Holiday rentals in Isle of Wight, UK England - Holiday homes to rent - Book direct

Top destinations

Cheltenham
40 Properties

Exeter
40 Properties

Appledore
39 Properties

Polperro
39 Properties

Seahouses
39 Properties

Seaton, Devon
39 Properties

Fowey
38 Properties

Morpeth
38 Properties

Penrith
38 Properties

Woolacombe
38 Properties

Chester
37 Properties

Honiton
37 Properties

Shrewsbury
37 Properties

Broadstairs
36 Properties

Sandown
36 Properties

Aldeburgh
35 Properties

Exmoor
35 Properties

Great Yarmouth
34 Properties

Lyme Regis
34 Properties

Sidmouth
34 Properties

Holiday homes in Isle of Wight (124)

Featured properties
of 124 homes

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House | 5 bedrooms | Sleeps 12

Situated in the popular York St in central Cowes. Perfect family holiday home or regatta rental. Flexible accommodation with annexe. Newly decorated and furnished with pretty garden.

£100–£171 / night

£700–£1200 / week

1 night min stay

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House | 3 bedrooms | Sleeps 8

Prime Waterfront Location. Wonderful modern property in small mews development with balcony and fantastic views over the harbour and Solent beyond. Accommodation of very good standard in contemporary style. Comfortably sleeps 6-8 people. An amazing place to stay.

£114–£200 / night

£795–£1400 / week

Short stays welcome

1 review

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House | 3 bedrooms | Sleeps 10

4 Storey town house in Old Cowes with stunning sea views. Sleeping up to 10 (6 - 8 Preferably) in three bedrooms with one bathroom and one shower room. Huge flat roof terrace with sea views, BBQ and seating.

£86–£129 / night

£600–£900 / week

1 night min stay

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House | 3 bedrooms | Sleeps 8

Minutes from the marinas and Cowes town centre. Ideal for a family holiday, crew let or a corporate shore base. Sleeps 8 people in 3 bedrooms, can also be rented in conjunction with similar adjacent properties to accommodate larger groups. For example, Perfect for large crew and special occasions.

£64–£343 / night

£450–£2400 / week

Short stays welcome

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Key info:

  • Beach / lakeside relaxation
  • Nearest beach 1 km
  • Suitable for children of all ages
  • Car not necessary
  • May take pets – please enquire
  • Private garden

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House | 4 bedrooms | Sleeps 8

Thimble House is a chalet bungalow offering light, airy, spacious accommodation with sea views, in an area of outstanding natural beauty (the Undercliff). Ideal for family holidays, walking, cycling or a quiet retreat after exploring the island.

£113–£157 / night

£790–£1100 / week

7 nights min stay

4 reviews

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House | 7 bedrooms | Sleeps 17

Gracious, detached, 7 bedroom property in it's own grounds. All amenities including WIFI and SONOS music system. Lovely, large gardens with BBQ, dining area, parking for 6 cars and patio areas. Perfect for families, corporate guests and careful crews.

£286–£464 / night

£2000–£3250 / week

1 night min stay

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House | 6 bedrooms | Sleeps 12

5 Star Gold Award Georgian detached house offering comfortable, spacious accommodation. Ideal for large parties or families holidaying together. Spectacular rural views. Ten minutes walk to the village or the sea. Private, enclosed gardens.

£157–£371 / night

£1100–£2595 / week

1 night min stay

3 reviews

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Key info:

  • Beach / lakeside relaxation
  • Suitable for children of all ages
  • Car advised
  • Pets welcome
  • Private garden

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House | 4 bedrooms | Sleeps 10

200m from the Yacht Haven and Marina, perfect Crew or Holiday House at the centre of Cowes sailing town. English Tourist Board 4* self catering accommodation June 2009. Sleeps & dines 10 in comfort. BBQ patio area. Internet. Continually receives repeat bookings.

£100–£550 / night

£700–£900 / week

1 night min stay

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Key info:

  • Nearest beach 2 km
  • Suitable for children of all ages
  • Car not necessary
  • No pets allowed
  • Private garden

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Bungalow | 3 bedrooms | Sleeps 6

Crosbies is a colourful and comfortable detached property in a quiet and peaceful area of the wonderful village of Bembridge. It has off-road parking, a secluded private garden with BBQ and garden furniture.

£61–£93 / night

£425–£650 / week

Short stays welcome

1 review

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Townhouse | 5 bedrooms | Sleeps 11

Victorian three-story property right in the heart of Cowes next to Cowes Yacht Haven. This property has been sympathetically renovated, includes 5 bedrooms, all new bathrooms, large kitchen, dining area and reception room. Off road parking.

£100–£171 / night

£700–£1200 / week

Short stays welcome

1 review

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Key info:

  • Nearest beach 2 km
  • Suitable for children of all ages
  • Car not necessary
  • No pets allowed
  • Private garden

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House | 5 bedrooms | Sleeps 12

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.

£142–£285 / night

£995–£1995 / week

Short stays welcome

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Cottage | 3 bedrooms | Sleeps 6

Situated at the far northern end of West Green this large cottage is set in its own large grounds and almost surrounded by fields, It is an ideal rural retreat for the family within close proximity to the glorious beaches of Bembridge and St. Helens.

£85–£150 / night

£595–£945 / week

3 nights min stay

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House | 4 bedrooms | Sleeps 10

Central Town House in quiet location. Ideal crew house, 600m to the Yacht Haven. New extension provides a new top floor bedroom with en suite bathroom and amazing solent/yacht haven views. Sleeps and dines 10 in confort. Repeat bookings have already been taken :-) Perfect crew or holiday home in the centre of this sailing town.

£93–£171 / night

£650–£1200 / week

1 night min stay

View

Key info:

  • Beach / lakeside relaxation
  • Nearest beach 2 km
  • Suitable for children of all ages
  • Car not necessary
  • No pets allowed
  • Private garden

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House | 5 bedrooms | Sleeps 12

A detached house in a quiet residential road sleeping up to 12. Ample parking for 2/3 cars and less than a 5 minute walk to the centre of Cowes With it's sailing amenities and shops, restaurants and bars. All mod cons including internet.

£17–£214 / night

£120–£1500 / week

1 night min stay

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Apartment | 2 bedrooms | Sleeps 4

This luxury 2 bedroom apartment is situated in this handsome Victorian gentlemans residence overlooking Shanklin and Sandown Bay beyond.

£51–£96 / night

£355–£675 / week

7 nights min stay

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Activities

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.