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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Isle of Wight self catering

Number of results:

Number of results: 274

, currently showing 81 to 100.

  1. Add Kenmare Cottage to your Itinerary

    Kenmare Cottage

    Type

    Type:

    Self-Catering

    SHANKLIN

    Kenmare Cottage is a semi-detached period family home perfectly located to enjoy Shanklin’s beaches, the town and quaint Old Village.

    Dates

    From:
    1 Jan 2026to31 Dec 2026
  2. Add Buzzard Barn at Bunts Hill Barns to your Itinerary

    Tourism For All

    Self-Assessed Accessibility Information

    Buzzard Barn at Bunts Hill Barns

    Type

    Type:

    Self-Catering

    Porchfield

    Buzzard Barn is located just outside the village of Porchfield on the more rural side of the Island.  It is surrounded by countryside and close to Newtown Estuary, a designated National Nature Reserve.

    Dates

    From:
    1 Jan 2025to31 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 Bay View to your Itinerary

    Bay View

    Type

    Type:

    Self-Catering

    St Lawrence, VENTNOR

    This amazingly positioned chalet style house is a brilliant choice for a large family or group of friends as it has 4 bedrooms and sleeps up to 8 people. With French doors leading on to the wrapped around decking and a large south facing garden, an…

    Dates

    From:
    1 Jan 2026to31 Dec 2026
  5. Add Fair Isle Holiday Cottages to your Itinerary

    Fair Isle Holiday Cottages

    Type

    Type:

    Self-Catering

    Newport

    Fair Isle Holiday Cottages is a family-run business offering 7 thoughtfully designed holiday homes, including 5 newly built stylish contemporary lodges and 2 cosy cottages, all with stunning countryside views.

    Dates

    From:
    1 Jan 2026to31 Dec 2026
  6. Add Pinkmead Estate and Vineyard to your Itinerary

    Pinkmead Estate and Vineyard

    Type

    Type:

    Self-Catering

    NEWPORT

    Pinkmead Estate & Vineyard is an incredibly unique holiday residency and one of a kind in terms of boutique self catering.

    Dates

    From:
    1 Jan 2026to31 Dec 2026
  7. 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
  8. Add One and Two Doreshill Cottages to your Itinerary

    One and Two Doreshill Cottages

    Type

    Type:

    Self-Catering

    WOOTTON BRIDGE

    These two hundred year old cottages are perfect retreats for couples looking for a relaxing, peaceful break.

    Dates

    From:
    1 Jan 2026to31 Dec 2026
  9. 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 Nov 2025to31 Mar 2026
    From:
    4 Apr 2026to3 Nov 2026
  10. Add The Hartlands to your Itinerary

    The Hartlands

    Type

    Type:

    Self-Catering

    SHANKLIN

    The Hartlands is a delightful Victorian Autism Friendly Holiday centre situated on the South Coast in Shanklin in the beautiful and tranquil Isle of Wight.

    Dates

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

    Woodlands

    Type

    Type:

    Self-Catering

    Seaview

    Nestled just a 5-minute stroll from picturesque beaches, the Seaview village shops, and the prestigious Sea View Yacht Club, Woodlands is your dream getaway.

    Dates

    From:
    1 Jan 2026to31 Dec 2026
  12. Add Yachtsman's Tower to your Itinerary

    Yachtsman's Tower

    Type

    Type:

    Self-Catering

    NEWPORT

    Approximately a mile downstream of the world renowned sailing town of Cowes is the tranquil sailing marina; Island Harbour This unique, tranquil river valley is the perfect retreat for an Isle of Wight getaway.

    Dates

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

    Copperfield

    Type

    Type:

    Self-Catering

    SHANKLIN

    Copperfield is a charming 3 bedroom dog friendly holiday home which sleeps 6 people.  Situated in a quiet road but close to shops and restaurants in the traditional seaside town of Shanklin.

    Dates

    From:
    1 Jan 2026to31 Dec 2026
  14. Add Beach Cottage - Fort Victoria to your Itinerary

    Beach 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
  15. Add Sun Hill Cottage to your Itinerary

    Sun Hill Cottage

    Type

    Type:

    Self-Catering

    COWES

    A beautiful coastal retreat in the heart of Cowes Old Town. This lovely 3 bed cottage is perfectly located on Sun Hill, newly renovated, has a pretty garden which is so peaceful and even the added bonus of parking for 1 car.

    Dates

    From:
    1 Jan 2026to31 Dec 2026
  16. Add Regent Street Townhouse to your Itinerary

    Regent Street Townhouse

    Type

    Type:

    Self-Catering

    Shanklin

    Set in the heart of Shanklin, Regent Street Townhouse is a beautifully designed retreat offering spacious accommodation, modern comforts, and easy access to one of the Isle of Wight’s most beloved seaside destinations. Whether you're looking for a…

    Dates

    From:
    1 Jan 2026to31 Dec 2026
  17. Add Stag Cottage to your Itinerary

    Stag Cottage

    Type

    Type:

    Self-Catering

    Godshill, VENTNOR

    This gorgeous barn conversion in Godshill offers bright accommodation in a picturesque rural setting with plenty of walks and trails for exploring the stunning countryside.

    Dates

    From:
    1 Jan 2026to31 Dec 2026
  18. Add 6 Shanklin Manor to your Itinerary

    6 Shanklin Manor

    Type

    Type:

    Self-Catering

    SHANKLIN

    6 Shanklin Manor is a 2 bed 1st floor duplex apartment in a former Manor House, converted to a high standard. It is spacious and has a modern feel with high ceilings in the open plan kitchen, dining and living area.

  19. 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
  20. Add Waterlodges at Yarmouth Harbour to your Itinerary

    Waterlodges at Yarmouth Harbour

    Type

    Type:

    Alternative Accommodation

    Yarmouth

    Waterlodges at Yarmouth Harbour offer a comfortable and peaceful retreat, with stunning views of the Solent and easy access to the charming town of Yarmouth.

    Dates

    From:
    1 Jan 2026to31 Dec 2026

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