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

(23) Excellent 

Certificate of Excellence

22

Holiday caravan/mobile home with shared pool in Bembridge

Isle of Wight / Bembridge

2 6 Min stay varies

  • 2 bedrooms
  • Sleeps 6
  • Min stay varies
  • Beach / lakeside relaxation
  • Swimming pool
  • Child friendly
“Above expectations” Excellent environment Very clean and capacious caravan Pets were not suooowed to be there according to description but there were a few The way to the beach was quite unfriendly for the kids buggies. A few steps there would b
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Certificate of Excellence

from £60 / night

£420 / week

Book View

Responds fast!
avg. 19 minutes

from £60 / night

(8) Excellent 

Certificate of Excellence

19

Holiday lodge in Newchurch

Sandown / Newchurch

1 2 1 night min

  • 1 bedroom
  • Sleeps 2
  • 1 night min
  • Pet friendly
  • Private garden
“Amazing place!” We stayed for 2 nights last weekend 12th-14th August 2016. I was worried about the bed as it is the most important thing to be able to sleep well wherever you are, but I shouldn't have worried as the bed was amazingly comfortable, it
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Certificate of Excellence

from £60 / night

£420 / week

Book View

Responds fast!
avg. 20 minutes

from £60 / night

(6) 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
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from £210 / night

£980 - £2400 / week

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from £210 / night

(9) Excellent 

13

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
  • Pet friendly

from £69 / night

£295 - £875 / week

Book View

Responds fast!
avg. 2 hours 50 minutes

from £69 / 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

Book View

Responds fast!
avg. 1 hour 10 minutes

from £70 / 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

Book View

Responds fast!
avg. 1 hour 4 minutes

from £100 / night

(18) Excellent 

36

Holiday cottage rental

Ventnor / Bonchurch

3 8 Min stay varies

  • 3 bedrooms
  • Sleeps 8
  • Min stay varies
  • Beach / lakeside relaxation
  • Nearest beach 0.1 km
  • Child friendly
“Mr” Well equipped. Hidden away. Lawn shaded from weather from all directions except south. Cosy. Beautiful place in a beautiful place.
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from £90 / night

£450 - £1960 / week

Book View

Responds fast!
avg. 3 hours 44 minutes

from £90 / 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

Book View

Responds fast!
avg. 1 hour 21 minutes

from £45 / night

(6) Excellent 

12

Brading holiday cottage rental

Isle of Wight / Brading

1 2 Min stay varies

  • 1 bedroom
  • Sleeps 2
  • Min stay varies
  • Ask about pets
  • Private garden

from £42 / night

£295 - £575 / week

Enquire View

from £42 / night

(3) Excellent 

15

Holiday home in Bembridge

Bembridge / Bembridge Village

3 8 7 nights min

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

from £143 / night

£995 / week

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from £143 / night

13

Cowes holiday home rental

Isle of Wight / Cowes

3 6 3 nights min

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

from £125 / night

£485 - £2450 / week

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from £125 / night

(8) Excellent 

12

Holiday apartment in Ventnor

Isle of Wight / Ventnor

1 2 Min stay varies

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

from £40 / night

£260 - £370 / week

Book View

Responds fast!
avg. 1 hour 38 minutes

from £40 / night

(5) Very Good 

23

Holiday caravan/mobile home in Cowes

Isle of Wight / Cowes

2 6 2 nights min

  • 2 bedrooms
  • Sleeps 6
  • 2 nights min
  • Ask owner if suitable for children
  • Pet friendly
“Good Location, Helpful Hosts and perfect complex for families” The complex was great as the swimming pool and evening entertainment was perfect for the children. The caravan itself is of an adequate size and we found everything we needed. The oven had
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from £40 / night

£250 - £500 / week

Book View

from £40 / 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

(9) Excellent 

23

Cowes holiday caravan/mobile home rental

Isle of Wight / Cowes

3 6 7 nights min

  • 3 bedrooms
  • Sleeps 6
  • 7 nights min
  • Beach / lakeside relaxation
  • Nearest beach 0.25 km
  • Swimming pool

from £47 / night

£325 - £730 / week

Book View

Responds fast!
avg. 2 hours 55 minutes

from £47 / night

(14) 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
“This place is fantastic!” We have just spent a week at Hurst View on the Isle Of Wight, it is in an ideal spot. The ferry terminal is only 5-10mins down the road, whichwas a great stress free start to the week. The house itself is very spacious with r
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from £59 / night

£410 - £895 / week

Enquire View

from £59 / night

18

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

from £75 / 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

Book View

Responds fast!
avg. 41 minutes

from £75 / night

(18) Excellent 

23

Holiday caravan/mobile home in Bembridge

Isle of Wight / Bembridge

3 8 Min stay varies

  • 3 bedrooms
  • Sleeps 8
  • Min stay varies
  • Beach / lakeside relaxation
  • Child friendly
“Lovely Site!” I havejust returned from a weeks stay at Sandhills Holiday Park. Myself and six family members, four being children, stayed in caravan E49. This van was very nice, clean, and can confidently say on behalf of my family a great van. We lov
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from £100 / night

£350 - £650 / week

Book View

Responds fast!
avg. 2 hours 24 minutes

from £100 / night

(12) Excellent 

Certificate of Excellence

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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Certificate of Excellence

from £99 / night

£385 - £985 / week

Book View

Responds fast!
avg. 1 hour 2 minutes

from £99 / night

(63) Excellent 

20

Ventnor holiday apartment rental

Isle of Wight / Ventnor

1 4 Min stay varies

  • 1 bedroom
  • Sleeps 4
  • Min stay varies
  • Beach / lakeside relaxation
  • Nearest beach 0.05 km
  • Child friendly
“Wished I could have stayed longer..” Thank you to Dawn and Guy for a lovely, if all too short, stay at Marina Apartments. The location was very specal, with fabulous sea views and all the amenities of Ventnor right on your doorstep, including a beach
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from £75 / night

£400 - £825 / week

Book View

Responds fast!
avg. 2 hours 55 minutes

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

Book View

Responds fast!
avg. 1 hour 21 minutes

from £45 / night

(14) 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
…see more

from £85 / night

£595 - £999 / week

Book View

from £85 / night

(6) Very Good 

Certificate of Excellence

10

Caravan/mobile home rental in Bembridge with shared pool

Isle of Wight / Bembridge

2 6 Min stay varies

  • 2 bedrooms
  • Sleeps 6
  • Min stay varies
  • Beach / lakeside relaxation
  • Swimming pool
  • Child friendly
“Cosy but spacious enough for six” Very comfortable 2-night stay. Caravan is modern and smart with good facilities. It's on the inland side of Hillway Road, so it's a good 10-minute walk to the beach and 5 minutes to the main site facilities (clubhouse
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Certificate of Excellence

from £40 / night

£280 / week

Book View

Responds fast!
avg. 1 hour 16 minutes

from £40 / night

(7) Very Good 

23

Holiday chalet in Niton Undercliff

Ventnor / Niton Undercliff

1 2 Min stay varies

  • 1 bedroom
  • Sleeps 2
  • Min stay varies
“Well thought out accommodation in pretty surroundings” Stayed for two nights but wish it could have been longer. The chalet has everything you could need and nicely decorated too. There's a lot of info about the area with maps and things to do and you
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from £45 / night

£280 - £415 / week

Book View

Responds fast!
avg. 3 hours 50 minutes

from £45 / night

20

Holiday chalet in Ventnor Bay

Ventnor / Ventnor Bay

2 4 7 nights min

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

from £58 / night

£400 - £768 / week

Book View

from £58 / night

(4) Excellent 

14

Holiday caravan/mobile home in Bembridge

Isle of Wight / Bembridge

2 6 7 nights min

  • 2 bedrooms
  • Sleeps 6
  • 7 nights min
  • Beach / lakeside relaxation
  • Nearest beach 1 km
  • Child friendly

from £58 / night

£400 - £500 / week

Book View

from £58 / 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

Book View

Responds fast!
avg. 2 hours 31 minutes

from £50 / night

(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

(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

Book View

Responds fast!
avg. 2 hours 27 minutes

from £300 / night

(8) Excellent 

Certificate of Excellence

23

Holiday home rental

Isle of Wight / St Helens

4 7 7 nights min

  • 4 bedrooms
  • Sleeps 7
  • 7 nights min
  • Beach / lakeside relaxation
  • Child friendly
  • Private garden
“Mr” Wonderful peaceful location. Plenty of room in this very comfortable home for 4 adults and a child. Close to shops, restaurants and wine farms.
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Certificate of Excellence

from £86 / night

£600 - £1650 / week

Book View

Responds fast!
avg. 1 hour 56 minutes

from £86 / night

(23) Excellent 

Certificate of Excellence

39

Holiday apartment in Shanklin

Shanklin / Old Village

1 2 Min stay varies

  • 1 bedroom
  • Sleeps 2
  • Min stay varies
  • Beach / lakeside relaxation
“Relaxing break” This apartment is excellent - bright, clean, comfortable and well-equipped. The view from the balcony/veranda is fantastic. Booking arrangements are easy. We enjoyed our relaxing break and would definitely book again.
…see more

Certificate of Excellence

from £65 / night

£340 - £630 / week

Book View

Responds fast!
avg. 1 hour 20 minutes

from £65 / night

(6) Excellent 

7

Holiday apartment in Wroxall

Isle of Wight / Wroxall

1 2 Min stay varies

  • 1 bedroom
  • Sleeps 2
  • Min stay varies
  • Beach / lakeside relaxation
  • Nearest beach 5 km

from £75 / night

£450 - £575 / week

Book View

Responds fast!
avg. 2 hours 27 minutes

from £75 / night

(22) Excellent 

20

Holiday cottage in Freshwater

Freshwater / Moons Hill

2 4 7 nights min

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

from £93 / night

£650 - £780 / week

Book View

from £93 / night

(3) Excellent 

14

Holiday cottage in Ventnor

Isle of Wight / Ventnor

2 4 3 nights min

  • 2 bedrooms
  • Sleeps 4
  • 3 nights min
  • Child friendly
“Fabulous Beach Front location, you ‘Canute’ ask for more” We booked a long weekend in Canute cottage and had a fantastic time. We are a family of three but the cottage would accommodate 2 adults and 2 children in the bunk room. The high ceilings give
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from £60 / night

£400 - £720 / week

Book View

from £60 / 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.
…see more

from £45 / night

£300 - £575 / week

Book View

Responds fast!
avg. 1 hour 49 minutes

from £45 / 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
…see more

Certificate of Excellence

from £40 / night

£280 / week

Book View

Responds fast!
avg. 2 hours 40 minutes

from £40 / night

(5) Very Good 

22

Caravan/mobile home rental in St Helens

Isle of Wight / St Helens

3 8 Min stay varies

  • 3 bedrooms
  • Sleeps 8
  • Min stay varies
  • Swimming pool
  • Child friendly
  • Pet friendly
“Great Stay!” Had a great time on the island as always, the caravan was a great base on a quiet park to explore the island, very comfortable master bed! Thanks Christine we will be back I hope!
…see more

from £75 / night

£350 - £550 / week

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Responds fast!
avg. 2 hours 6 minutes

from £75 / night

(6) Excellent 

11

Holiday home letting

Isle of Wight / Newport

3 9 1 night min

  • 3 bedrooms
  • Sleeps 9
  • 1 night min
  • Child friendly
  • Private garden

from £50 / night

£325 - £2080 / week

Book View

from £50 / night

(14) Excellent 

Certificate of Excellence

15

Holiday bungalow in Wootton Bridge

Isle of Wight / Wootton Bridge

3 6 Min stay varies

  • 3 bedrooms
  • Sleeps 6
  • Min stay varies
  • Beach / lakeside relaxation
  • Child friendly
“Great Location” Location was perfect , from initial proximity to the ferry a few minutes around the corner, to the view from the the balcony ( where we spent most of the time in the property!) particularly when the tide is in, and a very short drive t
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Certificate of Excellence

from £70 / night

£495 - £995 / week

Book View

Responds fast!
avg. 1 hour 29 minutes

from £70 / night

1