Outside view of Rosemullion, Isle of Wight, HB Holiday Lettings, coastal escape, self catering cottages and houses

HB Holiday Lettings

HB Holiday Lettings is a local, independent company offering quality holiday homes in Bembridge, St Helens and Seaview. Known for excellent customer service and over 60 five-star Google reviews, we…

Isle of Wight, Accommodation, Self Catering, Luccombe Villa, Pool

Luccombe Villa Holiday Apartments

Luccombe Villa has nine self catering holiday apartments. An elegant stone-built Victorian house standing in large secluded gardens, with outdoor swimming pool. It occupies a marvellous position…

Chale Bay Farm with sea views in the background, self catering, apartments, Isle of Wight

Chale Bay Farm

Chale Bay Farm in Chale on the Isle of Wight provides a suite of contemporary five-star luxury holiday apartments set in 26 acres, built around a courtyard with pond and water garden. Situated on the…

Outside view of Flackstead with the sun setting behind, property with Classic Cottages, Isle of Wight, self catering, accommodation, luxury, cottages

Classic Cottages

For over 45 years, Classic Cottages have been the independent holiday cottage and glamping specialists. Still run and owned by the founding family, we pride ourselves on our local expertise in our…

Search Self-Catering

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Search Self-Catering

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Where:
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Arrival Date:
Add Room / Unit

Isle of Wight self catering

Number of results:

Number of results: 274

, currently showing 41 to 60.

  1. Add Grants Cottage to your Itinerary

    Grants Cottage

    Type

    Type:

    Self-Catering

    CALBOURNE

    Grants Cottage is a gorgeous, quintessential ‘chocolate box’ eighteenth century Listed thatched cottage in the heart of the pretty West Wight village of Calbourne.

    Dates

    From:
    1 Jan 2026to31 Dec 2026
  2. Add Gwydyr House to your Itinerary

    Gwydyr House

    Type

    Type:

    Self-Catering

    RYDE

    Gwydyr House, a traditional 200 year old stone cottage visited by Queen Victoria at the turn of the last century, is now a newly refurbished holiday home ideal for golfers, bikers, walkers, dog lovers, as well as offering plenty of parking for those…

    Dates

    From:
    1 Jan 2026to31 Dec 2026
  3. Add The Tap Room to your Itinerary

    The Tap Room

    Type

    Type:

    Self-Catering

    Freshwater

    The Tap Room is located within a Grade I listed fort in the West Wight of the Island and is within a protected country park.

    Dates

    From:
    1 Jan 2026to31 Dec 2026
  4. Add The Granary at Manor Bottom to your Itinerary

    The Granary at Manor Bottom

    Type

    Type:

    Self-Catering

    Wroxall, VENTNOR

    The Granary is at the end of a country lane surrounded by a horseshoe of downs and near wonderful beaches. It truly is a picturesque spot, and all just 3 hours from London.

    Dates

    From:
    1 Jan 2026to31 Dec 2026
  5. Add Hill Farm to your Itinerary

    Hill Farm

    Type

    Type:

    Self-Catering

    SANDOWN

    Two converted barns both commanding fantastic views over large areas of the eastern part of the Island. 1.5 miles to St. Helens beach and corner shop, restaurants etc. 

    Dates

    From:
    2 Nov 2025to3 Apr 2026
    From:
    4 Apr 2026to1 Nov 2026
  6. Add 4 The Nab House to your Itinerary

    4 The Nab House

    Type

    Type:

    Self-Catering

    BEMBRIDGE

    The Nab House on Beach House Lane is a beautiful 2-bedroom coastal apartment in the popular village of Bembridge on the Isle of Wight.

    Dates

    From:
    1 Jan 2026to31 Dec 2026
  7. Add The Coach House Shanklin to your Itinerary

    Tourism For All

    Self-Assessed Accessibility Information

    The Coach House Shanklin

    Type

    Type:

    Self-Catering

    SHANKLIN

    Charming comfortable stone cottage, sleeping 6 people, on the edge of Shanklin Old Village and close to shops, pubs, restaurants and the beach.

    Dates

    From:
    1 Jan 2026to31 Dec 2026
  8. Add Copperfield Lodge to your Itinerary

    Copperfield Lodge

    Type

    Type:

    Self-Catering

    SANDOWN

    Immaculate Two bedroom apartment close to Sandown & Shanklin beaches. Close to Supermarkets and woodland walks. Fully equipped kitchen diner. Smart tvs throughout property, WiFi. Off road parking for Two cars. Private outside seating area with BBQ.

    Dates

    From:
    1 Jan 2026to31 Dec 2026
  9. Add Bella Holiday Cottage to your Itinerary

    Bella Holiday Cottage

    Type

    Type:

    Self-Catering

    NEWPORT

    Discover Bella Cottage, perfect for families, walkers, cyclists and those looking for a quiet break away.

    Dates

    From:
    3 Jan 2026to28 Feb 2026
    From:
    1 Mar 2026to31 Oct 2026
    From:
    1 Nov 2026to20 Dec 2026
    From:
    21 Dec 2026to2 Jan 2027
  10. Add The Lookout to your Itinerary

    The Lookout

    Type

    Type:

    Self-Catering

    SEAVIEW

    The Lookout is a 4 bedroom house in Seaview village with stunning views to the east and west of the Solent.

    Dates

    From:
    1 Jan 2026to31 Dec 2026
  11. Add Unique Hideaways to your Itinerary

    Unique Hideaways

    Type

    Type:

    Alternative Accommodation

    SEAVIEW

    Here at Unique Hideaways, you’ll find an eye-catching collection of hideaways ready and waiting to fulfil your dream escape in nature.

    Dates

    From:
    1 Jan 2026to31 Dec 2026
  12. Add Sykes Holiday Cottages to your Itinerary

    Sykes Holiday Cottages

    Type

    Type:

    Self-Catering

    VARIOUS

    Enjoy the holiday of a lifetime and stay in one of our lovely, hand-picked properties on the Isle of Wight. We have something for everyone, whether you are looking for a cosy cottage for two tucked away in beautiful surroundings or a large home with…

    Dates

    From:
    1 Jan 2026to31 Dec 2026
  13. Add No 1 Sovereign's Gate Osborne to your Itinerary

    No 1 Sovereign's Gate Osborne

    Type

    Type:

    Self-Catering

    EAST COWES

    Nos 1 Sovereign's Gate Osborne is a holiday cottages that has been developed in this iconic building at Osborne. Sovereign's Gate was commissioned by Queen Victoria and Prince Albert as the formal entrance to Osborne.

    Dates

    From:
    1 Jan 2026to31 Dec 2026
  14. Add Seascape to your Itinerary

    Seascape

    Type

    Type:

    Self-Catering

    VENTNOR

    Seascape is a modern two-bedroom, ground floor apartment, located in the popular Victorian coastal town of Ventnor on the south coast of the Isle of Wight. The apartment has amazing views through the large windows, along the coastline towards…

    Dates

    From:
    1 Jan 2026to31 Dec 2026
  15. Add Holiday Accommodation at Calbourne Water Mill to your Itinerary

    Holiday Accommodation at Calbourne Water Mill

    Type

    Type:

    Self-Catering

    CALBOURNE

    Amongst the 35 acre grounds of Calbourne Water Mill, one of the Island's main attractions, there are luxury eco lodges and traditional cottages.

    Dates

    From:
    1 Jan 2026to31 Dec 2026
  16. Add Firefly House, Cowes to your Itinerary

    Firefly House, Cowes

    Type

    Type:

    Self-Catering

    COWES

    Firefly House is a 4 bedroom luxury Victorian house with 2 parking spaces, just a few minutes walk from the historic town centre, waterfront and marinas of Cowes, home of UK yacht racing, and gateway to the Isle of Wight.

    Dates

    From:
    1 Jan 2026to31 Dec 2026
  17. Add Seafarers View to your Itinerary

    Seafarers View

    Type

    Type:

    Self-Catering

    Cowes

    Seafarer’s View is located a few steps away from the water’s edge on Cowes High Street on the beautiful and picturesque Isle of Wight. the property has been lovingly refurbished to operate as Serviced Accommodation, having 6 double bedrooms and 3…

    Dates

    From:
    1 Nov 2025to28 Feb 2026
  18. Add House of Logs to your Itinerary

    House of Logs

    Type

    Type:

    Self-Catering

    TOTLAND BAY

    Self-catering holiday let - 4-bed Norwegian log house

    Dates

    From:
    1 Jan 2026to31 Dec 2026
  19. Add Fort View Totland to your Itinerary

    Fort View Totland

    Type

    Type:

    Self-Catering

    Totland

    Fort View is a lovely 4 bedroom house with beautiful sea views across the Solent from the upstairs balcony.

    Dates

    From:
    1 Jan 2026to31 Dec 2026
  20. Add The Pink Door Holiday Seaside Holiday Home to your Itinerary

    The Pink Door Holiday Seaside Holiday Home

    Type

    Type:

    Self-Catering

    VENTNOR

    Beautiful Seaside Holiday Home located on the door step of Ventnor and Bonchurch.

    Dates

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