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

Close

View larger map

Also consider

Europe Holidays
449718 properties
United Kingdom Holidays
57319 properties
England Holidays
41618 properties
Isle of Wight Holidays
994 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
150 properties
Holiday homes Cowes
131 properties
Villas Shanklin
112 properties
Self catering accommodation Sandown
107 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

980 Holiday homes

(10) Excellent 

Certificate of Excellence

22

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
“Lovely cottage” Everything you need, location ideal, easy to get to places to eat, village walking distance, would recommend, will go back,
…see more

Certificate of Excellence

from £99 / night

£345 - £785 / week

Book View

Responds fast!
avg. 1 hour 3 minutes

from £99 / night

7

Holiday cottage rental

Isle of Wight / Wroxall

2 5 3 nights min

  • 2 bedrooms
  • Sleeps 5
  • 3 nights min
  • Beach / lakeside relaxation
  • Child friendly
  • Car not necessary

from £180 / night

£1260 / week

Book View

Responds fast!
avg. 3 hours 57 minutes

from £180 / night

(4) Excellent 

27

Holiday cottage rental

Freshwater / Freshwater Bay

1 2 Min stay varies

  • 1 bedroom
  • Sleeps 2
  • Min stay varies
  • Beach / lakeside relaxation
  • Nearest beach 0.5 km
  • Ask owner if suitable for children

from £72 / night

£360 - £560 / week

Book View

from £72 / night

Featured properties

(13) Excellent 

28

Holiday cottage in Yarmouth

Isle of Wight / Yarmouth

2 4 Min stay varies

  • 2 bedrooms
  • Sleeps 4
  • Min stay varies
  • Child friendly
  • Private garden
“High quality, beautifully appointed holiday barn in a peaceful location.” The barn is in great location which leaves you close to any of the islands attractions or towns. It is beautifully appointed throughout with the bonus of a hot tub in the shared
…see more

from £150 / night

£695 - £1495 / week

Book View

Responds fast!
avg. 1 hour 51 minutes

from £150 / night

(1) Excellent 

17

Holiday home in Bonchurch

Ventnor / Bonchurch

4 8 Min stay varies

  • 4 bedrooms
  • Sleeps 8
  • Min stay varies
  • Nearest beach 1 km
  • Child friendly
  • Ask about pets

from £200 / night

£995 - £1500 / week

Book View

from £200 / 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

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

Book View

from £50 / night

(1) Excellent 

19

Holiday home in Cowes

Cowes / West Cowes

4 8 Min stay varies

  • 4 bedrooms
  • Sleeps 8
  • Min stay varies
  • Child friendly

from £125 / night

£575 - £3000 / week

Book View

Responds fast!
avg. 1 hour 19 minutes

from £125 / night

(7) Very Good 

19

Godshill holiday cottage accommodation

Isle of Wight / Godshill

4 8 7 nights min

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

from £100 / night

£340 - £1444 / week

Book View

from £100 / night

(2) Very Good 

9

Apartment accommodation in Bembridge

Bembridge / Bembridge Beach

1 4 Min stay varies

  • 1 bedroom
  • Sleeps 4
  • Min stay varies
  • Beach / lakeside relaxation
  • Child friendly
  • Pet friendly

from £100 / night

£270 - £490 / week

Book View

Responds fast!
avg. 3 hours 36 minutes

from £100 / night

19

Holiday apartment in Seaview

Isle of Wight / Seaview

3 7 3 nights min

  • 3 bedrooms
  • Sleeps 7
  • 3 nights min
  • Beach / lakeside relaxation
  • Nearest beach 0.1 km
  • Child friendly

from £127 / night

£889 / week

Book View

from £127 / night

(2) Excellent 

12

Holiday bungalow in Freshwater

Isle of Wight / Freshwater

3 6 Min stay varies

  • 3 bedrooms
  • Sleeps 6
  • Min stay varies
  • Child friendly
“A tranquil place, with wonderful views.” This up together bungalow offers a home from home stay, with the beach only a few yards away. Situated on the 'quiet' side of the island made for a truly relaxing stay.
…see more

from £65 / night

£450 - £650 / week

Book View

from £65 / 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

from £49 / night

£339 - £705 / week

Book View

from £49 / night

(8) Excellent 

Certificate of Excellence

13

Holiday apartment in Cowes

Cowes / West Cowes

2 4 Min stay varies

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

Certificate of Excellence

from £110 / night

£550 - £2300 / week

Book View

Responds fast!
avg. 1 hour 19 minutes

from £110 / 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. 1 hour 21 minutes

from £45 / 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

Book View

from £30 / night

(2) Excellent 

13

Cowes holiday townhouse rental

Cowes / West Cowes

2 4 Min stay varies

  • 2 bedrooms
  • Sleeps 4
  • Min stay varies
  • Suitable for children age 5+
  • Car not necessary
  • Private garden

from £110 / night

£475 - £1800 / week

Book View

Responds fast!
avg. 1 hour 19 minutes

from £110 / night

(1) Excellent 

24

Holiday home in Cowes

Cowes / West Cowes

5 10 7 nights min

  • 5 bedrooms
  • Sleeps 10
  • 7 nights min
  • Beach / lakeside relaxation
  • Child friendly

from £200 / night

£1400 - £5500 / week

Book View

from £200 / night

(4) Excellent 

12

Holiday bungalow in Bembridge

Bembridge / Bembridge Village

3 6 7 nights min

  • 3 bedrooms
  • Sleeps 6
  • 7 nights min
  • Beach / lakeside relaxation
  • Child friendly
  • Pet friendly

from £97 / night

£675 - £1050 / week

Book View

Responds fast!
avg. 3 hours 36 minutes

from £97 / night

(1) Excellent 

8

Holiday apartment in Wroxall

Isle of Wight / Wroxall

2 5 Min stay varies

  • 2 bedrooms
  • Sleeps 5
  • Min stay varies
  • Beach / lakeside relaxation
  • Child friendly
  • Pet friendly

from £130 / night

£650 - £815 / week

Book View

Responds fast!
avg. 2 hours 27 minutes

from £130 / night

(3) Excellent 

11

Sandown holiday chalet rental

Isle of Wight / Sandown

2 6 Min stay varies

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

from £45 / night

£275 - £450 / week

Book View

Responds fast!
avg. 25 minutes

from £45 / night

(2) Very Good 

24

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
  • Suitable for children age 5+

from £36 / night

£207 - £453 / week

Book View

Responds fast!
avg. 18 minutes

from £36 / night

(1) Excellent 

6

Cowes holiday apartment rental

Isle of Wight / Cowes

2 4 Min stay varies

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

from £135 / night

£525 - £2200 / week

Book View

from £135 / night

(12) Excellent 

13

Holiday apartment in Godshill

Isle of Wight / Godshill

1 2 1 night min

  • 1 bedroom
  • Sleeps 2
  • 1 night min
  • Child friendly

from £40 / night

£280 / week

Book View

from £40 / night

(1) Very Good 

8

Holiday cottage in Gurnard

Isle of Wight / Gurnard

2 4 7 nights min

  • 2 bedrooms
  • Sleeps 4
  • 7 nights min
  • Child friendly
  • Pet friendly

from £65 / night

£450 - £840 / week

Enquire View

from £65 / night

(16) Excellent 

25

Ventnor Bay holiday apartment rental

Ventnor / Ventnor Bay

1 2 Min stay varies

  • 1 bedroom
  • Sleeps 2
  • Min stay varies
  • Beach / lakeside relaxation
  • Nearest beach 0 km
  • Private garden
“Beautiful Apartment” If you want opulence then this is the place. Just loved this apartment. It was quirky but also very elegantly decorated, in a lovely location opposite the park and within easy walking distance to the town. The outside space was ve
…see more

from £63 / night

£441 / week

Book View

Responds fast!
avg. 2 hours 43 minutes

from £63 / night

(3) Very Good 

21

Villa letting in Cowes

Cowes / West Cowes

5 11 Min stay varies

  • 5 bedrooms
  • Sleeps 11
  • Min stay varies
  • Child friendly
  • Ask about pets
  • Private garden

from £150 / night

£750 - £5200 / week

Book View

Responds fast!
avg. 1 hour 19 minutes

from £150 / night

(3) Very Good 

Certificate of Excellence

15

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 £80 / night

£375 - £1660 / week

Book View

Responds fast!
avg. 1 hour 19 minutes

from £80 / 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

Responds fast!
avg. 3 hours 36 minutes

from £200 / night

(1) Excellent 

28

Holiday apartment in Shanklin

Isle of Wight / Shanklin

4 8 Min stay varies

  • 4 bedrooms
  • Sleeps 8
  • Min stay varies
  • Nearest beach 1 km
  • Swimming pool
  • Child friendly

from £180 / night

£1530 - £2200 / week

Book View

from £180 / night

(1) Excellent 

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

Responds fast!
avg. 3 hours 57 minutes

from £75 / night

(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

(2) Excellent 

17

Newtown holiday farmhouse rental

Isle of Wight / Newtown

4 8 Min stay varies

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

from £71 / night

£495 - £1250 / week

Enquire View

from £71 / 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

from £95 / night

£450 - £900 / week

Book View

Responds fast!
avg. 1 hour 45 minutes

from £95 / night

16

Cowes holiday home rental

Isle of Wight / Cowes

5 10 7 nights min

  • 5 bedrooms
  • Sleeps 10
  • 7 nights min
  • Beach / lakeside relaxation
  • Air conditioning
  • Private garden

from £300 / night

£1750 - £2450 / week

Book View

Responds fast!
avg. 1 hour 21 minutes

from £300 / night

(4) Excellent 

12

Newport holiday yurt rental

Isle of Wight / Newport

1 6 Min stay varies

  • 1 bedroom
  • Sleeps 6
  • Min stay varies
  • Child friendly
  • Private garden

from £90 / night

£910 / week

Book View

from £90 / night

(1) Excellent 

19

Holiday home rental

Isle of Wight / Totland Bay

4 8 Min stay varies

  • 4 bedrooms
  • Sleeps 8
  • Min stay varies
  • Beach / lakeside relaxation
  • Nearest beach 0.7 km
  • Child friendly

from £71 / night

£495 - £1100 / week

Enquire View

from £71 / night

(32) Excellent 

Certificate of Excellence

27

Holiday home in Yarmouth

Isle of Wight / Yarmouth

5 10 Min stay varies

  • 5 bedrooms
  • Sleeps 10
  • Min stay varies
  • Beach / lakeside relaxation
  • Nearest beach 4 km
  • Child friendly
“Ideal location to visit the Illlsle of Wight” This house provides very comfortable accommodation for a party of 10. It is ideal for visiting attractions on the island. It is situated in the quiet village of Newbridge and is adjacent to a campsite whic
…see more

Certificate of Excellence

from £200 / night

£920 - £1825 / week

Book View

Responds fast!
avg. 3 hours 10 minutes

from £200 / night

(1) Excellent 

9

Ventnor holiday apartment accommodation

Isle of Wight / Ventnor

2 7 1 night min

  • 2 bedrooms
  • Sleeps 7
  • 1 night min
  • Child friendly
  • Pet friendly

from £80 / night

£600 - £800 / week

Book View

Responds fast!
avg. 1 hour 34 minutes

from £80 / night

(26) Excellent 

24

Holiday tree house in Whippingham

Isle of Wight / Whippingham

2 6 Min stay varies

  • 2 bedrooms
  • Sleeps 6
  • Min stay varies
  • Beach / lakeside relaxation
  • Nearest beach 2 km
  • Suitable for children age 5+
“a holiday with a difference” We had a week away at the tree house and didn't tell the children (age range from 4 - 14) where we were staying Upon arrival they couldn't believe we were staying in a tree house. The walk down the path covered by bamboo
…see more

from £150 / night

£550 - £1300 / week

Book View

from £150 / night

1