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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Add Room / Unit

Isle of Wight self catering

Number of results:

Number of results: 275

, currently showing 221 to 240.

  1. 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

  2. Add Fort View Totland to your Itinerary

    Fort View Totland

    Type

    Type:

    Self-Catering

    Totland

    Fort View is a lovely 4 bedroom house with beautiful sea views across the Solent from the upstairs balcony.

    Dates

    From:
    1 Jan 2026to31 Dec 2026
  3. Add Clarence House Holiday Apartments to your Itinerary

    Clarence House Holiday Apartments

    Type

    Type:

    Self-Catering

    VENTNOR

    4 luxurious "Boutique Styled" holiday apartments in the heart of Ventnor with stunning views over Ventnor Park

    Dates

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

    Bella Holiday Cottage

    Type

    Type:

    Self-Catering

    NEWPORT

    Discover Bella Cottage, perfect for families, walkers, cyclists and those looking for a quiet break away.

    Dates

    From:
    3 Jan 2026to28 Feb 2026
    From:
    1 Mar 2026to31 Oct 2026
    From:
    1 Nov 2026to20 Dec 2026
    From:
    21 Dec 2026to2 Jan 2027
  5. Add Clock House Cottage to your Itinerary

    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
  6. Add Seascape to your Itinerary

    Seascape

    Type

    Type:

    Self-Catering

    VENTNOR

    Seascape is a modern two-bedroom, ground floor apartment, located in the popular Victorian coastal town of Ventnor on the south coast of the Isle of Wight. The apartment has amazing views through the large windows, along the coastline towards…

    Dates

    From:
    1 Jan 2026to31 Dec 2026
  7. Add Old Bank End Farm to your Itinerary

    Old Bank End Farm

    Type

    Type:

    Self-Catering

    VENTNOR

    Hidden on the south coast of the Island, in an idylic location with fantastic sea views.

    Dates

    From:
    1 Jan 2026to31 Dec 2026
  8. Add Kemphill Barn to your Itinerary

    Kemphill Barn

    Type

    Type:

    Self-Catering

    Ryde

    Large, fully on-suite,self catering barns sleeping 10 and 12 people on working farm.

    Dates

    From:
    1 Jan 2026to31 Dec 2026
  9. 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
  10. Add Cornerstone Apartments to your Itinerary

    Cornerstone Apartments

    Type

    Type:

    Self-Catering

    VENTNOR

    Cornerstone Garden Apartments are part of a very grand Victorian house. Walking distance to Ventnor and Bonchurch and beaches. Access to garden, BBQ. Ideal for families and couples. Dog walkers welcome. Seaviews from garden. Off road parking.

    Dates

    From:
    1 Jan 2026to31 Dec 2026
  11. Add Loreto to your Itinerary

    Loreto

    Type

    Type:

    Self-Catering

    FRESHWATER

    A 4 Star self catering holiday cottage, sleeps 4, located in an Isle of Wight National Landscape (formerly known as Area of Outstanding Natural Beauty) in West Wight.  Reservations via the online booking service at cottages.com

    Dates

    From:
    1 Jan 2026to31 Dec 2026
  12. Add Ashmead Cottage to your Itinerary

    Ashmead Cottage

    Type

    Type:

    Self-Catering

    TOTLAND BAY

    Ashmead Cottage has been thoughtfully decorated throughout offering three lovely bedrooms and two modern bathrooms.

    Dates

    From:
    1 Jan 2026to31 Dec 2026
  13. Add India Cottage to your Itinerary

    India Cottage

    Type

    Type:

    Self-Catering

    Ventnor

    A comfortable and cosy Grade 2 listed cottage, with private off-street parking, just a couple of minutes’ walk from Ventnor town centre and around ten minutes to Ventnor's sand and shingle beach. The cottage is ideally placed as a base to explore…

    Dates

    From:
    1 Jan 2026to31 Dec 2026
  14. Add SeaviewsinRyde to your Itinerary

    SeaviewsinRyde

    Type

    Type:

    Self-Catering

    RYDE

    Large pet-friendly house on three floors with a semi-contained ground floor annex.  Ideal for multigenerational or multiple families or just for escaping the teenagers. 

    Dates

    From:
    1 Jan 2026to31 Dec 2026
  15. 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
  16. 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
  17. Add 16 Solent Landing to your Itinerary

    16 Solent Landing

    Type

    Type:

    Self-Catering

    BEMBRIDGE

    This utterly fabulous three bed, two-bath, exceptionally loved beachside family holiday home, suitable for 6 guests is located in the coastal development of Solent Landing in Bembridge on the East coast of the island.

    Dates

    From:
    1 Jan 2026to31 Dec 2026
  18. Add Lisle Combe Cottage to your Itinerary

    Lisle Combe Cottage

    Type

    Type:

    Self-Catering

    St Lawrence, VENTNOR

    Self catering cottage sleeping up to 6 people on the south coast of the Island with spectacular sea views.

    Dates

    From:
    1 Jan 2026to31 Dec 2026
  19. Add Royal Marine House to your Itinerary

    Royal Marine House

    Type

    Type:

    Self-Catering

    VENTNOR

    Three architect designed luxury apartments. Royal Marine House is situated in a south facing prime location overlooking Ventnor beach and has stunning elevated sea views.

    Dates

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

    Delaware Cottage

    Type

    Type:

    Self-Catering

    Yarmouth

    Escape to the coast and unwind at Delaware, a charming cottage nestled near the shoreline in Yarmouth on the Isle of Wight.

    Dates

    From:
    1 Jan 2026to31 Dec 2026

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