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 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…

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…

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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: 263

, currently showing 41 to 60.

  1. 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
  2. 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
  3. Add Hackney Stable Cottage to your Itinerary

    Hackney Stable Cottage

    Type

    Type:

    Self-Catering

    NEWPORT

    Built of Isle of Wight chalk and brick, this delightful cottage dates back to 1761 and is situated in lovely countryside on an attractive farm at Merstone. Close by you will find the picturesque village of Godshill, and the sandy beaches of Sandown,…

    Dates

    From:
    1 Jan 2026to31 Dec 2026
  4. Add Hill Croft Cottage to your Itinerary

    Tourism For All

    Self-Assessed Accessibility Information

    Hill Croft Cottage

    Type

    Type:

    Self-Catering

    Niton Undercliff, Ventnor

    Hill Croft Cottage, located in an Area of Outstanding Natural Beauty in Niton Undercliff at the southern tip of the Island.

    Dates

    From:
    28 Feb 2026to12 Dec 2026
  5. 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
  6. 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

  7. 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 2027to31 Oct 2027
  8. Add Parley House, Cowes to your Itinerary

    Parley House, Cowes

    Type

    Type:

    Self-Catering

    Cowes

    Parley House is a spacious four-bedroom Victorian holiday home in Cowes, offering a comfortable and convenient base for families, groups of friends and sailing crews visiting the Isle of Wight.

    Dates

    From:
    1 Jan 2026to31 Dec 2026
  9. Add Somerton Farm Holiday Cottage to your Itinerary

    Somerton Farm Holiday Cottage

    Type

    Type:

    Self-Catering

    Cowes

    Somerton Farm Holiday Cottage is located on the outskirts the beautiful yachting town of Cowes on the Isle of Wight.  Somerton Farm Holiday Cottage offers spacious, family and dog friendly accommodation.

    Dates

    From:
    1 Jan 2026to31 Dec 2026
  10. Add St Marys Road to your Itinerary

    St Marys Road

    Type

    Type:

    Self-Catering

    COWES

    Recently renovated 3 bedroom cottage sleeping up to 6 guests.

    Dates

    From:
    1 Jan 2026to31 Dec 2026
  11. 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
  12. Add Grants Cottage to your Itinerary

    Grants Cottage

    Type

    Type:

    Self-Catering

    CALBOURNE

    Grants Cottage is a gorgeous, quintessential ‘chocolate box’ eighteenth century Listed thatched cottage in the heart of the pretty West Wight village of Calbourne.

    Dates

    From:
    1 Jan 2026to31 Dec 2026
  13. 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
  14. 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
  15. Add No 1 Sovereign's Gate Osborne to your Itinerary

    No 1 Sovereign's Gate Osborne

    Type

    Type:

    Self-Catering

    EAST COWES

    Nos 1 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
  16. Add Loreto to your Itinerary

    Loreto

    Type

    Type:

    Self-Catering

    FRESHWATER

    A 4 Star self catering holiday cottage, sleeps 4, located in an Isle of Wight National Landscape (formerly known as Area of Outstanding Natural Beauty) in West Wight.  Reservations via the online booking service at cottages.com

    Dates

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

    Greystone Cottage

    Type

    Type:

    Self-Catering

    BROOK

    Greystone Cottage is a much sought after beachside property within walking distance to Compton Bay. The cottage is set within an Isle of Wight National Landscape (formerly known as Area of Outstanding Natural Beauty) and has panoramic views of the…

    Dates

    From:
    1 Jan 2025to31 Dec 2026
  18. Add 8 Old School Mews to your Itinerary

    8 Old School Mews

    Type

    Type:

    Self-Catering

    SHANKLIN

    8 Old School Mews is a striking period conversion in a former school dating back to 1883, with characterful features.  It is in a very quiet secluded position in a development of 14 homes.  Only minutes away from the Coastal Path and beaches.  The…

    Dates

    From:
    1 Jan 2026to31 Dec 2026

    Gradings

    • Visitor Ready Accredited by VisitEngland
    Visitor Ready Accredited by VisitEngland
  19. 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:
    2 Nov 2026to3 Apr 2027
    From:
    4 Apr 2027to1 Nov 2027
  20. 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

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