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Cottages in Isle of Wight and Self catering accommodation – Holiday Lettings – Holiday Rentals Isle of Wight

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1,203 Holiday homes

Porchfield holiday caravan/mobile home rental

Porchfield caravan/mobile home

3 bedrooms • 1 bathroom • sleeps 8

from £86 / night

£687 - £859 / week

1 / 17

Chalet rental in Yaverland with golf nearby

Yaverland chalet

2 bedrooms • 1 bathroom • sleeps 5

“Brilliant” Had a brilliant stay. Lovely little chalet on a lovely site right near everything we wanted and needed. And at the end of the site we went on walks every evening along the cliffs and seafront. Fantastic views. Friendly site

from £92 / night

£458 - £699 / week

1 / 19

Holiday chalet in Sandown

Sandown chalet

2 bedrooms • 1 bathroom • sleeps 6

“Chalet 191” We enjoyed our 2 week stay in chalet 191 in Sandown. It has everything you need, it's comfy and clean. I would highly recommend staying there. Jayne, the owner is very helpful and mid way through our stay changed the beds and cleaned which was lovely! I will definitely be back

from £46 / night

£321 - £687 / week

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Holiday apartment in Ventnor

Ventnor apartment

1 bedroom • 1 bathroom • sleeps 2

“Wonderful stay” We have just returned from a wonderful stay at Top Deck in ventnor, in a fabulous Position overlooking the sea. The apartment ( which is amazing so don't be put off by approaching it from the back) has absolutely everything you would possible need including so many thoughtful extras, we spent lots of time watching passing ships and fishing boats with the telescope And binoculars provided it was great. And the view from the roof terrace is breathtaking.Serena and Michaels communication from booking through to the end of our break was brilliant and we were informed of exactly everything we needed to know, there was so much information about the apartment, reading materials, info on the island and places to visit you were sure of a great time, and of course all the little thoughtful extras fresh flowers, fresh bread , fresh fruit, milk, wine, juice, cake I could go on and on. We just can't wait to return and do that lovely walk to steephill cove and enjoy our crab pasty !! Fresh fried fish of the day off the harbour, our tapas in the Met, and fish pie in the spyglass, plus the hundreds of things the island has to offer. Thank you soooo much Serena and Michael x

from £97 / night

£453 - £773 / week

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Holiday apartment in Shanklin

Shanklin apartment

1 bedroom • 1 bathroom • sleeps 2

“Stevie C” Fantastic place to stay clean beautiful views if your looking for a quiet peaceful break don't mind a 20 minute walk partly a climb walking back this is the place to stay with great value.

from £86 / night

£516 - £802 / week

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Holiday apartment in Cowes

Cowes apartment

2 bedrooms • 2 bathrooms • sleeps 4

from £144 / night

£687 - £2,691 / week

1 / 15

Holiday chalet in Niton

Niton chalet

1 bedroom • 1 bathroom • sleeps 2

“Great long weekend break for two.” If you want to just get away to Isle of Wight, just the two of you, then look no further. Small, compact, but just the job for two. Local pub serves very good food. (Buddle Inn). Chalet has cracking communal Botanical style garden. Will we book this Chalet again? Yes.

from £55 / night

£332 - £521 / week

1 / 25

Sandown holiday apartment rental

Sandown apartment

3 bedrooms • 2 bathrooms • sleeps 6

“Stunning views” Great location with stunning balcony views. Convenient for all amenities and entertainment for children. Beach literally on doorstep. Lovely apartment absolutely spotless and great communication with owner. Highly recommended

from £81 / night

£516 - £1,718 / week

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Niton holiday chalet rental

Niton chalet

1 bedroom • 1 bathroom • sleeps 2

from £53 / night

£331 / week

1 / 12

Yarmouth holiday villa rental

Yarmouth villa

4 bedrooms • 3 bathrooms • sleeps 8

“Great house/cottage & holiday!” Lovely cottage with beautiful views of the sea. It had everything we needed inside & plenty of outside space to sit & have drinks & bbq. Yarmouth Village is only 20 min walk or few mins drive, no problems parking in the village.

from £189 / night

£956 - £2,949 / week

1 / 26

Holiday penthouse with golf nearby in Cowes

Cowes penthouse

3 bedrooms • 2 bathrooms • sleeps 6

“Superb apartment” The apartment overlooks Cowe's Marina , loads of boat activity to watch, including cruise ships The large apartment is beautifully set out , everything in it you could wish for & all to a very high standard More than helpful housekeeper who keeps the apartment very clean & tidy. Secure parking within the complex We would return

from £224 / night

£1,260 - £3,693 / week

1 / 24

Holiday apartment in Cowes

Cowes apartment

1 bedroom • 1 bathroom • sleeps 4

from £92 / night

£516 - £1,145 / week

1 / 15

Holiday apartment accommodation

Ventnor Bay apartment

3 bedrooms • 2 bathrooms • sleeps 7

from £144 / night

£630 - £1,203 / week

1 / 25

Sandown holiday chalet rental

Sandown chalet

1 bedroom • 1 bathroom • sleeps 4

from £61 / night

£425 / week

1 / 18

Holiday home in Gurnard

Gurnard house

2 bedrooms • 2 bathrooms • sleeps 4

“A lovely place to relax” A very well presented and comfortable beach house. A lot of time and effort has gone into this holiday home and it shows. Situated in a very convenient and quite location it is within a short walk to the beach.

from £126 / night

£2,290 / week

1 / 27

Merstone holiday cottage rental

Merstone cottage

3 bedrooms • 2 bathrooms • sleeps 7

“The Barn, Merstone, Isle of Wight.” Wonderful cottage, everything for a family present. Great Central location and only a short drive to all the attractions. Beautiful surroundings and well priced. Would definitely recommend.

from £115 / night

£676 - £1,031 / week

1 / 15

Holiday home in Niton, Isle of Wight

Niton, Isle of Wight house

4 bedrooms • 4 bathrooms • sleeps 10

from £180 / night

£1,260 - £1,947 / week

1 / 18

Sandown holiday chalet rental

Sandown chalet

2 bedrooms • 1 bathroom • sleeps 6

from £52 / night

£745 / week

1 / 20

Sandown holiday chalet rental

Sandown chalet

2 bedrooms • 1 bathroom • sleeps 4

from £84 / night

£527 - £745 / week

1 / 19

St Lawrence, Ventnor holiday apartment let

St Lawrence, Ventnor apartment

2 bedrooms • 1 bathroom • sleeps 4

“Fantastic accommodation - great location.” Stayed in Flat 1 for a week with partner and 11 year old. Plenty of space. Nice and clean. The view from living room and main bedroom was fantastic. We spent many hours just looking at the boats sailing past! Garden is nice and pleasant to sit in or play games, or enjoy a drink after a day out exploring the Island. Great value for money compared to other accommodation we looked at. Would definitely stay here again should we visit IOW.

from £79 / night

£418 - £1,023 / week

1 / 15

Holiday bungalow in Yarmouth

Yarmouth bungalow

4 bedrooms • 4 bathrooms • sleeps 10

from £241 / night

£1,145 - £2,863 / week

1 / 30

Ventnor holiday apartment accommodation

Ventnor apartment

2 bedrooms • 2 bathrooms • sleeps 4

from £98 / night

£682 / week

1 / 27

Apartment rental in Shanklin

Shanklin apartment

2 bedrooms • 2 bathrooms • sleeps 5

from £149 / night

£745 - £1,025 / week

1 / 14

Freshwater holiday bungalow rental

Freshwater bungalow

2 bedrooms • 1 bathroom • sleeps 4

“lovely holiday” we had a lovely week, the bungalow was clean & had everything you needed for a enjoyable stay. The only downside ( which isn't the owners fault ) was the road leading to the site, it had so many pot holes & desperately needs resurfacing.

from £86 / night

£373 - £860 / week

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Home rental in Cowes

Cowes house

2 bedrooms • 2 bathrooms • sleeps 4

from £161 / night

£1,123 / week

1 / 9

Holiday home in Shorwell

Shorwell house

4 bedrooms • 3 bathrooms • sleeps 7

“Wonderful house and holiday” The house was absolutely perfect for us with a 3 and 1 year old. Beautifully decorated and very spacious. Perfect home for a family holiday. Ideally located for everything we wanted to see and do. Would 100% recommend.

from £144 / night

£745 - £1,832 / week

1 / 27

Caravan/mobile home rental in Shanklin with shared pool

Shanklin caravan/mobile home

3 bedrooms • 1 bathroom • sleeps 6

“Great location” We had a great week in Linda ' caravan. Lovely dog walks and walk to seafront. Caravan had everything you could want for a week away. Would definitely stay again.

from £115 / night

£773 / week

1 / 18

Shanklin holiday apartment rental

Shanklin apartment

2 bedrooms • 2 bathrooms • sleeps 4

from £109 / night

£762 / week

1 / 19

Apartment rental in Cowes

Cowes apartment

3 bedrooms • 2 bathrooms • sleeps 6

from £287 / night

£1,432 - £2,691 / week

1 / 13

Lodge rental in Bembridge

Bembridge lodge

2 bedrooms • 2 bathrooms • sleeps 6

“Amazing Lodge” The lodge was very comfortable and clean. It was equipped with everything you would ever need including an ice maker. Had a wonderful stay we loved walking to the secluded beach - Priory Bay.

from £115 / night

£802 / week

1 / 22

Holiday chalet in Sandown

Sandown chalet

2 bedrooms • 1 bathroom • sleeps 6

from £98 / night

£682 / week

1 / 11

Holiday chalet with golf nearby in Yaverland

Yaverland chalet

2 bedrooms • 1 bathroom • sleeps 5

from £92 / night

£447 - £802 / week

1 / 22

Holiday home in Cowes

Cowes house

5 bedrooms • 4 bathrooms • sleeps 10

“Great location, amazing views, gorgeous house! Wonderful surprise.” We hired this house for my father-in-law's 60th birthday for immediate family. It was a surprise and what a fantastic surprise it was. From the minute we walked in we could tell it was going to be a very special weekend. Every room was well thought out and had everything we needed. All the bedrooms were very spacious and comfortable and both the kitchen and dining room were very well equipped and social. The hallway was very impressive and a great size,we had a baby with us so brilliant for the pushchair. We were also very lucky with the weather and spent some time on the roof terrace which had amazing views, our teenager was very impressed! Location was also excellent, all the shops just a short walk away (5-10 minutes), And if the chain ferry had been working (unfortunately closed that week due to annual maintenance) , just 5 minutes from red funnel ferry port. We had a fantastic weekend and would definitely recommend this house. Communication with Chris was great and we would love to go back! At the end of the weekend no one had anything negative to say - what more can I say!

from £420 / night

£890 - £7,700 / week

1 / 25

Holiday cottage in Cowes

Cowes cottage

2 bedrooms • 1 bathroom • sleeps 6

“Perfect cottage” A really lovely well equipped dog friendly cottage in a fantastic location. Great shops, pubs, dog walks and the bonus of M&S on your door step. Jenny was very helpful with the booking and the welcome pack was very much appreciated. I would definitely recommend this great holiday cottage.

from £172 / night

£802 - £1,443 / week

1 / 35

Holiday home with golf nearby in Freshwater

Freshwater house

2 bedrooms • 1 bathroom • sleeps 4

from £90 / night

£626 / week

1 / 24

Holiday home in Sandown

Sandown house

4 bedrooms • 3 bathrooms • sleeps 8

from £122 / night

£673 - £2,748 / week

1 / 17

Holiday bungalow rental

Freshwater bungalow

2 bedrooms • 1 bathroom • sleeps 4

from £69 / night

£390 - £716 / week

1 / 10

Holiday home in Cowes

Cowes house

7 bedrooms • 7 bathrooms • sleeps 14

from £401 / night

£2,806 / week

1 / 11

Bembridge holiday home rental

Bembridge house

6 bedrooms • 4 bathrooms • sleeps 12

from £327 / night

£2,285 / week

1 / 31

Holiday bungalow in Freshwater

Freshwater bungalow

2 bedrooms • 1 bathroom • sleeps 4

“Perfect spot for morning swims and sunset views.” A quiet location with beach access. Lovely views and sunsets. The chalet has everything we needed and the owners were very helpful, leaving extra beach towels for us. Easy to get to from the Lymington - Yarmouth ferry.

from £81 / night

£430 - £802 / week

1 / 18

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Isle of Wight holidays

The Isle of Wight is just off England's south coast and is less than two hours from London via the Isle of Wight Ferry. It's home to picturesque villages, traditional seaside towns and some of the most beautiful beaches in the UK. Its mild climate and family-friendly attractions make it the ideal choice for a UK break near the sea. So, whether you're looking for a romantic cottage in Cowes, a seaside apartment in Sandown or family-sized townhouse in Ryde, the Isle of Wight has some fantastic holiday rentals to choose from.

Fantastic days out

There's so much to see and do in the Isle of Wight, you'll want to come back year after year. For a fun-filled family day out, head to Blackgang Chine. This enchanting theme park overlooking the south coast is set in beautiful gardens. From fairytale castles to life-sized dinosaurs, a day out here is like something straight from a storybook and will inspire imaginations.

Take your little monkeys to Monkey Haven, an award-winning sanctuary for birds, reptiles and, of course, monkeys, in Newport. To see Shanklin in miniature, visit the charming Model Village in Godshill; the attention to detail is simply incredible. And if you fancy a bit (well, a lot) of stately grandeur, then how about a day out at Queen Victoria's holiday home, Osborne House?

Beside the seaside

There are some beautiful beaches on the Isle of Wight. Some highlights include the peaceful beach at St Helens, the family-friendly beach at Sandown with its pier and amusement arcades, and the unspoilt Brighstone Bay. If watersports are your thing, Ryde beach is great for swimming, sailing and windsurfing, so you can easily spend the whole day out in the waves. And if you're looking for a romantic place to take your significant other, Steephill Cove is a peaceful idyll with a fantastic seafood restaurant nearby.

Top Destination reviews

BOUTIQUE BEACH HOUSE WITH SEA VIEWS
Impeccable attention to detail

Well thought out design which makes clever use of the space, working as a reminder you are staying by the sea! Fantastic location, a stones through from the beach and a lovely 30 minute stroll into Cowes along the promenade. The sunsets from Guarnard are the best I have seen anywhere in the world. I recently spent my honeymoon at “The Shack”. We noted this on our booking and the team there made sure to go the extra mile, I can’t thank them enough!see more
A waterside apartment
Great all round experience.

Location was fantastic, overlooking the river in Cows East. 5 min walk to town centre. Apartment was great and well appointed. And a great price. We had a problem with the shower and it was fix without a problem by Graham who was superb. Can’t fault it. … see more
Gills Cliff House
Brilliant weekend with friends in a superb house.

Set high on Gills Cliff Rd with great views over the English Channel, the house immediately feels welcoming and has every possible need for your stay. The owner arranged for the ferries for us which saved us some money on our long weekend with friends. We have stayed in 'holiday lets' many times but this one has to be the best yet. The location of the house is on a hill (as is most of Ventnor) so it is advisable to drive into the town to save the uphill walk back. If we could give the house more than 5 stars we would.see more
Sea View Cottage Fort Victoria
Lovely cottage and beautiful walks

The cottage was totally lovely. Very warm and cosy and in a good location. We walked into Yarmouth frequently which was a short walk along the coast and really close to Fort Victoria Park for walking in the woods. A stroll across the grass took us onto the pebble beach to listen to the waves. We walked from the cottage to the Needles one day (3 hours there and the bus back ! ) following the very well signed Coastal Route ( Blue ). The only thing that stopped a 5* was the yappy dog.....see more
Sudbury Cottage
A perfect place to stay

We thoroughly enjoyed a peaceful getaway with all the facilities and space we could have asked for. Clean and inviting and great communication with the owner. Convenient shopping just around the corner. Access to beach such a bonus … see more
5 THE NAB HOUSE, two-floor apartment, ideal for families, Ref 943090
Spacious and comfortable 2 floor apartment in a great location

Just a short walk from the beach, with seaviews from the main bedroom, this is a very comfortable and spacious 2 floor apartment in a very quiet, private road. … see more

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