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

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Where:
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Isle of Wight self catering

Number of results:

Number of results: 263

, currently showing 21 to 40.

  1. Add Three Gables to your Itinerary

    Tourism For All

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    Three Gables

    Type

    Type:

    Self-Catering

    Newbridge

    Three Gables holiday home is in the centre of the small rural village of Newbridge on the western side of the Island.

    Dates

    From:
    1 Jan 2026to31 Dec 2026
  2. Add The Old Cowshed to your Itinerary

    The Old Cowshed

    Type

    Type:

    Self-Catering

    Cowes

    Set on a rare breed smallholding in Thorness, The Old Cowshed is a newly converted barn providing a peaceful escape with a little bit of luxury thrown in, any time of the year.

    Dates

    From:
    1 Jan 2026to31 Dec 2026
  3. Add Holiday Accommodation at Ventnor Botanic Garden to your Itinerary

    Holiday Accommodation at Ventnor Botanic Garden

    Type

    Type:

    Self-Catering

    St Lawrence

    Stay at Ventnor Botanic Garden, a tranquil setting, in a luxury lodge, an elegant beautifully restored Victorian cottage or charming cabins. Have a unique stay for a weekend or a week and enjoy the microclimate on the south coast of the Isle of…

    Dates

    From:
    1 Jan 2026to31 Dec 2026
  4. Add Retro Staycations to your Itinerary

    Tripadvisor Traveller Rating

    Tripadvisor Traveller Rating - from 39 review(s)from 39 review(s)

    Retro Staycations

    Type

    Type:

    Glamping

    Ashey, Ryde

    A unique glamping and traditional camping experience. Stay in an iconic American Airstream! Camping pitches and eco-pods are also available. Winners of Best Isle of Wight Campsite in the Isle of Wight Tourism Awards 2025 (Gold award) and Best Place…

    Dates

    From:
    4 Apr 2027to30 Sept 2027
  5. Add Vectis Holiday Homes to your Itinerary

    Vectis Holiday Homes

    Type

    Type:

    Self-Catering

    Shanklin

    Vectis Holiday Homes is proud to offer stylish and high quality holiday accommodation in beautiful Shanklin.

    Dates

    From:
    1 Jan 2025to31 Dec 2026
  6. Add Bermuda House to your Itinerary

    Tourism For All

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    Bermuda House

    Type

    Type:

    Self-Catering

    Ventnor

    Ideal for intergenerational families, special occasions and groups of friends. Close to the beach and town, sleeps 10 with panoramic sea views, parking, chandeliers, enormous kitchen diner, Smart TV and full-fibre Wifi.

    Dates

    From:
    1 Jan 2025to31 Dec 2026
  7. Add Strand House: The Garden Apartment to your Itinerary

    Strand House: The Garden Apartment

    Type

    Type:

    Self-Catering

    Ryde

    Strand House is part of a magnificent garden fronted Regency Villa spectacularly situated on the seafront in Ryde just over the Esplanade road from Ryde's beautiful sandy beach.

    Dates

    From:
    1 Mar 2027to25 Oct 2027
  8. Add Romany Cottage to your Itinerary

    Tourism For All

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    Romany Cottage

    Type

    Type:

    Self-Catering

    Totland Bay

    Great location, 3 bedrooms - 2 doubles and one twin bedded room. West Wight - close to Colwell Bay, walking distance to Totland Bay and a slightly longer walk to Freshwater Bay. Quiet, pretty cottage. Lots of home comforts.

    Dates

    From:
    3 Jan 2026to18 Dec 2026
    From:
    5 Jan 2026to18 Dec 2026
    From:
    6 Jan 2026to18 Dec 2026
  9. Add 6 Shanklin Manor to your Itinerary

    6 Shanklin Manor

    Type

    Type:

    Self-Catering

    SHANKLIN

    6 Shanklin Manor is a 2 bed 1st floor duplex apartment in a former Manor House, converted to a high standard. It is spacious and has a modern feel with high ceilings in the open plan kitchen, dining and living area.

  10. Add Parterre House Apartments to your Itinerary

    Tourism For All

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    Parterre House Apartments

    Type

    Type:

    Self-Catering

    Sandown

    Parterre is a beautiful detached Victorian house centrally situated in Sandown within five minutes walk of the beach, railway station, buses, shops, restaurants, entertainment's and the Heights Leisure Centre. Ample parking within the grounds.

    Dates

    From:
    1 Apr 2027to1 Nov 2027
  11. 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
  12. Add Appley Lodge B&B and Self Catering to your Itinerary

    Tourism For All

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    Appley Lodge B&B and Self Catering

    Type

    Type:

    Guest House

    Shanklin

    If you’re looking for a welcoming and comfortable place to stay on the Isle of Wight, Appley Lodge Bed & Breakfast and Self Catering offers the perfect base for exploring the Isle of Wight. Located in Shanklin, minutes away from the beautiful…

    Dates

    From:
    9 Mar 2027to1 Nov 2027
  13. 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
  14. 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
  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 Holidaycottages.co.uk to your Itinerary

    Holidaycottages.co.uk

    Type

    Type:

    Self-Catering

    VARIOUS

    Holidaycottages.co.uk has been established for over 25 years, offering award-winning customer services and a selection of holiday cottages across the UK, including over 130 across the Isle of Wight. 

    Dates

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

    Tara

    Type

    Type:

    Self-Catering

    VENTNOR

    Overlooking Ventnor Bay and close to the spectacular St Boniface Downs, Tara is a stunning coastal retreat. With its elevated position and private garden, this detached cottage makes for the perfect escape close to the sea.

    Dates

    From:
    1 Jan 2026to31 Dec 2026
  18. 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
  19. Add The Sea House to your Itinerary

    The Sea House

    Type

    Type:

    Self-Catering

    SEAVIEW

    This wonderful, newly refurbished beach house is large and comfortable and sleeps 12 in five spacious bedrooms.

    Dates

    From:
    1 Jan 2026to31 Dec 2026
  20. Add Shalfleet Manor to your Itinerary

    Shalfleet Manor

    Type

    Type:

    Self-Catering

    NEWPORT

    Shalfleet Manor is situated on the edge of Newtown Estuary, a designated National Nature Reserve, and home to fabulous birdwatching, canoeing and paddle-boarding.

    Dates

    From:
    1 Jan 2026to31 Dec 2026

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