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

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1,691 Holiday homes

(36) Excellent 

18

Sandown holiday apartment rental

Isle of Wight / Sandown

2 4 min stay varies

  • 2 bedrooms
  • sleeps 4
  • min stay varies
  • Beach / lakeside relaxation
  • Nearest beach 0.5 km
  • Child friendly

from £70 / night

£350 - £900 / week

Book View

Responds fast!
avg. 1 hour 1 minutes

from £70 / night

(26) Excellent 

32

Holiday cottage in Wootton

Isle of Wight / Wootton

2 4 min stay varies

  • 2 bedrooms
  • sleeps 4
  • min stay varies
  • Beach / lakeside relaxation
  • Nearest beach 1 km
  • Child friendly
“Perfect place to relax.” Well set out on one floor, with plenty of room to chill out. We had two small dogs with us that were able to explore the garden without any worry. Although the weather wasn't very kind to us our weeks stay was most enjoyable.

from £130 / night

£660 - £1,420 / week

Book View

from £130 / night

(27) Excellent 

33

Holiday home with golf nearby in Seaview

Isle of Wight / Seaview

3 7 5 nights min

  • 3 bedrooms
  • sleeps 7
  • 5 nights min
  • Beach / lakeside relaxation
  • Child friendly
  • Private garden

from £105 / night

£695 - £1,200 / week

Book View

from £105 / night

(13) Very Good 

Certificate of Excellence

8

Holiday caravan/mobile home in St Helens

Isle of Wight / St Helens

3 8 2 nights min

  • 3 bedrooms
  • sleeps 8
  • 2 nights min
  • Nearest beach 0.5 km
  • Swimming pool
  • Child friendly

Certificate of Excellence

from £59 / night

£413 / week

Book View

Responds fast!
avg. 34 minutes

from £59 / night

(7) Very Good 

14

Shanklin holiday home rental

Isle of Wight / Shanklin

4 8 7 nights min

  • 4 bedrooms
  • sleeps 8
  • 7 nights min
  • Beach / lakeside relaxation
  • Child friendly
  • Private garden

from £100 / night

£695 - £1,495 / week

Book View

from £100 / night

(9) Excellent 

35

Holiday cottage in Bonchurch

Ventnor / Bonchurch

4 8 min stay varies

  • 4 bedrooms
  • sleeps 8
  • min stay varies
  • Beach / lakeside relaxation
  • Nearest beach 0.1 km
  • Child friendly

from £160 / night

£750 - £1,980 / week

Book View

Responds fast!
avg. 1 hour 27 minutes

from £160 / night

(2) Excellent 

48

Holiday home in Ventnor

Isle of Wight / Ventnor

4 8 7 nights min

  • 4 bedrooms
  • sleeps 8
  • 7 nights min
  • Nearest beach 0.2 km
  • Child friendly
  • Car not necessary

from £156 / night

£1,089 / week

Book View

Responds fast!
avg. 2 hours 46 minutes

from £156 / night

(8) Excellent 

Certificate of Excellence

13

Caravan/mobile home rental in St Helens

Isle of Wight / St Helens

3 8 2 nights min

  • 3 bedrooms
  • sleeps 8
  • 2 nights min
  • Swimming pool
  • Child friendly
  • Pet friendly

Certificate of Excellence

from £59 / night

£413 / week

Book View

Responds fast!
avg. 34 minutes

from £59 / night

(8) Excellent 

Certificate of Excellence

12

Holiday bungalow in Freshwater

Isle of Wight / Freshwater

3 6 min stay varies

  • 3 bedrooms
  • sleeps 6
  • min stay varies
  • Child friendly
“Great location and beautiful vuews” We had a wonderful few days on the Isle of Wight staying in this perfect bungalow - extremely clean, well equipped and perfect location with 2 young boys to entertain. The views are beautiful and with great weather we were able to enjoy the sunsets. The beach is only a short walk down and is great for kids. We had an amazing meal at The Beach Hut and would thoroughly recommend the fish and chips at the Rainbow Fish Bar in freshwater. Margaret was extremely helpful with any queries we had and always responded quickly. Thank you for a perfect holiday!

Certificate of Excellence

from £100 / night

£657 - £700 / week

Book View

from £100 / night

(4) Excellent 

17

Lodge rental in Whippingham with golf nearby

Isle of Wight / Whippingham

2 3 min stay varies

  • 2 bedrooms
  • sleeps 3
  • min stay varies
  • Swimming pool
  • Private garden

from £65 / night

£525 - £895 / week

Book View

Responds fast!
avg. 15 minutes

from £65 / night

(30) Excellent 

43

Holiday home in Ventnor

Isle of Wight / Ventnor

3 7 min stay varies

  • 3 bedrooms
  • sleeps 7
  • min stay varies
  • Beach / lakeside relaxation
  • Nearest beach 0.3 km
  • Child friendly
“Lovely homely house, great location” Lovely spacious comfy house. Went with a mixed family group teenagers and toddlers and the house accomodated us all perfectly, we even took the dog ! House very clean and well presented with all the bits and bobs you need. House has a lovely safe garden with great views for an evening glass of wine or two !First trip to Isle of Wright and we loved it, Location was great , we never needed to get in the car. Definetely can recomend the Perch, we will go again.

from £150 / night

£450 - £995 / week

Enquire View

from £150 / night

(15) Excellent 

Certificate of Excellence

16

St Helens holiday caravan/mobile home rental

Isle of Wight / St Helens

3 6 3 nights min

  • 3 bedrooms
  • sleeps 6
  • 3 nights min
  • Swimming pool
  • Child friendly

Certificate of Excellence

from £45 / night

£315 / week

Book View

from £45 / night

(24) Excellent 

29

Seaview holiday home rental

Isle of Wight / Seaview

4 8 7 nights min

  • 4 bedrooms
  • sleeps 8
  • 7 nights min
  • Beach / lakeside relaxation
  • Nearest beach 0.2 km
  • Swimming pool

from £150 / night

£1,045 - £1,495 / week

Book View

Responds fast!
avg. 1 hour 33 minutes

from £150 / night

(39) Excellent 

Certificate of Excellence

8

Cottage rental in Newport

Isle of Wight / Newport

3 5 3 nights min

  • 3 bedrooms
  • sleeps 5
  • 3 nights min
  • Beach / lakeside relaxation
  • Child friendly
  • Car not necessary
“Amazing stay !” Second time we've been back to this lovely cottage and it certainly won't be our last! Delightful stay , clean and cosy and Lynn made it so easy with the Ferry!

Certificate of Excellence

from £105 / night

£735 - £1,112 / week

Book View

Responds fast!
avg. 1 hour 1 minutes

from £105 / night

(3) Excellent 

39

Holiday bungalow in Freshwater

Isle of Wight / Freshwater

2 4 min stay varies

  • 2 bedrooms
  • sleeps 4
  • min stay varies
  • Nearest beach 0.3 km
  • Child friendly

from £45 / night

£234 - £660 / week

Book View

Responds fast!
avg. 1 hour 12 minutes

from £45 / night

(30) Very Good 

12

Seaview holiday cottage rental

Isle of Wight / Seaview

2 4 7 nights min

  • 2 bedrooms
  • sleeps 4
  • 7 nights min
  • Beach / lakeside relaxation
  • Nearest beach 0.5 km
  • Child friendly

from £115 / night

£799 / week

Book View

from £115 / night

(21) Excellent 

10

Holiday cottage accommodation

Isle of Wight / Bembridge

4 8 7 nights min

  • 4 bedrooms
  • sleeps 8
  • 7 nights min
  • Beach / lakeside relaxation
  • Child friendly
  • Car not necessary
“Lovely Cottage” We stayed here for a week over the Easter break. The cottage is in an ideal location, very comfortable and well equipped. A short walk down the lane brings you to the beach where there is the lifeboat station and café. The beach has some sandy areas but mainly rocks and pebbles, very interesting beach, lovely to walk along. The cottage has a beach hut on the front which is equipped with deck chairs etc. The cottage is also in easy walking distance of the shops and pubs. We would recommend ‘The Crab and Lobster Inn’ which is very friendly and with very good food.

from £72 / night

£500 - £600 / week

Enquire View

from £72 / night

(57) Excellent 

23

Holiday log cabin with indoor pool in Ryde

Isle of Wight / Ryde

3 6 min stay varies

  • 3 bedrooms
  • sleeps 6
  • min stay varies
  • Beach / lakeside relaxation
  • Nearest beach 2 km
  • Swimming pool
“Lovely Break” Beautiful accommodation and setting along with very welcoming hosts. Would recommend this to anyone considering an Isle of Wight break.

from £100 / night

£674 - £1,400 / week

Book View

Responds fast!
avg. 3 hours 14 minutes

from £100 / night

(54) Excellent 

15

St Lawrence, Ventnor holiday apartment let

Ventnor / St Lawrence, Ventnor

2 4 min stay varies

  • 2 bedrooms
  • sleeps 4
  • min stay varies
  • Beach / lakeside relaxation
  • Nearest beach 2 km
  • Child friendly

from £50 / night

£225 - £423 / week

Book View

from £50 / night

(17) Excellent 

Certificate of Excellence

33

Holiday home in Ventnor

Isle of Wight / Ventnor

4 11 min stay varies

  • 4 bedrooms
  • sleeps 11
  • min stay varies
  • Beach / lakeside relaxation
  • Nearest beach 0.3 km
  • Child friendly

Certificate of Excellence

from £170 / night

£680 - £1,950 / week

Book View

Responds fast!
avg. 3 hours 17 minutes

from £170 / night

(17) Excellent 

Certificate of Excellence

16

Home rental in Ryde with golf nearby

Isle of Wight / Ryde

2 4 min stay varies

  • 2 bedrooms
  • sleeps 4
  • min stay varies
  • Beach / lakeside relaxation
  • Nearest beach 0.25 km
  • Child friendly

Certificate of Excellence

from £115 / night

£595 - £1,075 / week

Book View

Responds fast!
avg. 1 hour 15 minutes

from £115 / night

(17) Excellent 

15

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
  • Swimming pool

from £65 / night

£350 - £550 / week

Book View

Responds fast!
avg. 15 minutes

from £65 / night

(35) Excellent 

Certificate of Excellence

29

Apartment rental in Shanklin

Isle of Wight / Shanklin

2 4 min stay varies

  • 2 bedrooms
  • sleeps 4
  • min stay varies
  • Beach / lakeside relaxation
  • Child friendly
  • Car not necessary
“Seaside View Shanklin Isle of Wight” It's exactly as advertised a View of the Seaside, an EXCELLENT apartment to stay at couldn't be any closer to the beach, with nice places to eat and drink along the esplanade, facilities at the Seaside View are spot on & would have no hesitation at all going back there.

Certificate of Excellence

from £86 / night

£380 - £600 / week

Book View

Responds fast!
avg. 3 hours 53 minutes

from £86 / night

(9) Excellent 

14

Ryde holiday cottage rental

Isle of Wight / Ryde

3 6 7 nights min

  • 3 bedrooms
  • sleeps 6
  • 7 nights min
  • Child friendly
  • Car not necessary

from £200 / night

£1,400 / week

Book View

from £200 / night

(4) Excellent 

19

Holiday cottage in Seaview

Isle of Wight / Seaview

3 6 3 nights min

  • 3 bedrooms
  • sleeps 6
  • 3 nights min
  • Beach / lakeside relaxation
  • Nearest beach 0.5 km
  • Child friendly

from £145 / night

£1,015 / week

Book View

from £145 / night

24

Holiday home in Totland

Isle of Wight / Totland Bay

4 8 min stay varies

  • 4 bedrooms
  • sleeps 8
  • min stay varies
  • Child friendly

from £296 / night

£950 - £1,400 / week

Enquire View

from £296 / night

(69) Excellent 

21

Ventnor holiday apartment rental

Isle of Wight / Ventnor

1 4 min stay varies

  • 1 bedroom
  • sleeps 4
  • min stay varies
  • Beach / lakeside relaxation
  • Nearest beach 0.05 km
  • Child friendly
“Fantastic location, excellent appartments, great value” We booked this late over then Bank Holiday weekend, and were really pleased to find something, especially at this price. The photos looked great, but still don't do justice to the apartments or the views. It was amazing to be so close to the beach, literally 1 minutes walk, which makes such a difference when you have little ones with tired legs at the end of a whole day on the beach. (Also handy for the local CO-OP, probably a 3 minute walk from the back entrance to the apartments) Apartments were clean, and there were lots of nice touches. The lounge looked recently redecorated and we also clearly had a new sofa which was very comfortable. kitchen was well equipped for a holiday rental, and our children loved the coin operated meter. (As the apartment is just a minutes walk from the local arcade, which the children also loved - definitely bring your jar of 2ps from home! - we didn't find having spare pound coins a problem!) It was great to have a parking spot right outside, although we didn't use the car much. Be warned, the roads in and out of Ventnor are quite steep and twisty, but everyone drives slowly. Everything went really smoothly, it was hard to believe the owners had only been running the apartments a couple of months. The only thing that was missing was recycling facilities, and these arrived on our final day. There was also a nice collection of games and books which we dipped into, and a decent TV with sky, that we didn't actually turn on over the weekend, other than to check the weather forecast. Overall a great break and just what we wanted.

from £75 / night

£400 - £850 / week

Book View

Responds fast!
avg. 3 hours 29 minutes

from £75 / night

(45) Excellent 

40

Holiday cottage rental

Ventnor / St Lawrence, Ventnor

3 6 min stay varies

  • 3 bedrooms
  • sleeps 6
  • min stay varies
  • Beach / lakeside relaxation
  • Nearest beach 1 km
  • Child friendly
“A super stay in a fantastic cottage” I could not fault this cottage and it's gardens. The cottage has a classic cottage look with a big mature garden and great sea views. Inside, the cottage is homely, has all the mod cons, very clean and roomy. There is a small post office shop just down the road and Ventnor is only a couple of miles away. The service was friendly and efficient. I would definately recommend staying here.

from £134 / night

£525 - £1,295 / week

Book View

from £134 / night

(18) Excellent 

13

Holiday home rental

Ventnor / Ventnor Bay

4 7 min stay varies

  • 4 bedrooms
  • sleeps 7
  • min stay varies
  • Beach / lakeside relaxation
  • Nearest beach 0.6 km
  • Child friendly

from £100 / night

£450 - £1,700 / week

Enquire View

from £100 / night

(12) Very Good 

23

Holiday chalet in Niton

Isle of Wight / Niton

1 2 min stay varies

  • 1 bedroom
  • sleeps 2
  • min stay varies
  • Nearest beach 5 km
  • Private garden

from £45 / night

£280 - £415 / week

Book View

Responds fast!
avg. 1 hour 33 minutes

from £45 / night

(15) Very Good 

15

Apartment rental in Totland

Totland Bay / Totland Bay

3 6 min stay varies

  • 3 bedrooms
  • sleeps 6
  • min stay varies
  • Beach / lakeside relaxation
  • Child friendly

from £195 / night

£725 - £1,275 / week

Book View

Responds fast!
avg. 1 hour 23 minutes

from £195 / night

(40) Excellent 

Certificate of Excellence

25

Gurnard holiday home rental

Isle of Wight / Gurnard

4 8 min stay varies

  • 4 bedrooms
  • sleeps 8
  • min stay varies
  • Beach / lakeside relaxation
  • Nearest beach 0 km
  • Child friendly
“Perfect in everyway!” Location is ideal with the beach on the doorstep! Attractions on the island cater for all the family and are within easy reach. Property was a home from home with added luxuries of its location. Carol, our host was so welcoming and friendly and spoilt us with home-made cakes, sausages and eggs from her own chickens!! A selection of small chocolate eggs was a real lovely touch for our Easter stay. Would definelty recommend and revisit.

Certificate of Excellence

from £200 / night

£1,000 - £1,750 / week

Book View

from £200 / night

(2)  

12

Bembridge holiday bungalow rental

Bembridge / Bembridge Beach

4 8 7 nights min

  • 4 bedrooms
  • sleeps 8
  • 7 nights min
  • Beach / lakeside relaxation
  • Child friendly
  • Pet friendly

from £155 / night

£895 - £1,080 / week

Book View

from £155 / night

(17) Very Good 

25

Holiday home with golf nearby in Cowes

Cowes / West Cowes

7 17 min stay varies

  • 7 bedrooms
  • sleeps 17
  • min stay varies
  • Beach / lakeside relaxation
  • Nearest beach 2 km
  • Child friendly
“Perfect house, perfect location, perfect holiday” 11 of us consisting of 4 adults and 7 children stayed at Windrush at the beginning of the Easter holidays. The house is huge and caters easily for large family groups, the children were able to have their own lounge whilst the adults could talk in peace in the second lounge! The garden was an added bonus for our week as the weather was amazing and the children played football for hours on the huge lawn. The property itself is in a lovely area within walking distance to the beach and a nice pub at the bottom of the hill. We had a small problem with the boiler during our stay but this was sorted out quickly and efficiently. There is so much to do on the island that we did not get it all done in a week and will certainly be returning to Windrush! Thank you for a fabulous holiday!

from £317 / night

£2,200 - £9,500 / week

Book View

from £317 / night

(12) Very Good 

24

Cowes holiday home rental

Cowes / West Cowes

2 5 min stay varies

  • 2 bedrooms
  • sleeps 5
  • min stay varies
  • Beach / lakeside relaxation
  • Child friendly
  • Car not necessary

from £115 / night

£805 / week

Book View

from £115 / night

(24) Excellent 

Certificate of Excellence

40

Ventnor holiday apartment rental

Isle of Wight / Ventnor

2 5 min stay varies

  • 2 bedrooms
  • sleeps 5
  • min stay varies
  • Nearest beach 2 km
  • Child friendly
  • Pet friendly
“Absolutely gorgeous apartment.” The apartment is absolutely fabulous, everything has been thought about and is spotlessly clean and tidy. It's just like home,actually better! Good location just above the town centre easy walk to all services. The rooms are decorated well and everything works as expected. We even enjoyed spending time in the apartment on the single rainy day we had. Thank you for a lovely stay.

Certificate of Excellence

from £75 / night

£780 / week

Book View

Responds fast!
avg. 1 hour 41 minutes

from £75 / night

(3) Excellent 

39

East Cowes holiday home rental

Isle of Wight / East Cowes

3 6 min stay varies

  • 3 bedrooms
  • sleeps 6
  • min stay varies
  • Nearest beach 0.5 km
  • Child friendly
  • Car not necessary

from £110 / night

£700 - £2,000 / week

Book View

Responds fast!
avg. 7 minutes

from £110 / night

(1) Excellent 

16

Apartment rental in Shanklin

Shanklin / Old Village

2 4 min stay varies

  • 2 bedrooms
  • sleeps 4
  • min stay varies
  • Child friendly

from £208 / night

£525 - £990 / week

Enquire View

from £208 / night

(53) Very Good 

Certificate of Excellence

20

Yarmouth holiday cottage rental

Yarmouth / Fort Victoria

2 4 min stay varies

  • 2 bedrooms
  • sleeps 4
  • min stay varies
  • Beach / lakeside relaxation
  • Nearest beach 0.1 km
  • Child friendly
“A classic british holiday break” Myself, my wife and our 6-year old Springer Spaniel had a wonderful break here. Lovely cosy cottage, great sea location, and a short walk into Yarmouth town. We recommend this property without reservation

Certificate of Excellence

from £90 / night

£395 - £1,295 / week

Book View

from £90 / night

(13) Excellent 

Certificate of Excellence

17

Holiday home rental

Isle of Wight / Sandown

1 2 min stay varies

  • 1 bedroom
  • sleeps 2
  • min stay varies
  • Car not necessary
  • Private garden

Certificate of Excellence

from £75 / night

£500 / week

Book View

Responds fast!
avg. 1 hour 4 minutes

from £75 / night

Why Isle of Wight?

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

Lantern Cove Sandown Holiday Chalet
very nice chalet,would book again

nice clean and bright chalet,bed was very comfortable. very quiet site and nice to see the different wildlife about the site(and outside the kitchen window). Ideal base for visiting various parts of the island. would definitely visit and stay in this chalet again. thanks helen/matthew … see more
The Cabin, Buttercup Barn Retreats located in Wootton Bridge, Isle Of Wight
FANTASTIC

FANTASTIC will definitely go AGAIN!! LOVED IT!! Owners brilliant, there if you need them. LOVED the Island! … see more
Marinus Apartment, Cowes
EXCELLENT PLACE TO STAY. OVERLOOKING THE MARINA

Excellent place to stay overlooking the Marina. Convenient for cowes centre and a good base for the whole island. Very clean and everything we required with onsite dedicated parking space. … see more
Fovant cottage
Fantastic - location perfectly situated within Bembridge village

Great place to stay. House is warm, clean and welcoming. Village shops (great selection of proper shops and places to eat) and Beach/harbour is within walking distance. Owners were very accommodating and friendly who couldn't do enough for us. Dog enjoyed it too. Recommend The Village Inn. We would visit again!see more
Elizabeth Apartment
Home from home

Simply the best equipped and most comfortable self catering apartment my wife and I have ever stayed in, and we've stayed in a few! Its decor and cleanliness was also excellent. Its situation is also very good. On foot it is 2 mins from the nearest supermarket, under 5 mins from Shanklin Old Village and the many places to eat and drink, and 10 mins from the nearest beach. Just perfect.see more
Smugglers - pretty cottage in quiet street in town, with easy access to beach
Warm, cosy cottage in lovely seaside resort

Ventnor on the Isle of Wight is a small, friendly seaside town I know well & visit every year with family. The beach is small and safe with a lovely view along to Steephill Cove. The walk to Steephill Cove is a delight, ending with a crab sandwich at the Crab Shack on the beach and a walk up the steps to the botanical gardens. "Smugglers" is a very comfortable, well equipped cottage two minutes from the town centre. I have no hesitation in recommending it to other visitors.see more