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 221 to 240.

  1. 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
  2. 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
  3. Add Brambles Farm Bungalow to your Itinerary

    Brambles Farm Bungalow

    Type

    Type:

    Self-Catering

    FRESHWATER

    Brambles Farm Bungalow is located in the West Wight, a beautiful part of the Island, with miles of heritage coastline, scenic walks, cycle tracks and breathtaking views from Tennyson Down, Headon Warren and The Needles.

    Dates

    From:
    15 Feb 2026to15 Nov 2026
  4. Add National Trust Chert and Little Chert Holiday Cottages to your Itinerary

    National Trust Chert and Little Chert Holiday Cottages

    Type

    Type:

    Self-Catering

    VENTNOR

    National Trust Chert and Little Chert self-catering holiday cottages are distinctive and quirky 1970s houses less than a mile from the sea.

    Dates

    From:
    1 Jan 2026to31 Dec 2026
  5. Add Pavilion Cottage, Osborne to your Itinerary

    Pavilion Cottage, Osborne

    Type

    Type:

    Self-Catering

    EAST COWES

    You don't have to be a cricket fan to enjoy Pavilion Cottage at Osborne - but it will do no harm if you are. Built in the early 1900s for sporty cadets at the Royal Naval College, it later became a store room, before livestock were allowed to take…

    Dates

    From:
    1 Jan 2026to31 Dec 2026

    Gradings

    • 4 Visit England Stars Self Catering
    4 Visit England Stars Self Catering
  6. Add Ivy Hall B&B & Self Catering to your Itinerary

    Ivy Hall B&B & Self Catering

    Type

    Type:

    Bed & Breakfast

    WOOTTON

    Ivy Hall B&B and Self Catering is open for guests all year. There are lots of lovely walks nearby and is situated on the Coastal Walk. Wootton Creek and The Lake are 1 minute walk with all sorts of wildlife including the occasional seal.

    Dates

    From:
    1 Jan 2026to31 Dec 2026
  7. 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
  8. Add Kenmare Cottage to your Itinerary

    Kenmare Cottage

    Type

    Type:

    Self-Catering

    SHANKLIN

    Kenmare Cottage is a semi-detached period family home perfectly located to enjoy Shanklin’s beaches, the town and quaint Old Village.

    Dates

    From:
    1 Jan 2026to31 Dec 2026
  9. Add Buzzard Barn at Bunts Hill Barns to your Itinerary

    Tourism For All

    Self-Assessed Accessibility Information

    Buzzard Barn at Bunts Hill Barns

    Type

    Type:

    Self-Catering

    Porchfield

    Buzzard Barn is located just outside the village of Porchfield on the more rural side of the Island.  It is surrounded by countryside and close to Newtown Estuary, a designated National Nature Reserve.

    Dates

    From:
    1 Jan 2025to31 Dec 2026
  10. Add Bay Reach (Yaverland) to your Itinerary

    Bay Reach (Yaverland)

    Type

    Type:

    Self-Catering

    Yaverland, Sandown

    Bay Reach is a  spacious, family holiday home, with plenty of space for up to 8 people. It is situated just a short walk from the beautiful Yaverland Beach in a quiet residential area. 

    Dates

    From:
    1 Jan 2026to31 Dec 2026
  11. Add Houseboat Islay to your Itinerary

    Houseboat Islay

    Type

    Type:

    Self-Catering

    Bembridge

    If you are looking for something a little different for your break on the Isle of Wight why not rent a houseboat? With ever changing views and the to-ing and fro-ing of boats in the harbour, the constantly changing vista from Houseboat Islay’s deck…

    Dates

  12. Add National Trust Rosetta and East Rosetta Holiday Cottages to your Itinerary

    National Trust Rosetta and East Rosetta Holiday Cottages

    Type

    Type:

    Self-Catering

    COWES

    Victorian house on the seafront at Cowes, now two self-catering holiday cottages, full of original features and sea views from many of the rooms.

    Dates

    From:
    1 Jan 2026to31 Dec 2026
  13. 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
  14. 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
  15. 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
  16. Add Kipper Cottage - Coastal Property at Wootton Bridge to your Itinerary

    Kipper Cottage - Coastal Property at Wootton Bridge

    Type

    Type:

    Self-Catering

    WOOTTON

    Situated in an enviable location overlooking Wootton Creek, Kipper Cottage provides comfortable and very well presented accommodation for 4 people.

    Dates

    From:
    1 Jan 2026to31 Dec 2026
  17. Add Dairy Barn to your Itinerary

    Tourism For All

    Self-Assessed Accessibility Information

    Dairy Barn

    Type

    Type:

    Self-Catering

    WROXALL

    Dairy Barn is in an idyllic rural location in an Isle of Wight National Landscape (formerly known as Area of Outstanding Natural Beauty), close to the seaside resorts.

    Dates

    From:
    1 Jan 2026to31 Dec 2026

    Gradings

    • 5 Visit England Stars
    5 Visit England Stars
  18. Add The Lookout to your Itinerary

    The Lookout

    Type

    Type:

    Self-Catering

    SEAVIEW

    The Lookout is a 4 bedroom house in Seaview village with stunning views to the east and west of the Solent.

    Dates

    From:
    1 Jan 2026to31 Dec 2026
  19. 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
  20. 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

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