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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Isle of Wight self catering

Number of results:

Number of results: 259

, currently showing 41 to 60.

  1. 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
  2. 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
  3. 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
  4. 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
  5. 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

  6. Add National Trust Old Church Lodge Holiday Cottage to your Itinerary

    National Trust Old Church Lodge Holiday Cottage

    Type

    Type:

    Self-Catering

    ST HELENS

    Old Church Lodge, a two bedroom Victorian cottage sleeping four, is the perfect place to explore the East of the Isle of Wight.

    Dates

    From:
    1 Jan 2026to31 Dec 2026
  7. 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
  8. Add Experience Freedom to your Itinerary

    Experience Freedom

    Type

    Type:

    Glamping

    Newchurch, SANDOWN

    Experience a classic glamping stay in one of our authentic safari tents. They sleep up to 5 people and are perfect for families, they are fitted with a comfortable double bed, two single beds and one overhead bed all made up for your arrival. The…

    Dates

    From:
    4 Apr 2026to3 Nov 2026
    From:
    4 Nov 2026to31 Mar 2027
  9. 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
  10. 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
  11. Add Sea View Cottage - Fort Victoria to your Itinerary

    Sea View Cottage - Fort Victoria

    Type

    Type:

    Self-Catering

    Norton, YARMOUTH

    With amazing uninterrupted views over the sea in front, this cottage is a wonderful base for family or friends to explore this beautiful, unspoilt part of the island.

    Dates

    From:
    1 Jan 2026to31 Dec 2026
  12. 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
  13. Add Farringford Self Catering Cottages to your Itinerary

    Farringford Self Catering Cottages

    Type

    Type:

    Self-Catering

    Freshwater Bay

    Farringford self-catering cottages are located on the Farringford Estate at Freshwater Bay, West Wight of the Island.

    Dates

    From:
    1 Jan 2026to31 Dec 2026
  14. 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

  15. 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
  16. Add Dolphin Cottage to your Itinerary

    Tourism For All

    Self-Assessed Accessibility Information

    Dolphin Cottage

    Type

    Type:

    Self-Catering

    BEMBRIDGE

    Whether you seek tranquillity or adventure, this luxury holiday home in Bembridge, Isle of Wight, is the perfect haven for a memorable holiday. From its stylish interiors to its prime location near the beach and village centre, it promises an…

    Dates

    From:
    1 Jan 2026to31 Dec 2026
  17. 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
  18. 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
  19. 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
  20. 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

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