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…

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 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…

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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: 262

, currently showing 41 to 60.

  1. Add The Hartlands to your Itinerary

    The Hartlands

    Type

    Type:

    Self-Catering

    SHANKLIN

    The Hartlands is a delightful Victorian Autism Friendly Holiday centre situated on the South Coast in Shanklin in the beautiful and tranquil Isle of Wight.

    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 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
  4. 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
  5. 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
  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 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
  8. 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
  9. Add Fort View Totland to your Itinerary

    Fort View Totland

    Type

    Type:

    Self-Catering

    Totland

    Fort View is a lovely 4 bedroom house with beautiful sea views across the Solent from the upstairs balcony.

    Dates

    From:
    1 Jan 2026to31 Dec 2026
  10. 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
  11. Add Pink Beach Cottage to your Itinerary

    Pink Beach Cottage

    Type

    Type:

    Self-Catering

    ST HELENS

    Pink Beach Cottage is a bright, airy and comfortable detached 2 bedroom cottage with a mature garden and off street parking, situated close to the village greens and beaches in St Helens as well as the village shop which has a welcoming feel with a…

    Dates

    From:
    1 Jan 2026to31 Dec 2026
  12. Add Seascape to your Itinerary

    Seascape

    Type

    Type:

    Self-Catering

    VENTNOR

    Seascape is a modern two-bedroom, ground floor apartment, located in the popular Victorian coastal town of Ventnor on the south coast of the Isle of Wight. The apartment has amazing views through the large windows, along the coastline towards…

    Dates

    From:
    1 Jan 2026to31 Dec 2026
  13. 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
  14. 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
  15. Add Sykes Holiday Cottages to your Itinerary

    Sykes Holiday Cottages

    Type

    Type:

    Self-Catering

    VARIOUS

    Enjoy the holiday of a lifetime and stay in one of our lovely, hand-picked properties on the Isle of Wight. We have something for everyone, whether you are looking for a cosy cottage for two tucked away in beautiful surroundings or a large home with…

    Dates

    From:
    1 Jan 2026to31 Dec 2026
  16. 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
  17. 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
  18. Add BayVue Apartment and Apartment 7, The Bay House to your Itinerary

    BayVue Apartment and Apartment 7, The Bay House

    Type

    Type:

    Self-Catering

    Shanklin

    Stay in stylish sea-view duplex apartments in Shanklin that offers modern comforts, private balconies or terraces, excellent facilities and an ideal location near the beach, Old Village and attractions.

    Dates

    From:
    1 Mar 2026to31 Oct 2026
  19. 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
  20. 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

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