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Isle of Wight

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890 Holiday homes

Travellers going to Isle of Wight are booking June dates now. Secure your holiday home today and have the perfect trip.

(31) Excellent 

23

Holiday home in Yarmouth

Isle of Wight / Yarmouth

5 10 Min stay varies

  • 5 bedrooms
  • Sleeps 10
  • Min stay varies
  • Beach / lakeside relaxation
  • Child friendly
  • Pet friendly
“Wonderful holiday rental!” A lovely, spacious comfortable house with fantastic countryside views. We travelled with our young family and friends and all enjoyed staying at Three Gables. The kids loved the garden and played golf and boules (all provid  …see more

from £195 / night

£800 - £1775 / week

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from £195 / night

(8) Excellent 

18

Holiday townhouse in East Cowes

Isle of Wight / East Cowes

3 6 7 nights min

  • 3 bedrooms
  • Sleeps 6
  • 7 nights min
  • Child friendly
  • Pet friendly
  • Private garden
“Lovely family home” Having not been to the Isle of Wight before, was clueless where to stay. As it turns out, it doesn't really matter where you stay as nothing is very far away. Our hostess was lovely and was on hand any time. Fortunately we didn  …see more

from £58 / night

£400 - £900 / week

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from £58 / night

(5) Excellent 

28

Holiday home in Yarmouth

Isle of Wight / Yarmouth

3 6 Min stay varies

  • 3 bedrooms
  • Sleeps 6
  • Min stay varies
  • Suitable for children age 5+
  • Private garden
Tanners is a delightful chalet bungalow in quiet Port La Salle on the edge of Yarmouth (around a 5 minute drive or 20 minute walk from Yarmouth centre). Built in 1998 in the grounds of "Eastmore", an estate with historical connections to the Johnnie Walker whi  …see more

from £109 / night

£395 - £1065 / week

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from £109 / night

(3) Very Good 

13

Holiday apartment with golf nearby in Shanklin

Isle of Wight / Shanklin

2 3 Min stay varies

  • 2 bedrooms
  • Sleeps 3
  • Min stay varies
  • Child friendly
The Garden apartment has a conservatory, Lounge, Kitchen, Bathroom with bath and shower, two bedrooms; main bedroom with standard double bed, second bedroom with 3ft single bed. Door heights 5ft 10ins, ceiling height 6ft 4in. Beach is a 10 minute walk from the apartment  …see more

from £39 / night

£235 - £550 / week

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from £39 / night

(2) Excellent 

16

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  …see more

from £30 / night

£200 - £676 / week

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from £30 / night

11

Holiday cottage in Ventnor

Isle of Wight / Ventnor

1 2 Min stay varies

  • 1 bedroom
  • Sleeps 2
  • Min stay varies
  • Ask owner if suitable for children
Nestling peacefully in a rural hamlet location, adjacent to a quiet country lane opposite fields, these beautifully presented holiday properties provide a wonderful retreat from which to discover the delights of the island. Situated in the grounds of a Grade II listed t  …see more

from £60 / night

£450 - £695 / week

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from £60 / night

(3) Excellent 

13

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
“A home from home” A lovely homely place to stay, comfortable clean everything you need for the perfect getaway, incredibly well presented in a lovely location, will be back again for sure.  …see more

from £45 / night

£315 / week

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from £45 / 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
Self-catering countryside cottage, equipped to a high standard, with excellent views across fields. Located along a private lane, very secluded - the base for great holidays on the Isle of Wight - great for chilling out!! Ideal for couple & families seeking relaxati  …see more

from £49 / night

£340 - £625 / week

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from £49 / night

(21) Excellent 

18

Holiday apartment in Cowes

Cowes / West Cowes

2 4 Min stay varies

  • 2 bedrooms
  • Sleeps 4
  • Min stay varies
  • Beach / lakeside relaxation
  • Nearest beach 2 km
  • Suitable for children age 5+
“Comfy, central and clean.” Stayed only for 3 nights but would have loved to of stayed longer. Lovely light comfortable flat. A little bit of noise at night but I guess that is to be expected when you stay in any central location. Will come back aga  …see more

from £90 / night

£1260 / week

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from £90 / night

(4) Very Good 

21

Shanklin holiday apartment rental

Isle of Wight / Shanklin

1 2 Min stay varies

  • 1 bedroom
  • Sleeps 2
  • Min stay varies
  • Nearest beach 0 km
  • Ask owner if suitable for children
The Apartment is centrally positioned within easy Walking distance of all amenities, sea, shops, restaurants, etc, but also in a quiet area. It is tastefully modernised to provide a very good standard of comfort and service, but keeping its Victorian character where pos  …see more

from £33 / night

£195 - £430 / week

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from £33 / night

(11) Excellent 

12

Holiday cottage in Ryde

Isle of Wight / Ryde

3 6 7 nights min

  • 3 bedrooms
  • Sleeps 6
  • 7 nights min
  • Nearest beach 3 km
  • Child friendly
7 day holidays in the summer - shorter breaks available out of season.  …see more

from £72 / night

£500 - £1200 / week

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from £72 / night

(16) Excellent 

13

Holiday bungalow in Newchurch

Sandown / Newchurch

1 2 Min stay varies

  • 1 bedroom
  • Sleeps 2
  • Min stay varies
  • Private garden
“Blissful break in Newchurch..” Our son treated us to a week's break on the Isle of Wight for our 25th Wedding Anniversary and what a fantastic surprise it was. The accommodation was second to none and the owners, Hilary and David, the perfect hosts. T  …see more

from £85 / night

£300 - £600 / week

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from £85 / night

(38) Excellent 

26

Holiday home in Brighstone

Isle of Wight / Brighstone

6 12 Min stay varies

  • 6 bedrooms
  • Sleeps 12
  • Min stay varies
  • Beach / lakeside relaxation
  • Child friendly
  • Pet friendly
“Lovely spacious house” Had a very nice stay in the Mill house. We all found it relaxing with lots of children. Location of the house was good for travelling around Isle of Wight. I would recommend the rental.  …see more

from £289 / night

£2026 - £3585 / week

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from £289 / 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  …see more

from £65 / night

£350 - £675 / week

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from £65 / night

11

Newchurch holiday lodge rental

Sandown / Newchurch

4 8 7 nights min

  • 4 bedrooms
  • Sleeps 8
  • 7 nights min
  • Child friendly
  • Ask about pets
  • Private garden
Winford Retreat is high standard, newly refurbished 4 bedroom 1 en suite chalet bungalow aimed at the 5 star market. Positioned in the prestigious area of Forest Road within a few minutes drive to lovely beaches, Towns and Villages.  …see more

from £214 / night

£1495 - £1545 / week

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from £214 / night

(10) Excellent 

17

Gurnard holiday chalet rental

Isle of Wight / Gurnard

2 4 Min stay varies

  • 2 bedrooms
  • Sleeps 4
  • Min stay varies
  • Beach / lakeside relaxation
  • Nearest beach 0 km
  • Child friendly
“Fantastic” Little Sailing is in a prime location on the edge of the Solent. It is well equipped and has everything needed for a perfect stay. The views from the huge windows are wonderful. There is a pub serving food within a very short walk.  …see more

from £75 / night

£525 - £1100 / week

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from £75 / night

(6) Very Good 

24

Holiday home in Newport

Newport / Island Harbour

4 8 Min stay varies

  • 4 bedrooms
  • Sleeps 8
  • Min stay varies
  • Beach / lakeside relaxation
  • Nearest beach 5 km
  • Child friendly
“VIP accommodation for the Isle of Wight Festival” We stayed here with family and friends for 3 nights for the Isle of Wight Festival this year. Having the mooring come with the house made for a hassle free arrival and departure when the ferries and b  …see more

from £150 / night

£750 - £2400 / week

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from £150 / night

(2) Excellent 

16

Holiday cottage in Brook

Isle of Wight / Brook

3 6 2 nights min

  • 3 bedrooms
  • Sleeps 6
  • 2 nights min
  • Child friendly
  • Pet friendly
  • Private garden
Brook is a lovely little village in the beautiful and rural West Wight, very close to the beaches at Brook and Compton. It can offer you the perfect place for a relaxing holiday. At Brook House, we have 3 self-catering holiday properties. Westbrook, our middle sized  …see more

from £130 / night

£475 - £1495 / week

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from £130 / night

(20) Excellent 

18

Holiday log cabin in Woodside Beach

Isle of Wight / Woodside Beach

2 6 Min stay varies

  • 2 bedrooms
  • Sleeps 6
  • Min stay varies
  • Beach / lakeside relaxation
  • Nearest beach 0.2 km
  • Child friendly
“A very friendly welcome and good base for exploring the island” I chose the chalet as a long weekend to take my Mum and her dog away for a few days. The hosts were very friendly and helpful both during the booking process and while we were there. The  …see more

from £60 / night

£260 - £570 / week

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from £60 / night

(15) Excellent 

24

Holiday home rental

Isle of Wight / Cowes

4 8 Min stay varies

  • 4 bedrooms
  • Sleeps 8
  • Min stay varies
  • Child friendly
  • Private garden
“A lovely family house in a great location would recommend” A lovely family house in great location near the town, pubs and of course the sea. The house was great for all in our party which included children, and was clean tidy and welcoming for us  …see more

from £200 / night

£900 - £2800 / week

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from £200 / night

(4) Excellent 

16

Freshwater holiday bungalow rental

Isle of Wight / Freshwater

2 4 7 nights min

  • 2 bedrooms
  • Sleeps 4
  • 7 nights min
  • Beach / lakeside relaxation
  • Nearest beach 0.2 km
  • Child friendly
Well-equipped, clean, comfortable, cosy, newly refurbished semi-detached bungalow with the most superb uninterrupted views of the Solent towards Hurst Castle. Visitors have called it "home from home" and the most perfect holiday accommodation. You will love it  …see more

from £38 / night

£260 - £560 / week

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from £38 / night

(4) Excellent 

15

Cowes holiday apartment rental

Isle of Wight / Cowes

3 5 Min stay varies

  • 3 bedrooms
  • Sleeps 5
  • Min stay varies
This Prestigious 2nd Floor 3 bedroom apartment in the popular Marinus Complex, is situated at the front of the North wing with truly superb panoramic views over the harbour, Marina’s & the ever changing seascape of The Solent. The open plan lounge has floor to  …see more

from £140 / night

£650 - £3000 / week

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from £140 / night

(1) Excellent 

29

Home rental in Bembridge

Isle of Wight / Bembridge

5 9 Min stay varies

  • 5 bedrooms
  • Sleeps 9
  • Min stay varies
  • Child friendly
  • Private garden
Tides Reach is a modern mid-terrace house. This very comfortable property has been newly refurbished and benefits from a large conservatory leading to a newly terraced Garden. It is located on The Ruskins at the top of a cul-de-sac just off the village centre, with all  …see more

from £150 / night

£615 - £1490 / week

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from £150 / night

(5) Very Good 

12

Holiday bungalow in Freshwater

Isle of Wight / Freshwater

2 4 7 nights min

  • 2 bedrooms
  • Sleeps 4
  • 7 nights min
  • Child friendly
Welcome to the Sunnywight Holiday Bungalow. Self Catering 3 Star Accomadation in Colwell Bay, near Freshwater in the Isle of Wight.In a secluded and quiet part of The Isle of Wight, the ever popular holiday destination, and with direct access to the beach, our h  …see more

from £35 / night

£245 - £485 / week

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from £35 / night

(11) Excellent 

23

Holiday chalet in Ventnor

Isle of Wight / Ventnor

1 2 3 nights min

  • 1 bedroom
  • Sleeps 2
  • 3 nights min
  • Nearest beach 4 km
“Exactly as it says Great Escape” Had a fantastic week at the Great Escape. Lovely and clean with everything needed for a comfortable stay. Beautiful Island would recommend to anyone who  …see more

from £40 / night

£240 / week

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from £40 / night

(1) Excellent 

18

Apartment rental in Ventnor

Isle of Wight / Ventnor

1 2 Min stay varies

  • 1 bedroom
  • Sleeps 2
  • Min stay varies
  • Ask owner if suitable for children
  • Private garden
We are partnered with both Wightlink and Red Funnel ferry companies, so can always offer you a better discounted ferry crossing rate then you would be able to get yourself. The Victoria Apartment. Our uniquely decorated apartment offers the privacy and freedom to relax  …see more

from £69 / night

£379 - £579 / week

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from £69 / night

15

Holiday home in Cowes

Isle of Wight / Cowes

3 6 Min stay varies

  • 3 bedrooms
  • Sleeps 6
  • Min stay varies
  • Nearest beach 3 km
  • Child friendly
  • Pet friendly
Our charming Georgian Cottage in the heart of the Old Town in Cowes ony minutes from the Waterfront is now available to rent. Accommodates six people very comfortably, with private parking behind gates and enclosed garden with Bbq area. Kitchen with dining table and sta  …see more

from £200 / night

£1400 - £2500 / week

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from £200 / night

(2) Excellent 

8

Holiday barn in Shorwell

Isle of Wight / Shorwell

1 2 3 nights min

  • 1 bedroom
  • Sleeps 2
  • 3 nights min
  • Ask about pets
  • Private garden
For those bringing bikes, surf boards and the like, a barn is available for storage.These desirable cabins nestle in downland, above the peaceful village of Shorwell, only 2 miles from yhe south coast of the Island.<br />Footpaths alongside the cottage join the Is  …see more

from £70 / night

£450 / week

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from £70 / night

(3) Very Good 

12

Holiday barn in Ryde

Isle of Wight / Ryde

5 10 Min stay varies

  • 5 bedrooms
  • Sleeps 10
  • Min stay varies
  • Child friendly
  • Private garden
A truly stunning, 5 star, Gold Award barn conversion sleeping 10 people+ cot in 5 bedrooms all with their own ensuite / private bathrooms. Wonderful original oak-beamed ceiling with fabulous gantry walkway over to a viewing platform up in the eaves!Wi-fi availble.<br  …see more

from £130 / night

£900 - £2250 / week

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from £130 / night

24

Newchurch holiday cottage rental

Sandown / Newchurch

3 6 Min stay varies

  • 3 bedrooms
  • Sleeps 6
  • Min stay varies
  • Child friendly
  • Ask about pets
  • Private garden
Enjoy a unique farm holiday at the Garlic Farm on the Isle of Wight. Peaceful, beautiful location close to footpaths and cycle ways. 10 minutes from the beach and most other attractions. Tennis court, football pitch and restaurant on site. Dogs welcome by arrangement.&l  …see more

from £145 / night

£675 - £1310 / week

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from £145 / night

(23) Excellent 

24

Holiday tree house in Whippingham

Isle of Wight / Whippingham

2 6 Min stay varies

  • 2 bedrooms
  • Sleeps 6
  • Min stay varies
  • Beach / lakeside relaxation
  • Nearest beach 2 km
  • Suitable for children age 5+
“Stunning” If you want something that is a little bit different, but also want quality ... then this is the place. We spent a fabulous week at the Treehouse. What an amazing place. The location is great, literally 15mins from the East Cowes ferry, w  …see more

from £150 / night

£550 - £1300 / week

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from £150 / night

(3) Excellent 

15

Apartment rental in Shanklin

Shanklin / Old Village

1 2 7 nights min

  • 1 bedroom
  • Sleeps 2
  • 7 nights min
“Superb” A very clean and comfortable apartment and beautiful gardens. Pam is a very nice and welcoming lady and nothing is too much trouble if you need anything. Will definitely be booking to go back next year at some point.  …see more

from £57 / night

£395 - £600 / week

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from £57 / night

18

Holiday home in Ventnor

Ventnor / St Lawrence, Ventnor

4 10 Min stay varies

  • 4 bedrooms
  • Sleeps 10
  • Min stay varies
  • Child friendly
This luxurious detached house in Ventnor is in the south of the Isle of Wight, in an area known for its Mediterranean type climate. Secluded Steephill Cove is a 5 minute stroll away and Ventnor Botanical Gardens are just a 2 minute walk.  …see more

from £161 / night

£1121 - £3157 / week

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from £161 / night

(8) Excellent 

25

Holiday townhouse in Cowes

Cowes / West Cowes

5 10 Min stay varies

  • 5 bedrooms
  • Sleeps 10
  • Min stay varies
  • Child friendly
a high standard 5 bedroom 4 bathroom townhouse, we also have 8 Fife Court next door for larger groups Holiday lettings no 5078117<br />This property is part of the Cowes Holiday Homes portfolio where good service comes as standard  …see more

from £130 / night

£650 - £4100 / week

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from £130 / 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

£320 - £540 / week

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from £90 / night

(1) Very Good 

18

Holiday bungalow rental

Isle of Wight / Freshwater

2 4 Min stay varies

  • 2 bedrooms
  • Sleeps 4
  • Min stay varies
  • Beach / lakeside relaxation
  • Child friendly
A super little holiday bungalow, which couldn't be situated any closer to the scenic western coastline of the Isle of Wight. The comfortable accommodation is very well presented & is 'light & airy' throughout. The lounge is 'open plan' w  …see more

from £39 / night

£275 - £595 / week

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from £39 / night

(1)  

16

Holiday cottage in Calbourne

Isle of Wight / Calbourne

3 6 Min stay varies

  • 3 bedrooms
  • Sleeps 6
  • Min stay varies
  • Child friendly
A charming detached, stone built character cottage dating back to the 18th century. Whilst being situated in the chocolate box location of Winkle Street the property is cosy, comfortable and well equipped. There is plenty to see and do within the area with numerous pubs  …see more

from £146 / night

£1020 - £1391 / week

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from £146 / night

13

Holiday townhouse in Cowes

Cowes / West Cowes

2 4 Min stay varies

  • 2 bedrooms
  • Sleeps 4
  • Min stay varies
  • Child friendly
  • Car not necessary
This centrally located cottage is great for small groups or sailing crews who want to be in the heart of the action Its located just behind The Coast Bar, It has recently been refurbished to a very high standard with lovely laminate flooring & new beds. Due to its  …see more

from £70 / night

£305 - £1200 / week

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from £70 / night

(2) Very Good 

21

Holiday home with golf nearby in Ryde

Isle of Wight / Ryde

5 10 Min stay varies

  • 5 bedrooms
  • Sleeps 10
  • Min stay varies
  • Swimming pool
  • Child friendly
  • Pet friendly
Westridge House is a one of the most exclusive homes on the island comfortably sleeping up to 10 people. The house holds 5 bedrooms, consisting of 3 double bedrooms and 2 twin bedrooms. Stunning garden, lawns and swimming pool found on the outskirts of Ryde and Seaview.  …see more

from £600 / night

£1995 - £4695 / week

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from £600 / night

(11) Very Good 

9

Home rental in Cowes

Cowes / West Cowes

3 6 Min stay varies

  • 3 bedrooms
  • Sleeps 6
  • Min stay varies
  • Child friendly
  • Car not necessary
  • Private garden
“Greta location, clean, tidy house” The location of the house was fantastic. We could access the town so easily and supermarkets and fish and chip shop were literally around the corner. The house itself was great, very clean and a well equipped kitchen  …see more

from £90 / night

£450 - £1600 / week

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from £90 / night