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…

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Search Self-Catering

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Where:
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Isle of Wight self catering

Number of results:

Number of results: 261

, currently showing 41 to 60.

  1. Add Moor Farm Holiday Cottages to your Itinerary

    Tourism For All

    Self-Assessed Accessibility Information

    Moor Farm Holiday Cottages

    Type

    Type:

    Self-Catering

    GODSHILL

    We have four beautifully restored barn conversions located within Moor farm, set in idyllic countryside only 1/2 mile from the picturesque village of Godshill.

    Dates

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

    India Cottage

    Type

    Type:

    Self-Catering

    Ventnor

    A comfortable and cosy Grade 2 listed cottage, with private off-street parking, just a couple of minutes’ walk from Ventnor town centre and around ten minutes to Ventnor's sand and shingle beach. The cottage is ideally placed as a base to explore…

    Dates

    From:
    1 Jan 2026to31 Dec 2026
  3. Add The Old Boat House to your Itinerary

    The Old Boat House

    Type

    Type:

    Self-Catering

    SEAVIEW

    The Old Boat House is an attractive stone cottage with detached annexe, in a stunning position with views across the Solent, on the edge of the Seaview village. 

    Dates

    From:
    1 Mar 2024to31 Dec 2026
  4. 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
  5. 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
  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 Clock House Cottage to your Itinerary

    Tourism For All

    Self-Assessed Accessibility Information

    Clock House Cottage

    Type

    Type:

    Self-Catering

    BROOK

    Situated in the delightful hamlet of brook, an area of national trust protected area of Isle of Wight National Landscape (formerly known as Area of Outstanding Natural Beauty) and as such boasts some of the most captivating views the island has to…

    Dates

    From:
    1 Jan 2026to31 Dec 2026
  8. Add Beyond Passive Ltd to your Itinerary

    Beyond Passive Ltd

    Type

    Type:

    Self-Catering

    Godshill

    Luxury eco self-catering properties in Godshill

    Dates

    From:
    1 Jan 2026to31 Dec 2026
  9. Add No 2 Sovereign's Gate Osborne to your Itinerary

    No 2 Sovereign's Gate Osborne

    Type

    Type:

    Self-Catering

    EAST COWES

    Nos 2 Sovereign's Gate Osborne is a holiday cottages that has been developed in this iconic building at Osborne. Sovereign's Gate was commissioned by Queen Victoria and Prince Albert as the formal entrance to Osborne.

    Dates

    From:
    1 Jan 2026to31 Dec 2026
  10. 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
  11. 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
  12. 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
  13. 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
  14. 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
  15. 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
  16. Add Hambrough House to your Itinerary

    Hambrough House

    Type

    Type:

    Self-Catering

    Ventnor

    The two apartments at Hambrough House are located just a short walk from the centre of Ventnor, the Esplanade and the beach. 

    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 Santa Maria to your Itinerary

    Santa Maria

    Type

    Type:

    Self-Catering

    HAVENSTREET

    A well-presented semi-detached bungalow situated in the beautiful rural village of Havenstreet, just outside Ryde on the Isle of Wight.

    Dates

    From:
    1 Jan 2026to31 Dec 2026
  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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