitable for children
“Just what we wanted” Perfect location overlooking the Solent Very well appointed flat with everything we needed Close to Cowes High Street and shops Easy walking distance to the Red Jet ferry terminal and Cowes Bus Station with good connections to
…see more

Certificate of Excellence

from £95 / night

£420 - £1,400 / week

Book View

from £95 / night

(16) Very Good 

23

Townhouse accommodation in Yarmouth

Yarmouth / Norton, Isle of Wight

4 6 7 nights min

  • 4 bedrooms
  • Sleeps 6
  • 7 nights min
  • Beach / lakeside relaxation
  • Nearest beach 2 km
  • Child friendly
“How wonderful Hurst View and Yarmouth were........” Just come back from a week at Hurst View….We had a great time, the house was more spacious than we anticipated for 6 of us, we never felt squashed. It was furnished to a high standard with a lovely b
…see more

from £63 / night

£440 - £930 / week

Book View

Responds fast!
avg. 1 hour 43 minutes

from £63 / night

(9) Very Good 

Certificate of Excellence

17

Holiday chalet in Niton

Isle of Wight / Niton

1 2 3 nights min

  • 1 bedroom
  • Sleeps 2
  • 3 nights min
“Very Nice & Pleasant stay” Compact, clean & quiet, with great garden views. Access nearby to Old Military Road with great views.
…see more

Certificate of Excellence

from £50 / night

£275 - £325 / week

Book View

Responds fast!
avg. 22 minutes

from £50 / night

(12) Excellent 

25

Holiday cottage in Yarmouth

Isle of Wight / Yarmouth

1 2 Min stay varies

  • 1 bedroom
  • Sleeps 2
  • Min stay varies
  • Ask owner if suitable for children
“Peaceful rural location, beautifully restored farm buildings with well equiped modern facilities.” Kristina and Nick provide a very welcoming arrival. They have thought of all the little things that you may need during your stay, to make their cottag
…see more

from £100 / night

£380 - £650 / week

Book View

Responds fast!
avg. 1 hour 34 minutes

from £100 / night

(7) Excellent 

15

Shanklin holiday apartment rental

Isle of Wight / Shanklin

1 2 Min stay varies

  • 1 bedroom
  • Sleeps 2
  • Min stay varies
  • Nearest beach 0.05 km

from £36 / night

£207 - £453 / week

Book View

Responds fast!
avg. 1 hour 31 minutes

from £36 / night

(6) Excellent 

13

Shanklin holiday home rental

Shanklin / Luccombe Village

4 12 7 nights min

  • 4 bedrooms
  • Sleeps 12
  • 7 nights min
  • Beach / lakeside relaxation
  • Child friendly
  • Car not necessary

from £285 / night

£1,995 / week

Book View

from £285 / night

(11) Excellent 

18

Holiday chalet in Ventnor Bay

Ventnor / Ventnor Bay

1 2 Min stay varies

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

from £102 / night

£396 - £511 / week

Book View

from £102 / night

(1) Excellent 

11

Holiday cottage in Cowes

Isle of Wight / Cowes

2 6 3 nights min

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

from £99 / night

£749 / week

Book View

Responds fast!
avg. 3 hours 15 minutes

from £99 / night

(6) Excellent 

Certificate of Excellence

23

Bembridge holiday bungalow rental

Isle of Wight / Bembridge

3 6 7 nights min

  • 3 bedrooms
  • Sleeps 6
  • 7 nights min
  • Child friendly
  • Private garden
“Excellent accommodation” Thoroughly enjoyed our stay. The accomodation was in ideal spot to visit the various places of interest on the island. Our little 4 year old loved the beach and enjoyed the traampoline. Highly recommended.
…see more

Certificate of Excellence

from £350 / night

£495 - £950 / week

Book View

Responds fast!
avg. 2 hours 59 minutes

from £350 / night

(17) Excellent 

Certificate of Excellence

24

Sandown holiday apartment rental

Isle of Wight / Sandown

1 2 Min stay varies

  • 1 bedroom
  • Sleeps 2
  • Min stay varies
  • Beach / lakeside relaxation
  • Nearest beach 1 km
  • Swimming pool
“Clean and well presented apartment” We stayed for three nights in October and couldn't fault it. The apartment was very clean and to a high standard. We found it was a very good base for travelling round the Island, I would definitely stay there again
…see more

Certificate of Excellence

from £30 / night

£210 / week

Book View

Responds fast!
avg. 2 hours 40 minutes

from £30 / night

(9) Excellent 

Certificate of Excellence

20

Holiday caravan/mobile home in Bembridge

Isle of Wight / Bembridge

2 4 7 nights min

  • 2 bedrooms
  • Sleeps 4
  • 7 nights min
  • Child friendly
“Perfect caravan holiday” What a fabulous time we had. Lovely location,beautiful caravan , spotlessly clean, homely and stocked with everything you could possibly want or need. Heather and Bob a delightful and knowledgeable couple who have really made
…see more

Certificate of Excellence

from £43 / night

£300 - £525 / week

Book View

Responds fast!
avg. 1 hour 21 minutes

from £43 / night

(34) Excellent 

28

Holiday apartment with golf nearby in Alverstone Garden Village

Sandown / Alverstone Garden Village

2 4 Min stay varies

  • 2 bedrooms
  • Sleeps 4
  • Min stay varies
  • Beach / lakeside relaxation
  • Nearest beach 1 km
  • Child friendly

from £51 / night

£290 - £705 / week

Book View

Responds fast!
avg. 31 minutes

from £51 / night

33

Holiday boathouse in Bembridge

Isle of Wight / Bembridge

4 8 Min stay varies

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

from £150 / night

£850 - £2,150 / week

Book View

from £150 / night

(9) Very Good 

Certificate of Excellence

13

Seaview holiday cottage rental

Isle of Wight / Seaview

2 4 7 nights min

  • 2 bedrooms
  • Sleeps 4
  • 7 nights min
  • Beach / lakeside relaxation
  • Nearest beach 0.5 km
  • Child friendly

Certificate of Excellence

from £115 / night

£799 / week

Book View

Responds fast!
avg. 3 hours 5 minutes

from £115 / night

(1) Excellent 

14

Holiday townhouse in Cowes

Cowes / West Cowes

2 4 Min stay varies

  • 2 bedrooms
  • Sleeps 4
  • Min stay varies
  • Child friendly
  • Car not necessary
“Fantastic!” Fantastic location set behind the Coast Bar with a locked gate way which gives privare access. A really great cottage nice sized bed rooms, excellent downstairs layout, ample size kitchen with washing machine plus dishwasher, nice cosy li
…see more

from £85 / night

£375 - £1,260 / week

Book View

from £85 / night

(45) Very Good 

Certificate of Excellence

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

Certificate of Excellence

from £55 / night

£260 - £500 / week

Book View

Responds fast!
avg. 3 hours 29 minutes

from £55 / night

(7) Excellent 

Certificate of Excellence

16

Holiday home rental

Isle of Wight / Sandown

1 2 Min stay varies

  • 1 bedroom
  • Sleeps 2
  • Min stay varies
  • Car not necessary
  • Private garden
“Fabulous!” Well what can I say about "Tweedy Pie" - fabulous!! The location is amazing right near the beach for a stroll down to the restaurant - "the Reef" was great. It was good to have an allocated parking space and the house was in a secluded an
…see more

Certificate of Excellence

from £70 / night

£500 / week

Book View

Responds fast!
avg. 1 hour 20 minutes

from £70 / night

(16) Very Good 

Certificate of Excellence

16

Chalet letting in Cowes with shared pool

Cowes / Gurnard Pines

2 5 Min stay varies

  • 2 bedrooms
  • Sleeps 5
  • Min stay varies
  • Beach / lakeside relaxation
  • Swimming pool
  • Child friendly
“Superb home from home” I had the pleasure of staying here with my family for a mini break in September. It had everything that we needed and 2 year old was really excited about the bunk beds. It was clean comfortable and plenty big enough. A lovely pl
…see more

Certificate of Excellence

from £70 / night

£350 - £700 / week

Book View

Responds fast!
avg. 2 hours 21 minutes

from £70 / night

(7) Excellent 

Certificate of Excellence

27

Holiday home in Shorwell

Isle of Wight / Shorwell

4 7 Min stay varies

  • 4 bedrooms
  • Sleeps 7
  • Min stay varies
  • Nearest beach 3 km
  • Child friendly
  • Private garden
“A perfectly positioned immaculate spacious house” This is a fab house to stay in as a family or a group of friends. It is very spacious with all mod cons and immaculately decorated and very clean. It is exactly as described and we weren't disappointed
…see more

Certificate of Excellence

from £100 / night

£600 - £1,400 / week

Book View

Responds fast!
avg. 2 hours 27 minutes

from £100 / night

(10) Excellent 

Certificate of Excellence

32

Holiday home in East Cowes

Isle of Wight / East Cowes

2 6 3 nights min

  • 2 bedrooms
  • Sleeps 6
  • 3 nights min
  • Beach / lakeside relaxation
  • Child friendly
“Nice holiday” This property well-equipped and is ideal for small family right on the waterfront lovely island to visit. we had a great holiday with plenty of things to do around the island
…see more

Certificate of Excellence

from £135 / night

£690 - £1,110 / week

Book View

Responds fast!
avg. 3 hours 14 minutes

from £135 / 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

(4) Excellent 

33

Holiday home in Bonchurch

Ventnor / Bonchurch

5 8 Min stay varies

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

from £150 / night

£1,400 / week

Book View

Responds fast!
avg. 3 hours 2 minutes

from £150 / night

(3) Excellent 

Certificate of Excellence

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
  • Pet friendly
  • Private garden

Certificate of Excellence

from £69 / night

£379 - £695 / week

Book View

Responds fast!
avg. 1 hour 23 minutes

from £69 / night

(5) Excellent 

Certificate of Excellence

12

Holiday bungalow in Freshwater

Isle of Wight / Freshwater

3 6 Min stay varies

  • 3 bedrooms
  • Sleeps 6
  • Min stay varies
  • Child friendly
“Like Home From Home” From start to finish of our holiday Margaret was friendly and welcoming. All instructions of how to get to the property and where the key was located were really clear and helpful. Property is very spacious and has everything you
…see more

Certificate of Excellence

from £100 / night

£657 - £700 / week

Book View

from £100 / night

(8) Excellent 

Certificate of Excellence

12

Sandown holiday chalet rental

Isle of Wight / Sandown

2 4 Min stay varies

  • 2 bedrooms
  • Sleeps 4
  • Min stay varies
  • Nearest beach 0.5 km
  • Child friendly
  • Car not necessary
“Excellent stay!!” Thank you so much Jennie and Ron for accomodating us and for the little touches - especially the biscuits and tea which were very much appreciated in such unexpected chilly weather! Everything we needed was there and the chalet is in
…see more

Certificate of Excellence

from £40 / night

£150 - £480 / week

Book View

Responds fast!
avg. 1 hour 50 minutes

from £40 / night

(1) Very Good 

19

Holiday apartment in Ventnor

Isle of Wight / Ventnor

1 4 Min stay varies

  • 1 bedroom
  • Sleeps 4
  • Min stay varies
  • Beach / lakeside relaxation
  • Nearest beach 0 km
  • Child friendly

from £75 / night

£325 - £750 / week

Book View

Responds fast!
avg. 2 hours 44 minutes

from £75 / night