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 41 to 60.

  1. Add Art Deco House UK to your Itinerary

    Tourism For All

    Self-Assessed Accessibility Information

    Art Deco House UK

    Type

    Type:

    Self-Catering

    Shanklin

    Art Deco House UK offers luxury self catering family holiday accommodation for 16+ people in the style of the 1930s and 1940's. Step back in time and enjoy the glamour of the Charleston era, in this house which has been lovingly restored to its…

    Dates

    From:
    1 Jan 2026to31 Dec 2026

    Gradings

    • Visitor Ready Accredited by VisitEngland
    Visitor Ready Accredited by VisitEngland
  2. 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
  3. 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
  4. Add Rookley Farm Lodge to your Itinerary

    Rookley Farm Lodge

    Type

    Type:

    Self-Catering

    ROOKLEY

    Rookley Farm Lodge is a spacious, comfortable, five bedroom house, with use of swimming pool and tennis court. Set in beautiful downland countryside in the centre of the Isle of Wight.

    Dates

    From:
    1 Jan 2026to31 Dec 2026
  5. 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
  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 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
  8. 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
  9. 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
  10. Add Clock House Cottage to your Itinerary

    Tourism For All

    Self-Assessed Accessibility Information

    Clock House Cottage

    Type

    Type:

    Self-Catering

    BROOK

    Situated in the delightful hamlet of brook, an area of national trust protected area of Isle of Wight National Landscape (formerly known as Area of Outstanding Natural Beauty) and as such boasts some of the most captivating views the island has to…

    Dates

    From:
    1 Jan 2026to31 Dec 2026
  11. 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
  12. 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
  13. 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
  14. 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

  15. Add Waterlodges at Yarmouth Harbour to your Itinerary

    Waterlodges at Yarmouth Harbour

    Type

    Type:

    Alternative Accommodation

    Yarmouth

    Waterlodges at Yarmouth Harbour offer a comfortable and peaceful retreat, with stunning views of the Solent and easy access to the charming town of Yarmouth.

    Dates

    From:
    1 Jan 2026to31 Dec 2026
  16. Add The Lookout to your Itinerary

    The Lookout

    Type

    Type:

    Self-Catering

    SEAVIEW

    The Lookout is a 4 bedroom house in Seaview village with stunning views to the east and west of the Solent.

    Dates

    From:
    1 Jan 2026to31 Dec 2026
  17. 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

  18. Add Houseboat Gypsy Queen (Oystercatcher) to your Itinerary

    Houseboat Gypsy Queen (Oystercatcher)

    Type

    Type:

    Self-Catering

    Bembridge

    Oystercatcher Set in picturesque Bembridge Harbour with far reaching views out to the Solent, Oystercatcher is a luxurious houseboat, beautifully furnished and just waiting to welcome you on board. As the tide ebbs and flows you can watch the…

    Dates

    From:
    1 Apr 2026to31 Oct 2026
  19. 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
  20. Add Compton Grange to your Itinerary

    Compton Grange

    Type

    Type:

    Self-Catering

    BROOK

    Compton Grange is a stunning seaside property nestled on the south coast of the Isle of Wight, known for its natural beauty and pristine beaches. This spacious vacation rental sleeps up to eight guests and benefits from three bathrooms, making it a…

    Dates

    From:
    1 Jan 2026to31 Dec 2026

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