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

Close

View larger map

Also consider

Europe Holidays
422509 properties
United Kingdom Holidays
56198 properties
England Holidays
40918 properties
Cottages Cornwall
2983 properties
Apartments Greater London
941 properties
Cottages Cumbria / Lake District
940 properties
Houses Devon
2810 properties
Cottages Central England / Cotswolds
940 properties
Houses Dorset
819 properties
Houses Isle of Wight
507 properties
Cottages Peak District / Derbyshire
460 properties
Houses Somerset
610 properties
Houses Kent
557 properties
Houses Sussex
770 properties
Houses Norfolk
1023 properties
Cottages Isle of Man
11 properties
Northumberland
640 properties
Houses Yorkshire / Yorkshire Dales
1496 properties
Coastal Cottages
222 properties
Villas Ventnor
123 properties
Holiday homes Cowes
120 properties
Villas Shanklin
104 properties
Self catering accommodation Sandown
94 properties

Isle of Wight

No dates Enter dates for accurate prices -

Adults, Children

Enter dates for more accurate prices

Payment Protection
To book this holiday home you need to pay through the Holiday Lettings website. We can’t protect your payment if you don’t pay through us. Learn more

913 Holiday homes

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

(1) Very Good 

11

Holiday apartment in Ryde

Isle of Wight / Ryde

1 2 Min stay varies

  • 1 bedroom
  • Sleeps 2
  • Min stay varies
  • Child friendly
  • Car not necessary
  • Ask about pets
“A comfortable flatlet with a convenient location in Ryde” A large main room with a comfortable bed and a well equipped kitchen. Good central heating for an out of season stay. A short walk along the seafront to get to central Ryde. There is a good wa  …see more

from £39 / night

£175 - £395 / week

Book View

from £39 / night

(9) Excellent 

23

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
only a few minutes away from the beach, stunning views, spectacular sunsets, family friendly environment with other families and children around, extensive well kept grounds, playground facilities, mini golf, homely, well maintained interior, unlimited free internet<  …see more

from £36 / night

£250 - £550 / week

Book View

from £36 / 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

Book View

from £35 / night

(3) Very Good 

26

Home letting in Bembridge

Bembridge / Bembridge Village

5 10 Min stay varies

  • 5 bedrooms
  • Sleeps 10
  • Min stay varies
  • Beach / lakeside relaxation
  • Child friendly
  • Private garden
Set in its own large enclosed gardens, Hedgerow is a charming, cosy and well maintained cottage, comfortably sleeping up to 10 people. Set in a quiet unmade road, Hedgerow is only a short walk from both the sea and the amenities of the lovely village of Bembridge.  …see more

from £180 / night

£773 - £2040 / week

Book View

from £180 / night

(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

Book View

from £60 / night

(10) Very Good 

10

Wootton Bridge holiday chalet rental

Isle of Wight / Wootton Bridge

2 6 2 nights min

  • 2 bedrooms
  • Sleeps 6
  • 2 nights min
  • Beach / lakeside relaxation
  • Child friendly
  • Ask about pets
“Clean reasonably well equipped chalet good base for holiday.” Good communication leading up to stay, very good communication during stay. Very happy with chalet.Would be happy to use the accommodation again. Little bit out of the way but I guess that'  …see more

from £59 / night

£295 - £535 / week

Book View

from £59 / night

(10) Excellent 

26

Holiday chalet in Yaverland

Sandown / Yaverland

2 6 Min stay varies

  • 2 bedrooms
  • Sleeps 6
  • Min stay varies
  • Beach / lakeside relaxation
  • Nearest beach 0.5 km
  • Child friendly
“A delightful and restful holiday that is free from worry.” We were delighted with the chalet. Not only was it clean and newly decorated, it was fully equipped with washing machine, new cooker, power shower and electric heating and hot water. The own  …see more

from £50 / night

£200 - £495 / week

Book View

from £50 / night

(7) Very Good 

23

Holiday cottage in Ventnor

Isle of Wight / Ventnor

4 7 Min stay varies

  • 4 bedrooms
  • Sleeps 7
  • Min stay varies
  • Beach / lakeside relaxation
  • Child friendly
  • Ask about pets
“Very homely and comfortable” Very nice, very clean, good towels and bedding sheets. Good situation, very pretty house and Garden. Lots of nice details, detergent, coffee, tea, bread, butter, milk, chocolates, a welcome pack. No parking outside the ho  …see more

from £95 / night

£525 - £995 / week

Book View

from £95 / night

(4) Excellent 

20

Holiday bungalow in Freshwater

Isle of Wight / Freshwater

2 4 7 nights min

  • 2 bedrooms
  • Sleeps 4
  • 7 nights min
  • Beach / lakeside relaxation
  • Nearest beach 0 km
  • Child friendly
“Wow! What a find!” I stayed in this bungalow for a week with my partner and our 11 year old daughter and it was nothing short of perfect! The location is stunning with a glorious beach only a stone's throw away where we spent every evening rock po  …see more

from £43 / night

£300 - £485 / week

Book View

from £43 / 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

£760 - £2600 / week

Book View

from £180 / 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.<br />The bungalow will be ready for guests from 2 pm onwards. Check out on day of departure is by 10  …see more

from £30 / night

£190 - £590 / week

Book View

from £30 / night

(1) Excellent 

7

Holiday home in Seaview

Isle of Wight / Seaview

4 7 Min stay varies

  • 4 bedrooms
  • Sleeps 7
  • Min stay varies
  • Beach / lakeside relaxation
  • Child friendly
  • Pet friendly
Montrose is a carefully renovated detached family home. Within the village of Seaview close to the local restaurants and shops and a short walk to the beach and Yacht club. With lots of the character retained it has the modern facilities for all the generations of the  …see more

from £140 / night

£1000 - £1750 / week

Book View

from £140 / night

(2) Excellent 

10

Holiday apartment in Brook

Isle of Wight / Brook

2 4 Min stay varies

  • 2 bedrooms
  • Sleeps 4
  • Min stay varies
  • Nearest beach 2 km
  • Child friendly
  • Pet friendly
Brook is a lovely little village in the beautiful and rural West Wight. It can offer you the perfect place for a relaxing holiday. At Brook House, we have 3 self-catering holiday properties. Northbrook, our smallest property, will give you a charming and character  …see more

from £90 / night

£300 - £995 / week

Book View

from £90 / night

(5) Excellent 

20

Holiday apartment with golf nearby in Shanklin

Isle of Wight / Shanklin

1 4 Min stay varies

  • 1 bedroom
  • Sleeps 4
  • Min stay varies
  • Nearest beach 0 km
  • Child friendly
Alexandra apartment is on the first floor, iKitchen, Lounge, Bathroom with shower over bath, 2 bedrooms, main bedroom with.standard double bed and and second bedroom with two 3ft single beds, Beach is about a 10 minute walk from the apartment.  …see more

from £41 / night

£245 - £572 / week

Book View

from £41 / night

(13) Very Good 

15

Chalet letting in Cowes with shared pool

Cowes / Gurnard Pines

2 5 Min stay varies

  • 2 bedrooms
  • Sleeps 5
  • Min stay varies
  • Beach / lakeside relaxation
  • Swimming pool
  • Child friendly
“Lovely chalet, good facilities.” A lovely home from home. We stayed for 4 nights over the weekend of the Isle of White Festival. We didn't want to camp at the festival & this chalet was the perfect alternative on a budget. With 4 adults and a 5 month  …see more

from £80 / night

£300 - £600 / week

Book View

from £80 / night

(6) Very Good 

26

Holiday apartment letting

Isle of Wight / Sandown

1 2 Min stay varies

  • 1 bedroom
  • Sleeps 2
  • Min stay varies
  • Beach / lakeside relaxation
  • Nearest beach 1 km
  • Swimming pool
Comfortable, spotlessly clean, hot tub all towels including beach towels, and all linen, bedding and tea towels included free of charge.Central heating and hot water included.The sandy beach is a ten minute walk.  …see more

from £35 / night

£200 - £380 / week

Book View

from £35 / night

(1) Excellent 

15

Yarmouth holiday cottage rental

Isle of Wight / Yarmouth

3 6 Min stay varies

  • 3 bedrooms
  • Sleeps 6
  • Min stay varies
  • Child friendly
  • Pet friendly
  • Private garden
Solent Cottage is a charming Victorian cottage with a lot of beautiful original features, incredible sea views and a fantastic location next to a nature reserve and the beach. The living room features a wood burning stove, original Victorian floorboards, and sea views.  …see more

from £85 / night

£395 - £1245 / week

Book View

from £85 / 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
“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 £80 / night

£350 - £850 / week

Enquire View

from £80 / night

(9) 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
Dog friendly, in a wonderful romantic setting just by the sea, suitable for young and older couples or individuals needing a short break or week or two. Amenities in walking distance with beach/pubs/restaurants about 10 minutes away. Ferry packages offered. <br />  …see more

from £102 / night

£416 - £542 / week

Book View

from £102 / 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
Little Moon Cottage is a bright and sunny home in a beautiful rural location. Set on a leafy lane at the foot of Tennyson Down in an AONB with wonderful views, it is pet friendly, excellent for walking and cycling with lovely beaches and a pub with good food close by.  …see more

from £40 / night

£280 - £780 / week

Book View

from £40 / night

(5) Excellent 

13

Cottage rental in Bonchurch

Isle of Wight / Bonchurch

2 4 Min stay varies

  • 2 bedrooms
  • Sleeps 4
  • Min stay varies
  • Nearest beach 1 km
  • Child friendly
  • Pet friendly
Pay by card or PayPal, through the Holiday Lettings website, to be covered by Payment Protection. Never pay by bank or wire transfer. Description from owner Description An idyllic retreat in the heart of one of the Isle of Wight's prettiest villages, Grebe Cottage  …see more

from £130 / night

£575 - £850 / week

Book View

from £130 / night

(5) Excellent 

13

Gurnard holiday cottage rental

Isle of Wight / Gurnard

4 8 Min stay varies

  • 4 bedrooms
  • Sleeps 8
  • Min stay varies
  • Beach / lakeside relaxation
  • Child friendly
  • Private garden
All bookings come with 15% discount of Red Funnel ferries.free Courtesy bus for sailing events or those coming on foot. Parking for 3 cars.<br />Part of the Cowes Holiday Homes portfolio where quality matters  …see more

from £120 / night

£500 - £1300 / week

Book View

from £120 / night

(4) Excellent 

17

Home rental in Ventnor

Isle of Wight / Ventnor

2 7 Min stay varies

  • 2 bedrooms
  • Sleeps 7
  • Min stay varies
  • Nearest beach 1 km
  • Child friendly
  • Car not necessary
Chelsea Cottage, with its fabulous view overlooking the English Channel, is extremely comfortable and well-equipped, and has been comprehensively renovated and redecorated to a high standard throughout. The lounge, front bedroom and patios face south east and command a  …see more

from £95 / night

£450 - £900 / week

Book View

from £95 / night

(31) Excellent 

22

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 £200 / night

£850 - £1775 / week

Book View

from £200 / night

(9) 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
Property is well equipped, free WiFi throughout, comprehensive selection of Wii/ board games and you can even borrow a dog to walk...There is safe secure bike storage, drying room for outdoor gear and bike wash down facilities. A warm welcome awaits you!<br />Cycl  …see more

from £280 / night

£1875 - £2750 / week

Book View

from £280 / night

(10) Excellent 

14

Whitwell holiday cottage rental

Whitwell / Nettlecombe

2 4 Min stay varies

  • 2 bedrooms
  • Sleeps 4
  • Min stay varies
  • Child friendly
  • Ask about pets
These delightful cosy cottage is set within the attractive grounds at a retired Victorian Station and still has the atmosphere of a bygone era. There is a small Vineyard within the peaceful gardens its just a short walk to the village pub & rural life..<br />W  …see more

from £90 / night

£340 - £900 / week

Book View

from £90 / night

(2) Very Good 

11

Cowes holiday caravan/mobile home rental

Isle of Wight / Cowes

3 6 Min stay varies

  • 3 bedrooms
  • Sleeps 6
  • Min stay varies
  • Swimming pool
  • Child friendly
“Fantastic holiday” We had a wonderful stay at thorness bay, well situated to get around the island with good facilities on site. We will be coming back again next year!  …see more

from £50 / night

£300 - £450 / week

Book View

from £50 / 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 £36 / night

£207 - £447 / week

Book View

from £36 / night

(13) Excellent 

23

Sandown holiday apartment rental

Isle of Wight / Sandown

1 2 3 nights min

  • 1 bedroom
  • Sleeps 2
  • 3 nights min
  • Beach / lakeside relaxation
  • Nearest beach 1 km
  • Swimming pool
“A first rate holiday with first rate accommodation” We were made to feel very welcome from the very first phone call. Everything pre-arrival was handled extremely well, and when we arrived there was somebody to meet and greet us, and there was somebod  …see more

from £35 / night

£200 - £380 / week

Book View

from £35 / night

(28) Excellent 

8

Cottage rental in Newport

Isle of Wight / Newport

3 5 Min stay varies

  • 3 bedrooms
  • Sleeps 5
  • Min stay varies
  • Beach / lakeside relaxation
  • Child friendly
  • Car not necessary
“A home away from home” This property has been beautifully refurbished and is stylish yet very homey. The beds are exceptionally comfortable which is a must after a long day trekking around the island. It is with in walking distance to the local town f  …see more

from £80 / night

£560 - £1100 / week

Book View

from £80 / night

(39) Excellent 

10

Holiday bungalow in Gurnard

Isle of Wight / Gurnard

3 7 Min stay varies

  • 3 bedrooms
  • Sleeps 7
  • Min stay varies
  • Beach / lakeside relaxation
  • Nearest beach 0.08 km
  • Child friendly
“VIP festival experience” This is the only way to enjoy the best festival in the UK on the most beautiful island. The property is set in an idyllic setting and boasts amazing sunsets. The house has everything you need for a home from home experience. I  …see more

from £105 / night

£515 - £1300 / week

Book View

from £105 / night

(7) Very Good 

23

Holiday chalet in Ventnor

Ventnor / Niton Undercliff

1 2 Min stay varies

  • 1 bedroom
  • Sleeps 2
  • Min stay varies
“Perfect for a relaxing break” Pebbles is a chalet decorated in a seaside theme it was just like staying in a beach hut with everything we could possibly need. The area is beautiful with perfect coastal walks. The village is a five minute walk away wit  …see more

from £45 / night

£280 - £405 / week

Book View

from £45 / night

(16) Very Good 

24

Holiday log cabin in Cowes

Isle of Wight / Cowes

2 5 Min stay varies

  • 2 bedrooms
  • Sleeps 5
  • Min stay varies
  • Beach / lakeside relaxation
  • Child friendly
  • Ask about pets
“Peaceful views, quiet night sleeps - nice accomodation” Cedar Croft is a lovely beach lodge situated down a fairly long farm track nestling with several other chalets overlooking the solent. The directions and check in information supplied was very go  …see more

from £65 / night

£400 - £670 / week

Book View

from £65 / 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

Book View

from £58 / night

(4) Excellent 

16

Holiday home in Sandown

Isle of Wight / Sandown

2 4 Min stay varies

  • 2 bedrooms
  • Sleeps 4
  • Min stay varies
  • Beach / lakeside relaxation
  • Child friendly
  • Car not necessary
Central location close to town centre, beach, pier, restaurants and public houses.  …see more

from £56 / night

£240 - £631 / week

Book View

from £56 / 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

Book View

from £214 / 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

Book View

from £38 / 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 0.2 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

Book View

from £90 / night

(36) Very Good 

17

Holiday chalet in Yaverland

Sandown / Yaverland

2 4 Min stay varies

  • 2 bedrooms
  • Sleeps 4
  • Min stay varies
  • Beach / lakeside relaxation
  • Nearest beach 0.2 km
  • Child friendly
“A Little Slice of Paradise” A beautiful chalet in a gorgeous location - just a five minute walk from a lovely sandy beach. The amenities in the chalet were good and our hosts were very happy to answer any queries and make suggestions. We are r  …see more

from £35 / night

£225 - £475 / week

Book View

from £35 / 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 - £572 / week

Book View

from £39 / night