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…

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: 261

, currently showing 21 to 40.

  1. Add Three Gables to your Itinerary

    Tourism For All

    Self-Assessed Accessibility Information

    Three Gables

    Type

    Type:

    Self-Catering

    Newbridge

    Three Gables holiday home is in the centre of the small rural village of Newbridge on the western side of the Island.

    Dates

    From:
    1 Jan 2026to31 Dec 2026
  2. Add Vectis Holiday Homes to your Itinerary

    Vectis Holiday Homes

    Type

    Type:

    Self-Catering

    Shanklin

    Vectis Holiday Homes is proud to offer stylish and high quality holiday accommodation in beautiful Shanklin.

    Dates

    From:
    1 Jan 2025to31 Dec 2026
  3. Add Romany Cottage to your Itinerary

    Tourism For All

    Self-Assessed Accessibility Information

    Romany Cottage

    Type

    Type:

    Self-Catering

    Totland Bay

    Great location, 3 bedrooms - 2 doubles and one twin bedded room. West Wight - close to Colwell Bay, walking distance to Totland Bay and a slightly longer walk to Freshwater Bay. Quiet, pretty cottage. Lots of home comforts.

    Dates

    From:
    3 Jan 2026to18 Dec 2026
    From:
    5 Jan 2026to18 Dec 2026
    From:
    6 Jan 2026to18 Dec 2026
  4. Add Strand House: The Garden Apartment to your Itinerary

    Strand House: The Garden Apartment

    Type

    Type:

    Self-Catering

    Ryde

    Strand House is part of a magnificent garden fronted Regency Villa spectacularly situated on the seafront in Ryde just over the Esplanade road from Ryde's beautiful sandy beach.

    Dates

    From:
    1 Mar 2026to25 Oct 2026
  5. Add Retro Staycations to your Itinerary

    Tripadvisor Traveller Rating

    Tripadvisor Traveller Rating - from 25 review(s)from 25 review(s)

    Retro Staycations

    Type

    Type:

    Glamping

    Ashey, Ryde

    A unique glamping and traditional camping experience. Stay in an iconic American Airstream! Camping pitches and eco-pods are also available. Winners of Best Isle of Wight Campsite in the Isle of Wight Tourism Awards 2025 (Gold award) and Best Place…

    Dates

    From:
    4 Apr 2026to30 Sept 2026
  6. Add Holiday Accommodation at Ventnor Botanic Garden to your Itinerary

    Holiday Accommodation at Ventnor Botanic Garden

    Type

    Type:

    Self-Catering

    St Lawrence

    Stay at Ventnor Botanic Garden, a tranquil setting, in a luxury lodge, an elegant beautifully restored Victorian cottage or charming cabins. Have a unique stay for a weekend or a week and enjoy the microclimate on the south coast of the Isle of…

    Dates

    From:
    1 Jan 2026to31 Dec 2026
  7. 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.

  8. Add Windmill Campersite to your Itinerary

    Windmill Campersite

    Type

    Type:

    Glamping

    Carisbrooke

    Stay at Windmill Campersite for a unique, quirky glamping experience. The site is located within the centre of the Isle of Wight and has beautiful countryside views all around.

    Dates

    From:
    1 May 2026to30 Sept 2026
  9. Add The Old Cowshed to your Itinerary

    The Old Cowshed

    Type

    Type:

    Self-Catering

    Cowes

    Set on a rare breed smallholding in Thorness, The Old Cowshed is a newly converted barn providing a peaceful escape with a little bit of luxury thrown in, any time of the year.

    Dates

    From:
    1 Jan 2026to31 Dec 2026
  10. Add Wight Coast Holidays to your Itinerary

    Wight Coast Holidays

    Type

    Type:

    Self-Catering

    Bembridge

    Wight Coast Holidays are a local, independent company who offer a range of self-catering holiday homes in Bembridge, Seaview and Cowes.

    Dates

    From:
    1 Jan 2026to31 Dec 2026

    Gradings

    • Visitor Ready Accredited by VisitEngland
    Visitor Ready Accredited by VisitEngland
  11. Add The Stable and Barn at Buddle Place to your Itinerary

    The Stable and Barn at Buddle Place

    Type

    Type:

    Self-Catering

    Niton

    Buddle Place, near St Catherine’s Lighthouse on the Isle of Wight, offers stylish self-catering stays in The Stable (sleeps 6) and The Barn (sleeps 4). Surrounded by National Landscape, it’s ideal for coastal walks, wildlife, nearby beaches, and…

    Dates

    From:
    1 Jan 2026to31 Dec 2026
  12. Add High Street Suites 3 to your Itinerary

    High Street Suites 3

    Type

    Type:

    Self-Catering

    Ventnor

    Surrounded by Ventnor's quirky shops and eateries close to the beach is the beautifully presented High Street Suites 3. Admire the chandeliers in this 1-bedroom self-catering apartment with its own parking space and all mod cons to 5-star standard.

    Dates

    From:
    1 Jan 2025to31 Dec 2026
  13. Add Gills Cliff House to your Itinerary

    Gills Cliff House

    Type

    Type:

    Self-Catering

    Ventnor

    A beautiful 4 bedroom Victorian house sleeping seven overlooking Ventnor Park and with panoramic views over the English Channel. Most rooms have floor to ceiling windows to fully appreciate the view.

    Dates

    From:
    1 Jan 2026to31 Dec 2026
  14. Add Arethusa Cottage Holiday Lodges to your Itinerary

    Arethusa Cottage Holiday Lodges

    Type

    Type:

    Alternative Accommodation

    Ryde

    Arethusa Cottage Holiday Lodges boasts two very different style self-catering lodges. Both are very comfortable and well equipped and suitable for families, couples or groups of friends.

    Dates

    From:
    1 Jan 2026to31 Dec 2026

    Gradings

    • Visitor Ready Accredited by VisitEngland
    Visitor Ready Accredited by VisitEngland
  15. 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
  16. 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
  17. 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
  18. 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
  19. Add Sainham Farm Holiday Cottages to your Itinerary

    Sainham Farm Holiday Cottages

    Type

    Type:

    Self-Catering

    Godshill, VENTNOR

    Situated on a delightful farm in a lovely part of the island, these charming cottages rest in an Isle of Wight National Landscape (formerly known as Area of Outstanding Natural Beauty) between Appuldurcombe Down and the picturesque village of…

    Dates

    From:
    1 Jan 2026to31 Dec 2026
  20. Add Swysh Stays to your Itinerary

    Swysh Stays

    Type

    Type:

    Self-Catering

    Whitwell, VENTNOR

    We’re Swysh Stays - a luxury Isle of Wight holiday home company with a curated collection of top-notch properties, from characterful cottages to seaside apartments and snug, homely boltholes, we’re sure to have something for everyone.

    Dates

    From:
    1 Jan 2026to31 Dec 2026

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