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…

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…

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…

Search Self-Catering

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Search Self-Catering

Type:
Where:
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Isle of Wight self catering

Number of results:

Number of results: 263

, currently showing 41 to 60.

  1. Add Shalfleet Manor to your Itinerary

    Shalfleet Manor

    Type

    Type:

    Self-Catering

    NEWPORT

    Shalfleet Manor is situated on the edge of Newtown Estuary, a designated National Nature Reserve, and home to fabulous birdwatching, canoeing and paddle-boarding.

    Dates

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

    Solent Holidays

    Type

    Type:

    Self-Catering

    BEMBRIDGE

    This property is in the village of Bembridge set in communal grounds and has direct access to the beach and is dog friendly all year round. For that more adventurous pick up the SUP’s and go for a splash.

    Dates

    From:
    1 Jan 2026to31 Dec 2026
  3. Add Spring Gardens to your Itinerary

    Tourism For All

    Self-Assessed Accessibility Information

    Spring Gardens

    Type

    Type:

    Self-Catering

    SHANKLIN

    Welcome to our beautiful family home in the charming coastal town of Shanklin! This spacious and inviting house is the perfect retreat for one or two families of up to 8 guests looking for a relaxing and comfortable holiday. We also have the option…

    Dates

    From:
    1 Jan 2026to31 Dec 2026
  4. Add Houseboat Eleuthera to your Itinerary

    Houseboat Eleuthera

    Type

    Type:

    Self-Catering

    BEMBRIDGE

    Nestled in the centre of the picturesque Bembridge Harbour, lies Houseboat Eleuthera. With stunning, uninterrupted views across the harbour, Eleuthera is affectionately referred to by her owners as "Ele". 

    Dates

    From:
    1 Jan 2026to31 Dec 2026
  5. 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
  6. 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

  7. Add Bay Reach (Yaverland) to your Itinerary

    Bay Reach (Yaverland)

    Type

    Type:

    Self-Catering

    Yaverland, Sandown

    Bay Reach is a  spacious, family holiday home, with plenty of space for up to 8 people. It is situated just a short walk from the beautiful Yaverland Beach in a quiet residential area. 

    Dates

    From:
    1 Jan 2026to31 Dec 2026
  8. Add Lyon Court - The Garret & The Old Stable to your Itinerary

    Lyon Court - The Garret & The Old Stable

    Type

    Type:

    Self-Catering

    SHANKLIN

    Lyon Court is a beautiful country house in Shanklin (10 mins walk to old village and shops, 15 mins walk to Shanklin beaches) that has been converted into apartments offering self catering accommodation.

    Dates

    From:
    1 Jan 2026to31 Dec 2026
  9. Add Puckaster Cove Hideaway Glamping and Garden Spa to your Itinerary

    Puckaster Cove Hideaway Glamping and Garden Spa

    Type

    Type:

    Glamping

    NITON

    a magical holiday location set on the southern tip of the Isle of Wight with breathtaking sea views across the Channel.
    Sea, Stars, Serenity. Your Year Round Escape to Nature. Stay in one of our 2 fabulous yurts or our delightful tiny home. Relax…

    Dates

  10. Add Snaptrip to your Itinerary

    Snaptrip

    Type

    Type:

    Self-Catering

    ISLANDWIDE

    Home to the largest collection of self-catering accommodation on the Isle of Wight, Snaptrip is a trusted marketplace for holiday cottages online.

    Dates

    From:
    1 Jan 2026to31 Dec 2026
  11. 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
  12. 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
  13. 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
  14. 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
  15. Add The Old School Hall to your Itinerary

    The Old School Hall

    Type

    Type:

    Self-Catering

    SHANKLIN

    The Old School Hall sleeps 6 and is located in a quiet and peaceful location but still within walking distance of the beaches, and many cafes and restaurants in Shanklin.

    Dates

    From:
    1 Jan 2026to31 Dec 2026
  16. Add Ventnor Holiday Apartments to your Itinerary

    Ventnor Holiday Apartments

    Type

    Type:

    Self-Catering

    VENTNOR

    Self Catering apartments on the Isle of Wight, located in a prime location in Ventnor, offering a wonderful sea view and great coastal walks, with all amenities close by.

    Dates

    From:
    1 Jan 2026to31 Dec 2026

    Gradings

    • 4 Visit England Stars Self Catering
    4 Visit England Stars Self Catering
  17. 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
  18. 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
  19. 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
  20. Add Clarence House Holiday Apartments and Rooms (formerly The Ivy Apartments) to your Itinerary

    Clarence House Holiday Apartments and Rooms (formerly The Ivy Apartments)

    Type

    Type:

    Self-Catering

    SHANKLIN

    These family friendly apartments are ideally located near beaches, shops, amusements and all amenities including the Railway Station.

    Dates

    From:
    1 Jan 2026to31 Dec 2026

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