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:
Keyword:
Arrival Date:
Add Room / Unit

Isle of Wight self catering

Number of results:

Number of results: 263

, currently showing 61 to 80.

  1. 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
  2. Add Houseboat Islay to your Itinerary

    Houseboat Islay

    Type

    Type:

    Self-Catering

    Bembridge

    If you are looking for something a little different for your break on the Isle of Wight why not rent a houseboat? With ever changing views and the to-ing and fro-ing of boats in the harbour, the constantly changing vista from Houseboat Islay’s deck…

    Dates

  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 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
  5. Add Grange Farm Brighstone Bay to your Itinerary

    Grange Farm Brighstone Bay

    Type

    Type:

    Camping & Caravan Site

    BRIGHSTONE

    We are a small family run working farm. One of the few unspoilt non-commercialised coastal sites with unpolluted sea air, situated on the beautiful south-western coast, with easy access to a sandy beach and picturesque views.

    Dates

    From:
    1 Mar 2026to31 Oct 2026

    Gradings

    • 4 AA Stars Camping & Caravan Site
    4 AA Stars Camping & Caravan Site
  6. Add Bagwich House Holiday Cottages to your Itinerary

    Bagwich House Holiday Cottages

    Type

    Type:

    Self-Catering

    Godshill

    Bagwich House Holiday Cottages is surrounded by countryside in Godshill providing the perfect location for a relaxing rural escape.

    Dates

    From:
    1 Jan 2026to31 Dec 2026
  7. Add Tower Barn Cottage to your Itinerary

    Tower Barn Cottage

    Type

    Type:

    Self-Catering

    RYDE

    Stay at Tower Barn Cottage a Grade II listed, historic property in Ryde and is located near to sandy beaches and the town.

    Dates

    From:
    1 Jan 2026to31 Dec 2026
  8. Add National Trust The Old Club House Holiday Cottage to your Itinerary

    National Trust The Old Club House Holiday Cottage

    Type

    Type:

    Self-Catering

    ST HELENS

    A wooden chalet once the clubhouse for the Royal Isle of Wight Golf Links, now a National Trust self-catering holiday cottage in St Helens on the Isle of Wight.

    Dates

    From:
    1 Jan 2026to31 Dec 2026
  9. Add National Trust Wydcombe Holiday Cottage to your Itinerary

    National Trust Wydcombe Holiday Cottage

    Type

    Type:

    Self-Catering

    WHITWELL

    Former farm cottage, Wydcombe Cottage, is located in a picturesque and peaceful valley surrounded by fields in Whitwell, South of the Island.

    Dates

    From:
    1 Jan 2026to31 Dec 2026
  10. Add Sea Shells by the Beach to your Itinerary

    Sea Shells by the Beach

    Type

    Type:

    Self-Catering

    BONCHURCH

    Luxury seafront 5 star self-catering holiday cottage in beautiful Bonchurch.

    Dates

    From:
    1 Feb 2026to31 Dec 2026
  11. Add St Davids to your Itinerary

    St Davids

    Type

    Type:

    Self-Catering

    YARMOUTH

    Luxury self-catering property with coastal views, situated on the outskirts of Yarmouth.

    Dates

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

    Fernhill Barns

    Type

    Type:

    Self-Catering

    RYDE

    A collection of 4 spacious and contemporary barn conversions sleeping up to 18.

    Dates

    From:
    1 Jan 2026to31 Dec 2026
  13. Add National Trust Chert and Little Chert Holiday Cottages to your Itinerary

    National Trust Chert and Little Chert Holiday Cottages

    Type

    Type:

    Self-Catering

    VENTNOR

    National Trust Chert and Little Chert self-catering holiday cottages are distinctive and quirky 1970s houses less than a mile from the sea.

    Dates

    From:
    1 Jan 2026to31 Dec 2026
  14. Add Boniface Cliff Villa to your Itinerary

    Tourism For All

    Self-Assessed Accessibility Information

    Boniface Cliff Villa

    Type

    Type:

    Self-Catering

    SHANKLIN

    Spacious villa with many beautiful Edwardian features but in a modern, comfortable setting. 

    Dates

    From:
    1 Jan 2026to31 Dec 2026
  15. Add Ocean Deck Apartment to your Itinerary

    Ocean Deck Apartment

    Type

    Type:

    Self-Catering

    SHANKLIN

    Stunning ground floor apartment with beautiful views overlooking the country garden and coastline. Sleeps four to six with two bedrooms and two bathrooms. Children and babies welcome.

    Dates

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

    Snaptrip

    Type

    Type:

    Self-Catering

    ISLANDWIDE

    Home to the largest collection of self-catering accommodation on the Isle of Wight, Snaptrip is a trusted marketplace for holiday cottages online.

    Dates

    From:
    1 Jan 2026to31 Dec 2026
  17. 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
  18. Add Wight Locations Ltd to your Itinerary

    Wight Locations Ltd

    Type

    Type:

    Self-Catering

    Seaview

    Wight Locations (now part of Classic Cottages) has a collection of self-catering holiday homes across the Isle of Wight. From the charming seaside village of Seaview to the cosmopolitan sailing town of Cowes, our holiday cottages are located across…

    Dates

    From:
    1 Jan 2026to31 Dec 2026
  19. 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
  20. Add Stag Cottage to your Itinerary

    Stag Cottage

    Type

    Type:

    Self-Catering

    Godshill, VENTNOR

    This gorgeous barn conversion in Godshill offers bright accommodation in a picturesque rural setting with plenty of walks and trails for exploring the stunning countryside.

    Dates

    From:
    1 Jan 2026to31 Dec 2026

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