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…

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…

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…

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Search Self-Catering

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Where:
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Isle of Wight self catering

Number of results:

Number of results: 261

, currently showing 41 to 60.

  1. Add Kiely Cottage to your Itinerary

    Kiely Cottage

    Type

    Type:

    Self-Catering

    SHANKLIN

    Kiely Cottage is a stylish, well-equipped three bed cottage in Shanklin. The perfect seaside escape for families, friends and pets.

    Dates

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

    Hunters

    Type

    Type:

    Self-Catering

    RYDE

    Hunters is a Victorian house that sleeps 7 and is very conveniently located 5 mins walk from the beach, shops and restaurants in Ryde.  

    Dates

    From:
    1 Jan 2026to31 Dec 2026
  3. Add Seaglass & Coastwatch to your Itinerary

    Seaglass & Coastwatch

    Type

    Type:

    Self-Catering

    BEMBRIDGE

    Seaglass is a three bedroom period property and Coastwatch Cottage is a two bedroom cosy period cottage. Both are located in Bembridge; a charming seaside town within few minute’s drive to multiple local beaches, the local village and within walking…

    Dates

  4. Add Hackney Stable Cottage to your Itinerary

    Hackney Stable Cottage

    Type

    Type:

    Self-Catering

    NEWPORT

    Built of Isle of Wight chalk and brick, this delightful cottage dates back to 1761 and is situated in lovely countryside on an attractive farm at Merstone. Close by you will find the picturesque village of Godshill, and the sandy beaches of Sandown,…

    Dates

    From:
    1 Jan 2026to31 Dec 2026
  5. Add 1 Drayton Cottage to your Itinerary

    1 Drayton Cottage

    Type

    Type:

    Self-Catering

    BEMBRIDGE

    This cosy Victorian cottage in Bembridge sleeps 4 plus a baby

    Dates

    From:
    1 Jan 2026to31 Dec 2026
  6. Add The Auction House to your Itinerary

    Tourism For All

    Self-Assessed Accessibility Information

    The Auction House

    Type

    Type:

    Self-Catering

    Ryde

    The Auction House is a luxury two bedroom mews house (sleeps 4) set in a tranquil courtyard in the heart of Ryde. It is just 5 minutes stroll to the beach. It forms part of a stylish conversion of Ryde's Victorian sale rooms and has been equipped…

    Dates

    From:
    3 Nov 2024to31 Dec 2026
  7. Add Houseboat Islay to your Itinerary

    Houseboat Islay

    Type

    Type:

    Self-Catering

    Bembridge

    If you are looking for something a little different for your break on the Isle of Wight why not rent a houseboat? With ever changing views and the to-ing and fro-ing of boats in the harbour, the constantly changing vista from Houseboat Islay’s deck…

    Dates

  8. 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
  9. Add Red Butt to your Itinerary

    Red Butt

    Type

    Type:

    Self-Catering

    FRESHWATER

    This recently refurbished 3 bedroom Victorian house is situated in Freshwater, Isle of Wight.

    Dates

    From:
    1 Jan 2026to31 Dec 2026
  10. Add Carmel to your Itinerary

    Carmel

    Type

    Type:

    Self-Catering

    VENTNOR

    Carmel is set down a private lane on the south coast of the Isle of Wight just a stones throw from secluded Monks Bay. The property faces due south with seaviews from the cottage and the surrounding gardens. Carmel has been furnished in a modern…

    Dates

    From:
    1 Jan 2026to31 Dec 2026
  11. 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
  12. Add Marina View to your Itinerary

    Marina View

    Type

    Type:

    Self-Catering

    EAST COWES

    Modern 3 bed holiday home situated in East Cowes Marina

    Dates

    From:
    1 Jan 2026to31 Dec 2026
  13. Add Brading House to your Itinerary

    Brading House

    Type

    Type:

    Self-Catering

    BRADING

    Brading House is a beautiful spacious cottage set over 3 floors, oozing character. This stunning 3 bedroom property sleeps 6 and dates back to the 1600’s.

    Dates

    From:
    1 Jan 2026to31 Dec 2026
  14. Add National Trust Newtown Cabin to your Itinerary

    National Trust Newtown Cabin

    Type

    Type:

    Self-Catering

    NEWTOWN

    Stay at the National Trust’s Newtown Cabin that sleeps 4 and is located within the Newtown National Nature Reserve. 

    Dates

    From:
    1 Jan 2026to31 Dec 2026
  15. Seaward

    Add Seaward to your Itinerary

    Seaward

    Type

    Type:

    Self-Catering

    VENTNOR

    Seaward is a holiday home lovingly renovated to a high standard and all mod-cons provided.

    Dates

    From:
    1 Jan 2026to31 Dec 2026
  16. Add Captain's Lodge to your Itinerary

    Captain's Lodge

    Type

    Type:

    Self-Catering

    SANDOWN

    Captain’s Lodge is a charming cottage in a prime location in Sandown with two off-road parking spaces. Being situated just 250m from the beach means that you can visit as often as you like without having to worry about parking.

    Dates

    From:
    2 Apr 2026to29 Oct 2026
    From:
    30 Oct 2026to1 Apr 2027
  17. Add 2 The Granary to your Itinerary

    2 The Granary

    Type

    Type:

    Self-Catering

    Brighstone

    Charming Grade II listed Isle of Wight holiday cottage beside quiet lane on edge of pretty village of Brighstone, 1/2 mile from sea

    Dates

    From:
    1 Jan 2026to31 Dec 2026

    Gradings

    • Visitor Ready Accredited by VisitEngland
    Visitor Ready Accredited by VisitEngland
  18. Add Tiny Homes Holidays to your Itinerary

    Tourism For All

    Self-Assessed Accessibility Information

    Tiny Homes Holidays

    Type

    Type:

    Self-Catering

    NORTHWOOD

    Tiny Homes Holidays is a unique Tiny House hamlet providing one of the best in greener holidays.

    Dates

    From:
    1 Jan 2026to31 Dec 2026
  19. Add New Bank End Farm to your Itinerary

    New Bank End Farm

    Type

    Type:

    Self-Catering

    VENTNOR

    Hidden on the south coast of the Island, in an idylic location with fantastic sea views

    Dates

    From:
    1 Jan 2026to31 Dec 2026
  20. Add Old Bank End Farm to your Itinerary

    Old Bank End Farm

    Type

    Type:

    Self-Catering

    VENTNOR

    Hidden on the south coast of the Island, in an idylic location with fantastic sea views.

    Dates

    From:
    1 Jan 2026to31 Dec 2026

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