Cycling holiday villas and apartments Isle of Wight

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Location

  • England
  • Isle of Wight

Location

  • All locations
  • Bembridge (19)
  • Bemridge Harbour (2)
  • Bonchurch (9)
  • Brading (4)
  • Brighstone (6)
  • Brook (2)
  • Calbourne (5)
  • Cowes (57)
  • East Cowes (3)
  • Freshwater (25)
  • Godshill (5)
  • Gurnard (16)
  • Knighton, Isle of Wight (1)
  • Lake (1)
  • Merstone (2)
  • Nettlestone (1)
  • Newport (7)
  • Newtown (1)
  • Niton (3)
  • Porchfield (1)
  • Rookley (1)
  • Ryde (24)
  • Saint Helens (1)
  • Sandown (44)
  • Seaview (11)
  • Shanklin (40)
  • Shorwell (5)
  • St Helens (3)
  • Totland Bay (4)
  • Ventnor (62)
  • Wellow (1)
  • Whippingham (6)
  • Whitwell (8)
  • Wootton Bridge (11)
  • Wroxall (5)
  • Yarmouth (18)

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414 Holiday homes

Filters applied: Cycling holidays (414)

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

(13) Very Good 

1 / 15

Holiday chalet rental

Sandown / Yaverland

2 bedroomsSleeps 6Min stay varies

  • 2 bedrooms
  • Sleeps 6
  • Min stay varies

from $41 / night

$292 - $555 / week

Book Book View

from $41 / night

(4) Excellent 

1 / 16

Holiday townhouse rental

Isle of Wight / Cowes

5 bedroomsSleeps 11Min stay varies

  • 5 bedrooms
  • Sleeps 11
  • Min stay varies

from $344 / night

$1314 - $6716 / week

Enquire Enquire View

from $344 / night

(3) Very Good 

1 / 27

Holiday cottage rental

Freshwater / Freshwater Bay

1 bedroomSleeps 2Min stay varies

  • 1 bedroom
  • Sleeps 2
  • Min stay varies

from $106 / night

$526 - $818 / week

Book Book View

from $106 / night

(15) Very Good 

1 / 16

Holiday cottage in Isle of Wight

Isle of Wight / Ventnor

2 bedroomsSleeps 57 nights min stay

  • 2 bedrooms
  • Sleeps 5
  • 7 nights min stay

from $103 / night

$716 - $1285 / week

Book Book View

from $103 / night

(7) Excellent 

1 / 11

Isle of Wight holiday chalet rental

Sandown / Yaverland

2 bedroomsSleeps 47 nights min stay

  • 2 bedrooms
  • Sleeps 4
  • 7 nights min stay

from $51 / night

$351 - $709 / week

Book Book View

from $51 / night

(16) Excellent 

1 / 23

Home rental in Shanklin

Isle of Wight / Shanklin

4 bedroomsSleeps 8Min stay varies

  • 4 bedrooms
  • Sleeps 8
  • Min stay varies

from $219 / night

$1168 - $2628 / week

Enquire Enquire View

from $219 / night

(8) Excellent 

1 / 22

Holiday cottage in Isle of Wight

Ventnor / Niton Undercliff

1 bedroomSleeps 2Min stay varies

  • 1 bedroom
  • Sleeps 2
  • Min stay varies

from $88 / night

$519 - $614 / week

Enquire Enquire View

from $88 / night

(4) Excellent 

1 / 16

Holiday apartment with golf nearby in Isle of Wight

Ventnor / Ventnor Bay

1 bedroomSleeps 23 nights min stay

  • 1 bedroom
  • Sleeps 2
  • 3 nights min stay

from $59 / night

$409 - $777 / week

Enquire Enquire View

from $59 / night

(6) Excellent 

1 / 27

Isle of Wight holiday cottage rental

Isle of Wight / Shorwell

3 bedroomsSleeps 6Min stay varies

  • 3 bedrooms
  • Sleeps 6
  • Min stay varies

from $145 / night

$563 - $1380 / week

Book Book View

from $145 / night

(1) Very Good 

1 / 12

Cottage rental in Calbourne

Isle of Wight / Calbourne

3 bedroomsSleeps 6Min stay varies

  • 3 bedrooms
  • Sleeps 6
  • Min stay varies

from $154 / night

$657 - $1434 / week

Book Book View

from $154 / night

1 / 18

Isle of Wight holiday home rental

Bembridge / Bembridge Beach

3 bedroomsSleeps 6Min stay varies

  • 3 bedrooms
  • Sleeps 6
  • Min stay varies

from $91 / night

$636 - $1738 / week

Book Book View

from $91 / night

(4) Excellent 

1 / 23

Holiday cottage letting

Ventnor / Niton Undercliff

2 bedroomsSleeps 4Min stay varies

  • 2 bedrooms
  • Sleeps 4
  • Min stay varies

from $125 / night

$694 - $840 / week

Enquire Enquire View

from $125 / night

1 / 4

Holiday home rental

Isle of Wight / Freshwater

5 bedroomsSleeps 12Min stay varies

  • 5 bedrooms
  • Sleeps 12
  • Min stay varies

from $732 / night

$2931 - $5424 / week

Book Book View

from $732 / night

(21) Excellent 

1 / 31

Holiday cottage rental

Ventnor / St Lawrence, Ventnor

3 bedroomsSleeps 6Min stay varies

  • 3 bedrooms
  • Sleeps 6
  • Min stay varies

from $219 / night

$767 - $1964 / week

Book Book View

from $219 / night

(11) Very Good 

1 / 24

Holiday home in Isle of Wight

Isle of Wight / Yarmouth

1 bedroomSleeps 3Min stay varies

  • 1 bedroom
  • Sleeps 3
  • Min stay varies

from $88 / night

$511 - $730 / week

Enquire Enquire View

from $88 / night

(27) Excellent 

1 / 22

Holiday home in Brighstone

Isle of Wight / Brighstone

6 bedroomsSleeps 12Min stay varies

  • 6 bedrooms
  • Sleeps 12
  • Min stay varies

from $358 / night

$1533 - $4373 / week

Enquire Enquire View

from $358 / night

(1) Poor 

1 / 11

Isle of Wight holiday apartment rental

Isle of Wight / Newport

2 bedroomsSleeps 42 nights min stay

  • 2 bedrooms
  • Sleeps 4
  • 2 nights min stay

from $103 / night

$0 / week

Book Book View

from $103 / night

(28) Excellent 

1 / 24

Holiday cottage rental

Shanklin / Old Village

3 bedroomsSleeps 67 nights min stay

  • 3 bedrooms
  • Sleeps 6
  • 7 nights min stay

from $90 / night

$628 - $1782 / week

Enquire Enquire View

from $90 / night

(9) Excellent 

1 / 20

Holiday cottage in Isle of Wight

Yarmouth / Fort Victoria

2 bedroomsSleeps 47 nights min stay

  • 2 bedrooms
  • Sleeps 4
  • 7 nights min stay

from $131 / night

$913 - $1731 / week

Book Book View

from $131 / night

1 / 15

Apartment rental in Isle of Wight with golf nearby

Isle of Wight / Sandown

1 bedroomSleeps 23 nights min stay

  • 1 bedroom
  • Sleeps 2
  • 3 nights min stay

from $68 / night

$336 - $555 / week

Book Book View

from $68 / night

1 / 11

Holiday cottage in Isle of Wight

Ventnor / Niton, Isle of Wight

2 bedroomsSleeps 4Min stay varies

  • 2 bedrooms
  • Sleeps 4
  • Min stay varies

from $110 / night

$409 - $906 / week

Book Book View

from $110 / night

(6) Very Good 

1 / 10

Cottage rental in Whippingham

Isle of Wight / Whippingham

2 bedroomsSleeps 47 nights min stay

  • 2 bedrooms
  • Sleeps 4
  • 7 nights min stay

from $68 / night

$472 - $898 / week

Enquire Enquire View

from $68 / night

(3) Very Good 

1 / 21

Holiday chalet in Isle of Wight

Isle of Wight / Wootton Bridge

3 bedroomsSleeps 63 nights min stay

  • 3 bedrooms
  • Sleeps 6
  • 3 nights min stay

from $183 / night

$0 / week

Book Book View

from $183 / night

(6) Excellent 

1 / 24

Holiday home in Bonchurch

Isle of Wight / Bonchurch

5 bedroomsSleeps 107 nights min stay

  • 5 bedrooms
  • Sleeps 10
  • 7 nights min stay

from $543 / night

$3796 / week

Enquire Enquire View

from $543 / night

(7) Very Good 

1 / 24

Isle of Wight holiday apartment rental

Ryde / Appley

2 bedroomsSleeps 4Min stay varies

  • 2 bedrooms
  • Sleeps 4
  • Min stay varies

from $132 / night

$533 - $1008 / week

Enquire Enquire View

from $132 / night

(6) Excellent 

1 / 20

Holiday cottage rental

Freshwater / Moons Hill

2 bedroomsSleeps 47 nights min stay

  • 2 bedrooms
  • Sleeps 4
  • 7 nights min stay

from $59 / night

$409 / week

Book Book View

from $59 / night

(7) Very Good 

1 / 20

Holiday home rental

Ventnor / Ventnor Bay

5 bedroomsSleeps 10Min stay varies

  • 5 bedrooms
  • Sleeps 10
  • Min stay varies

from $205 / night

$1022 - $2117 / week

Enquire Enquire View

from $205 / night

(2) Excellent 

1 / 29

Whitwell holiday cottage rental

Whitwell / Nettlecombe

4 bedroomsSleeps 8Min stay varies

  • 4 bedrooms
  • Sleeps 8
  • Min stay varies

from $198 / night

$862 - $3052 / week

Enquire Enquire View

from $198 / night

(38) Excellent 

1 / 27

Ventnor holiday apartment rental

Isle of Wight / Ventnor

1 bedroomSleeps 2Min stay varies

  • 1 bedroom
  • Sleeps 2
  • Min stay varies

from $103 / night

$614 - $1052 / week

Book Book View

from $103 / night

(10) Excellent 

1 / 33

Isle of Wight holiday home rental

Isle of Wight / Gurnard

4 bedroomsSleeps 87 nights min stay

  • 4 bedrooms
  • Sleeps 8
  • 7 nights min stay

from $626 / night

$4380 / week

Book Book View

from $626 / night

(44) Excellent 

1 / 21

Apartment rental in Isle of Wight

Isle of Wight / Shanklin

2 bedroomsSleeps 4Min stay varies

  • 2 bedrooms
  • Sleeps 4
  • Min stay varies

from $110 / night

$657 - $920 / week

Enquire Enquire View

from $110 / night

(19) Excellent 

1 / 16

Holiday chalet rental

Sandown / Yaverland

2 bedroomsSleeps 4Min stay varies

  • 2 bedrooms
  • Sleeps 4
  • Min stay varies

from $81 / night

$329 - $767 / week

Book Book View

from $81 / night

(2) Very Good 

1 / 23

Holiday cottage in Isle of Wight

Isle of Wight / Ventnor

4 bedroomsSleeps 7Min stay varies

  • 4 bedrooms
  • Sleeps 7
  • Min stay varies

from $139 / night

$767 - $1424 / week

Book Book View

from $139 / night

(2) Excellent 

1 / 16

Holiday apartment in Isle of Wight

Isle of Wight / Brook

3 bedroomsSleeps 6Min stay varies

  • 3 bedrooms
  • Sleeps 6
  • Min stay varies

from $190 / night

$694 - $1898 / week

Book Book View

from $190 / night

(4) Excellent 

1 / 17

Cottage rental in Isle of Wight

Isle of Wight / Ventnor

2 bedroomsSleeps 5Min stay varies

  • 2 bedrooms
  • Sleeps 5
  • Min stay varies

from $144 / night

$657 - $1424 / week

Book Book View

from $144 / night

(20) Excellent 

1 / 23

Holiday apartment in Isle of Wight

Isle of Wight / Shanklin

3 bedroomsSleeps 8Min stay varies

  • 3 bedrooms
  • Sleeps 8
  • Min stay varies

from $278 / night

$1132 - $2884 / week

Book Book View

from $278 / night

(16) Excellent 

1 / 21

Holiday bungalow in Isle of Wight

Isle of Wight / Freshwater

3 bedroomsSleeps 67 nights min stay

  • 3 bedrooms
  • Sleeps 6
  • 7 nights min stay

from $83 / night

$577 - $1190 / week

Book Book View

from $83 / night

(6) Excellent 

1 / 23

Shanklin holiday apartment rental

Isle of Wight / Shanklin

3 bedroomsSleeps 8Min stay varies

  • 3 bedrooms
  • Sleeps 8
  • Min stay varies

from $278 / night

$1132 - $2884 / week

Book Book View

from $278 / night

(20) Excellent 

1 / 24

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 $219 / night

$730 - $3796 / week

Book Book View

from $219 / night

(2) Very Good 

1 / 8

Holiday cottage in Isle of Wight

Ventnor / Niton, Isle of Wight

3 bedroomsSleeps 63 nights min stay

  • 3 bedrooms
  • Sleeps 6
  • 3 nights min stay

from $146 / night

$694 / week

Book Book View

from $146 / night

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