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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981 Holiday homes

(19) Very Good 

24

Holiday log cabin in Cowes

Isle of Wight / Cowes

2 5 Min stay varies

  • 2 bedrooms
  • Sleeps 5
  • Min stay varies
  • Beach / lakeside relaxation
  • Child friendly
  • Ask about pets
“A peaceful total retreat from the pace of life.” If your looking for a total retreat this is it. Off the beaten tract, quiet & peaceful. Amazing views over the Solent. If you want to venture out it's location is good for many of the island's attracti
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from £65 / night

£400 - £670 / week

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from £65 / night

(1) Excellent 

11

Caravan/mobile home rental 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
“Excellent” Lovely caravan, on a great site, close to all amenities and a nice beach is accessible from the site.
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from £50 / night

£700 - £800 / week

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Responds fast!
avg. 2 hours 31 minutes

from £50 / night

(21) Excellent 

23

Holiday apartment in Shanklin

Isle of Wight / Shanklin

3 8 Min stay varies

  • 3 bedrooms
  • Sleeps 8
  • Min stay varies
  • Beach / lakeside relaxation
  • Child friendly
  • Car not necessary
“A very well equipped apartment in a great location” This three bedroom apartment did not disappoint. The Cromwell apartment had three bedrooms, two of which had sea views. The largest bedroom was a super King with an ensuite bathroom with large whirlp
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from £155 / night

£775 - £1990 / week

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from £155 / night

Featured properties

(6) Excellent 

5

Caravan/mobile home rental in Cowes

Isle of Wight / Cowes

3 8 1 night min

  • 3 bedrooms
  • Sleeps 8
  • 1 night min
  • Child friendly
“Peaceful and Relaxing” We really enjoyed our stay over the last weekend. The caravan had everything we needed and felt that if anything had been lacking the owners would have done their best to get it for us. The caravan is on a working farm and we en
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from £50 / night

£150 - £500 / week

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Responds fast!
avg. 3 hours 17 minutes

from £50 / night

(9) Excellent 

8

Holiday apartment in Wootton Bridge

Wootton Bridge / Fishbourne

3 6 Min stay varies

  • 3 bedrooms
  • Sleeps 6
  • Min stay varies
  • Nearest beach 1 km
  • Child friendly

from £69 / night

£295 - £875 / week

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Responds fast!
avg. 2 hours 50 minutes

from £69 / night

(3) Excellent 

12

Cowes holiday apartment rental

Cowes / West Cowes

1 2 Min stay varies

  • 1 bedroom
  • Sleeps 2
  • Min stay varies
  • Ask owner if suitable for children

from £80 / night

£360 - £950 / week

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Responds fast!
avg. 2 hours 28 minutes

from £80 / night

(4) Excellent 

27

Holiday cottage rental

Freshwater / Freshwater Bay

1 2 Min stay varies

  • 1 bedroom
  • Sleeps 2
  • Min stay varies
  • Beach / lakeside relaxation
  • Nearest beach 0.5 km
  • Ask owner if suitable for children

from £72 / night

£360 - £560 / week

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from £72 / night

(15) Excellent 

24

Cottage rental in Totland

Totland Bay / Totland Bay

2 5 Min stay varies

  • 2 bedrooms
  • Sleeps 5
  • Min stay varies
  • Beach / lakeside relaxation
  • Nearest beach 0.3 km
  • Child friendly
“Spacious elegant cottage in beautiful surroundings” Little Mount was a great choice for our small family. It was spacious with a large lounge and master bedroom and well equipped. The large rambling gardens had an amazing sea view with access to the c
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from £110 / night

£750 - £895 / week

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from £110 / night

8

Holiday apartment in Ryde

Isle of Wight / Ryde

1 2 Min stay varies

  • 1 bedroom
  • Sleeps 2
  • Min stay varies
  • Child friendly
  • Car not necessary
  • Ask about pets

from £39 / night

£175 - £395 / week

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from £39 / night

(3) Excellent 

16

Holiday cottage with golf nearby in Totland

Totland Bay / Totland Bay

2 6 Min stay varies

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

from £70 / night

£350 - £850 / week

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Responds fast!
avg. 1 hour 10 minutes

from £70 / night

(2) Excellent 

15

Holiday bungalow in Seaview

Isle of Wight / Seaview

2 4 Min stay varies

  • 2 bedrooms
  • Sleeps 4
  • Min stay varies
  • Child friendly
“Best place I have ever stayed on the Isle of wight” This place is lovely. Really nicely presented clean property. Seconds away from a quiet beach. Close enough to Ryde but far enough away for a peaceful holiday.I certainly will be booking this delight
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from £40 / night

£250 - £602 / week

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from £40 / night

(1) Excellent 

19

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

from £125 / night

£495 - £1085 / week

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Responds fast!
avg. 1 hour 3 minutes

from £125 / night

(15) Excellent 

Certificate of Excellence

19

Holiday cottage in Calbourne

Isle of Wight / Calbourne

2 5 Min stay varies

  • 2 bedrooms
  • Sleeps 5
  • Min stay varies
  • 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.
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Certificate of Excellence

from £100 / night

£400 - £820 / week

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Responds fast!
avg. 1 hour 4 minutes

from £100 / night

(11) Excellent 

13

Holiday log cabin with golf nearby in Whippingham

Isle of Wight / Whippingham

1 2 Min stay varies

  • 1 bedroom
  • Sleeps 2
  • Min stay varies
  • Beach / lakeside relaxation
  • Nearest beach 3 km
  • Private garden

from £65 / night

£350 - £450 / week

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Responds fast!
avg. 13 minutes

from £65 / night

(1) Very Good 

24

Holiday chalet rental

Isle of Wight / Seaview

2 4 Min stay varies

  • 2 bedrooms
  • Sleeps 4
  • Min stay varies
  • Beach / lakeside relaxation
  • Nearest beach 0.1 km
  • Child friendly

from £45 / night

£307 - £665 / week

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Responds fast!
avg. 1 hour 21 minutes

from £45 / night

(9) Excellent 

12

Holiday bungalow in Freshwater

Isle of Wight / Freshwater

2 4 Min stay varies

  • 2 bedrooms
  • Sleeps 4
  • Min stay varies
  • Beach / lakeside relaxation
  • Nearest beach 0 km
  • Child friendly
“Lovely, cosy and comfortable” We had a wonderful stay at the bungalow, it was cosy and comfortable. It was in a lovely spot and it would be lovely to stay again. I would defiantly recommend it.
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from £45 / night

£300 - £575 / week

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Responds fast!
avg. 1 hour 49 minutes

from £45 / night

(11) Excellent 

21

Holiday apartment in Ventnor

Isle of Wight / Ventnor

2 6 1 night min

  • 2 bedrooms
  • Sleeps 6
  • 1 night min
  • Beach / lakeside relaxation
  • Child friendly

from £115 / night

£825 / week

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from £115 / night

(4) Excellent 

Certificate of Excellence

15

Cowes holiday apartment rental

Isle of Wight / Cowes

3 5 Min stay varies

  • 3 bedrooms
  • Sleeps 5
  • Min stay varies

Certificate of Excellence

from £140 / night

£650 - £3000 / week

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Responds fast!
avg. 1 hour 19 minutes

from £140 / night

(7) Very Good 

32

Holiday home in East Cowes

Isle of Wight / East Cowes

2 6 Min stay varies

  • 2 bedrooms
  • Sleeps 6
  • Min stay varies
  • Beach / lakeside relaxation
  • Child friendly
  • Car not necessary
“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
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from £125 / night

£595 - £1475 / week

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Responds fast!
avg. 2 hours 23 minutes

from £125 / night

(2) Excellent 

4

Holiday caravan/mobile home rental

Isle of Wight / Cowes

3 8 1 night min

  • 3 bedrooms
  • Sleeps 8
  • 1 night min
  • Child friendly

from £100 / night

£200 - £650 / week

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Responds fast!
avg. 3 hours 17 minutes

from £100 / night

(4) Excellent 

14

Ventnor holiday apartment rental

Isle of Wight / Ventnor

1 3 3 nights min

  • 1 bedroom
  • Sleeps 3
  • 3 nights min
  • Beach / lakeside relaxation
  • Nearest beach 0.1 km
  • Child friendly

from £75 / night

£450 - £565 / week

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Responds fast!
avg. 41 minutes

from £75 / night

(5) Excellent 

14

Merstone holiday cottage rental

Isle of Wight / Merstone

3 7 4 nights min

  • 3 bedrooms
  • Sleeps 7
  • 4 nights min
  • Child friendly
“Lovely getaway accomadation” The Barn, Alma Cottage in Merstone was wonderful place to stay, set in a rural location with countryside views, and only a short drive away to the shops and beach. It is a very central location so for day trips out, everyt
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from £120 / night

£750 / week

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Responds fast!
avg. 2 hours 54 minutes

from £120 / night

(6) Excellent 

Certificate of Excellence

63

Seaview holiday cottage rental

Isle of Wight / Seaview

2 4 Min stay varies

  • 2 bedrooms
  • Sleeps 4
  • Min stay varies
  • Beach / lakeside relaxation
  • Nearest beach 0.5 km
  • Child friendly

Certificate of Excellence

from £88 / night

£379 - £799 / week

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from £88 / night

(13) 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

£320 - £895 / week

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Responds fast!
avg. 55 minutes

from £75 / night

(3) Excellent 

33

Holiday home in Bonchurch

Ventnor / Bonchurch

5 8 Min stay varies

  • 5 bedrooms
  • Sleeps 8
  • Min stay varies
  • Child friendly
  • Private garden
“Absolutely fantastic” We stayed at Garden House during the October half term and thoroughly enjoyed it, a perfect home away from home. Well placed near Ventnor and Shanklin (our favourites on the Island), and near lots of amenities. The beds were the
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from £125 / night

£850 / week

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Responds fast!
avg. 2 hours 50 minutes

from £125 / night

(2) Excellent 

21

Holiday chalet rental

Isle of Wight / Sandown

2 6 Min stay varies

  • 2 bedrooms
  • Sleeps 6
  • Min stay varies
  • Beach / lakeside relaxation
  • Nearest beach 0.2 km
  • Child friendly

from £50 / night

£300 - £450 / week

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Responds fast!
avg. 1 hour 47 minutes

from £50 / night

(6) Excellent 

10

Shanklin holiday apartment let

Isle of Wight / Shanklin

4 8 Min stay varies

  • 4 bedrooms
  • Sleeps 8
  • Min stay varies
  • Beach / lakeside relaxation
  • Child friendly
  • Car not necessary
“Lovely luxury apartment” Lovely luxury apartment - we stayed with family and young children. Great facilities, ensuite bathrooms, lots of room. Very clean and all very new, great position for sea and town. No noise. Parking was a bit odd but sufficien
…see more

from £140 / night

£695 - £1850 / week

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from £140 / night

(12) Excellent 

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
“Miss” Excellent stay at the apartment! Lovely and clean and was nice to arrive to a hamper of goodies :) will definatly recommend!!
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from £75 / night

£500 - £650 / week

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Responds fast!
avg. 3 hours 56 minutes

from £75 / night

(20) Very Good 

20

Yaverland holiday chalet rental

Sandown / Yaverland

2 4 Min stay varies

  • 2 bedrooms
  • Sleeps 4
  • Min stay varies
  • Beach / lakeside relaxation
  • Nearest beach 0.2 km
  • Child friendly
“Great Walks” WE had a great time. Chalet was clean and comfortably. Walking distance to sandown beaches and town.15 min by to car to Ryde.
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from £38 / night

£225 - £470 / week

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Responds fast!
avg. 2 hours 41 minutes

from £38 / night

(25) Excellent 

22

Home rental in Cowes

Cowes / West Cowes

3 8 Min stay varies

  • 3 bedrooms
  • Sleeps 8
  • Min stay varies
  • Beach / lakeside relaxation
  • Nearest beach 1 km
  • Child friendly
“family Holiday” We returned to the Isle of Wight after many years and have had the most relaxing time the accommodation was excellent and well stocked we found parking a daily challenge but so did everyone else it did not spoil the holiday and never i
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from £150 / night

£750 - £2500 / week

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from £150 / night

(16) Excellent 

24

Holiday manor house in Wroxall

Isle of Wight / Wroxall

5 12 Min stay varies

  • 5 bedrooms
  • Sleeps 12
  • Min stay varies
  • Child friendly

from £300 / night

£1500 - £2850 / week

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Responds fast!
avg. 2 hours 27 minutes

from £300 / night

(12) Excellent 

16

Cowes holiday apartment let

Cowes / West Cowes

2 4 Min stay varies

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

from £149 / night

£3000 / week

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Responds fast!
avg. 25 minutes

from £149 / night

(7) Excellent 

32

Ventnor holiday apartment rental

Isle of Wight / Ventnor

2 5 Min stay varies

  • 2 bedrooms
  • Sleeps 5
  • Min stay varies
  • Nearest beach 2 km
  • Child friendly
  • Pet friendly
“Just perfect” Perfect holiday kids loved it and the dog loved it too.There are some great walks near the house,the house is a Victorian gem it's been lovingly restored and lots of little extras from the hosts which made it just perfect will definitely
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from £60 / night

£420 - £650 / week

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Responds fast!
avg. 2 hours 44 minutes

from £60 / 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
“Everything you need” Out of all the chalets on the campsite, the Wight Waves chalet was definitely the best looking. Easy to recognise by the fresh paint on the outside and an orange lifebuoy. Inside was surprisingly modern and new with everything you
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Certificate of Excellence

from £50 / night

£200 - £495 / week

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Responds fast!
avg. 39 minutes

from £50 / night

(13) Very Good 

12

Holiday apartment in Cowes

Cowes / West Cowes

2 4 Min stay varies

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

from £130 / night

£600 - £2200 / week

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from £130 / night

(7) Excellent 

Certificate of Excellence

16

St Helens holiday caravan/mobile home rental

Isle of Wight / St Helens

3 6 Min stay varies

  • 3 bedrooms
  • Sleeps 6
  • Min stay varies
  • Swimming pool
  • Child friendly
“Excellent” Greeted on arrival was a real personal touch, essentials like tea and coffee was provided. Caravan itself was clean and very spacious. Better than the photos. Great location with the beach a walk away and park on site for the children. Love
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Certificate of Excellence

from £40 / night

£280 / week

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Responds fast!
avg. 2 hours 40 minutes

from £40 / night

(7) Very Good 

13

Holiday home in Bembridge

Bembridge / Bembridge Village

5 12 7 nights min

  • 5 bedrooms
  • Sleeps 12
  • 7 nights min
  • Beach / lakeside relaxation
  • Child friendly
  • Pet friendly

from £114 / night

£795 - £2695 / week

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Responds fast!
avg. 3 hours 36 minutes

from £114 / night

(6) Excellent 

15

Holiday home in Ryde

Isle of Wight / Ryde

2 6 Min stay varies

  • 2 bedrooms
  • Sleeps 6
  • Min stay varies
  • Beach / lakeside relaxation
  • Nearest beach 0.5 km
  • Child friendly

from £95 / night

£650 - £850 / week

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from £95 / night

(13) Excellent 

Certificate of Excellence

21

Holiday chalet in Niton

Isle of Wight / Niton

1 2 3 nights min

  • 1 bedroom
  • Sleeps 2
  • 3 nights min
  • Nearest beach 5 km
  • Car not necessary
“Fantastic place” Would give it 110% so clean and tidy and peaceful. There's everything you need in the chalet. Beautiful walks and scenery Looking forward to returning there again.
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Certificate of Excellence

from £40 / night

£240 - £350 / week

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Responds fast!
avg. 55 minutes

from £40 / night

(13) Excellent 

Certificate of Excellence

24

Sandown holiday apartment rental

Isle of Wight / Sandown

1 2 3 nights min

  • 1 bedroom
  • Sleeps 2
  • 3 nights min
  • 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
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Certificate of Excellence

from £35 / night

£200 - £380 / week

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Responds fast!
avg. 2 hours 57 minutes

from £35 / night

1