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…

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 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:
Keyword:
Arrival Date:
Add Room / Unit

Isle of Wight self catering

Number of results:

Number of results: 262

, currently showing 41 to 60.

  1. 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
  2. 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
  3. 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
  4. 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
  5. Add Isle of Wight Tipi Holidays to your Itinerary

    Isle of Wight Tipi Holidays

    Type

    Type:

    Glamping

    ISLANDWIDE

    Isle of Wight Tipis provide a magical, beautiful and relaxing Glamping experience. Tipis or Bell Tents are available to hire and are equipped for two people. Whole site bookings are available for family gatherings or wedding receptions for up to 50…

    Dates

    From:
    1 May 2026to30 Sept 2026
    From:
    1 June 2026to31 Aug 2026
  6. Add SeaviewsinRyde to your Itinerary

    SeaviewsinRyde

    Type

    Type:

    Self-Catering

    RYDE

    Large pet-friendly house on three floors with a semi-contained ground floor annex.  Ideal for multigenerational or multiple families or just for escaping the teenagers. 

    Dates

    From:
    1 Jan 2026to31 Dec 2026
  7. 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
  8. 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
  9. Add Camp Wight to your Itinerary

    Camp Wight

    Type

    Type:

    Camping & Caravan Site

    YARMOUTH

    Camp Wight offers a relaxed and low density woodland camping and glamping experience, with camp fires, in the West Wight.

    Dates

    From:
    1 Jan 2026to31 Dec 2026
  10. 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
  11. 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
  12. Add Greystone Cottage to your Itinerary

    Greystone Cottage

    Type

    Type:

    Self-Catering

    BROOK

    Greystone Cottage is a much sought after beachside property within walking distance to Compton Bay. The cottage is set within an Isle of Wight National Landscape (formerly known as Area of Outstanding Natural Beauty) and has panoramic views of the…

    Dates

    From:
    1 Jan 2025to31 Dec 2026
  13. Add St Marys Road to your Itinerary

    St Marys Road

    Type

    Type:

    Self-Catering

    COWES

    Recently renovated 3 bedroom cottage sleeping up to 6 guests.

    Dates

    From:
    1 Jan 2026to31 Dec 2026
  14. 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
  15. Add Big Domain to your Itinerary

    Big Domain

    Type

    Type:

    Self-Catering

    ISLANDWIDE

    Packed full of family-friendly attractions, and boasting one of the finest coastlines in all of the UK, the Isle of Wight is perfect for a holiday with all the family or a group of friends. Visit some of the popular coastal resorts such as Sandown,…

    Dates

    From:
    1 Jan 2026to31 Dec 2026
  16. 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
  17. Add Driftwood Cottage to your Itinerary

    Driftwood Cottage

    Type

    Type:

    Self-Catering

    Brighstone, NEWPORT

    We have owned Driftwood Cottage just over a year now and have fallen in love with the cottage and surroundings. Our cottage is on the south west coast of the Isle of Wight which is an Isle of Wight National Landscape (formerly known as Area of…

    Dates

    From:
    1 Jan 2026to31 Dec 2026
  18. Add The Coach House Shanklin to your Itinerary

    Tourism For All

    Self-Assessed Accessibility Information

    The Coach House Shanklin

    Type

    Type:

    Self-Catering

    SHANKLIN

    Charming comfortable stone cottage, sleeping 6 people, on the edge of Shanklin Old Village and close to shops, pubs, restaurants and the beach.

    Dates

    From:
    1 Jan 2026to31 Dec 2026
  19. Add 4 The Nab House to your Itinerary

    4 The Nab House

    Type

    Type:

    Self-Catering

    BEMBRIDGE

    The Nab House on Beach House Lane is a beautiful 2-bedroom coastal apartment in the popular village of Bembridge on the Isle of Wight.

    Dates

    From:
    1 Jan 2026to31 Dec 2026

    Gradings

    • Visitor Ready Accredited by VisitEngland
    Visitor Ready Accredited by VisitEngland
  20. Add Gwydyr House to your Itinerary

    Gwydyr House

    Type

    Type:

    Self-Catering

    RYDE

    Gwydyr House, a traditional 200 year old stone cottage visited by Queen Victoria at the turn of the last century, is now a newly refurbished holiday home ideal for golfers, bikers, walkers, dog lovers, as well as offering plenty of parking for those…

    Dates

    From:
    1 Jan 2026to31 Dec 2026

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