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 221 to 240.

  1. Add Whitwell Station Holiday Homes to your Itinerary

    Whitwell Station Holiday Homes

    Type

    Type:

    Self-Catering

    Whitwell, VENTNOR

    Whitwell Station sits on the former Newport, Godshill & St Lawrence Railway line. Set in nearly 2 acres, overlooking the beautiful village of Whitwell it has commanding views over the southern downs – an Isle of Wight National Landscape (formerly…

    Dates

    From:
    29 Mar 2026to31 Oct 2026
  2. Add National Trust The Old Club House Holiday Cottage to your Itinerary

    National Trust The Old Club House Holiday Cottage

    Type

    Type:

    Self-Catering

    ST HELENS

    A wooden chalet once the clubhouse for the Royal Isle of Wight Golf Links, now a National Trust self-catering holiday cottage in St Helens on the Isle of Wight.

    Dates

    From:
    1 Jan 2026to31 Dec 2026
  3. Add New Bank End Farm to your Itinerary

    New Bank End Farm

    Type

    Type:

    Self-Catering

    VENTNOR

    Hidden on the south coast of the Island, in an idylic location with fantastic sea views

    Dates

    From:
    1 Jan 2026to31 Dec 2026
  4. Add Brummell Barn to your Itinerary

    Brummell Barn

    Type

    Type:

    Self-Catering

    Shorwell, Newport

    Spacious and well-equipped self-catering cottage on a beautiful Isle of Wight working farm. Indoor pool and games rooms available for use as well as a children's playground and surrounded by superb walking and cycling trails in an AONB.
    Suited to…

    Dates

  5. 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
  6. Add Tiny Homes Holidays to your Itinerary

    Tourism For All

    Self-Assessed Accessibility Information

    Tiny Homes Holidays

    Type

    Type:

    Self-Catering

    NORTHWOOD

    Tiny Homes Holidays is a unique Tiny House hamlet providing one of the best in greener holidays.

    Dates

    From:
    1 Jan 2026to31 Dec 2026
  7. 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
  8. Add Captain's Lodge to your Itinerary

    Captain's Lodge

    Type

    Type:

    Self-Catering

    SANDOWN

    Captain’s Lodge is a charming cottage in a prime location in Sandown with two off-road parking spaces. Being situated just 250m from the beach means that you can visit as often as you like without having to worry about parking.

    Dates

    From:
    2 Apr 2026to29 Oct 2026
    From:
    30 Oct 2026to1 Apr 2027
  9. Add The Sea House to your Itinerary

    The Sea House

    Type

    Type:

    Self-Catering

    SEAVIEW

    This wonderful, newly refurbished beach house is large and comfortable and sleeps 12 in five spacious bedrooms.

    Dates

    From:
    1 Jan 2026to31 Dec 2026
  10. Add Elm Cottage to your Itinerary

    Elm Cottage

    Type

    Type:

    Self-Catering

    SEAVIEW

    Elm Cottage is a modern first floor apartment brimming with character and comfort. It would suit friends travelling together, a couple or a family.

    Dates

    From:
    1 Jan 2026to31 Dec 2026

    Gradings

    • Visitor Ready Accredited by VisitEngland
    Visitor Ready Accredited by VisitEngland
  11. Add One Elm Cottage to your Itinerary

    One Elm Cottage

    Type

    Type:

    Self-Catering

    Roud, Godshill

    One Elm Cottage is a delightful stone cottage which sits on the edge of the ancient hamlet of Roud. It is one of a pair of cottages which can be booked together for gatherings of families and friends.

    Dates

    From:
    1 Jan 2026to31 Dec 2026

    Gradings

    • 4 Visit England Stars Self Catering
    4 Visit England Stars Self Catering
  12. Add Ocean Deck Apartment to your Itinerary

    Ocean Deck Apartment

    Type

    Type:

    Self-Catering

    SHANKLIN

    Stunning ground floor apartment with beautiful views overlooking the country garden and coastline. Sleeps four to six with two bedrooms and two bathrooms. Children and babies welcome.

    Dates

    From:
    1 Jan 2026to31 Dec 2026
  13. 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
  14. Add Middle Barn Farm to your Itinerary

    Middle Barn Farm

    Type

    Type:

    Self-Catering

    SANDOWN

    Two beautifully presented and charming countryside cottages set in the heart of the Arreton Valley.

    Dates

    From:
    1 Apr 2026to31 Oct 2026
  15. Add 2 The Granary to your Itinerary

    2 The Granary

    Type

    Type:

    Self-Catering

    Brighstone

    Charming Grade II listed Isle of Wight holiday cottage beside quiet lane on edge of pretty village of Brighstone, 1/2 mile from sea

    Dates

    From:
    1 Jan 2026to31 Dec 2026

    Gradings

    • Visitor Ready Accredited by VisitEngland
    Visitor Ready Accredited by VisitEngland
  16. Add Old Bank End Farm to your Itinerary

    Old Bank End Farm

    Type

    Type:

    Self-Catering

    VENTNOR

    Hidden on the south coast of the Island, in an idylic location with fantastic sea views.

    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 Sea View Cottage - Fort Victoria to your Itinerary

    Sea View Cottage - Fort Victoria

    Type

    Type:

    Self-Catering

    Norton, YARMOUTH

    With amazing uninterrupted views over the sea in front, this cottage is a wonderful base for family or friends to explore this beautiful, unspoilt part of the island.

    Dates

    From:
    1 Jan 2026to31 Dec 2026
  19. 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
  20. Add The Pool House to your Itinerary

    The Pool House

    Type

    Type:

    Self-Catering

    Ventnor

    A large unique home from home set in a rural environment with half an acre of private grounds and is a haven for wildlife. Disabled friendly with wet room and toilet. Situated very close to Godshill, on a main bus route with connection to the whole…

    Dates

    From:
    1 Jan 2026to31 Dec 2026

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