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…

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…

Search Self-Catering

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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: 274

, currently showing 101 to 120.

  1. Add Westfield Farm to your Itinerary

    Westfield Farm

    Type

    Type:

    Self-Catering

    Yarmouth

    A small site comprising of 3 beautifully, hand-crafted, self-catering timber cabins. Each cabin accommodates up to 4 guests.

    Dates

    From:
    1 Jan 2026to31 Dec 2026
  2. Add National Trust Newtown Cabin to your Itinerary

    National Trust Newtown Cabin

    Type

    Type:

    Self-Catering

    NEWTOWN

    Stay at the National Trust’s Newtown Cabin that sleeps 4 and is located within the Newtown National Nature Reserve. 

    Dates

    From:
    1 Jan 2026to31 Dec 2026
  3. Add Rossiters to your Itinerary

    Tourism For All

    Self-Assessed Accessibility Information

    Rossiters

    Type

    Type:

    Self-Catering

    Wellow, Yarmouth

    Rossiters is a family run, pet friendly, boutique self catering holiday accommodation in Wellow on the West Wight and close to Yarmouth.

    Dates

    From:
    1 Jan 2026to31 Dec 2026
  4. 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
  5. Add Ventnor Holiday Apartments to your Itinerary

    Ventnor Holiday Apartments

    Type

    Type:

    Self-Catering

    VENTNOR

    Self Catering apartments on the Isle of Wight, located in a prime location in Ventnor, offering a wonderful sea view and great coastal walks, with all amenities close by.

    Dates

    From:
    1 Jan 2026to31 Dec 2026

    Gradings

    • 4 Visit England Stars Self Catering
    4 Visit England Stars Self Catering
  6. 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
  7. Add Summerhill Apartments to your Itinerary

    Tourism For All

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    Summerhill Apartments

    Type

    Type:

    Self-Catering

    SHANKLIN

    Spacious and comfortable self-contained apartment accommodation in a Victorian gentleman's residence, a short stroll from the Old Village.

    Dates

    From:
    1 Jan 2026to31 Dec 2026
  8. 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
  9. Add Nettlecombe Farm to your Itinerary

    Tourism For All

    Self-Assessed Accessibility Information

    Nettlecombe Farm

    Type

    Type:

    Self-Catering

    Whitwell

    Award-winning, dog friendly, luxurious self-catering cottages, sleeping between 3-10, fishing lakes, unique farm feeding tours, free car charging and discounted ferries, we guarantee your family the holiday of a lifetime.
    Immerse yourself in the…

    Dates

    From:
    1 Jan 2026to31 Dec 2026
  10. Add National Trust Rose Cottage to your Itinerary

    National Trust Rose Cottage

    Type

    Type:

    Self-Catering

    Mottistone

    Built from Island stone, with roses winding up the front door, the National Trust self-catering holiday cottage lies behind the church in Mottistone village.

    Dates

    From:
    1 Jan 2026to31 Dec 2026
  11. 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
  12. Add National Trust Wydcombe Holiday Cottage to your Itinerary

    National Trust Wydcombe Holiday Cottage

    Type

    Type:

    Self-Catering

    WHITWELL

    Former farm cottage, Wydcombe Cottage, is located in a picturesque and peaceful valley surrounded by fields in Whitwell, South of the Island.

    Dates

    From:
    1 Jan 2026to31 Dec 2026
  13. Holiday Accommodation at Kingston Barns

    Add Holiday Accommodation at Kingston Barns to your Itinerary

    Holiday Accommodation at Kingston Barns

    Type

    Type:

    Self-Catering

    SHORWELL

    Four converted farm buildings in a beautiful and tranquil setting, perfect for peaceful break from everyday life.

    Dates

    From:
    1 Jan 2026to31 Dec 2026
  14. Add The Cottage at Great East Standen Manor to your Itinerary

    The Cottage at Great East Standen Manor

    Type

    Type:

    Self-Catering

    NEWPORT

    Thatched Medieval award winning holiday cottage.

    Dates

    From:
    1 Jan 2026to31 Dec 2026
  15. Add Island Cottage Holidays to your Itinerary

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    Island Cottage Holidays

    Type

    Type:

    Self-Catering

    ISLANDWIDE

    Charming cottages in delightful rural surroundings and close to the sea. Beautiful views and lovely gardens. Carefully selected individual cottages situated throughout the Isle of Wight, accommodating from 2 to 12 people.

    Dates

    From:
    1 Jan 2026to31 Dec 2026

    Gradings

    • 4 Visit England Stars Self Catering
    4 Visit England Stars Self Catering
  16. Add Sea Shells by the Beach to your Itinerary

    Sea Shells by the Beach

    Type

    Type:

    Self-Catering

    BONCHURCH

    Luxury seafront 5 star self-catering holiday cottage in beautiful Bonchurch.

    Dates

    From:
    1 Feb 2026to31 Dec 2026
  17. Add Chilton Farm Cottages to your Itinerary

    Chilton Farm Cottages

    Type

    Type:

    Self-Catering

    BRIGHSTONE

    Chilton Farm has eight cottages on a family working farm located in beautiful countryside and only half a mile from the sea.

    Dates

    From:
    18 Mar 2026to5 Nov 2026
  18. Add Rookley Farm Lodge to your Itinerary

    Rookley Farm Lodge

    Type

    Type:

    Self-Catering

    ROOKLEY

    Rookley Farm Lodge is a spacious, comfortable, five bedroom house, with use of swimming pool and tennis court. Set in beautiful downland countryside in the centre of the Isle of Wight.

    Dates

    From:
    1 Jan 2026to31 Dec 2026
  19. Add Red Barn Holidays to your Itinerary

    Red Barn Holidays

    Type

    Type:

    Self-Catering

    Rookley, Ventnor

    Luxury self-catering barn conversion for disabled visitors.

    Dates

    From:
    1 Jan 2026to31 Dec 2026
  20. Add Atherfield Green Farm Holiday Cottages to your Itinerary

    Tourism For All

    Self-Assessed Accessibility Information

    Atherfield Green Farm Holiday Cottages

    Type

    Type:

    Self-Catering

    CHALE

    Atherfield Green Farm Holiday Cottages are situated in the stunning south-west of the Isle of Wight. There are four cottages; Rose, Honeysuckle, Lavender and Wisteria, all of which are accessible for disabled guests.

    Dates

    From:
    1 Jan 2026to31 Dec 2026

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