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…

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…

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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: 261

, currently showing 121 to 140.

  1. 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
  2. Add Upper Chine Holiday Cottages & Apartments to your Itinerary

    Upper Chine Holiday Cottages & Apartments

    Type

    Type:

    Self-Catering

    SHANKLIN

    Enjoy a luxury self catering holiday in the Old Village of Shanklin in one of our 10 individually designed cottages or 6 spacious modern apartments, all beautifully equipped to a very high standard with a patio or balcony.

    Dates

    From:
    1 Jan 2026to31 Dec 2026
  3. Add Appley Lodge B&B and Self Catering to your Itinerary

    Tourism For All

    Self-Assessed Accessibility Information

    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 2026to1 Nov 2026
  4. Knighton Gorges

    Add Knighton Gorges to your Itinerary

    Knighton Gorges

    Type

    Type:

    Self-Catering

    NEWCHURCH

    Self catering house.

    Dates

    From:
    1 Jan 2026to31 Dec 2026

    Gradings

    • 4 Visit England Stars Self Catering
    4 Visit England Stars Self Catering
  5. Add Maytime Cottage to your Itinerary

    Maytime Cottage

    Type

    Type:

    Self-Catering

    VENTNOR

    Maytime Cottage offers very spacious high quality self-catering accommodation for up to five people and includes a modern kitchen, two Shower rooms 2 W/C's 3 reception rooms and 3 bedrooms, a south facing patio, enclosed back garden with lovely…

    Dates

    From:
    1 Jan 2026to31 Dec 2026

    Gradings

    • 4 Visit England Stars Self Catering
    4 Visit England Stars Self Catering
  6. 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

  7. 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

  8. Add Baltija (Island Holiday Homes) to your Itinerary

    Baltija (Island Holiday Homes)

    Type

    Type:

    Self-Catering

    VENTNOR

    Baltija enjoys good sized accommodation arranged on one level and is situated in the heart of the beautiful St Lawrence Undercliffe and enjoys some sea views.

    Dates

    From:
    1 Jan 2026to31 Dec 2026
  9. Add The Stable and Barn at Buddle Place to your Itinerary

    The Stable and Barn at Buddle Place

    Type

    Type:

    Self-Catering

    Niton

    Buddle Place, near St Catherine’s Lighthouse on the Isle of Wight, offers stylish self-catering stays in The Stable (sleeps 6) and The Barn (sleeps 4). Surrounded by National Landscape, it’s ideal for coastal walks, wildlife, nearby beaches, and…

    Dates

    From:
    1 Jan 2026to31 Dec 2026
  10. Add Red Barn Holidays to your Itinerary

    Red Barn Holidays

    Type

    Type:

    Self-Catering

    Rookley, Ventnor

    Luxury self-catering barn conversion for disabled visitors.

    Dates

    From:
    1 Jan 2026to31 Dec 2026
  11. Add Wightsands Holiday Let to your Itinerary

    Wightsands Holiday Let

    Type

    Type:

    Self-Catering

    RYDE

    2 quality, detached holiday lets just a 4 minutes stroll from a soft, sandy beach at Appley. Childrens toy filled playden in private garden, off road parking and free wifi.

    Dates

    From:
    1 Jan 2026to31 Dec 2026
  12. Add Into the Woods to your Itinerary

    Into the Woods

    Type

    Type:

    Static Units

    WOOTTON

    Into the Woods offers unique, cosy and exciting accommodation in the woods - a fabulous Treehouse;  or our new Shepherd's Hideaway - both for 2-6 guests.

    Dates

    From:
    1 Jan 2026to31 Dec 2026
  13. 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
  14. Add The Cottage at Great East Standen Manor to your Itinerary

    The Cottage at Great East Standen Manor

    Type

    Type:

    Self-Catering

    NEWPORT

    Thatched Medieval award winning holiday cottage.

    Dates

    From:
    1 Jan 2026to31 Dec 2026
  15. Add Wight Isle Bell Tents to your Itinerary

    Wight Isle Bell Tents

    Type

    Type:

    Glamping

    ISLANDWIDE

    Wight Isle Bell Tents supply beautiful tents across the Isle of Wight, you can experience the fun of camping without compromising on comfort.

    Dates

    From:
    1 Jan 2026to31 Dec 2026
  16. 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
  17. 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
  18. Add National Trust Rose Cottage to your Itinerary

    National Trust Rose Cottage

    Type

    Type:

    Self-Catering

    Mottistone

    Built from Island stone, with roses winding up the front door, the National Trust self-catering holiday cottage lies behind the church in Mottistone village.

    Dates

    From:
    1 Jan 2026to31 Dec 2026
  19. 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
  20. Add Haven Hideaway to your Itinerary

    Tourism For All

    Self-Assessed Accessibility Information

    Haven Hideaway

    Type

    Type:

    Self-Catering

    COWES

    A really stunning, almost ‘new 300 year old town house and holiday home is located in the heart of Cowes, and is a perfect base for exploring the Isle of Wight.

    Dates

    From:
    1 Jan 2026to31 Dec 2026

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