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

Top destinations

Cockermouth
28 Properties

Deal
28 Properties

Salcombe
28 Properties

Bassenthwaite Lake
27 Properties

Callington
27 Properties

Kirkbymoorside
27 Properties

Ashford, Kent
26 Properties

Glastonbury
26 Properties

Horning
26 Properties

Tiverton
26 Properties

Woodbridge
26 Properties

Branscombe
25 Properties

Camborne
25 Properties

Freshwater
25 Properties

Porthtowan
25 Properties

Wells
25 Properties

Marazion
24 Properties

Masham
24 Properties

Ramsgate
24 Properties

Stalham
24 Properties

Holiday homes in Isle of Wight (421)

Featured properties
of 421 homes

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Cottage | 4 bedrooms | Sleeps 10

Delightful cottage in the heart of Cowes offering flexible accommodation for sailors or families. Ideal location from which to explore the Island or as a base for sailing in Cowes.

£114–£142 / night

£800–£995 / week

7 nights min stay

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Key info:

  • Nearest beach 1 km
  • Suitable for children of all ages
  • Car not necessary
  • No pets allowed
  • Private garden

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Bungalow | 2 bedrooms | Sleeps 4

With views across Freshwater village and in a peaceful setting, this sunny home makes a lovely base to go walking or cycling from, or for visiting the many attractions on the Island. There are beaches, shops and pub with good food, all within walking distance.

£36–£93 / night

£255–£650 / week

7 nights min stay

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Cottage | 2 bedrooms | Sleeps 5

‘St Catherines View’ is a grade II listed end of terrace cottage, set over three floors and dating from 1823.

£37–£68 / night

£260–£475 / week

3 nights min stay

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House | 4 bedrooms | Sleeps 6

This lovely, modern house is situated in Freshwater on the Isle of Wight, and sleeps up to six people in four bedrooms.

£57–£145 / night

£399–£1015 / week

7 nights min stay

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Bungalow | 2 bedrooms | Sleeps 4

This delightful DETACHED bungalow is very well presented. There is a lawned front garden and off road parking for two cars.

£57–£84 / night

£400–£590 / week

7 nights min stay

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Chalet | 2 bedrooms | Sleeps 4

‘Regent Court’ is a charming two bedroom chalet set in an elevated position with a fantastic southerly sea views and overlooking wonderful green meadowland.

£31–£64 / night

£220–£450 / week

3 nights min stay

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Cottage | 3 bedrooms | Sleeps 6

The beautiful Stable and garden is located down a private shingle drive in the heart of Gurnard village. It is quiet but within a few minutes walk of the beach, pubs, shops and other village amenities. Free Wi-Fi.

£51–£171 / night

£355–£1200 / week

3 nights min stay

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House | 3 bedrooms | Sleeps 5

A delightful family friendly three bedroom self catering cottage with secure garden at rear. Very close to the beach and five minute walk from central Ryde. Well kitted out open plan kitchen with dishwasher. Dining area with Solent view. TV, Blu-ray and free WIFI .

£76–£119 / night

£540–£830 / week

7 nights min stay

7 reviews

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Key info:

  • Beach / lakeside relaxation
  • Nearest beach 0.1 km
  • Suitable for children of all ages
  • Car not necessary
  • No pets allowed
  • Private garden

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Cottage | 3 bedrooms | Sleeps 5

This delightful cottage is tucked away in this picturesque setting, just moments from Freshwater Bay with its glorious pebbled beach and wonderful rugged coastline.

£42–£85 / night

£295–£595 / week

3 nights min stay

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House | 4 bedrooms | Sleeps 8

Leander has been completely modernised to a high standard, with a large sunny garden, situated in the centre of Bembridge, with all the amenities it has to offer on your doorstep. The beaches, sailing clubs, coastal paths and cycle paths are all within walking distance.

£142–£185 / night

£995–£1295 / week

Short stays welcome

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Key info:

  • Beach / lakeside relaxation
  • Nearest beach 0.3 km
  • Suitable for children of all ages
  • Car advised
  • No pets allowed
  • Private garden

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House | 5 bedrooms | Sleeps 10

Originally two cottages but now a fantastic five bedroom property with character and style that's located in Cowes popular Old Town and within easy walking distance of the waterfront, town centre, marinas and Northwood Park. Lovely big garden with terraces. Parking.

£143–£250 / night

£1000–£1750 / week

Short stays welcome

2 reviews

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House | 4 bedrooms | Sleeps 10

Wonderful, high ceilings, classic, Grade II listed Victorian house in the centre of old Cowes. Full of period features. Dining for 10 also sleeps up to 10. Sea views. A stone's throw from the water. This house has it all.

£143–£229 / night

£1000–£1600 / week

1 night min stay

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Chalet | 2 bedrooms | Sleeps 6

The Chalet have been newly renovated to a high standard creating a relaxing location away from the hustle and bustle of everyday life.

£29–£61 / night

£200–£425 / week

7 nights min stay

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Chalet | 2 bedrooms | Sleeps 6

The Chalet have been newly renovated to a high standard creating a relaxing location away from the hustle and bustle of everyday life.

£29–£61 / night

£200–£425 / week

7 nights min stay

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4 bedrooms | Sleeps 12

Ideal for larger familys/friends as situated next door to each other.

£29–£61 / night

£200–£425 / week

7 nights min stay

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Cottage | 4 bedrooms | Sleeps 6

Charming terraced cottage situated in the popular Albert Street within 8 minutes walk from the hi- speed Red Jet and sailing marinas. Ideal location as a base for sailing in Cowes or as a family holiday home.

£57–£257 / night

£400–£1800 / week

1 night min stay

1 review

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 | 4 bedrooms | Sleeps 8

This delightful holiday home is situated in a quiet turning, being close to the glorious beaches of both Totland Bay and Colwell Bay.

£71–£142 / night

£500–£995 / week

3 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.