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Isle of Wight

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507 Holiday homes

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(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 - £475 / week

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from £38 / night

(18) Excellent 

12

Holiday chalet with shared pool, golf nearby in Gurnard

Isle of Wight / Gurnard

2 6 Min stay varies

  • 2 bedrooms
  • Sleeps 6
  • Min stay varies
  • Beach / lakeside relaxation
  • Swimming pool
  • Child friendly
“This was an ideal base for my elderly parents” Due to age and disability my parents who are in their 80's needed somewhere flat with easy access and parking. This was an ideal spot. It had a comfortable double bed with good access from both sides. The
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from £80 / night

£350 - £850 / week

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from £80 / night

(10) Excellent 

22

Shorwell holiday cottage rental

Isle of Wight / Shorwell

3 6 Min stay varies

  • 3 bedrooms
  • Sleeps 6
  • Min stay varies
  • Nearest beach 3 km
  • Child friendly
  • Private garden
“Brilliant” We stayed for a week and it was like a home from home, everything you could need or want. We really enjoyed our visit to the Isle of Wight and Brookside Cottage provided a lovely haven to come back to after a day exploring.
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from £99 / night

£385 - £985 / week

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from £99 / night

Featured properties

(5) 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
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from £87 / night

£612 - £1100 / week

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from £87 / night

(23) Excellent 

14

Cottage rental in Ventnor

Isle of Wight / Ventnor

3 6 Min stay varies

  • 3 bedrooms
  • Sleeps 6
  • Min stay varies
  • Beach / lakeside relaxation
  • Child friendly
  • Car not necessary
“Excellent Holiday home” We stayed here for 7 days and we can't speak highly enough about the accomodation. We have two young children and we also took my Dad who is 76. It catered for all of our needs and was very child proof so don't worry about ha
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from £65 / night

£450 - £950 / week

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from £65 / night

(10) Excellent 

18

Holiday chalet in Ventnor

Ventnor / Ventnor Bay

1 2 Min stay varies

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

from £102 / night

£416 - £542 / week

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from £102 / night

(3) Very Good 

16

Holiday apartment with golf nearby in Shanklin

Isle of Wight / Shanklin

2 3 Min stay varies

  • 2 bedrooms
  • Sleeps 3
  • Min stay varies
  • Nearest beach 0.05 km
  • Child friendly

from £39 / night

£235 - £572 / week

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from £39 / night

(1) Excellent 

10

Holiday home with golf nearby in Cowes

Cowes / West Cowes

4 8 Min stay varies

  • 4 bedrooms
  • Sleeps 8
  • Min stay varies
  • Beach / lakeside relaxation
  • Nearest beach 2 km
  • Child friendly

from £152 / night

£605 - £4000 / week

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from £152 / night

(10) 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
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from £45 / night

£230 - £585 / week

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from £45 / night

(3) Excellent 

18

Home rental in Newport

Isle of Wight / Newport

2 4 7 nights min

  • 2 bedrooms
  • Sleeps 4
  • 7 nights min
  • Beach / lakeside relaxation
  • Nearest beach 8 km
  • Child friendly

from £65 / night

£450 - £695 / week

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from £65 / night

(11) 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
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from £90 / night

£350 - £650 / week

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from £90 / night

(15) Excellent 

20

Holiday home with golf nearby in Sandown

Isle of Wight / Sandown

2 4 7 nights min

  • 2 bedrooms
  • Sleeps 4
  • 7 nights min
  • Beach / lakeside relaxation
  • Nearest beach 0.3 km
  • Child friendly

from £43 / night

£295 - £745 / week

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from £43 / night

(4) Excellent 

20

Holiday townhouse in Ventnor

Ventnor / Ventnor Bay

5 10 7 nights min

  • 5 bedrooms
  • Sleeps 10
  • 7 nights min
  • Beach / lakeside relaxation
  • Child friendly
  • Private garden

from £208 / night

£1450 - £1600 / week

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from £208 / night

(1) Excellent 

13

Shanklin holiday home rental

Shanklin / Old Village

2 4 Min stay varies

  • 2 bedrooms
  • Sleeps 4
  • Min stay varies
  • Beach / lakeside relaxation
  • Ask owner if suitable for children
  • Car not necessary

from £75 / night

£600 - £800 / week

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from £75 / night

(2) Excellent 

21

Holiday chalet rental

Isle of Wight / Seaview

2 4 Min stay varies

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

from £45 / night

£307 - £665 / week

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from £45 / night

7

Holiday home in Bembridge

Isle of Wight / Bembridge

3 6 Min stay varies

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

from £100 / night

£755 - £1950 / week

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from £100 / night

(17) Excellent 

30

Holiday cottage in Yarmouth

Isle of Wight / Yarmouth

2 4 Min stay varies

  • 2 bedrooms
  • Sleeps 4
  • Min stay varies
  • Child friendly
  • Private garden
“Great holiday cottage” The Dairy was very well presented, extremely clean and very comfortable for our family with two young children. It is very well equipped with everything you need for a self catering holiday. We especially loved the hot tub, e
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from £115 / night

£450 - £795 / week

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from £115 / night

(6) Excellent 

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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from £40 / night

£280 / week

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from £40 / night

(13) Excellent 

33

Holiday home with golf nearby in Seaview

Isle of Wight / Seaview

3 7 Min stay varies

  • 3 bedrooms
  • Sleeps 7
  • Min stay varies
  • Beach / lakeside relaxation
  • Child friendly
  • Private garden
“Perfect holiday cottage for a young family in ideal location for exploring the Isle of Wight.” We've just returned from our holiday staying at "The Lobster Pot" with our two young girls (2 and 4 years old) and had such a fantastic holiday. The holiday
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from £85 / night

£595 - £999 / week

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from £85 / night

17

Chalet rental in Yaverland

Sandown / Yaverland

2 4 Min stay varies

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

from £88 / night

£275 - £450 / week

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from £88 / night

(15) Excellent 

25

Ventnor holiday apartment rental

Ventnor / Ventnor Bay

1 2 Min stay varies

  • 1 bedroom
  • Sleeps 2
  • Min stay varies
  • Beach / lakeside relaxation
  • Nearest beach 0 km
  • Private garden
“Beautiful Apartment” If you want opulence then this is the place. Just loved this apartment. It was quirky but also very elegantly decorated, in a lovely location opposite the park and within easy walking distance to the town. The outside space was ve
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from £50 / night

£350 / week

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from £50 / night

(5) Excellent 

22

Barn rental in Ryde

Isle of Wight / Ryde

5 12 Min stay varies

  • 5 bedrooms
  • Sleeps 12
  • Min stay varies
  • Nearest beach 3 km
  • Child friendly
  • Private garden
“Fabulously spacious barn on working farm sleeping 12 with amazing views and” Really enjoyable stay at Kemphill Farm. Very spacious and incredibly well equipped with everything you could need. Plenty of space to sleep 12 of us young and old and each of
…see more

from £210 / night

£980 - £2400 / week

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from £210 / night

(1) Excellent 

29

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
  • Nearest beach 0.5 km
  • Child friendly

from £55 / night

£385 / week

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from £55 / night

(15) Excellent 

13

Holiday home rental

Ventnor / Ventnor Bay

4 7 Min stay varies

  • 4 bedrooms
  • Sleeps 7
  • Min stay varies
  • Beach / lakeside relaxation
  • Child friendly
  • Car not necessary
“Comfortable beautiful house” The perfect stay 3 generation family trip all had fun Well equipped house , perfect location great views , everything spot on
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from £125 / night

£600 - £1700 / week

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from £125 / night

13

Holiday apartment in East Cowes

Isle of Wight / East Cowes

2 4 Min stay varies

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

from £75 / night

£425 - £800 / week

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from £75 / night

(3) Excellent 

11

Bungalow rental in Freshwater

Isle of Wight / Freshwater

2 4 Min stay varies

  • 2 bedrooms
  • Sleeps 4
  • Min stay varies
  • Beach / lakeside relaxation
  • Child friendly
“Fantastic location,very well equipped property.” Everything about our stay was first class,even the weather!The property was spotless.Everything you could possibly want whilst staying there was provided.If you have children,the choice of games,toys,dv
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from £60 / night

£180 - £580 / week

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from £60 / night

(21) Very Good 

16

Holiday apartment in Ryde

Isle of Wight / Ryde

1 2 Min stay varies

  • 1 bedroom
  • Sleeps 2
  • Min stay varies
  • Beach / lakeside relaxation
  • Nearest beach 8 km
“Very Nice, Up-To-Date Interior & Excellent Communication” The hayloft was an excellent place to stay for the weakened, as was attending the Isle Of White music festival. Great location between the towns and country side (very peaceful in the morning).
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from £60 / night

£370 - £400 / week

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from £60 / night

(8) Excellent 

10

Cottage rental in Whippingham

Isle of Wight / Whippingham

2 4 7 nights min

  • 2 bedrooms
  • Sleeps 4
  • 7 nights min
  • Nearest beach 10 km
  • Child friendly
  • Private garden

from £49 / night

£340 - £625 / week

Enquire View

from £49 / night

(2) Excellent 

13

St Helens holiday home rental

Isle of Wight / St Helens

2 4 Min stay varies

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

from £49 / night

£339 - £705 / week

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from £49 / night

(12) Excellent 

18

Holiday cottage rental

Cowes / West Cowes

3 7 Min stay varies

  • 3 bedrooms
  • Sleeps 7
  • Min stay varies
  • Beach / lakeside relaxation
  • Nearest beach 0.08 km
  • Child friendly
“Truly a home from home” A wonderful break. Carlton Cottage is beautifully decorated, perfectly located. High attention to detail with everything thought about to make a memorable stay. With much thanks we hope to return soon.
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from £185 / night

£760 - £2600 / week

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from £185 / 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
…see more

from £155 / night

£775 - £1975 / week

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from £155 / night

(24) Very Good 

24

Home rental in Ventnor with golf nearby

Ventnor / Ventnor Bay

2 4 Min stay varies

  • 2 bedrooms
  • Sleeps 4
  • Min stay varies
  • Beach / lakeside relaxation
  • Nearest beach 0.8 km
  • Child friendly
“Perfect” The condition of the house can compete with the excellent view! Kitchen, living room, bathroom, all rooms are spacious and luxurious. And Ventnor is the most outstanding place on the IOW, to our opinion.
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from £85 / night

£395 - £675 / week

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from £85 / night

(12) Excellent 

13

Yaverland holiday chalet rental

Sandown / Yaverland

2 4 7 nights min

  • 2 bedrooms
  • Sleeps 4
  • 7 nights min
  • Beach / lakeside relaxation
  • Nearest beach 0.5 km
  • Child friendly
“Beautiful” Such a beautiful chalet with lots of space. Excellent location for children as they could just play out on the green. Lovely decor and a well equipped kitchen. Cannot find any faults at all, will hope to come back again next year..
…see more

from £36 / night

£250 - £485 / week

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from £36 / night

(17) Excellent 

24

Holiday cottage in Shanklin

Shanklin / Old Village

2 4 7 nights min

  • 2 bedrooms
  • Sleeps 4
  • 7 nights min
  • Beach / lakeside relaxation
  • Nearest beach 1 km
  • Child friendly
“Perfect house and location” I stayed here with my 90 year old Aunt. It was perfect for her as the cottage is all on one level. There is one very shallow step up to the front door but it was easy for her to negotiate. It's very quiet yet not secluded a
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from £52 / night

£360 - £700 / week

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from £52 / night

(10) Very Good 

12

Freshwater holiday bungalow rental

Isle of Wight / Freshwater

2 4 Min stay varies

  • 2 bedrooms
  • Sleeps 4
  • Min stay varies
  • Beach / lakeside relaxation
  • Nearest beach 0.2 km
  • Child friendly
“Mr” This was everything promised and more a lovely holiday and great value for money clean and a nice location the road on the way in was a little bumpy but that is just being picky lots of piece and quite with a lovely view
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from £33 / night

£233 - £550 / week

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from £33 / night

(7) Excellent 

14

Holiday apartment in Ventnor

Isle of Wight / Ventnor

2 4 Min stay varies

  • 2 bedrooms
  • Sleeps 4
  • Min stay varies
  • Beach / lakeside relaxation
  • Nearest beach 0 km
  • Child friendly
“Same High Standard” We stayed in Carisbrooke last year and loved it and really wanted to try the newly released Albert apartment after it's extensive renovations. In fact we booked a week over the Easter holiday without even seeing any photo's. We wer
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from £80 / night

£560 / week

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from £80 / night

(1) Average 

10

Holiday cottage rental

Isle of Wight / Shanklin

2 4 7 nights min

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

from £50 / night

£350 - £675 / week

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from £50 / 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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from £70 / night

(3) Very Good 

16

Ventnor holiday apartment rental

Isle of Wight / Ventnor

2 6 Min stay varies

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

from £90 / night

£535 - £735 / week

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from £90 / night

(13) Excellent 

12

Holiday townhouse rental

Cowes / West Cowes

4 10 Min stay varies

  • 4 bedrooms
  • Sleeps 10
  • Min stay varies
  • Nearest beach 1 km
  • Child friendly
  • Car not necessary
“Perfect Holiday Letting” My family along with my friend's family ( group of 9 ) stayed in Yachtsman for 3 nights. We all thoroughly enjoyed our stay. Amazed to see the amenities that was made available. Kitchen is fully equipped with all necessary ing
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from £200 / night

£995 - £3250 / week

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from £200 / night

1