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

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Isle of Wight holidays

The Isle of Wight, just off the south coast of the UK, was placed on the holiday map by Queen Victoria who stayed here frequently and ever since this small island has been a magnet for tourists. This is quintessential England with its rolling hills crisscrossed with narrow lanes, white chalk cliffs, thatched cottages and sandy beaches, a landscape popular with walkers and cyclists. Natural highlights include Alum Bay and the Needles, while Cowes, Freshwater and Ryde are attractive town resorts.

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$98 Average

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Bedrooms

Bathrooms

Location

  • England
  • Isle of Wight

Location

  • All locations
  • Adgestone (1)
  • Bembridge (62)
  • Bemridge Harbour (2)
  • Bonchurch (14)
  • Brading (11)
  • Brighstone (12)
  • Brook (2)
  • Calbourne (11)
  • Carisbrooke (1)
  • Chale (7)
  • Cowes (121)
  • East Cowes (8)
  • Freshwater (52)
  • Godshill (8)
  • Gurnard (18)
  • Knighton, Isle of Wight (1)
  • Lake (2)
  • Merstone (3)
  • Nettlestone (2)
  • Newport (16)
  • Newtown (1)
  • Niton (13)
  • Porchfield (3)
  • Rookley (1)
  • Ryde (63)
  • Saint Helens (1)
  • Sandown (102)
  • Seaview (36)
  • Shanklin (83)
  • Shorwell (10)
  • St Helens (14)
  • Totland Bay (11)
  • Ventnor (139)
  • Wellow (1)
  • Whippingham (6)
  • Whitwell (11)
  • Woodside Beach (3)
  • Wootton Bridge (18)
  • Wroxall (8)
  • Yarmouth (48)

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927 Holiday homes

Travellers going to Isle of Wight are booking June dates now. Secure your holiday home today and have the perfect trip.

(2) Excellent 

1 / 26

Home letting in Isle of Wight

Bembridge / Bembridge Village

5 bedroomsSleeps 10Min stay varies

  • 5 bedrooms
  • Sleeps 10
  • Min stay varies

from $256 / night

$1095 - $2979 / week

Book Book View

from $256 / night

(5) Very Good 

1 / 15

Apartment rental in Isle of Wight

Totland / Totland Bay

3 bedroomsSleeps 6Min stay varies

  • 3 bedrooms
  • Sleeps 6
  • Min stay varies

from $183 / night

$730 - $1752 / week

Book Book View

from $183 / night

(12) Excellent 

1 / 17

Holiday home in Isle of Wight

Isle of Wight / Bonchurch

4 bedroomsSleeps 10Min stay varies

  • 4 bedrooms
  • Sleeps 10
  • Min stay varies

from $365 / night

$1460 - $2920 / week

Book Book View

from $365 / night

(4) Excellent 

1 / 14

Holiday apartment in Ventnor

Ventnor / Ventnor Bay

3 bedroomsSleeps 63 nights min stay

  • 3 bedrooms
  • Sleeps 6
  • 3 nights min stay

from $212 / night

$1095 - $1698 / week

Book Book View

from $212 / night

(9) Excellent 

1 / 20

Holiday home with golf nearby in Isle of Wight

Cowes / West Cowes

3 bedroomsSleeps 8Min stay varies

  • 3 bedrooms
  • Sleeps 8
  • Min stay varies

from $146 / night

$949 - $1307 / week

Book Book View

from $146 / night

(15) Very Good 

1 / 7

Holiday log cabin in Isle of Wight

Isle of Wight / Gurnard

2 bedroomsSleeps 4Min stay varies

  • 2 bedrooms
  • Sleeps 4
  • Min stay varies

from $88 / night

$614 - $920 / week

Book Book View

from $88 / night

(4) Excellent 

1 / 22

Holiday townhouse in Isle of Wight

Ventnor / Ventnor Bay

5 bedroomsSleeps 107 nights min stay

  • 5 bedrooms
  • Sleeps 10
  • 7 nights min stay

from $261 / night

$1825 - $2263 / week

Book Book View

from $261 / night

(12) Very Good 

1 / 14

Holiday cottage letting

Whitwell / Nettlecombe

3 bedroomsSleeps 5Min stay varies

  • 3 bedrooms
  • Sleeps 5
  • Min stay varies

from $145 / night

$570 - $1424 / week

Book Book View

from $145 / night

(5) Excellent 

1 / 14

Holiday home rental

Isle of Wight / Shanklin

5 bedroomsSleeps 10Min stay varies

  • 5 bedrooms
  • Sleeps 10
  • Min stay varies

from $227 / night

$1585 - $3650 / week

Book Book View

from $227 / night

(13) Very Good 

1 / 25

Apartment rental in Totland

Totland / Totland Bay

4 bedroomsSleeps 87 nights min stay

  • 4 bedrooms
  • Sleeps 8
  • 7 nights min stay

from $136 / night

$949 - $2920 / week

Book Book View

from $136 / night

(9) Excellent 

1 / 28

Whitwell holiday cottage rental

Isle of Wight / Whitwell

2 bedroomsSleeps 6Min stay varies

  • 2 bedrooms
  • Sleeps 6
  • Min stay varies

from $117 / night

$511 - $949 / week

Book Book View

from $117 / night

(7) Very Good 

1 / 26

Holiday townhouse in Isle of Wight

Cowes / West Cowes

5 bedroomsSleeps 10Min stay varies

  • 5 bedrooms
  • Sleeps 10
  • Min stay varies

from $205 / night

$614 - $5986 / week

Book Book View

from $205 / night

(4) Excellent 

1 / 23

Holiday home rental

Isle of Wight / St Helens

4 bedroomsSleeps 77 nights min stay

  • 4 bedrooms
  • Sleeps 7
  • 7 nights min stay

from $124 / night

$862 - $2336 / week

Book Book View

from $124 / night

(1) Very Good 

1 / 9

Holiday villa in Ventnor

Ventnor / Ventnor Bay

5 bedroomsSleeps 10Min stay varies

  • 5 bedrooms
  • Sleeps 10
  • Min stay varies

from $438 / night

$1533 - $3322 / week

Book Book View

from $438 / night

(11) Excellent 

1 / 24

Isle of Wight holiday cottage rental

Godshill / Roud

4 bedroomsSleeps 67 nights min stay

  • 4 bedrooms
  • Sleeps 6
  • 7 nights min stay

from $115 / night

$803 - $1453 / week

Book Book View

from $115 / night

(6) Excellent 

1 / 14

Whitwell holiday cottage rental

Whitwell / Nettlecombe

2 bedroomsSleeps 4Min stay varies

  • 2 bedrooms
  • Sleeps 4
  • Min stay varies

from $132 / night

$424 - $1168 / week

Book Book View

from $132 / night

(12) Excellent 

1 / 22

Isle of Wight holiday cottage rental

Isle of Wight / Bonchurch

2 bedroomsSleeps 4Min stay varies

  • 2 bedrooms
  • Sleeps 4
  • Min stay varies

from $190 / night

$1132 - $1278 / week

Book Book View

from $190 / night

(6) Excellent 

1 / 16

Isle of Wight holiday apartment let

Cowes / West Cowes

2 bedroomsSleeps 41 night min stay

  • 2 bedrooms
  • Sleeps 4
  • 1 night min stay

from $189 / night

$1314 - $4170 / week

Book Book View

from $189 / night

(13) Very Good 

1 / 26

Freshwater holiday apartment rental

Freshwater / Freshwater Bay

2 bedroomsSleeps 42 nights min stay

  • 2 bedrooms
  • Sleeps 4
  • 2 nights min stay

from $103 / night

$468 - $1278 / week

Book Book View

from $103 / night

(10) Excellent 

1 / 23

Holiday cottage in Isle of Wight

Isle of Wight / Brading

2 bedroomsSleeps 5Min stay varies

  • 2 bedrooms
  • Sleeps 5
  • Min stay varies

from $154 / night

$803 - $1147 / week

Book Book View

from $154 / night

(8) Very Good 

1 / 9

Holiday home in Isle of Wight

Isle of Wight / Gurnard

2 bedroomsSleeps 4Min stay varies

  • 2 bedrooms
  • Sleeps 4
  • Min stay varies

from $81 / night

$563 - $2190 / week

Book Book View

from $81 / night

(21) Excellent 

1 / 23

Holiday apartment in Shanklin

Isle of Wight / Shanklin

4 bedroomsSleeps 10Min stay varies

  • 4 bedrooms
  • Sleeps 10
  • Min stay varies

from $307 / night

$1234 - $3139 / week

Book Book View

from $307 / night

(4) Excellent 

1 / 22

Barn rental in Ryde

Isle of Wight / Ryde

5 bedroomsSleeps 12Min stay varies

  • 5 bedrooms
  • Sleeps 12
  • Min stay varies

from $307 / night

$1431 - $3450 / week

Book Book View

from $307 / night

(8) Very Good 

1 / 24

Isle of Wight holiday home rental

Cowes / West Cowes

2 bedroomsSleeps 7Min stay varies

  • 2 bedrooms
  • Sleeps 7
  • Min stay varies

from $146 / night

$0 / week

Book Book View

from $146 / night

(9) Excellent 

1 / 15

Holiday bungalow in Isle of Wight

Isle of Wight / Wootton Bridge

3 bedroomsSleeps 6Min stay varies

  • 3 bedrooms
  • Sleeps 6
  • Min stay varies

from $139 / night

$723 - $1307 / week

Book Book View

from $139 / night

1 / 23

Newchurch holiday farmhouse rental

Sandown / Newchurch

10 bedroomsSleeps 20Min stay varies

  • 10 bedrooms
  • Sleeps 20
  • Min stay varies

from $431 / night

$2169 - $6366 / week

Book Book View

from $431 / night

(39) Excellent 

1 / 10

Isle of Wight holiday bungalow rental

Isle of Wight / Gurnard

2 bedroomsSleeps 5Min stay varies

  • 2 bedrooms
  • Sleeps 5
  • Min stay varies

from $146 / night

$738 - $1862 / week

Book Book View

from $146 / night

(16) Excellent 

1 / 22

Holiday cottage in Ryde

Ryde / Appley

2 bedroomsSleeps 47 nights min stay

  • 2 bedrooms
  • Sleeps 4
  • 7 nights min stay

from $123 / night

$855 - $1387 / week

Book Book View

from $123 / night

(4) Excellent 

1 / 25

Isle of Wight holiday home rental

Isle of Wight / Ventnor

3 bedroomsSleeps 6Min stay varies

  • 3 bedrooms
  • Sleeps 6
  • Min stay varies

from $183 / night

$1095 - $2263 / week

Book Book View

from $183 / night

(7) Very Good 

1 / 17

Holiday apartment in Ventnor

Isle of Wight / Ventnor

2 bedroomsSleeps 43 nights min stay

  • 2 bedrooms
  • Sleeps 4
  • 3 nights min stay

from $212 / night

$1095 - $1698 / week

Book Book View

from $212 / night

(7) Excellent 

1 / 11

Holiday cottage in Isle of Wight

Isle of Wight / Ryde

3 bedroomsSleeps 67 nights min stay

  • 3 bedrooms
  • Sleeps 6
  • 7 nights min stay

from $126 / night

$876 - $1752 / week

Book Book View

from $126 / night

(25) Excellent 

1 / 22

Holiday barn with golf nearby in Isle of Wight

Freshwater / Freshwater Bay

3 bedroomsSleeps 6Min stay varies

  • 3 bedrooms
  • Sleeps 6
  • Min stay varies

from $81 / night

$526 - $1577 / week

Book Book View

from $81 / night

(7) Excellent 

1 / 32

Holiday home with golf nearby in Isle of Wight

Isle of Wight / Seaview

3 bedroomsSleeps 7Min stay varies

  • 3 bedrooms
  • Sleeps 7
  • Min stay varies

from $125 / night

$1167 - $1459 / week

Book Book View

from $125 / night

(24) Excellent 

1 / 32

Holiday apartment in Isle of Wight

Shanklin / Luccombe Village

2 bedroomsSleeps 4Min stay varies

  • 2 bedrooms
  • Sleeps 4
  • Min stay varies

from $117 / night

$584 - $920 / week

Book Book View

from $117 / night

(13) Excellent 

1 / 18

Cottage rental in Isle of Wight

Isle of Wight / Godshill

4 bedroomsSleeps 87 nights min stay

  • 4 bedrooms
  • Sleeps 8
  • 7 nights min stay

from $276 / night

$1932 / week

Book Book View

from $276 / night

(5) Excellent 

1 / 8

Holiday apartment in Isle of Wight

Wootton Bridge / Fishbourne

3 bedroomsSleeps 6Min stay varies

  • 3 bedrooms
  • Sleeps 6
  • Min stay varies

from $97 / night

$402 - $1241 / week

Book Book View

from $97 / night

(2) Good 

1 / 27

Home rental in Isle of Wight with golf nearby

Isle of Wight / Nettlestone

5 bedroomsSleeps 10Min stay varies

  • 5 bedrooms
  • Sleeps 10
  • Min stay varies

from $365 / night

$2015 - $2767 / week

Book Book View

from $365 / night

1 / 24

Home rental in Ventnor

Isle of Wight / Ventnor

4 bedroomsSleeps 87 nights min stay

  • 4 bedrooms
  • Sleeps 8
  • 7 nights min stay

from $120 / night

$840 - $2402 / week

Book Book View

from $120 / night

(6) Excellent 

1 / 35

Holiday home in Isle of Wight

Isle of Wight / East Cowes

2 bedroomsSleeps 5Min stay varies

  • 2 bedrooms
  • Sleeps 5
  • Min stay varies

from $183 / night

$803 - $1898 / week

Book Book View

from $183 / night

(10) Very Good 

1 / 9

Home rental in Cowes

Cowes / West Cowes

3 bedroomsSleeps 6Min stay varies

  • 3 bedrooms
  • Sleeps 6
  • Min stay varies

from $154 / night

$767 - $2336 / week

Book Book View

from $154 / night

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