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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981 Holiday homes

(6) Very Good 

Certificate of Excellence

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

Certificate of Excellence

from £35 / night

£200 - £380 / week

Book View

Responds fast!
avg. 2 hours 57 minutes

from £35 / night

(7) Very Good 

32

Holiday home in East Cowes

Isle of Wight / East Cowes

2 6 Min stay varies

  • 2 bedrooms
  • Sleeps 6
  • Min stay varies
  • Beach / lakeside relaxation
  • Child friendly
  • Car not necessary
“Nice holiday” This property well-equipped and is ideal for small family right on the waterfront lovely island to visit. we had a great holiday with plenty of things to do around the island
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from £125 / night

£595 - £1475 / week

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Responds fast!
avg. 2 hours 23 minutes

from £125 / night

12

Holiday cottage in Bembridge

Bembridge / Bembridge Village

2 4 Min stay varies

  • 2 bedrooms
  • Sleeps 4
  • Min stay varies
  • Beach / lakeside relaxation
  • Child friendly
  • Pet friendly

from £50 / night

£395 - £695 / week

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from £50 / night

9

Chalet rental in Sandown

Isle of Wight / Sandown

2 6 Min stay varies

  • 2 bedrooms
  • Sleeps 6
  • Min stay varies
  • Child friendly
  • Pet friendly

from £30 / night

£630 / week

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from £30 / night

24

Newchurch holiday cottage rental

Sandown / Newchurch

3 6 Min stay varies

  • 3 bedrooms
  • Sleeps 6
  • Min stay varies
  • Child friendly
  • Ask about pets
  • Private garden

from £145 / night

£675 - £1350 / week

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from £145 / night

(4) Excellent 

Certificate of Excellence

23

Cowes holiday home rental

Isle of Wight / Cowes

3 6 Min stay varies

  • 3 bedrooms
  • Sleeps 6
  • Min stay varies
  • Nearest beach 1 km
  • Child friendly
  • Private garden
“Superb!!!” We stayed at the lovely Sun Hill in August for a couple of nights and as a family we were so happy. The house is immaculately clean and is equipped with everything that you could need. The owners kept us well informed and were so helpful
…see more

Certificate of Excellence

from £150 / night

£900 - £2400 / week

Book View

Responds fast!
avg. 2 hours 13 minutes

from £150 / night

(14) Very Good 

Certificate of Excellence

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
“Superb home from home” I had the pleasure of staying here with my family for a mini break in September. It had everything that we needed and 2 year old was really excited about the bunk beds. It was clean comfortable and plenty big enough. A lovely pl
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Certificate of Excellence

from £70 / night

£350 - £600 / week

Book View

Responds fast!
avg. 1 hour 53 minutes

from £70 / night

(4) Very Good 

13

St Helens holiday home rental

Isle of Wight / St Helens

2 4 Min stay varies

  • 2 bedrooms
  • Sleeps 4
  • Min stay varies
  • Child friendly
  • Pet friendly
  • Private garden
“Great stay in St Helens” We were really sorry we didn't fill in the guest book as we had a relaxing break staying in Sands cottage. We have been to St. Helens many times, but never stayed at in this lovely Cottage before. The living room is well set
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from £49 / night

£339 - £705 / week

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from £49 / night

(5) Excellent 

21

Bembridge holiday home let

Bembridge / Bembridge Village

3 6 7 nights min

  • 3 bedrooms
  • Sleeps 6
  • 7 nights min
  • Beach / lakeside relaxation
  • Child friendly
  • Private garden
“Lovely holiday home offering peace and quiet just minutes from the beach” Lovely 3-bedroomed holiday home in a quiet lane, just minutes from the beach. Very convenient with convenience store just round the corner. Would definitely recommend the prope
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from £100 / night

£700 - £1250 / week

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from £100 / night

(2) Excellent 

12

Holiday apartment in Brading

Isle of Wight / Brading

2 4 7 nights min

  • 2 bedrooms
  • Sleeps 4
  • 7 nights min
  • Beach / lakeside relaxation
  • Nearest beach 1 km
  • Suitable for children age 5+

from £79 / night

£550 - £675 / week

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from £79 / night

(7) Very Good 

Certificate of Excellence

15

Holiday bungalow in Nettlestone

Isle of Wight / Nettlestone

3 8 7 nights min

  • 3 bedrooms
  • Sleeps 8
  • 7 nights min
  • Child friendly
  • Pet friendly
  • Private garden
“Amazing!!!” Lovely place to stay, close to beach and a local shop, short drive to anywhere else on the island. Views from lounge and balcony were great, sunrise, sunset, stars and moonrise over the sea. The busy shipping channel kept my 7yr old grands
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Certificate of Excellence

from £65 / night

£450 - £1050 / week

Book View

from £65 / night

(10) Excellent 

14

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
“A lovely place to stay” We had a very nice stay at the Auction House it was the best place we have stayed in during our travels in all our 55 years of married life. It we well equipted spotlessly clean and very comfortalble, The owners were very hel
…see more

from £75 / night

£450 - £999 / week

Enquire View

from £75 / night

(4) Excellent 

Certificate of Excellence

16

Ventnor holiday apartment rental

Isle of Wight / Ventnor

2 6 Min stay varies

  • 2 bedrooms
  • Sleeps 6
  • Min stay varies
  • Child friendly

Certificate of Excellence

from £85 / night

£525 - £735 / week

Book View

Responds fast!
avg. 1 hour 4 minutes

from £85 / night

(5) Excellent 

14

Merstone holiday cottage rental

Isle of Wight / Merstone

3 7 4 nights min

  • 3 bedrooms
  • Sleeps 7
  • 4 nights min
  • Child friendly
“Lovely getaway accomadation” The Barn, Alma Cottage in Merstone was wonderful place to stay, set in a rural location with countryside views, and only a short drive away to the shops and beach. It is a very central location so for day trips out, everyt
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from £120 / night

£750 / week

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Responds fast!
avg. 2 hours 54 minutes

from £120 / night

25

Holiday home in Cowes

Isle of Wight / Cowes

3 6 Min stay varies

  • 3 bedrooms
  • Sleeps 6
  • Min stay varies
  • Nearest beach 0.5 km
  • Child friendly
  • Car not necessary

from £200 / night

£1400 - £2500 / week

Book View

Responds fast!
avg. 1 hour 54 minutes

from £200 / night

(2) Very Good 

22

Home rental in Bembridge

Isle of Wight / Bembridge

4 10 Min stay varies

  • 4 bedrooms
  • Sleeps 10
  • Min stay varies
  • Beach / lakeside relaxation
  • Child friendly
  • Pet friendly

from £150 / night

£715 - £1950 / week

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from £150 / night

(13) Very Good 

10

Holiday home in Gurnard

Isle of Wight / Gurnard

2 4 Min stay varies

  • 2 bedrooms
  • Sleeps 4
  • Min stay varies
  • Beach / lakeside relaxation
  • Child friendly
  • Private garden
“Great little house” A lovely place to stay, all you need and very well designed and decorated. Great little spot, close to lovely cafe and beach.
…see more

from £60 / night

£385 - £1575 / week

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from £60 / night

(2) 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

from £140 / night

£1000 - £1500 / week

Book View

Responds fast!
avg. 3 hours 35 minutes

from £140 / night

(3) Excellent 

12

Cowes holiday apartment rental

Cowes / West Cowes

1 2 Min stay varies

  • 1 bedroom
  • Sleeps 2
  • Min stay varies
  • Ask owner if suitable for children

from £80 / night

£360 - £950 / week

Book View

Responds fast!
avg. 1 hour 7 minutes

from £80 / night

(3) Excellent 

20

Holiday apartment in Newchurch

Sandown / Newchurch

1 2 1 night min

  • 1 bedroom
  • Sleeps 2
  • 1 night min
  • Pet friendly
  • Private garden

from £60 / night

£420 / week

Book View

Responds fast!
avg. 20 minutes

from £60 / night

(8) Excellent 

Certificate of Excellence

18

Holiday townhouse in Cowes

Isle of Wight / Cowes

3 6 Min stay varies

  • 3 bedrooms
  • Sleeps 6
  • Min stay varies
  • Child friendly
  • Pet friendly
  • Private garden
“Great holiday home” great house clean and owner was nice great base for isle of wight holiday osborne house 2min away.and kids loved it there's playing area just round the corner to play football and games .
…see more

Certificate of Excellence

from £100 / night

£400 - £900 / week

Book View

Responds fast!
avg. 1 hour 32 minutes

from £100 / 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. 1 hour 21 minutes

from £54 / night

(10) Excellent 

Certificate of Excellence

14

Holiday apartment in Ventnor Bay

Ventnor / Ventnor Bay

3 6 3 nights min

  • 3 bedrooms
  • Sleeps 6
  • 3 nights min
  • Beach / lakeside relaxation
  • Nearest beach 0.1 km
  • Child friendly
“Brilliant apartment,brilliant location,brilliant views” Exactly what it says on'"the tin".Easy to book ,with confidence and all the support you would need-regular updates and support of "the lovely Lisa" on the island. Spacious and extremely well pre
…see more

Certificate of Excellence

from £145 / night

£750 - £1163 / week

Book View

Responds fast!
avg. 41 minutes

from £145 / night

29

Bembridge holiday home rental

Isle of Wight / Bembridge

3 8 7 nights min

  • 3 bedrooms
  • Sleeps 8
  • 7 nights min
  • Nearest beach 0.35 km
  • Child friendly
  • Pet friendly

from £95 / night

£830 / week

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from £95 / night

(9) Very Good 

Certificate of Excellence

20

Holiday apartment in Ventnor

Isle of Wight / Ventnor

2 4 Min stay varies

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

Certificate of Excellence

from £90 / night

£370 - £625 / week

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Responds fast!
avg. 3 hours 59 minutes

from £90 / night

(6) Excellent 

15

Shanklin holiday apartment rental

Isle of Wight / Shanklin

1 2 Min stay varies

  • 1 bedroom
  • Sleeps 2
  • Min stay varies
  • Nearest beach 0.05 km

from £36 / night

£207 - £453 / week

Book View

Responds fast!
avg. 18 minutes

from £36 / night

(1) Excellent 

29

Home rental in Bembridge

Isle of Wight / Bembridge

5 9 Min stay varies

  • 5 bedrooms
  • Sleeps 9
  • Min stay varies
  • Child friendly
  • Private garden

from £200 / night

£715 - £1490 / week

Book View

from £200 / night

(5) Very Good 

10

Holiday apartment in Cowes

Cowes / West Cowes

2 6 7 nights min

  • 2 bedrooms
  • Sleeps 6
  • 7 nights min
  • Beach / lakeside relaxation
  • Child friendly
“Excellent apartment” I was pleasantly surprised the apartment was so much better than i thought it was going to be, the photos don't do it justice I would definitely stay there again.
…see more

from £65 / night

£450 - £1395 / week

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from £65 / night

9

Holiday cottage rental

Bembridge / Bembridge Village

2 4 Min stay varies

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

from £50 / night

£395 - £695 / week

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from £50 / night

(11) Excellent 

21

Holiday apartment in Ventnor

Isle of Wight / Ventnor

2 6 1 night min

  • 2 bedrooms
  • Sleeps 6
  • 1 night min
  • Beach / lakeside relaxation
  • Child friendly

from £115 / night

£825 / week

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from £115 / night

(22) Excellent 

24

Apartment rental in Shanklin

Shanklin / Old Village

1 4 7 nights min

  • 1 bedroom
  • Sleeps 4
  • 7 nights min
  • Beach / lakeside relaxation
  • Nearest beach 0.9 km
  • Ask owner if suitable for children
“The Courtyard...............Fantastic place!” Just spent a few glorious days at The Courtyard, Shanklin, IOW. Richard and Miriam were great hosts, providing lovely extras, tea, coffee, juice etc and also a wonderful and tasty homemade sponge cake....
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from £47 / night

£325 - £516 / week

Book View

Responds fast!
avg. 24 minutes

from £47 / night

(19) Excellent 

Certificate of Excellence

21

Yaverland holiday chalet rental

Sandown / Yaverland

2 6 Min stay varies

  • 2 bedrooms
  • Sleeps 6
  • Min stay varies
  • Beach / lakeside relaxation
  • Nearest beach 0.5 km
  • Child friendly
“Excellent” This chalet was brilliant,it was clean and had everything supplied so it was just like home from home .The location is perfect for the beach,local shops,entertainment and was perfect for my 3 children . I would highly recommend it and we wi
…see more

Certificate of Excellence

from £50 / night

£200 - £495 / week

Book View

Responds fast!
avg. 39 minutes

from £50 / night

(3) Very Good 

10

Holiday apartment in Cowes

Isle of Wight / Cowes

2 4 Min stay varies

  • 2 bedrooms
  • Sleeps 4
  • Min stay varies
  • Child friendly
  • Car not necessary

from £130 / night

£500 - £2100 / week

Book View

from £130 / night

(1) Very Good 

24

Holiday home in Ventnor Bay

Ventnor / Ventnor Bay

3 6 Min stay varies

  • 3 bedrooms
  • Sleeps 6
  • Min stay varies
  • Beach / lakeside relaxation
  • Nearest beach 1 km
  • Child friendly

from £125 / night

£750 - £1005 / week

Book View

Responds fast!
avg. 2 hours 41 minutes

from £125 / night

(1) Excellent 

12

Ventnor holiday cottage rental

Isle of Wight / Ventnor

1 2 3 nights min

  • 1 bedroom
  • Sleeps 2
  • 3 nights min
  • Ask owner if suitable for children

from £60 / night

£410 - £560 / week

Book View

Responds fast!
avg. 2 hours 5 minutes

from £60 / night

(4) Excellent 

16

Holiday townhouse rental

Isle of Wight / Cowes

5 12 Min stay varies

  • 5 bedrooms
  • Sleeps 12
  • Min stay varies
  • Nearest beach 2 km
  • Child friendly
  • Car not necessary
“This place is so great we have been back again!” I have stayed here twice with extended family. The house is spacious and comfortable with great style. The property is located in a great spot with easy walking access to Cowes, a variety of shops, pubs
…see more

from £300 / night

£925 - £4665 / week

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from £300 / night

(12) Excellent 

26

Holiday apartment in Shanklin

Isle of Wight / Shanklin

1 4 Min stay varies

  • 1 bedroom
  • Sleeps 4
  • Min stay varies
  • Child friendly
  • Car not necessary
“Miss” Excellent stay at the apartment! Lovely and clean and was nice to arrive to a hamper of goodies :) will definatly recommend!!
…see more

from £75 / night

£500 - £650 / week

Book View

Responds fast!
avg. 3 hours 56 minutes

from £75 / night

(4) Very Good 

20

Holiday bungalow in Yaverland

Sandown / Yaverland

3 6 Min stay varies

  • 3 bedrooms
  • Sleeps 6
  • Min stay varies
  • Beach / lakeside relaxation
  • Nearest beach 0.3 km
  • Child friendly
“Well placed, well equipped - just what we wanted.” The bungalow is easy to find, and has ample parking for two cars if necessary. The garden is spacious and mostly grassed (although our daughter did manage to find a tree to fall out of!) There is a p
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from £80 / night

£425 - £1025 / week

Book View

Responds fast!
avg. 2 hours 27 minutes

from £80 / night

(20) Very Good 

Certificate of Excellence

17

Holiday studio in Shanklin

Isle of Wight / Shanklin

Studio 2 Min stay varies

  • Studio
  • Sleeps 2
  • Min stay varies
  • Beach / lakeside relaxation
  • Child friendly
  • Car not necessary
“Lovely little hideaway.” We had a great few days away in Shanklin and stayed there with our toddler. We'd definitely stay in this studio apartment again. Many thanks for everything.
…see more

Certificate of Excellence

from £45 / night

£230 - £620 / week

Book View

from £45 / night

(3) Very Good 

8

Holiday cottage in Cowes

Cowes / West Cowes

3 8 Min stay varies

  • 3 bedrooms
  • Sleeps 8
  • Min stay varies
  • Beach / lakeside relaxation
  • Nearest beach 2 km
  • Suitable for children age 5+

from £85 / night

£350 - £2000 / week

Book View

from £85 / night

1