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325 Holiday homes in Isle of Wight

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  • Bembridge (25)
  • Bonchurch (6)
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  • Brighstone Bay (2)
  • Cowes (31)
  • Freshwater (14)
  • Godshill (6)
  • Gurnard, Isle of Wight (2)
  • Merstone (3)
  • Newchurch (2)
  • Newport, Isle of Wight (7)
  • Newtown, Isle of Wight (1)
  • Nodes Point (1)
  • Rookley (1)
  • Ryde (20)
  • Sandown (28)
  • Seaview Village (7)
  • Shanklin (31)
  • Shorwell (4)
  • St Helens, Isle of Wight (6)
  • Totland (11)
  • Ventnor (63)
  • Whippingham (2)
  • Whitwell, Isle of Wight (6)
  • Wootton (11)
  • Yarmouth, Isle of Wight (30)

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Filters applied: High chair (325)

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325 Results  |  
13 Photos

Cottage | 3 Bedrooms | sleeps 6

7 Nights min stay

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from £61 /night

£425 - £595 / week

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Key info:

  • Beach / lakeside relaxation
  • Great for children of all ages
  • Some pets are welcome - please contact the owner
This detached character three bedroom house offers a bright and comfortable family home with a large garden, and is ideally situated a short stroll from the cliff path and the popular sandy beaches of Sandown Bay.  …see more

17 Photos

Cottage | 4 Bedrooms | sleeps 11

3 Nights min stay

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from £58 /night

£400 - £795 / week

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Key info:

  • Beach / lakeside relaxation
  • Great for children of all ages
  • Car advised
  • Pets welcome
  • Private garden
Sun Hill Cottage is a charming four bedroom self-catering home, conveniently situated in the heart of Cowes Old Town.  …see more

11 Photos

House | 4 Bedrooms | sleeps 8

3 Nights min stay

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from £108 /night

£750 - £1575 / week

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Key info:

  • Great for children of all ages
  • Car advised
  • No pets allowed
  • Private garden
Self catering holiday/vacation accommodation St Helens Isle of Wight. Mia Mia is near Bembridge Harbour and beach. Situated in an enviable location overlooking the village Green within walking distance of a sandy beach at the Duver and popular Bay Watch Café  …see more

Featured properties

12 Photos

Cottage | 3 Bedrooms | sleeps 6

3 Nights min stay

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from £54 /night

£375 - £600 / week

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Key info:

  • Great for children of all ages
  • Some pets are welcome - please contact the owner
Elm Cottage is perfectly situated in a conservation area , on the hill leading up to the pretty village of Bembridge with its own fishmonger, butcher, baker, proper veg shop and the Deli.  …see more

8 Photos

House | 3 Bedrooms | sleeps 7

Excellent 5/5 

3 Nights min stay

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from £58 /night

£400 - £600 / week

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Key info:

  • Nearest beach 2 km
  • Great for children of all ages
  • Car advised
  • Some pets are welcome - please contact the owner
  • Private garden
Comfortable home sleeping 7, with Wi-Fi, garden & parking. Ideally located on the outskirts of Ryde allowing easy access to the town centre, or alternatively the Island's lovely countryside. Many local shops, cafes/restaurants & attractions for all ages - Why not take a ride an old London underground train to Smallbrook, then change for a trip on a steam train..  …see more

10 Photos

House | 4 Bedrooms | sleeps 16

3 Nights min stay

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from £128 /night

£895 - £3200 / week

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Key info:

  • Great for children of all ages
  • Car advised
  • No pets allowed
This extremely spacious and comfortable house is situated in an enviable position of seclusion with an acre and a half of private garden, right next to the marina of Island Harbour, set in the beautiful riverside valley.  …see more

19 Photos

Chalet | 2 Bedrooms | sleeps 4

Very Good 4/5 

3 Nights min stay

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from £26 /night

£180 - £245 / week

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Key info:

  • Beach / lakeside relaxation
  • Great for children of all ages
  • Car advised
  • No pets allowed
Discounted Ferry Packages! - VisitBritain 3 Star - Wonderful coastal location - ideal for lazy days on the beach. Lovely views across Sandown Bay stretching towards the English Channel. Check out the nearby Bembridge village & try the locally caught crab & lobster!  …see more

14 Photos

House | 4 Bedrooms | sleeps 8

Very Good 4/5 

3 Nights min stay

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from £71 /night

£495 - £850 / week

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Key info:

  • Great for children of all ages
  • Car advised
  • Pets welcome
  • Private garden
Church Place is a traditional stone character cottage that is approximately 120 years old and offers spectacular sea views towards The Needles.  …see more

8 Photos

House | 3 Bedrooms | sleeps 6

7 Nights min stay

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from £50 /night

£350 - £525 / week

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Key info:

  • Great for children of all ages
  • Car advised
  • No pets allowed
  • Private garden
Sundown is a detached family size house situated in Wroxall, a rural village, just a few minutes drive from Ventnor.  …see more

24 Photos

House | 2 Bedrooms | sleeps 4

Excellent 5/5 

3 Nights min stay

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from £35 /night

£245 - £450 / week

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Key info:

  • Nearest beach 1 km
  • Great for children of all ages
  • Car advised
  • No pets allowed
  • Private garden
A lovely home in a 'tucked-away' location just off the village green. Local beaches are nearby together with picturesque walks across Bembridge Harbour. Enjoy a meal in one of the village restaurants or have a drink at the local & watch the cricket on the green...  …see more

10 Photos

House | 2 Bedrooms | sleeps 4

3 Nights min stay

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from £47 /night

£325 - £650 / week

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Key info:

  • Nearest beach 1 km
  • Great for children of all ages
  • Car advised
  • Pets welcome
  • Private garden
This recently upgraded semi-detached house is perfectly situated within 5 minutes walk of Gurnard sea front and beach, with its colourful beach huts overlooking the sea and café. The safe sand/shingle beach has rock pools, and at low tide you can walk along the shore. Pets accepted (maximum 2 dogs) £10 pppwk charge applies Wii for kids and adults! TV with freesat.  …see more

17 Photos

Farmhouse | 4 Bedrooms | sleeps 8

Excellent 5/5 

3 Nights min stay

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from £75 /night

£525 - £915 / week

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Key info:

  • Great for children of all ages
  • Car advised
  • No pets allowed
  • Private garden
Wonderful old farmhouse, 'oozing' character, situated on a 'working farm'. The accommodation is well presented including a 'cosy' lounge with an 'Inglenook' fireplace & a 'farmhouse style' kitchen with it's Welsh dresser & 'range style' cooker.  …see more

18 Photos

House | 6 Bedrooms | sleeps 12

Excellent 5/5 

3 Nights min stay

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from £114 /night

£795 - £1495 / week

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Key info:

  • Great for children of all ages
  • Car advised
  • No pets allowed
  • Private garden
This delightful, spacious detached House is perfect for larger families or two parties wishing to come away together, "Charles Wood House" can be found almost at the end of an unmade road in this idylilic and peaceful setting in the heart of St Lawrence.  …see more

10 Photos

Cottage | 3 Bedrooms | sleeps 6

3 Nights min stay

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from £50 /night

£350 - £600 / week

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Key info:

  • Great for children of all ages
  • Car advised
  • No pets allowed
Let Friday to Friday, to allow the advantage of a full week-end away, this 3 bedroom, 17th Century Grade ll listed, stone thatched cottage is situated in the heart of Niton village.  …see more

8 Photos

Apartment | 1 Bedroom | sleeps 4

Excellent 5/5 

7 Nights min stay

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from £50 /night

£350 - £500 / week

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Key info:

  • Beach / lakeside relaxation
  • Great for children of all ages
  • Car not necessary
  • No pets allowed
What a spectacular view from the rear balcony of this charming apartment in Ventnor! This one bedroom ground floor luxury apartment is beautifully presented throughout and offers comfortable and practical accommodation for up to four guests.  …see more

7 Photos

Bungalow | 4 Bedrooms | sleeps 8

Short stays welcome

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from £99 /night

£688 - £1589 / week

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Key info:

  • Beach / lakeside relaxation
  • Not suitable for children
  • Car not necessary
  • No pets allowed
  • Private garden
A beautiful, quiet self-catering cottage over one level in the stunning village of St Lawrence near Ventnor. Sleeping 8 and with all the mod cons such as wi-fi broadband and Sky TV, this is the perfect location for a wonderful, quiet family holiday.  …see more

18 Photos

House | 2 Bedrooms | sleeps 4

Excellent 5/5 

4 Nights min stay

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from £35 /night

£245 - £350 / week

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Key info:

  • Beach / lakeside relaxation
  • Nearest beach 8 km
  • Great for children of all ages
  • Car advised
  • Some pets are welcome - please contact the owner
  • Private garden
This is an ideal retreat from the pressures of work, in civilised and comfortable surroundings. There are country walks and foodie pubs within easy reach and lots of local history and interesting geology. There are old railway lines as cycle paths and one still working! Short and weekend breaks are only available in the winter.  …see more

19 Photos

Cottage | 3 Bedrooms | sleeps 5

Very Good 4.5/5 

3 Nights min stay

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from £55 /night

£380 - £925 / week

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Key info:

  • Beach / lakeside relaxation
  • Nearest beach 5 km
  • Great for children of all ages
  • Car advised
  • Some pets are welcome - please contact the owner
  • Private garden
Retired Victorian railway station, converted into cottages sleeping up to 5 +1, 2 or 3 bedroom. Large secluded gardens. Spectacular views of surrounding countryside. Close to bridle paths. Short breaks. cycling The cottages are all AA 4 Star approved and ideal for families and children. The Station is gated.  …see more

20 Photos

Cottage | 2 Bedrooms | sleeps 4

3 Nights min stay

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from £42 /night

£290 - £800 / week

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Key info:

  • Great for children of all ages
  • Some pets are welcome - please contact the owner
This delightful cosy cottage is set within the attractive grounds at a retired Victorian Station and still has the atmosphere of a bygone era. There is a small Vineyard within the peaceful gardens yet the Station is just a short walk to the village pub & rural life.. Whitwell village is renowned for its unrivaled beauty, walks, located between Godshill and town of Ventnor.  …see more

7 Photos

Chalet | 3 Bedrooms | sleeps 6

Min stay varies

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from £66 /night

£459 / week

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Key info:

  • Beach / lakeside relaxation
  • Great for children of all ages
  • Car not necessary
  • Pets welcome
IDEAL SELF CATERING ACCOMMODATION ON THE ISLE OF WIGHT FOR FAMILIES OR COUPLES THAT WANT A BREAK FROM IT ALL. IDEAL FOR DOGS; GREEN BANK JUST BY THE CABIN + BONCHURCH BEACH DOG FRIENDLY ALL YEAR. WONDERFULLY POSITIONED BY THE ESPLANADE. IDEAL HOLIDAY CABIN WHETHER ITS A SHORT BREAK OR A WEEK OR MORE. SURE YOU WILL LOVE THIS LOCATION.  …see more

23 Photos

Barn | 4 Bedrooms | sleeps 7

Min stay varies

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from £159 /night

£1113 / week

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Key info:

  • Nearest beach 10 km
  • Great for children of all ages
  • Car essential
  • No pets allowed
  • Private garden
Disabled facilities. Fully accessible. Rural and peaceful. Countryside location. Wet rooms. Electric profiling beds. Wildlife haven with red squirrels and barn owls. Great wildlife photography potential. Hoists and hot tub hire available on request. Amazing welcome pack included. Built in brick barbecue. WiFi.  …see more

15 Photos

House | 5 Bedrooms | sleeps 12

Min stay varies

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from £143 /night

£995 - £1750 / week

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Key info:

  • Beach / lakeside relaxation
  • Nearest beach 0 km
  • Great for children of all ages
  • Car advised
  • Some pets are welcome - please contact the owner
  • Private garden
This family home is situate right on the beach at The Point in Bembridge, It has uninterrupted views and direct access to the beach. It is an ideal property for a large family group to holiday.  …see more

4 Photos

House | 4 Bedrooms | sleeps 12

Min stay varies

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from £152 /night

£1060 - £1590 / week

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Key info:

  • Beach / lakeside relaxation
  • Great for children of all ages
  • Car not necessary
  • Some pets are welcome - please contact the owner
  • Private garden
Walking distance to Marina. Old Town Cowes. Beautifully furnished with ample space for entertaining. Access from both Terminus Road and Union Road. Large garden with gas barbeque. Drawing room and seperate lounge/den. Laundry Room with excellent space for wet kit.  …see more

24 Photos

House | 4 Bedrooms | sleeps 7

Excellent 5/5 

Min stay varies

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Key info:

  • Beach / lakeside relaxation
  • Nearest beach 0 km
  • Great for children of all ages
  • Car advised
  • No pets allowed
  • Private garden
Luxury Hot Tub at most exclusive situation on the Isle of Wight, quiet waterside over-looking the River Yar estuary. Breathtaking surrounding views from sunrise to sunset, over one of the loveliest wildlife sanctuaries. Detached house 4 STAR Visit England rated If you have extra room needs check our vintage 'Airstream Land Yacht' for couples, honeymooners.  …see more

21 Photos

Boathouse | 2 Bedrooms | sleeps 6

Excellent 5/5 

Min stay varies

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from £65 /night

£455 / week

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Key info:

  • Beach / lakeside relaxation
  • Nearest beach 0 km
  • Great for children of all ages
  • Car advised
  • Pets welcome
  • Private garden
Welcome to the 'River Cottage' and 'Boathouse' 5 star The most exclusive situation on the Isle of Wight, based on the quiet waterside by the River Yar estuary. Breathtaking surrounding views from sunrise to sunset, hot tubs, and walking distance to town and harbour Two stunning properties in locations second to none, and our vintage stunning Airstream!  …see more

Offering over 500 miles of footpaths, and stretches of stunning coastline, the Isle of Wight is perfect for a walking holiday or a family break. Enjoy the unspoilt scenery, or have an activity filled vacation with sailing, windsurfing and paragliding all on offer locally. The island is famous for the annual Cowes week event in late August, and in May it hosts the largest walking festival anywhere in the UK.