Isle of Wright Holiday Rentals - Cottages, Apartments and Accommodation in Isle of Wright

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Isle of Wight

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776 Holiday homes

(5) Excellent 

20

Holiday lodge in Newchurch

Sandown / Newchurch

1 2 1 night min

  • 1 bedroom
  • Sleeps 2
  • 1 night min
  • Pet friendly
  • Private garden
“Best place on the Island!!” Just three words describe the location, the accommodation and Lisa. Brilliant! Brilliant! Brilliant! Took two dogs with us and it was just perfect for them as well.  …see more

from £60 / night

£420 / week

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from £60 / night

(5) Excellent 

15

Apartment rental in Knighton, Isle of Wight

Isle of Wight / Knighton, Isle of Wight

1 2 3 nights min

  • 1 bedroom
  • Sleeps 2
  • 3 nights min
An individual home just brimming with character & quirky charm with exposed timbers in all the rooms. Situated in a hamlet within an area designated as an 'Area of Outstanding Natural Beauty'. Explore the local footpaths or just enjoy the country views from your balcony  …see more

from £39 / night

£275 - £395 / week

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from £39 / night

(9) 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
Two bedroom apartment in an excellent waterfront location with wonderful views across the harbour and Solent beyond. Situated on the the fourth floor and accessed via a private lift or stairs.  …see more

from £130 / night

£425 - £2200 / week

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from £130 / night

(18) Excellent 

39

Holiday apartment in Shanklin

Shanklin / Old Village

1 2 Min stay varies

  • 1 bedroom
  • Sleeps 2
  • Min stay varies
  • Beach / lakeside relaxation
“Excellent” Our stay here was perfect,the apartment is of a very high quality with everything one needs to make the stay comfortable. It's a lovely old house which has been converted into very stylish apartments.It has a lovely raised decking area whic  …see more

from £60 / night

£325 - £625 / week

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from £60 / night

(11) Excellent 

8

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
This timber built cabin makes the ideal cosy holiday retreat for two. It is well situated for exploring the whole island, and its many attractions. •The village of Whippingham is near to Queen Victoria's Osborne House, and the yachting centre of Cowes.•Pubs and res  …see more

from £65 / night

£325 - £450 / week

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from £65 / night

(5) Excellent 

13

Holiday apartment in Cowes

Cowes / West Cowes

2 4 Min stay varies

  • 2 bedrooms
  • Sleeps 4
  • Min stay varies
  • Child friendly
  • Private garden
The prime location of this apartment also means it is perfect for all the sailing regattas being next to Shepards Wharf & short walk to Cowes Yacht Haven, Ideal for those who prefer a more luxurious stay in Cowes.This property is part of the Cowes Holiday Homes portfoli  …see more

from £80 / night

£320 - £2300 / week

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from £80 / night

(5) Excellent 

30

Thorness Bay holiday caravan/mobile home rental

Cowes / Thorness Bay

3 6 Min stay varies

  • 3 bedrooms
  • Sleeps 6
  • Min stay varies
  • Beach / lakeside relaxation
  • Swimming pool
  • Child friendly
Greenwood 46 is situated at Thorness Bay Holiday Park, on the Isle of Wight. We also have the caravan Greenwood 48 which is two doors up from Greenwood 46. We were asked a few times last year if we had two caravans close together so that a large family or a group of f  …see more

from £40 / night

£310 - £595 / week

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from £40 / night

(18) Excellent 

12

Holiday chalet with shared pool, golf nearby in Gurnard

Isle of Wight / Gurnard

2 6 2 nights min

  • 2 bedrooms
  • Sleeps 6
  • 2 nights min
  • Beach / lakeside relaxation
  • Swimming pool
  • Child friendly
“Decorated to a high standard and spotless” We booked this chalet for one week, we stay on the Island every year in self catering accommodation and this was by far the best we have stayed in. The chalet is decorated to a high standard, it was absolutel  …see more

from £75 / night

£350 - £550 / week

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from £75 / night

(4) 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
The Retreat is a privately owned three bedroom static caravan set in the St Helens Holiday Park which is child friendly and car free and features a heated outdoor pool, games room, launderette and play areas. The Retreat is double glazed with full gas central heating an  …see more

from £26 / night

£182 / week

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from £26 / night

(2) Average 

30

Home rental in Nettlestone with golf nearby

Isle of Wight / Nettlestone

5 10 Min stay varies

  • 5 bedrooms
  • Sleeps 10
  • Min stay varies
  • Beach / lakeside relaxation
  • Nearest beach 1 km
  • Child friendly
“Fabulous accommodation for enjoying this lovely Island” Our party of 8 adults and 2 children had a fabulous stay at Nettlestone House; very spacious and very well presented and equipped. And the lovely garden was a bonus for both playtime and the BBQ.  …see more

from £199 / night

£995 - £1995 / week

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from £199 / night

(19) Excellent 

22

Holiday cottage in Ryde

Ryde / Appley

2 4 7 nights min

  • 2 bedrooms
  • Sleeps 4
  • 7 nights min
  • Beach / lakeside relaxation
  • Nearest beach 1 km
  • Child friendly
Sleeps 4, cottage has 2 bedrooms, bathroom, kitchen, lounge, conservatory dining room, patio garden & bbq  …see more

from £85 / night

£595 - £950 / week

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from £85 / night

(6) Very Good 

15

Holiday chalet in Niton

Isle of Wight / Niton

1 2 3 nights min

  • 1 bedroom
  • Sleeps 2
  • 3 nights min
“Very Nice & Pleasant stay” Compact, clean & quiet, with great garden views. Access nearby to Old Military Road with great views.  …see more

from £40 / night

£240 - £425 / week

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from £40 / night

(1) Excellent 

17

Holiday home in Newport

Newport / Island Harbour

4 8 Min stay varies

  • 4 bedrooms
  • Sleeps 8
  • Min stay varies
  • Beach / lakeside relaxation
  • Ask owner if suitable for children
Outdoor pursuits include scenic walking, horse riding, fishing, cycling, water sports and golf. The island can be explored from the open-top buses that stop regularly at various collection points. Beach 5 miles. Shop 1 mile, pub and restaurant 200 yards.  …see more

from £250 / night

£850 - £2500 / week

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from £250 / night

(25) Excellent 

15

Ryde holiday lodge rental

Isle of Wight / Ryde

1 2 Min stay varies

  • 1 bedroom
  • Sleeps 2
  • Min stay varies
  • Beach / lakeside relaxation
  • Nearest beach 1 km
Luxury Holiday accommodation sleeps 2 people fully equipped luxury Lodge in Ryde.  …see more

from £60 / night

£350 - £850 / week

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from £60 / 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.Footpaths alongside the cottage join the Island's  …see more

from £70 / night

£450 - £550 / week

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from £70 / night

(1) Excellent 

24

Holiday shepherds hut in Godshill

Isle of Wight / Godshill

1 2 2 nights min

  • 1 bedroom
  • Sleeps 2
  • 2 nights min
  • Beach / lakeside relaxation
  • Nearest beach 3 km
  • Car not necessary
Area of Outstanding Natural Beauty, picturesque Godshill, working livestock farm, 10 mins drive sandy beaches, private fishing lake, tranquil, comfortable,Perfect for countryside lovers and those seeking seclusion & privacy.  …see more

from £100 / night

£700 / week

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from £100 / night

(6) Excellent 

10

Holiday barn in Shorwell

Shorwell / Billingham

1 2 3 nights min

  • 1 bedroom
  • Sleeps 2
  • 3 nights min
  • Ask about pets
  • Private garden
The new properties have been fitted out extremely tastefully with all the mod cons including wood burner stoves for those chilly evenings, loadsa logs available ! At the property there is also secure storage for bikes, kayaks & also wash down & workshop facili  …see more

from £70 / night

£450 - £550 / week

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from £70 / night

(29) Very Good 

21

Holiday cottage in Yarmouth

Isle of Wight / Yarmouth

2 4 Min stay varies

  • 2 bedrooms
  • Sleeps 4
  • Min stay varies
  • Beach / lakeside relaxation
  • Nearest beach 0.1 km
  • Child friendly
“fabulous location” Within walking (coastal walk) distance of the lovely town of Yarmouth with its charming shops, pubs and restaurant the cottage is an ideal place to stay. Would definately recommend Saltys Restaurant and the one next to it overlookin  …see more

from £75 / night

£395 - £1245 / week

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from £75 / night

(6) Very Good 

21

Chalet rental in Yaverland

Sandown / Yaverland

2 4 3 nights min

  • 2 bedrooms
  • Sleeps 4
  • 3 nights min
  • Beach / lakeside relaxation
  • Child friendly
“Nice chalet, ok location” Our chalet was lovely. Clean and tidy with lots of thoughtful touches from the owners. Riviera park itself is looking a bit tired but overall it is a nice place with lots of open areas so not all crammed in. The location of t  …see more

from £28 / night

£195 - £309 / week

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from £28 / night

(5) Excellent 

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
“Great value for money!” We enjoyed our stay at this bungalow, good outlook, could see coast of dorset, easy access to coastal path. Would recommend highly, friendly owners and good value for money!  …see more

from £33 / night

£233 - £555 / week

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from £33 / night

24

Newchurch holiday cottage rental

Sandown / Newchurch

5 10 Min stay varies

  • 5 bedrooms
  • Sleeps 10
  • Min stay varies
  • Child friendly
  • Ask about pets
  • Private garden
Characterful cottage on the Garlic Farm on the Isle of Wight. Perfectly placed for walking, cycling and family holidays. Guests enjoy a 10% discount in our renowned restaurant, use of tennis court and football pitch. 10 minutes from the beach by car.Peacocks, red squirr  …see more

from £175 / night

£825 - £1925 / week

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from £175 / night

(9) Very Good 

20

Holiday apartment in Ventnor

Isle of Wight / Ventnor

2 4 Min stay varies

  • 2 bedrooms
  • Sleeps 4
  • Min stay varies
  • Child friendly
The Apartment has Stunning Sea Views. Centrally located close to the Town and Beach. Comfortably furnished. Sky TV. Wi fi available.Electric heating.We provide bed linen but not towels.  …see more

from £85 / night

£370 - £625 / week

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from £85 / night

(23) Very Good 

22

Cowes holiday cottage rental

Cowes / West Cowes

2 4 2 nights min

  • 2 bedrooms
  • Sleeps 4
  • 2 nights min
  • Beach / lakeside relaxation
  • Nearest beach 1 km
  • Child friendly
“A lovely terrace cottage near the centre of Cowes” A very comfy cottage with a very well spec'ed out kitchen and lovely shower-wash room. Full SkyTV and wireless broadband access. The landlords communication was very clear, concise and timely.  …see more

from £95 / night

£600 / week

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from £95 / night

(2) Very Good 

39

Holiday cottage in Seaview

Isle of Wight / Seaview

3 6 Min stay varies

  • 3 bedrooms
  • Sleeps 6
  • Min stay varies
  • Beach / lakeside relaxation
  • Nearest beach 0.5 km
  • Child friendly
Whatever your Isle of Wight holiday needs, from family stays to short breaks for couples, Seaview Holidays can accommodate them all.  …see more

from £116 / night

£499 - £1015 / week

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from £116 / 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.  …see more

from £180 / night

£740 - £2600 / week

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from £180 / night

(13) Excellent 

24

Yaverland holiday chalet rental

Sandown / Yaverland

2 6 Min stay varies

  • 2 bedrooms
  • Sleeps 6
  • Min stay varies
  • Nearest beach 0.5 km
  • Child friendly
  • Car not necessary
Ocean Decks is a beautiful south facing chalet with a brand new decking area where our guests can enjoy al fresco dining on the new table and chairs provided overlooking the green. This chalet has been enjoyed by many guests over the years but now we have taken over its  …see more

from £50 / night

£200 - £495 / week

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from £50 / night

(3) Excellent 

27

Holiday home in Shorwell

Isle of Wight / Shorwell

4 7 Min stay varies

  • 4 bedrooms
  • Sleeps 7
  • Min stay varies
  • Nearest beach 3 km
  • Child friendly
  • Private garden
A rural village holiday getaway close to the unspoilt south west cost of the Isle of Wight. New for 2015 Church View is a stylish and modern family house set in the picturesque village of Shorwell opposite its historic church and country pub. Surrounded by beautiful cou  …see more

from £100 / night

£600 - £1350 / week

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from £100 / night

(5) Excellent 

25

Ventnor holiday home rental

Isle of Wight / Ventnor

3 6 Min stay varies

  • 3 bedrooms
  • Sleeps 6
  • Min stay varies
  • Beach / lakeside relaxation
  • Nearest beach 0.5 km
  • Child friendly
Gills Cliff is a south facing sun trap with sea views. The house has recently been decorated to a high modern standard.75ft garden with sun deck and lawn. The property is a 10 minutes walk from Ventnor town and the award winning beach.Ventnor has plenty of g  …see more

from £175 / night

£950 - £1650 / week

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from £175 / 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
NEW for 2016 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  …see more

from £115 / night

£395 - £1065 / week

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from £115 / night

(4) 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
This spacious and comfortable semi-detached house is situated in a quiet residential neighbourhood within walking distance of Newport town centre. Situated at the top of a hill, the home boasts stunning views of the island and a well-kept private garden.  …see more

from £50 / night

£325 - £1930 / week

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from £50 / night

(1) Very Good 

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 0.25 km
  • Child friendly
Spectacular Sea Views and only 1 minutes walk to the beach.Fully equipped 2 bedroom holiday bungalow suitable for up to 2 adults and 2 children.Wifi is available.The bungalow will be ready for guests from 2 pm onwards. Check out on day of departure is by 10 am.  …see more

from £50 / night

£290 - £375 / week

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from £50 / night

(4) Excellent 

21

Holiday chalet in Wootton Bridge

Isle of Wight / Wootton Bridge

3 6 3 nights min

  • 3 bedrooms
  • Sleeps 6
  • 3 nights min
  • Beach / lakeside relaxation
  • Nearest beach 1 km
  • Child friendly
A unique self catering holiday in an old train ! Great for exploring the Island or just relaxing around the house watching the wildlife and the tide.Comfortable all year round and close to amenities. Off peak short lets available, please contact for more details! The pr  …see more

from £125 / night

£875 / week

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from £125 / 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

£340 - £600 / week

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from £85 / night

(1) Excellent 

14

Holiday apartment in Cowes

Isle of Wight / Cowes

2 4 Min stay varies

  • 2 bedrooms
  • Sleeps 4
  • Min stay varies
  • Child friendly
A Lovely well-presented 2nd floor apartment is tucked away just off Terminus Road . The accommodation is of very good standard and comprises 2 double bedrooms, bathroom (with separate bath and shower), kitchen (well-equipped and with granite worktops) / diner. The lo  …see more

from £77 / night

£330 - £1450 / week

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from £77 / night

(4) Excellent 

9

Holiday cottage in Ventnor

Isle of Wight / Ventnor

2 4 4 nights min

  • 2 bedrooms
  • Sleeps 4
  • 4 nights min
  • Child friendly
  • Private garden
“Beautiful cottage with equal access to quiet stunning beaches and all the key attractions” From the very first moment we turned in to the driveway we knew that this cottage was going to be something very special indeed. The 'chocolate box' style that  …see more

from £110 / night

£760 - £935 / week

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from £110 / night

(5) Excellent 

14

Holiday home rental

Isle of Wight / Shanklin

5 10 Min stay varies

  • 5 bedrooms
  • Sleeps 10
  • Min stay varies
  • Beach / lakeside relaxation
  • Child friendly
  • Pet friendly
Clarendon House is a spacious five bedroom house situated within Shanklin old village. The house is just a short walk from Shanklin Bay and the beautiful sandy beach, with many restaurants, county pubs and gift shops.The house is furnished to a high standard wit  …see more

from £205 / night

£1325 - £2500 / week

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from £205 / night

(17) Excellent 

22

Holiday cottage in Ryde

Isle of Wight / Ryde

2 4 Min stay varies

  • 2 bedrooms
  • Sleeps 4
  • Min stay varies
  • Beach / lakeside relaxation
  • Nearest beach 0.5 km
  • Child friendly
“Everything you could dream of in a cottage with a sea view” We were completely impressed by how well appointed the property was - it is truly a home from home, having literally everything you could possibly need. The enclosed courtyard was real peace  …see more

from £58 / night

£300 - £800 / week

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from £58 / night

9

Holiday cottage rental

Bembridge / Bembridge Village

2 4 Min stay varies

  • 2 bedrooms
  • Sleeps 4
  • Min stay varies
  • Child friendly
These delightfull. newly built cottages are set in the heart of Bembridge village. When you walk in to the cottage, you get an immediate feeling that everything has been catered for.  …see more

from £50 / night

£395 - £695 / week

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from £50 / night

15

Holiday home in Cowes

Isle of Wight / Cowes

3 6 Min stay varies

  • 3 bedrooms
  • Sleeps 6
  • Min stay varies
  • Child friendly
  • Pet friendly
  • Private garden
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 £175 / night

£1400 - £2500 / week

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from £175 / night

(11) Very Good 

28

Whitwell holiday cottage rental

Isle of Wight / Whitwell

2 6 Min stay varies

  • 2 bedrooms
  • Sleeps 6
  • Min stay varies
  • Nearest beach 5 km
  • Child friendly
  • Ask about pets
“We enjoyed the cottage and would return.” This was our third trip to the wonderful Isle of Wight. We enjoyed our weeks stay at the cottage and would recommend it. The cottage is like our own little holiday home, it's a bit like the owners have just  …see more

from £80 / night

£300 - £600 / week

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from £80 / night