50 Best Isle of Wight cottages, homes and apartments - Holiday Lettings - Holiday rentals

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Isle of Wight

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20 Holiday homes

(15) Excellent 

18

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
“Excellent” Stayed here for 4 nights, what a lovely clean and well equiped caravan. The bedrooms were lovely and comfortable and the 2 bathrooms were excellent. So big, and the lovely decked patio made this a really enjoyable stay. The personal touches  …see more

from £60 / night

£420 / week

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from £60 / night

(5) 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
“Welcoming, spacious and clean. Recommend.” The accommodation was excellent and surpassed our expectations. Fully equipped and comfortable with all modern conveniences. Great communication so we were able to access the flat when it was ready and help w  …see more

from £140 / night

£695 - £1775 / week

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from £140 / night

(27) Very Good 

33

Holiday boathouse with golf nearby in Yarmouth

Isle of Wight / Yarmouth

2 11 Min stay varies

  • 2 bedrooms
  • Sleeps 11
  • Min stay varies
  • Beach / lakeside relaxation
  • Nearest beach 0.2 km
  • Child friendly
Two stunning properties in locations second to none, and our vintage stunning Airstream!  …see more

Pricing unknown

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Pricing unknown

(12) Excellent 

28

Holiday cottage in Yarmouth

Isle of Wight / Yarmouth

2 4 Min stay varies

  • 2 bedrooms
  • Sleeps 4
  • Min stay varies
  • Child friendly
  • Private garden
“High quality, beautifully appointed holiday barn in a peaceful location.” The barn is in great location which leaves you close to any of the islands attractions or towns. It is beautifully appointed throughout with the bonus of a hot tub in the shared  …see more

from £130 / night

£580 - £1495 / week

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from £130 / night

(4) Excellent 

22

Home rental in Shanklin

Isle of Wight / Shanklin

6 12 2 nights min

  • 6 bedrooms
  • Sleeps 12
  • 2 nights min
  • Beach / lakeside relaxation
  • Child friendly
  • Private garden
“fabulous house” Stunning house with lovely grounds, Perfect for families with children of all ages. In a lovely location. Would highly recommend.  …see more

from £350 / night

£2200 / week

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from £350 / night

16

Cowes holiday guest house rental

Cowes / West Cowes

6 12 Min stay varies

  • 6 bedrooms
  • Sleeps 12
  • Min stay varies
  • Suitable for children age 5+
  • Private garden
With its elevated position some of the rooms have views over Cowes & the Solent & it comes with its own parking space & good size garden.This property is part of the Cowes Holiday Homes portfolio where good service comes as standard  …see more

from £250 / night

£1200 - £5200 / week

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from £250 / 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  …see more

from £125 / night

£370 - £795 / week

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from £125 / night

(13) Very Good 

8

Shanklin holiday apartment accommodation

Isle of Wight / Shanklin

1 2 Min stay varies

  • 1 bedroom
  • Sleeps 2
  • Min stay varies
  • Beach / lakeside relaxation
  • Child friendly
  • Car not necessary
“Contemporary and comfortable” A modern, spotless apartment on ground floor, close to the town and the beach. A huge, comfortable bed and small, but well equipped, kitchen. Would definitely stay here again.  …see more

from £70 / night

£345 - £880 / week

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from £70 / night

23

Rookley holiday barn rental

Isle of Wight / Rookley

4 7 Min stay varies

  • 4 bedrooms
  • Sleeps 7
  • Min stay varies
  • Nearest beach 10 km
  • Child friendly
  • Private garden
Disabled facilities. Fully accessible. Rural and peaceful. Countryside location. Wet rooms. Electric profiling beds. Wildlife haven with red squirrels and barn owls. Great wildlife photography potential. Hoists and hot tub hire available on request. Amazing welcome pack  …see more

Pricing unknown

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Pricing unknown

(4) Excellent 

8

Ventnor holiday home rental

Isle of Wight / Ventnor

3 6 7 nights min

  • 3 bedrooms
  • Sleeps 6
  • 7 nights min
  • Nearest beach 1 km
  • Private garden
Saturday to Saturday bookings please Fantastic uninterrupted sea and coastline views from all bedrooms and living areas. Even the Hot tub has stunning views to the south! Boutique style interior with contemporary, open plan kitchen space luxuriously appointed with dishw  …see more

from £100 / night

£700 - £1100 / week

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from £100 / night

(19) Very Good 

24

Holiday home in Shanklin

Shanklin / Old Village

8 18 Min stay varies

  • 8 bedrooms
  • Sleeps 18
  • Min stay varies
  • Beach / lakeside relaxation
  • Child friendly
  • Car not necessary
“Fab house, fab location - fab time had by all!!!” A family group of mixed ages from 26 to 80 years old, spent a week at Rush House. The house is very nice - spacious and well decorated & furnished. The gym and hot tub were well received. The black lea  …see more

from £800 / night

£2200 - £3800 / week

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from £800 / night

(2) Excellent 

12

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+
A newly refurbished 2 bedroom garden apartment with large conservatory and built-in spa, with wonderful views over a nature reserve and beyond. Originally built as a bungalow, but now with independent accommodation above, Foinavon retains it's initial floorplan and open  …see more

from £65 / night

£350 - £675 / 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
“Beautiful cottage in a superb location” As a long established visitor to the island it is always a surprise to find a new gem. This cottage is fantastic in every way; clean, beautifully furnished, exceptionally well equipped including a hot tub! The h  …see more

from £90 / night

£310 - £540 / week

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from £90 / night

(6) Excellent 

23

Shanklin holiday apartment rental

Isle of Wight / Shanklin

3 8 Min stay varies

  • 3 bedrooms
  • Sleeps 8
  • Min stay varies
  • Beach / lakeside relaxation
  • Child friendly
  • Car not necessary
“New Years Eve” Excellent apartment with good 4 star hotel standards very close to the beach only 5 minutes walk ...  …see more

from £155 / night

£775 - £1975 / week

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from £155 / night

(18) Very Good 

17

Holiday studio in Shanklin

Isle of Wight / Shanklin

Studio 2 Min stay varies

  • Studio
  • Sleeps 2
  • Min stay varies
  • Beach / lakeside relaxation
  • Child friendly
  • Car not necessary
“Good place, good price!” Nice studio apartment finished to high standard with well equipped kitchen, easy walking distance to shanklin, local pubs and restaurants. Be a bit cosy if there where four of you but great for two.  …see more

from £45 / night

£230 - £585 / week

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from £45 / night

(9) 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
“Excellent” very comfortable room, very clean, and all you need for a great stay. thank you. will stay again. Location perfect.  …see more

from £45 / night

£230 - £585 / week

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from £45 / night

(13) Excellent 

11

Holiday apartment in Shanklin

Isle of Wight / Shanklin

1 3 Min stay varies

  • 1 bedroom
  • Sleeps 3
  • Min stay varies
  • Beach / lakeside relaxation
  • Child friendly
  • Car not necessary
“Perfect holiday apartment” We have stayed at Shanklin Villas several times and in several different apartments. Whether we have come in the summer, winter or autumn the apartments have always been spotless and well equipped and we have received a warm  …see more

from £70 / night

£345 - £880 / week

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from £70 / night

5

Shanklin holiday log cabin rental

Isle of Wight / Shanklin

1 2 2 nights min

  • 1 bedroom
  • Sleeps 2
  • 2 nights min
  • Swimming pool
  • Ask owner if suitable for children
  • Private garden
Lyon Court is a beautiful country house in a lovely countryside setting, tastefully converted into individual apartments. It overlooks Shanklin Down, yet is close to bus & train routes, and only 10 minutes walk to the town centre or Shanklin Old Village. The beach is  …see more

from £135 / night

£640 / week

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from £135 / night

(14) Excellent 

23

Cottage rental in Yarmouth

Isle of Wight / Yarmouth

4 8 Min stay varies

  • 4 bedrooms
  • Sleeps 8
  • Min stay varies
  • Nearest beach 2 km
  • Child friendly
  • Ask about pets
Holiday Cottage with situated on a dairy farm. Sleeps up to 8.with 4 bedrooms. Newly refurbished to a beautiful standard with all the comforts from home. Minutes from town, pubs, restaurants, activities and beaches. Hot Tub available to hire.Stay on a working dairy farm  …see more

from £109 / night

£766 - £1647 / week

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from £109 / night

(4) Excellent 

5

Holiday home in Shanklin

Isle of Wight / Shanklin

8 20 7 nights min

  • 8 bedrooms
  • Sleeps 20
  • 7 nights min
  • Suitable for children age 5+
  • Pet friendly
  • Private garden
“Perfect stay in gorgeous house” Stayed here for my hen do and the accommodation was fantastic; we didn't want to leave! We were so impressed when we arrived to find such a spotless house, which looked newly decorated. The owner had left a welcome p  …see more

from £329 / night

£2298 - £4347 / week

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from £329 / night

Top Destination reviews

Eversley Luxury Apartment
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 sufficient as it was quiet. We … see more
Luxury Cowes Penthouse
Excellent place to stay loved it

Well worth the money.... We have recommend this to our family and friends. if you have small children some of the fine ornements are only to be looked at.... The large outside area is lovly in the sunshine. … see more
Carriers Stable - holiday cottage of high quality
Exceeded our expectations

Comfortable, clean and well-equipped cottage in a lovely part of the island. The owners had thought of everything! … see more
"TOP DECK" - STUNNING SEASIDE APARTMENT
Another fantastic stay at 'Top Deck'

Top Deck has everything needed for a relaxing holiday/break in Ventnor -great location, stunning views, good facilities and a lovely welcome pack. Everything from washing-up liquid and kitchen roll to shower gel and toilet roll is also provided, mak … see more
The Mill House
We couldn't have found a better property on the island

We were expecting a welcome pack based on the reviews we read before our arrival but it exceeded our expectations - the hot cross buns were great and the selection of Easter chocolate was a lovely surprise. We felt very much at home straight away. … see more
Waters Edge
A well designed, luxuriously equipped property, Waters Edge was just what we were looking for

Our favourite things about Waters Edge were the the views to the mainland and watching boats go by, the comfy beds, the original artwork pictures, the electric feature fireplace, and the quiet peaceful location with lots to do without having to drive … see more