Horse riding holiday villas and apartments Isle of Wight | Holiday Lettings

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  • Isle of Wight

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  • Bembridge (21)
  • Bemridge Harbour (1)
  • Bonchurch (4)
  • Brading (2)
  • Brighstone (4)
  • Calbourne (2)
  • Cowes (40)
  • Freshwater (21)
  • Godshill (4)
  • Gurnard (10)
  • Nettlestone (1)
  • Newport (5)
  • Niton (1)
  • Porchfield (1)
  • Rookley (1)
  • Ryde (27)
  • Saint Helens (1)
  • Sandown (28)
  • Seaview (11)
  • Shanklin (30)
  • Shorwell (4)
  • St Helens (2)
  • Totland Bay (4)
  • Ventnor (36)
  • Wellow (1)
  • Whippingham (3)
  • Whitwell (5)
  • Wootton Bridge (7)
  • Wroxall (3)
  • Yarmouth (14)

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294 Holiday homes

Filters applied: Horse riding (294)

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 bedrooms
  • Sleeps 10
  • Min stay varies

from £175 / night

£750 - £1981 / week

Book Book View

from £175 / night

(7) Excellent 

1 / 32

Holiday home with golf nearby in Isle of Wight

Isle of Wight / Seaview

  • 3 bedrooms
  • Sleeps 7
  • Min stay varies

from £85 / night

£799 - £999 / week

Book Book View

from £85 / night

(22) Excellent 

1 / 22

Holiday barn with golf nearby in Isle of Wight

Freshwater / Freshwater Bay

  • 3 bedrooms
  • Sleeps 6
  • Min stay varies

from £55 / night

£380 - £1080 / week

Book Book View

from £55 / night

Featured properties

(9) Excellent 

1 / 20

Holiday home with golf nearby in Isle of Wight

Cowes / West Cowes

  • 3 bedrooms
  • Sleeps 8
  • Min stay varies

from £100 / night

£650 - £895 / week

Book Book View

from £100 / night

(4) Excellent 

1 / 22

Barn rental in Ryde

Isle of Wight / Ryde

  • 5 bedrooms
  • Sleeps 12
  • Min stay varies

from £210 / night

£980 - £2363 / week

Book Book View

from £210 / night

(4) Excellent 

1 / 14

Holiday apartment in Ventnor

Ventnor / Ventnor Bay

  • 3 bedrooms
  • Sleeps 6
  • 3 nights min stay

from £145 / night

£750 - £1163 / week

Book Book View

from £145 / night

(12) Excellent 

1 / 18

Holiday home in Isle of Wight

Isle of Wight / Bonchurch

  • 4 bedrooms
  • Sleeps 10
  • Min stay varies

from £250 / night

£995 - £2000 / week

Book Book View

from £250 / night

(21) Excellent 

1 / 23

Holiday apartment in Shanklin

Isle of Wight / Shanklin

  • 4 bedrooms
  • Sleeps 10
  • Min stay varies

from £210 / night

£845 - £2150 / week

Book Book View

from £210 / night

(11) Excellent 

1 / 24

Isle of Wight holiday cottage rental

Godshill / Roud

  • 4 bedrooms
  • Sleeps 6
  • 7 nights min stay

from £79 / night

£550 - £995 / week

Book Book View

from £79 / night

(13) Very Good 

1 / 25

Freshwater holiday apartment rental

Freshwater / Freshwater Bay

  • 2 bedrooms
  • Sleeps 4
  • 2 nights min stay

from £70 / night

£320 - £875 / week

Book Book View

from £70 / night

(9) Excellent 

1 / 22

Holiday cottage in Isle of Wight

Isle of Wight / Brading

  • 2 bedrooms
  • Sleeps 5
  • Min stay varies

from £99 / night

£500 - £820 / week

Book Book View

from £99 / night

(16) Excellent 

1 / 22

Holiday cottage in Ryde

Ryde / Appley

  • 2 bedrooms
  • Sleeps 4
  • 7 nights min stay

from £84 / night

£585 - £950 / week

Book Book View

from £84 / night

(8) Very Good 

1 / 24

Isle of Wight holiday home rental

Cowes / West Cowes

  • 2 bedrooms
  • Sleeps 7
  • Min stay varies

from £100 / night

£700 / week

Book Book View

from £100 / night

(5) Very Good 

1 / 15

Apartment rental in Isle of Wight

Totland / Totland Bay

  • 3 bedrooms
  • Sleeps 6
  • Min stay varies

from £125 / night

£500 - £1200 / week

Book Book View

from £125 / night

(9) Excellent 

1 / 23

Yarmouth holiday home rental

Yarmouth / Fort Victoria

  • 4 bedrooms
  • Sleeps 10
  • Min stay varies

from £150 / night

£800 - £1750 / week

Book Book View

from £150 / night

(7) Very Good 

1 / 17

Holiday apartment in Ventnor

Isle of Wight / Ventnor

  • 2 bedrooms
  • Sleeps 4
  • 3 nights min stay

from £145 / night

£750 - £1163 / week

Book Book View

from £145 / night

(2) Excellent 

1 / 22

Holiday cottage in Isle of Wight

Bembridge / Bembridge Beach

  • 3 bedrooms
  • Sleeps 7
  • 7 nights min stay

from £63 / night

£440 - £950 / week

Book Book View

from £63 / night

(1) Very Good 

1 / 9

Holiday villa in Ventnor

Ventnor / Ventnor Bay

  • 5 bedrooms
  • Sleeps 10
  • Min stay varies

from £300 / night

£1050 - £2275 / week

Book Book View

from £300 / night

(3) Excellent 

1 / 20

Holiday cottage in Isle of Wight

Isle of Wight / Seaview

  • 4 bedrooms
  • Sleeps 8
  • 7 nights min stay

from £209 / night

£1460 / week

Book Book View

from £209 / night

(8) Excellent 

1 / 24

Holiday home with golf nearby in Ryde

Isle of Wight / Ryde

  • 3 bedrooms
  • Sleeps 6
  • 7 nights min stay

from £122 / night

£850 - £1100 / week

Book Book View

from £122 / night

(3) Excellent 

1 / 20

Holiday cottage in Isle of Wight

Cowes / West Cowes

  • 2 bedrooms
  • Sleeps 4
  • Min stay varies

from £150 / night

£1050 - £2000 / week

Book Book View

from £150 / night

(11) Excellent 

1 / 12

Holiday townhouse rental

Cowes / West Cowes

  • 4 bedrooms
  • Sleeps 10
  • Min stay varies

from £250 / night

£895 - £3250 / week

Book Book View

from £250 / night

(5) Excellent 

1 / 10

Isle of Wight holiday apartment let

Isle of Wight / Shanklin

  • 4 bedrooms
  • Sleeps 8
  • Min stay varies

from £170 / night

£695 - £1775 / week

Book Book View

from £170 / night

(4) Excellent 

1 / 25

Isle of Wight holiday home rental

Isle of Wight / Ventnor

  • 3 bedrooms
  • Sleeps 6
  • Min stay varies

from £125 / night

£750 - £1550 / week

Book Book View

from £125 / night

(14) Excellent 

1 / 25

Cottage rental in Isle of Wight

Totland / Totland Bay

  • 2 bedrooms
  • Sleeps 5
  • Min stay varies

from £99 / night

£725 - £950 / week

Book Book View

from £99 / night

(2) Excellent 

1 / 12

Holiday barn in Ryde

Isle of Wight / Ryde

  • 5 bedrooms
  • Sleeps 10
  • Min stay varies

from £210 / night

£900 - £2250 / week

Book Book View

from £210 / night

(27) Excellent 

1 / 23

Holiday log cabin with indoor pool in Isle of Wight

Isle of Wight / Ryde

  • 3 bedrooms
  • Sleeps 6
  • Min stay varies

from £93 / night

£650 - £1400 / week

Book Book View

from £93 / night

(1) Excellent 

1 / 52

Seaview holiday cottage rental

Isle of Wight / Seaview

  • 2 bedrooms
  • Sleeps 4
  • 3 nights min stay

from £186 / night

£799 / week

Book Book View

from £186 / night

1 / 19

Holiday home in Isle of Wight

Isle of Wight / Shanklin

  • 4 bedrooms
  • Sleeps 12
  • 7 nights min stay

from £336 / night

£2350 / week

Book Book View

from £336 / night

(9) Excellent 

1 / 25

Isle of Wight holiday bungalow rental

Isle of Wight / Shanklin

  • 3 bedrooms
  • Sleeps 7
  • Min stay varies

from £170 / night

£800 - £1200 / week

Book Book View

from £170 / night

1 / 21

Cowes holiday home rental

Cowes / West Cowes

  • 3 bedrooms
  • Sleeps 7
  • Min stay varies

from £250 / night

£1200 / week

Book Book View

from £250 / night

(22) Excellent 

1 / 20

Holiday home in Yarmouth

Isle of Wight / Yarmouth

  • 5 bedrooms
  • Sleeps 10
  • Min stay varies

from £185 / night

£895 - £1750 / week

Book Book View

from £185 / night

(3) Excellent 

1 / 14

Home rental in Freshwater with golf nearby

Freshwater / Freshwater Bay

  • 6 bedrooms
  • Sleeps 15
  • 1 night min stay

from £295 / night

£1995 / week

Book Book View

from £295 / night

(7) Excellent 

1 / 19

Holiday home in Isle of Wight

Ventnor / Niton, Isle of Wight

  • 4 bedrooms
  • Sleeps 10
  • 7 nights min stay

from £115 / night

£800 - £1500 / week

Book Book View

from £115 / night

(1) Excellent 

1 / 21

Holiday chalet rental

Isle of Wight / Seaview

  • 2 bedrooms
  • Sleeps 4
  • Min stay varies

from £58 / night

£330 - £715 / week

Book Book View

from £58 / night

(20) Excellent 

1 / 18

Holiday apartment in Cowes

Cowes / West Cowes

  • 2 bedrooms
  • Sleeps 4
  • Min stay varies

from £95 / night

£525 - £1410 / week

Book Book View

from £95 / night

(1) Excellent 

1 / 12

Isle of Wight holiday farmhouse rental

Freshwater / Freshwater Bay

  • 4 bedrooms
  • Sleeps 9
  • 7 nights min stay

from £265 / night

£1850 / week

Book Book View

from £265 / night

(4) Excellent 

1 / 12

Shanklin holiday lodge rental

Shanklin / Ninham

  • 3 bedrooms
  • Sleeps 6
  • Min stay varies

from £120 / night

£640 - £1470 / week

Book Book View

from £120 / night

(12) Excellent 

1 / 20

Cottage rental in Whippingham with golf nearby

Isle of Wight / Whippingham

  • 2 bedrooms
  • Sleeps 5
  • Min stay varies

from £115 / night

£695 - £1195 / week

Book Book View

from £115 / night

(18) Very Good 

1 / 8

Cottage rental in Isle of Wight

Isle of Wight / Newport

  • 3 bedrooms
  • Sleeps 5
  • Min stay varies

from £75 / night

£500 - £1030 / week

Book Book View

from £75 / night

(9) Very Good 

1 / 24

Holiday log cabin in Isle of Wight

Isle of Wight / Cowes

  • 2 bedrooms
  • Sleeps 5
  • 3 nights min stay

from £60 / night

£420 - £630 / week

Book Book View

from £60 / night

(4) Excellent 

1 / 13

Shanklin holiday home rental

Shanklin / Luccombe Village

  • 4 bedrooms
  • Sleeps 12
  • 7 nights min stay

from £285 / night

£1995 / week

Book Book View

from £285 / night

(8) Excellent 

1 / 24

Holiday manor house in Isle of Wight

Isle of Wight / Wroxall

  • 5 bedrooms
  • Sleeps 11
  • Min stay varies

from £250 / night

£1550 - £1750 / week

Book Book View

from £250 / night

(11) Excellent 

1 / 24

Home rental in Isle of Wight with golf nearby

Isle of Wight / Ventnor

  • 4 bedrooms
  • Sleeps 8
  • Min stay varies

from £165 / night

£750 - £1200 / week

Book Book View

from £165 / night

(8) Very Good 

1 / 13

Shanklin holiday farmhouse rental

Shanklin / Ninham

  • 6 bedrooms
  • Sleeps 9
  • Min stay varies

from £160 / night

£850 - £1680 / week

Book Book View

from £160 / night

(5) Excellent 

1 / 16

Cottage rental in Isle of Wight

Sandown / Newchurch

  • 2 bedrooms
  • Sleeps 4
  • 2 nights min stay

from £150 / night

£700 / week

Book Book View

from £150 / night

(7) Very Good 

1 / 12

Holiday cottage in Isle of Wight

Isle of Wight / Ventnor

  • 2 bedrooms
  • Sleeps 4
  • Min stay varies

from £75 / night

£475 - £575 / week

Book Book View

from £75 / night

(4) Excellent 

1 / 18

Isle of Wight holiday home let

Isle of Wight / Cowes

  • 3 bedrooms
  • Sleeps 6
  • Min stay varies

from £140 / night

£550 - £1000 / week

Book Book View

from £140 / night

(1) Excellent 

1 / 17

Hotel apartment rental in Ventnor with golf nearby

Isle of Wight / Ventnor

  • 2 bedrooms
  • Sleeps 5
  • 2 nights min stay

from £250 / night

£1500 - £1962 / week

Book Book View

from £250 / night

(38) Excellent 

1 / 10

Isle of Wight holiday bungalow rental

Isle of Wight / Gurnard

  • 2 bedrooms
  • Sleeps 5
  • Min stay varies

from £100 / night

£505 - £1275 / week

Book Book View

from £100 / night

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