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

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Isle of Wight

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1,567 Holiday homes

20

Holiday home in Bembridge

Isle of Wight / Bembridge

4 8 Min stay varies

  • 4 bedrooms
  • Sleeps 8
  • Min stay varies
  • Nearest beach 0.2 km
  • Child friendly
  • Private garden

from £193 / night

£1,345 - £1,720 / week

Book View

from £193 / night

14

Holiday apartment in Ventnor

Isle of Wight / Ventnor

1 2 Min stay varies

  • 1 bedroom
  • Sleeps 2
  • Min stay varies
  • Nearest beach 0.1 km
  • Car not necessary

from £70 / night

£445 - £560 / week

Book View

Responds fast!
avg. 20 minutes

from £70 / night

(3) Excellent 

14

Holiday caravan/mobile home in Bembridge

Isle of Wight / Bembridge

3 8 3 nights min

  • 3 bedrooms
  • Sleeps 8
  • 3 nights min
  • Beach / lakeside relaxation
  • Child friendly

from £29 / night

£200 / week

Book View

Responds fast!
avg. 3 hours 22 minutes

from £29 / night

(4) Excellent 

17

Yarmouth holiday home rental

Isle of Wight / Yarmouth

3 6 Min stay varies

  • 3 bedrooms
  • Sleeps 6
  • Min stay varies
  • Nearest beach 4 km
  • Child friendly
  • Car not necessary

from £145 / night

£595 - £1,235 / week

Book View

Responds fast!
avg. 1 hour 27 minutes

from £145 / night

22

Holiday chalet rental

Isle of Wight / Seaview

2 4 Min stay varies

  • 2 bedrooms
  • Sleeps 4
  • Min stay varies
  • Beach / lakeside relaxation
  • Nearest beach 0.1 km
  • Child friendly

from £54 / night

£307 - £679 / week

Book View

Responds fast!
avg. 3 hours 39 minutes

from £54 / night

(1) Excellent 

10

Wroxall holiday home rental

Isle of Wight / Wroxall

1 3 Min stay varies

  • 1 bedroom
  • Sleeps 3
  • Min stay varies
  • Child friendly
  • Private garden

from £50 / night

£200 - £425 / week

Enquire View

from £50 / night

(1) Excellent 

11

Porchfield holiday cottage rental

Isle of Wight / Porchfield

2 4 7 nights min

  • 2 bedrooms
  • Sleeps 4
  • 7 nights min
  • Child friendly
  • Ask about pets

from £350 / night

£450 - £1,500 / week

Enquire View

from £350 / night

(27) Excellent 

Certificate of Excellence

28

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
“Wonderful holiday” On our arrival at Seaside View we were warmly welcomed by Mel and Bob, who are lovely people. The appartment is perfectly situated on the Esplanade a stones throw from the beach, with wonderful sea views and handy bus stop nearby. I
…see more

Certificate of Excellence

from £86 / night

£380 - £600 / week

Book View

Responds fast!
avg. 3 hours 4 minutes

from £86 / night

(2) Excellent 

19

Holiday home in Shanklin

Isle of Wight / Shanklin

4 12 3 nights min

  • 4 bedrooms
  • Sleeps 12
  • 3 nights min
  • Beach / lakeside relaxation
  • Nearest beach 2 km
  • Child friendly
“Great Holiday House” Many thanks Heather for a wonderful week. Loved the house especially the mini golf in the garden. The lovely hot weather helps of course.
…see more

from £400 / night

£2,269 - £2,527 / week

Book View

Responds fast!
avg. 2 hours 32 minutes

from £400 / night

(4) Excellent 

33

Holiday home in Bonchurch

Ventnor / Bonchurch

5 8 2 nights min

  • 5 bedrooms
  • Sleeps 8
  • 2 nights min
  • Child friendly
  • Private garden

from £150 / night

£1,050 / week

Book View

Responds fast!
avg. 3 hours 7 minutes

from £150 / night

(24) Excellent 

26

Yarmouth holiday villa rental

Isle of Wight / Yarmouth

4 8 Min stay varies

  • 4 bedrooms
  • Sleeps 8
  • Min stay varies
  • Beach / lakeside relaxation
  • Nearest beach 0.1 km
  • Child friendly
“Woodland Cottage” Excellent cottage with everything you could need. Great garden for just lazing around in. A real home from home experience.
…see more

from £185 / night

£785 - £2,240 / week

Book View

Responds fast!
avg. 1 hour 5 minutes

from £185 / night

(12) 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 £38 / night

£266 / week

Book View

Responds fast!
avg. 3 hours 8 minutes

from £38 / night

11

Shanklin holiday caravan/mobile home rental

Isle of Wight / Shanklin

3 8 3 nights min

  • 3 bedrooms
  • Sleeps 8
  • 3 nights min
  • Nearest beach 1 km
  • Swimming pool
  • Child friendly

from £175 / night

£1,000 - £1,200 / week

Book View

Responds fast!
avg. 2 hours 28 minutes

from £175 / night

(5) Very Good 

Certificate of Excellence

12

Holiday home letting

Isle of Wight / Cowes

2 4 Min stay varies

  • 2 bedrooms
  • Sleeps 4
  • Min stay varies
  • Child friendly
  • Pet friendly

Certificate of Excellence

from £90 / night

£425 - £1,725 / week

Book View

from £90 / night

29

Holiday home in Newport

Isle of Wight / Newport

4 8 7 nights min

  • 4 bedrooms
  • Sleeps 8
  • 7 nights min
  • Child friendly
  • Private garden

from £10 / night

£1,250 / week

Book View

from £10 / night

(17) Excellent 

Certificate of Excellence

21

Holiday cottage in Brighstone

Isle of Wight / Brighstone

2 4 Min stay varies

  • 2 bedrooms
  • Sleeps 4
  • Min stay varies
  • Beach / lakeside relaxation
  • Nearest beach 1 km
  • Child friendly

Certificate of Excellence

from £95 / night

£345 - £765 / week

Book View

Responds fast!
avg. 1 hour 27 minutes

from £95 / night

(8) Very Good 

23

Holiday apartment in Ventnor

Isle of Wight / Ventnor

2 5 Min stay varies

  • 2 bedrooms
  • Sleeps 5
  • Min stay varies
  • Beach / lakeside relaxation
  • Nearest beach 0.1 km
  • Child friendly
“Prime location and spacious accommodation” This flat was in a perfect location overlooking harbour with panoramic sea views. Accommodation was light and spacious, particularly in the lounge and main bedroom (which had a very comfortable bed). Every
…see more

from £50 / night

£250 - £795 / week

Book View

Responds fast!
avg. 2 hours 23 minutes

from £50 / night

(35) Excellent 

Certificate of Excellence

12

Holiday caravan/mobile home rental

Isle of Wight / Bembridge

2 4 Min stay varies

  • 2 bedrooms
  • Sleeps 4
  • Min stay varies
  • Nearest beach 2 km
  • Swimming pool
  • Child friendly
“Best place” We literally fall in love with this place!!! So beautiful and comfortable! We had more than a wonderful stay. Can't wait to book again soon.
…see more

Certificate of Excellence

from £40 / night

£280 / week

Book View

Responds fast!
avg. 1 hour 20 minutes

from £40 / night

21

Cowes holiday home rental

Isle of Wight / Cowes

2 4 Min stay varies

  • 2 bedrooms
  • Sleeps 4
  • Min stay varies
  • Child friendly
  • Private garden

from £100 / night

£450 - £1,700 / week

Book View

from £100 / night

(1) Very Good 

21

Cowes holiday home rental

Cowes / West Cowes

3 7 Min stay varies

  • 3 bedrooms
  • Sleeps 7
  • Min stay varies
  • Beach / lakeside relaxation
  • Nearest beach 1 km
  • Child friendly
“Really nice house” Lovely house on quite a busy road. Accommodation ideal for our particular family group. Nice secluded back garden, with lovely table and chairs (for 8) on a patio, and a particular sun trap. Easy walk to West Cowes, though down a
…see more

from £225 / night

£1,575 / week

Book View

Responds fast!
avg. 1 hour 39 minutes

from £225 / night

(4) Excellent 

Certificate of Excellence

15

Home rental in Ventnor

Isle of Wight / Ventnor

3 8 Min stay varies

  • 3 bedrooms
  • Sleeps 8
  • Min stay varies
  • Child friendly
  • Private garden

Certificate of Excellence

from £125 / night

£550 - £1,300 / week

Book View

Responds fast!
avg. 3 hours 19 minutes

from £125 / night

(1) Very Good 

13

Holiday chalet in Ventnor Bay

Ventnor / Ventnor Bay

2 4 Min stay varies

  • 2 bedrooms
  • Sleeps 4
  • Min stay varies
  • Beach / lakeside relaxation
  • Child friendly
  • Car not necessary

from £92 / night

£450 - £700 / week

Book View

Responds fast!
avg. 3 hours 49 minutes

from £92 / night

18

Holiday apartment in Shanklin

Isle of Wight / Shanklin

1 2 Min stay varies

  • 1 bedroom
  • Sleeps 2
  • Min stay varies
  • Nearest beach 0.5 km
  • Child friendly
  • Car not necessary

from £70 / night

£350 - £750 / week

Book View

Responds fast!
avg. 2 hours 47 minutes

from £70 / 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

from £86 / night

£600 - £1,200 / week

Book View

from £86 / night

(1)  

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

£795 - £1,459 / week

Book View

from £155 / night

14

Cowes holiday home rental

Isle of Wight / Cowes

3 6 3 nights min

  • 3 bedrooms
  • Sleeps 6
  • 3 nights min
  • Child friendly
  • Car not necessary
  • Pet friendly

from £125 / night

£505 - £2,658 / week

Book View

Responds fast!
avg. 1 hour 46 minutes

from £125 / night

(27) Excellent 

14

Cottage rental in Ventnor

Isle of Wight / Ventnor

3 6 Min stay varies

  • 3 bedrooms
  • Sleeps 6
  • Min stay varies
  • Beach / lakeside relaxation
  • Child friendly
  • Pet friendly
“Excellent Holiday home” We stayed here for 7 days and we can't speak highly enough about the accomodation. We have two young children and we also took my Dad who is 76. It catered for all of our needs and was very child proof so don't worry about ha
…see more

from £75 / night

£495 - £995 / week

Book View

Responds fast!
avg. 1 hour 21 minutes

from £75 / night

(16) Excellent 

20

Apartment letting in Bembridge

Bembridge / St Helens, Bembridge

1 4 Min stay varies

  • 1 bedroom
  • Sleeps 4
  • Min stay varies
  • Beach / lakeside relaxation
  • Child friendly
  • Car not necessary
“Such a lovely place to spend a week... or longer!” My girlfriend and I spent a week here during Wimbledon week and were blown away by how lovely the apartment and St Helen's was. Everything about the place was better than we could have dreamed of - th
…see more

from £50 / night

£245 - £450 / week

Book View

from £50 / night

(6) Excellent 

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
  • Ask about pets

from £59 / night

£413 / week

Book View

Responds fast!
avg. 59 minutes

from £59 / night

(1) Very Good 

24

Holiday chalet rental

Isle of Wight / Seaview

2 4 Min stay varies

  • 2 bedrooms
  • Sleeps 4
  • Min stay varies
  • Beach / lakeside relaxation
  • Nearest beach 0.1 km
  • Child friendly

from £45 / night

£307 - £665 / week

Book View

Responds fast!
avg. 3 hours 17 minutes

from £45 / night

(2) Very Good 

9

Apartment accommodation in Bembridge

Bembridge / Bembridge Beach

1 4 1 night min

  • 1 bedroom
  • Sleeps 4
  • 1 night min
  • Beach / lakeside relaxation
  • Child friendly
  • Pet friendly

from £100 / night

£400 / week

Book View

from £100 / night

(11) Excellent 

18

Holiday chalet in Ventnor Bay

Ventnor / Ventnor Bay

1 2 Min stay varies

  • 1 bedroom
  • Sleeps 2
  • Min stay varies
  • Beach / lakeside relaxation
  • Pet friendly

from £102 / night

£396 - £511 / week

Book View

from £102 / night

(14) Very Good 

Certificate of Excellence

22

Cottage rental in Bembridge

Bembridge / Bembridge Beach

3 10 7 nights min

  • 3 bedrooms
  • Sleeps 10
  • 7 nights min
  • Beach / lakeside relaxation
  • Child friendly
  • Pet friendly
“Fabulous” Me and my family had a fantastic time at Nonsuch cottage its very clean and spacious and lots to do for the kids. and meet more than our expectation. It's also great that it's in walking distance to the beach and a pub that serves great f
…see more

Certificate of Excellence

from £128 / night

£895 - £2,195 / week

Book View

from £128 / night

(36) Excellent 

33

Holiday cottage in Whitwell

Ventnor / Whitwell

4 8 Min stay varies

  • 4 bedrooms
  • Sleeps 8
  • Min stay varies
  • Beach / lakeside relaxation
  • Child friendly
  • Private garden
“A wonderful family home in a beautiful rural location, dawn was spectacular” We spent a long weekend here with friends. even in November there are so many places to explore and excellent pubs to eat at. The garden in fantastic and would be wonderful f
…see more

from £150 / night

£500 - £1,350 / week

Book View

Responds fast!
avg. 1 hour 35 minutes

from £150 / night

17

Calbourne holiday barn rental

Isle of Wight / Calbourne

1 2 Min stay varies

  • 1 bedroom
  • Sleeps 2
  • Min stay varies
  • Child friendly

from £54 / night

£295 - £425 / week

Enquire View

from £54 / night

(8) Excellent 

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
“Suited us perfectly, Caroline couldn't have been more accommodating.” Four adults, two children and two dogs - what could go wrong! This site suited us perfectly. Play areas for the children, room to run the dogs and quiet enough for the adults. Eve
…see more

from £59 / night

£413 / week

Book View

Responds fast!
avg. 59 minutes

from £59 / night

(6) 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
“Very good” Very good for a young family of 6 would use again for sure.Site was also nice all you need on site ..
…see more

from £78 / night

£400 - £695 / week

Book View

Responds fast!
avg. 3 hours 14 minutes

from £78 / night

(3) Very Good 

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
  • Private garden

from £75 / night

£400 / week

Book View

from £75 / night

(23) Excellent 

24

Holiday home with golf nearby in Cowes

Cowes / West Cowes

3 8 Min stay varies

  • 3 bedrooms
  • Sleeps 8
  • Min stay varies
  • Beach / lakeside relaxation
  • Nearest beach 1 km
  • Child friendly
“Regatta cottage” Excellent accommodation in cowes. Highly recommended. Close to town and waterfront with nice garden.
…see more

from £125 / night

£550 - £2,700 / week

Book View

Responds fast!
avg. 2 hours 11 minutes

from £125 / night

14

Lodge rental in Whippingham with golf nearby

Isle of Wight / Whippingham

2 4 Min stay varies

  • 2 bedrooms
  • Sleeps 4
  • Min stay varies
  • Swimming pool
  • Private garden

from £80 / night

£550 - £750 / week

Book View

Responds fast!
avg. 34 minutes

from £80 / night