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 Goodalls to your Itinerary

    Goodalls

    Type

    Type:

    Self-Catering

    CHALE

    Beautifully appointed with charming and traditional furnishings throughout, this homely abode presents guests with the ultimate setting for a relaxing family retreat to the Isle of Wight.

    Dates

    From:
    1 Jan 2026to31 Dec 2026
  2. Add Firefly House, Cowes to your Itinerary

    Firefly House, Cowes

    Type

    Type:

    Self-Catering

    COWES

    Firefly House is a 4 bedroom luxury Victorian house with 2 parking spaces, just a few minutes walk from the historic town centre, waterfront and marinas of Cowes, home of UK yacht racing, and gateway to the Isle of Wight.

    Dates

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

    The Seascape

    Type

    Type:

    Self-Catering

    Shanklin

    Located in the exclusive Luccombe area of Shanklin, The Seascape is a luxurious ground floor apartment offering sweeping views over Sandown Bay

    Dates

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

    York Cottage

    Type

    Type:

    Self-Catering

    COWES

    Welcome to York Cottage, a beautifully styled coastal-inspired retreat perfectly positioned in the vibrant heart of Cowes. Light, airy, and thoughtfully designed, this charming home offers a quick, smart, and easy-to-navigate layout, making it…

    Dates

    From:
    1 Jan 2026to31 Dec 2026
  5. Add Cosy Cottage to your Itinerary

    Cosy Cottage

    Type

    Type:

    Self-Catering

    FRESHWATER

    Situated in Freshwater on the Isle of Wight, set in two acres of beautiful gardens sat back from the road, Cosy Cottage is a hidden gem of tranquillity on the West Wight.

    Dates

  6. 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
  7. 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
  8. 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
  9. Add Middle Barn Farm to your Itinerary

    Middle Barn Farm

    Type

    Type:

    Self-Catering

    SANDOWN

    Two beautifully presented and charming countryside cottages set in the heart of the Arreton Valley.

    Dates

    From:
    1 Apr 2027to31 Oct 2027
  10. 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
  11. Add Clevelands Country House to your Itinerary

    Clevelands Country House

    Type

    Type:

    Self-Catering

    Wroxall

    Clevelands Country House is a spacious Victorian home in the village of Wroxall on the Isle of Wight’s south side. Set along a quiet country lane and surrounded by rolling countryside, it provides a peaceful and comfortable base for larger family…

    Dates

    From:
    1 Jan 2024to31 Dec 2027
  12. Add Pinkmead Estate and Vineyard to your Itinerary

    Pinkmead Estate and Vineyard

    Type

    Type:

    Self-Catering

    NEWPORT

    Pinkmead Estate & Vineyard is an incredibly unique holiday residency and one of a kind in terms of boutique self catering.

    Dates

    From:
    1 Jan 2026to31 Dec 2026
  13. 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

  14. Add Yachtsman's Tower to your Itinerary

    Yachtsman's Tower

    Type

    Type:

    Self-Catering

    NEWPORT

    Approximately a mile downstream of the world renowned sailing town of Cowes is the tranquil sailing marina; Island Harbour This unique, tranquil river valley is the perfect retreat for an Isle of Wight getaway.

    Dates

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

    Tourism For All

    Self-Assessed Accessibility Information

    Rossiters

    Type

    Type:

    Self-Catering

    Wellow, Yarmouth

    Rossiters is a family run, pet friendly, boutique self catering holiday accommodation in Wellow on the West Wight and close to Yarmouth.

    Dates

    From:
    1 Jan 2026to31 Dec 2026
  16. 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
  17. Add Bay View to your Itinerary

    Bay View

    Type

    Type:

    Self-Catering

    St Lawrence, VENTNOR

    This amazingly positioned chalet style house is a brilliant choice for a large family or group of friends as it has 4 bedrooms and sleeps up to 8 people. With French doors leading on to the wrapped around decking and a large south facing garden, an…

    Dates

    From:
    1 Jan 2026to31 Dec 2026
  18. Add The Pink Door Holiday Seaside Holiday Home to your Itinerary

    The Pink Door Holiday Seaside Holiday Home

    Type

    Type:

    Self-Catering

    VENTNOR

    Beautiful Seaside Holiday Home located on the door step of Ventnor and Bonchurch.

    Dates

  19. Add The Mission to your Itinerary

    The Mission

    Type

    Type:

    Self-Catering

    Chale

    The Mission offers an ideal retreat for groups of family and friends looking to spend quality time together in a relaxed and welcoming setting. Designed for comfort, sociability and fun, it’s a place where guests of all ages can truly switch off and…

    Dates

    From:
    1 Jan 2026to31 Dec 2026
  20. 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

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