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…

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 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…

Search Self-Catering

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Search Self-Catering

Type:
Where:
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Arrival Date:
Add Room / Unit

Isle of Wight self catering

Number of results:

Number of results: 261

, currently showing 41 to 60.

  1. Add Little Halt to your Itinerary

    Little Halt

    Type

    Type:

    Self-Catering

    FRESHWATER

    This picturesque thatched cottage is very attractively situated, in peaceful surroundings overlooking Pound Green, on the outskirts of Freshwater.

    Dates

    From:
    1 Jan 2026to31 Dec 2026
  2. Add 16 Solent Landing to your Itinerary

    16 Solent Landing

    Type

    Type:

    Self-Catering

    BEMBRIDGE

    This utterly fabulous three bed, two-bath, exceptionally loved beachside family holiday home, suitable for 6 guests is located in the coastal development of Solent Landing in Bembridge on the East coast of the island.

    Dates

    From:
    1 Jan 2026to31 Dec 2026
  3. 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
  4. 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
  5. Add Island Riding Centre - Self Catering Cottages & Safari Tents to your Itinerary

    Tourism For All

    Self-Assessed Accessibility Information

    Island Riding Centre - Self Catering Cottages & Safari Tents

    Type

    Type:

    Self-Catering

    Newport

    Our modern and bright self-catering accommodation is set across a range of cottages, a Victorian Dairy barn conversion, a detached modern ranch style-bungalow and gated safari camp, we have been awarded 4* Rosette awarded by Visit England for our…

    Dates

    From:
    1 Jan 2026to31 Dec 2026
  6. 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
  7. Add Boniface Cliff Villa to your Itinerary

    Tourism For All

    Self-Assessed Accessibility Information

    Boniface Cliff Villa

    Type

    Type:

    Self-Catering

    SHANKLIN

    Spacious villa with many beautiful Edwardian features but in a modern, comfortable setting. 

    Dates

    From:
    1 Jan 2026to31 Dec 2026
  8. 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
  9. Add The Hermitage to your Itinerary

    The Hermitage

    Type

    Type:

    Self-Catering

    VENTNOR

    An impressive country house situated in an elevated rural position in just over 11 acres of private grounds. Perfect accommodation for large group celebrations.

    Dates

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

    Loreto

    Type

    Type:

    Self-Catering

    FRESHWATER

    A 4 Star self catering holiday cottage, sleeps 4, located in an Isle of Wight National Landscape (formerly known as Area of Outstanding Natural Beauty) in West Wight.  Reservations via the online booking service at cottages.com

    Dates

    From:
    1 Jan 2026to31 Dec 2026
  12. Add BayVue Apartment and Apartment 7, The Bay House to your Itinerary

    BayVue Apartment and Apartment 7, The Bay House

    Type

    Type:

    Self-Catering

    Shanklin

    Stay in stylish sea-view duplex apartments in Shanklin that offers modern comforts, private balconies or terraces, excellent facilities and an ideal location near the beach, Old Village and attractions.

    Dates

    From:
    1 Mar 2026to31 Oct 2026
  13. 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
  14. Add Holidaycottages.co.uk to your Itinerary

    Holidaycottages.co.uk

    Type

    Type:

    Self-Catering

    VARIOUS

    Holidaycottages.co.uk has been established for over 25 years, offering award-winning customer services and a selection of holiday cottages across the UK, including over 130 across the Isle of Wight. 

    Dates

    From:
    1 Jan 2026to31 Dec 2026
  15. Add Somerton Farm Holiday Cottage to your Itinerary

    Somerton Farm Holiday Cottage

    Type

    Type:

    Self-Catering

    Cowes

    Somerton Farm Holiday Cottage is located on the outskirts the beautiful yachting town of Cowes on the Isle of Wight.  Somerton Farm Holiday Cottage offers spacious, family and dog friendly accommodation.

    Dates

    From:
    1 Jan 2026to31 Dec 2026
  16. Add Berryl Farm Cottages to your Itinerary

    Berryl Farm Cottages

    Type

    Type:

    Self-Catering

    VENTNOR

    Berryl farm Cottages are situated in an Isle of Wight National Landscape (formerly known as Area of Outstanding Natural Beauty), surrounded by fields with stunning views, close to beaches, fishing lakes and only 5 minutes’ walk through the fields…

    Dates

    From:
    1 Jan 2026to31 Dec 2026
  17. 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
  18. Add 8 Old School Mews to your Itinerary

    8 Old School Mews

    Type

    Type:

    Self-Catering

    SHANKLIN

    8 Old School Mews is a striking period conversion in a former school dating back to 1883, with characterful features.  It is in a very quiet secluded position in a development of 14 homes.  Only minutes away from the Coastal Path and beaches.  The…

    Dates

    From:
    1 Jan 2026to31 Dec 2026

    Gradings

    • Visitor Ready Accredited by VisitEngland
    Visitor Ready Accredited by VisitEngland
  19. 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
  20. Add Blackberry Cottage to your Itinerary

    Blackberry Cottage

    Type

    Type:

    Self-Catering

    BEMBRIDGE

    Blackberry Cottage is a superb four bed semi-detached Victorian family holiday home in the centre of Bembridge on the East Coast of the Isle of Wight.

    Dates

    From:
    1 Jan 2026to31 Dec 2026

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