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: 261

, currently showing 241 to 260.

  1. Add Lyon Court - The Garden Apartment to your Itinerary

    Lyon Court - The Garden Apartment

    Type

    Type:

    Self-Catering

    SHANKLIN

    Lyon Court is a beautiful country house in Shanklin (10 mins walk to old village and shops, 15 mins walk to Shanklin beaches) that has been converted into apartments offering self catering accommodation.

    Dates

    From:
    1 Jan 2026to31 Dec 2026
  2. Add La Belle Vie to your Itinerary

    La Belle Vie

    Type

    Type:

    Self-Catering

    VENTNOR

    Located in a quiet country lane, with lots of beautiful walks around. This stylish, modern place to stay within the countryside is perfect for a relaxing break to reconnect with loved ones.

    Dates

    From:
    1 Jan 2026to31 Dec 2026
  3. Add Therles Cottage to your Itinerary

    Therles Cottage

    Type

    Type:

    Self-Catering

    BROOK

    Therles is a detached cottage which has been furnished and equipped with care in a traditional style. It provides attractive and comfortable accommodation for 5 people.

    Dates

    From:
    1 Apr 2026to30 Oct 2026
  4. 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
  5. Add Seacliff to your Itinerary

    Seacliff

    Type

    Type:

    Self-Catering

    VENTNOR

    Period apartment offering home comforts and luxury. Floor to ceiling windows in 3 rooms offer stunning sea views. 3 double bedrooms. Large sitting room. Kitchen. 2 bathrooms. 50 foot balcony. 2 mins walk to Ventnor beach and town. Over 200 5 star…

    Dates

  6. 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:
    4 Apr 2026to1 Nov 2026
    From:
    2 Nov 2026to3 Apr 2027
  7. Add Big Domain to your Itinerary

    Big Domain

    Type

    Type:

    Self-Catering

    ISLANDWIDE

    Packed full of family-friendly attractions, and boasting one of the finest coastlines in all of the UK, the Isle of Wight is perfect for a holiday with all the family or a group of friends. Visit some of the popular coastal resorts such as Sandown,…

    Dates

    From:
    1 Jan 2026to31 Dec 2026
  8. Add Spinnakers - Fort Victoria to your Itinerary

    Spinnakers - Fort Victoria

    Type

    Type:

    Self-Catering

    Norton, YARMOUTH

    With amazing uninterrupted views over the sea in front, this cottage is a wonderful base for family or friends to explore this beautiful, unspoilt part of the island.

    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 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
  11. Add Bucks Farm Holiday Cottages to your Itinerary

    Bucks Farm Holiday Cottages

    Type

    Type:

    Self-Catering

    Shorwell, Newport

    Each of our 3 cottages is thoughtfully designed to blend rustic charm with contemporary amenities.

    Dates

  12. Add Kenmare Cottage to your Itinerary

    Kenmare Cottage

    Type

    Type:

    Self-Catering

    SHANKLIN

    Kenmare Cottage is a semi-detached period family home perfectly located to enjoy Shanklin’s beaches, the town and quaint Old Village.

    Dates

    From:
    1 Jan 2026to31 Dec 2026
  13. Add The Wight Holiday Company to your Itinerary

    The Wight Holiday Company

    Type

    Type:

    Self-Catering

    ISLANDWIDE

    As a small team we, at The Wight Holiday Company, can offer you the personal touch when it comes to helping you find the perfect self catering accommodation for your getaway to the Isle of Wight.

    Dates

    From:
    1 Jan 2026to31 Dec 2026
  14. Add Woodland Cottage - Fort Victoria to your Itinerary

    Woodland Cottage - Fort Victoria

    Type

    Type:

    Self-Catering

    Norton, YARMOUTH

    With amazing uninterrupted views over the sea in front, this cottage is a wonderful base for family or friends to explore this beautiful, unspoilt part of the island.

    Dates

    From:
    1 Jan 2026to31 Dec 2026
  15. Add National Trust Knowles Farm Holiday Cottage to your Itinerary

    National Trust Knowles Farm Holiday Cottage

    Type

    Type:

    Self-Catering

    Niton Undercliff

    At St Catherine's Point, the southern most tip of the Island, the National Trust Knowles Farm self-catering holiday cottage is in a remote and wild spot close to the lighthouse and, you'll be please to know, the foghorn is no longer used.

    Dates

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

    Woodlands

    Type

    Type:

    Self-Catering

    Seaview

    Nestled just a 5-minute stroll from picturesque beaches, the Seaview village shops, and the prestigious Sea View Yacht Club, Woodlands is your dream getaway.

    Dates

    From:
    1 Jan 2026to31 Dec 2026
  17. 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
  18. Add Ryde Cottages to your Itinerary

    Ryde Cottages

    Type

    Type:

    Self-Catering

    Ryde

    The cottages are in Monkton Street, Ryde, only a four minute walk from the seafront, ten minutes from the town centre and ideally situated for access to all parts of the island.

    Dates

    From:
    1 Jan 2026to31 Dec 2026
  19. Add The Bay Colwell Holiday Resort to your Itinerary

    Tourism For All

    Self-Assessed Accessibility Information

    The Bay Colwell Holiday Resort

    Type

    Type:

    Self-Catering

    Colwell Bay

    The Bay Colwell is situated on the beautiful west coast of the Isle of Wight and just a short stroll from the wonderful Colwell Bay beach.

    Dates

    From:
    1 Feb 2026to31 Dec 2026
    From:
    1 Jan 2027to31 Jan 2027

    Gradings

    • 4 Visit England Stars Holiday Park
    4 Visit England Stars Holiday Park
  20. Add The House at Ryde Sands to your Itinerary

    The House at Ryde Sands

    Type

    Type:

    Self-Catering

    RYDE

    Discover the ultimate island getaway at the House at Ryde Sands, a stunning beachfront holiday rental with mesmerising sea views stretching from East to West across the Solent.

    Dates

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