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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Arrival Date:
Add Room / Unit

Isle of Wight self catering

Number of results:

Number of results: 261

, currently showing 41 to 60.

  1. Add The Hermitage to your Itinerary

    The Hermitage

    Type

    Type:

    Self-Catering

    VENTNOR

    An impressive country house situated in an elevated rural position in just over 11 acres of private grounds. Perfect accommodation for large group celebrations.

    Dates

    From:
    1 Jan 2026to31 Dec 2026
  2. 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
  3. Add East Afton Farmhouse to your Itinerary

    East Afton Farmhouse

    Type

    Type:

    Self-Catering

    Freshwater

    East Afton Farmhouse is an impressive self catering farm house, with stunning purpose built event barn, stone ceremony barn and adjoining Annex holiday cottage, located next to an Isle of Wight National Landscape (formerly known as Area of…

    Dates

    From:
    1 Jan 2026to31 Dec 2026
  4. 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
  5. Add House on the Shore to your Itinerary

    House on the Shore

    Type

    Type:

    Self-Catering

    YARMOUTH

    This 3 bedroom family home accommodates six adults, two children and has a small bed for a toddler and a travel cot for an infant if required. 

    With a stunning panoramic sea view across to the mainland, the house is adjacent to the coastal path as…

    Dates

    From:
    1 Mar 2026to1 Dec 2026
  6. Add Calico Skies to your Itinerary

    Calico Skies

    Type

    Type:

    Self-Catering

    NEWPORT

    Nestled in the tranquil setting of Island Harbour Marina, Calico Skies is a beautifully designed retreat offering waterfront views, modern comforts, and direct access to one of the Isle of Wight’s most sought-after boating locations. Whether you're…

    Dates

    From:
    1 Jan 2026to31 Dec 2026
  7. Add Serene at Ryde to your Itinerary

    Tourism For All

    Self-Assessed Accessibility Information

    Serene at Ryde

    Type

    Type:

    Self-Catering

    RYDE

    Serene at Ryde is a luxury 1 bedroom apartment with fantastic sea views over to Portsmouth.

    Dates

    From:
    1 Jan 2026to31 Dec 2026
  8. Add Red Butt to your Itinerary

    Red Butt

    Type

    Type:

    Self-Catering

    FRESHWATER

    This recently refurbished 3 bedroom Victorian house is situated in Freshwater, Isle of Wight.

    Dates

    From:
    1 Jan 2026to31 Dec 2026
  9. 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
  10. 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
  11. Add Moor Farm Holiday Cottages to your Itinerary

    Tourism For All

    Self-Assessed Accessibility Information

    Moor Farm Holiday Cottages

    Type

    Type:

    Self-Catering

    GODSHILL

    We have four beautifully restored barn conversions located within Moor farm, set in idyllic countryside only 1/2 mile from the picturesque village of Godshill.

    Dates

    From:
    1 Jan 2026to31 Dec 2026
  12. 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
  13. 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
  14. Add Hill Farm to your Itinerary

    Hill Farm

    Type

    Type:

    Self-Catering

    SANDOWN

    Two converted barns both commanding fantastic views over large areas of the eastern part of the Island. 1.5 miles to St. Helens beach and corner shop, restaurants etc. 

    Dates

    From:
    4 Apr 2026to1 Nov 2026
    From:
    2 Nov 2026to3 Apr 2027
  15. Add The Granary at Manor Bottom to your Itinerary

    The Granary at Manor Bottom

    Type

    Type:

    Self-Catering

    Wroxall, VENTNOR

    The Granary is at the end of a country lane surrounded by a horseshoe of downs and near wonderful beaches. It truly is a picturesque spot, and all just 3 hours from London.

    Dates

    From:
    1 Jan 2026to31 Dec 2026
  16. Add Santa Maria to your Itinerary

    Santa Maria

    Type

    Type:

    Self-Catering

    HAVENSTREET

    A well-presented semi-detached bungalow situated in the beautiful rural village of Havenstreet, just outside Ryde on the Isle of Wight.

    Dates

    From:
    1 Jan 2026to31 Dec 2026
  17. Add The Coach House at Ivy Hall to your Itinerary

    The Coach House at Ivy Hall

    Type

    Type:

    Self-Catering

    WOOTTON

    The Coach House at Ivy Hall is open 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
  18. Add Rowborough Cottage to your Itinerary

    Rowborough Cottage

    Type

    Type:

    Self-Catering

    Shorwell, Newport

    Rowborough Cottage is a stylish and relaxing country cottage within a rural location with countryside views

    Dates

  19. 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

  20. 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

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