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

Type:
Where:
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Arrival Date:
Add Room / Unit

Isle of Wight self catering

Number of results:

Number of results: 274

, currently showing 221 to 240.

  1. 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
  2. Add Clarence House Holiday Apartments and Rooms (formerly The Ivy Apartments) to your Itinerary

    Clarence House Holiday Apartments and Rooms (formerly The Ivy Apartments)

    Type

    Type:

    Self-Catering

    SHANKLIN

    These family friendly apartments are ideally located near beaches, shops, amusements and all amenities including the Railway Station.

    Dates

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

    Marina View

    Type

    Type:

    Self-Catering

    EAST COWES

    Modern 3 bed holiday home situated in East Cowes Marina

    Dates

    From:
    1 Jan 2026to31 Dec 2026
  4. Add Little Parklands Holiday Apartments to your Itinerary

    Little Parklands Holiday Apartments

    Type

    Type:

    Self-Catering

    SANDOWN

    Karen and Peter Hudson welcome you at their three spotlessly clean and attractively furnished self catering holiday apartments in Sandown on the Isle of Wight.

    The apartments are situated in a quiet position within walking distance of Sandown…

    Dates

    From:
    1 Jan 2026to31 Dec 2026
  5. 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
  6. Add National Trust Needles Coastguard Cottages to your Itinerary

    National Trust Needles Coastguard Cottages

    Type

    Type:

    Self-Catering

    Needles Headland

    A row of former Coastguard Cottages, named after notable shipwrecks and situated in a stunning position height up on the Needles Headland with spectacular views of the Solent and surrounding areas. 

    Dates

    From:
    1 Jan 2026to31 Dec 2026
  7. Add Kemphill Granary to your Itinerary

    Kemphill Granary

    Type

    Type:

    Self-Catering

    RYDE

    5 Star barn conversion on working farm. Five bedrooms, all with ensuite bathrooms, fabulous exposed beams, floor to ceiling windows and large patio area. Open plan kitchen, lounge and dining area, sleeps 10 comfortably. Only 10 min drive from the…

    Dates

    From:
    1 Jan 2026to31 Dec 2026
  8. 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
  9. Add 16 Solent Landing to your Itinerary

    16 Solent Landing

    Type

    Type:

    Self-Catering

    BEMBRIDGE

    This utterly fabulous three bed, two-bath, exceptionally loved beachside family holiday home, suitable for 6 guests is located in the coastal development of Solent Landing in Bembridge on the East coast of the island.

    Dates

    From:
    1 Jan 2026to31 Dec 2026
  10. Seaward

    Add Seaward to your Itinerary

    Seaward

    Type

    Type:

    Self-Catering

    VENTNOR

    Seaward is a holiday home lovingly renovated to a high standard and all mod-cons provided.

    Dates

    From:
    1 Jan 2026to31 Dec 2026
  11. 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
  12. 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
  13. Add 24 Solent Landing to your Itinerary

    24 Solent Landing

    Type

    Type:

    Self-Catering

    BEMBRIDGE

    Solent Landing is a waterside development set in communal landscaped grounds with direct beach access.

    Dates

    From:
    1 Jan 2026to31 Dec 2026
  14. Add The Wight Holiday Company to your Itinerary

    The Wight Holiday Company

    Type

    Type:

    Self-Catering

    ISLANDWIDE

    As a small team we, at The Wight Holiday Company, can offer you the personal touch when it comes to helping you find the perfect self catering accommodation for your getaway to the Isle of Wight.

    Dates

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

    India Cottage

    Type

    Type:

    Self-Catering

    Ventnor

    A comfortable and cosy Grade 2 listed cottage, with private off-street parking, just a couple of minutes’ walk from Ventnor town centre and around ten minutes to Ventnor's sand and shingle beach. The cottage is ideally placed as a base to explore…

    Dates

    From:
    1 Jan 2026to31 Dec 2026
  16. Add Kemphill Barn to your Itinerary

    Kemphill Barn

    Type

    Type:

    Self-Catering

    Ryde

    Large, fully on-suite,self catering barns sleeping 10 and 12 people on working farm.

    Dates

    From:
    1 Jan 2026to31 Dec 2026
  17. Add Haviland Cottage to your Itinerary

    Haviland Cottage

    Type

    Type:

    Self-Catering

    VENTNOR

    Haviland Cottage originally built as a Coach House and Stables but has been extensively refurbished and now offers luxury accommodation with Four bedrooms, three bathrooms and a dog snug. 

    Dates

    From:
    1 Jan 2026to31 Dec 2026

    Gradings

    • 4 Visit England Stars Self Catering
    4 Visit England Stars Self Catering
  18. 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
  19. Add Hambrough House to your Itinerary

    Hambrough House

    Type

    Type:

    Self-Catering

    Ventnor

    The two apartments at Hambrough House are located just a short walk from the centre of Ventnor, the Esplanade and the beach. 

    Dates

    From:
    1 Jan 2026to31 Dec 2026
  20. Add Fernhill Barns to your Itinerary

    Fernhill Barns

    Type

    Type:

    Self-Catering

    RYDE

    A collection of 4 spacious and contemporary barn conversions sleeping up to 18.

    Dates

    From:
    1 Jan 2026to31 Dec 2026

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