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

Type:
Where:
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Add Room / Unit

Isle of Wight self catering

Number of results:

Number of results: 274

, currently showing 201 to 220.

  1. Add Ashmead Cottage to your Itinerary

    Ashmead Cottage

    Type

    Type:

    Self-Catering

    TOTLAND BAY

    Ashmead Cottage has been thoughtfully decorated throughout offering three lovely bedrooms and two modern bathrooms.

    Dates

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

    Tara

    Type

    Type:

    Self-Catering

    VENTNOR

    Overlooking Ventnor Bay and close to the spectacular St Boniface Downs, Tara is a stunning coastal retreat. With its elevated position and private garden, this detached cottage makes for the perfect escape close to the sea.

    Dates

    From:
    1 Jan 2026to31 Dec 2026
  3. 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
  4. Add Isle of Wight Stays to your Itinerary

    Isle of Wight Stays

    Type

    Type:

    Self-Catering

    Islandwide

    Isle of Wight Stays offers a welcoming collection of comfortable, affordable and family friendly accommodation in Sandown and Niton. Perfect bases for exploring the island's stunning coastlines and countryside. Unlock exclusive discounts and offers…

    Dates

    From:
    1 Jan 2026to31 Dec 2026
  5. Add National Trust Longstone Holiday Cottage to your Itinerary

    National Trust Longstone Holiday Cottage

    Type

    Type:

    Self-Catering

    Mottistone

    This spacious, detached Edwardian National Trust self-catering holiday cottage with far-reaching views along the Longstone Valley, is a perfect 'away from it all' holiday retreat.

    Dates

    From:
    1 Jan 2026to31 Dec 2026
  6. 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
  7. Add National Trust Knowles Farm Holiday Cottage to your Itinerary

    National Trust Knowles Farm Holiday Cottage

    Type

    Type:

    Self-Catering

    Niton Undercliff

    At St Catherine's Point, the southern most tip of the Island, the National Trust Knowles Farm self-catering holiday cottage is in a remote and wild spot close to the lighthouse and, you'll be please to know, the foghorn is no longer used.

    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 Lyon Court - The Garden Apartment to your Itinerary

    Lyon Court - The Garden Apartment

    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
  10. 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
  11. Add Pink Beach Cottage to your Itinerary

    Pink Beach Cottage

    Type

    Type:

    Self-Catering

    ST HELENS

    Pink Beach Cottage is a bright, airy and comfortable detached 2 bedroom cottage with a mature garden and off street parking, situated close to the village greens and beaches in St Helens as well as the village shop which has a welcoming feel with a…

    Dates

    From:
    1 Jan 2026to31 Dec 2026
  12. Add Devonia Cottage to your Itinerary

    Devonia Cottage

    Type

    Type:

    Self-Catering

    Newchurch

    Groves Cottage and Devonia are situated in the delightful village of Newchurch, these detached holiday homes offer ideal family accommodation, each peacefully located with an enclosed garden.

    Dates

    From:
    1 Jan 2026to31 Dec 2026
  13. 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
  14. 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
  15. 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
  16. Add La Belle Vie to your Itinerary

    La Belle Vie

    Type

    Type:

    Self-Catering

    VENTNOR

    Located in a quiet country lane, with lots of beautiful walks around. This stylish, modern place to stay within the countryside is perfect for a relaxing break to reconnect with loved ones.

    Dates

    From:
    1 Jan 2026to31 Dec 2026
  17. 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
  18. 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
  19. Add Blue Downs-View to your Itinerary

    Blue Downs-View

    Type

    Type:

    Self-Catering

    VENTNOR

    Blue Downs-View is a smart Victorian townhouse less than 5 minutes walk from Ventnor 's blue flag beach and spectacular coastline.

    Dates

    From:
    1 Jan 2026to31 Dec 2026
  20. 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

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