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…

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…

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…

Search Self-Catering

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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: 274

, currently showing 181 to 200.

  1. Add Red Butt to your Itinerary

    Red Butt

    Type

    Type:

    Self-Catering

    FRESHWATER

    This recently refurbished 3 bedroom Victorian house is situated in Freshwater, Isle of Wight.

    Dates

    From:
    1 Jan 2026to31 Dec 2026
  2. Add Grange Farm Cottages to your Itinerary

    Tourism For All

    Self-Assessed Accessibility Information

    Grange Farm Cottages

    Type

    Type:

    Self-Catering

    WOOTTON

    Red Squirrel Lodge and The Coach House are both located on Grange Farm. The farm is situated on the outskirts of Wootton village close to both Red Funnel and Wightlink ferries and it's on a bus route. Ideal for walkers, cyclists and birdwatchers.…

    Dates

    From:
    1 Jan 2026to31 Dec 2026
  3. Add The Old School Hall to your Itinerary

    The Old School Hall

    Type

    Type:

    Self-Catering

    SHANKLIN

    The Old School Hall sleeps 6 and is located in a quiet and peaceful location but still within walking distance of the beaches, and many cafes and restaurants in Shanklin.

    Dates

    From:
    1 Jan 2026to31 Dec 2026
  4. 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
  5. Add Dolphin Cottage to your Itinerary

    Tourism For All

    Self-Assessed Accessibility Information

    Dolphin Cottage

    Type

    Type:

    Self-Catering

    BEMBRIDGE

    Whether you seek tranquillity or adventure, this luxury holiday home in Bembridge, Isle of Wight, is the perfect haven for a memorable holiday. From its stylish interiors to its prime location near the beach and village centre, it promises an…

    Dates

    From:
    1 Jan 2026to31 Dec 2026
  6. Add Lyon Court -  The Cedar Apartment to your Itinerary

    Lyon Court - The Cedar 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
  7. Add The Sea House to your Itinerary

    The Sea House

    Type

    Type:

    Self-Catering

    SEAVIEW

    This wonderful, newly refurbished beach house is large and comfortable and sleeps 12 in five spacious bedrooms.

    Dates

    From:
    1 Jan 2026to31 Dec 2026
  8. Add Groves Cottage to your Itinerary

    Groves Cottage

    Type

    Type:

    Self-Catering

    Newchurch

    Groves Cottage is situated in the delightful village of Newchurch, these detached holiday homes offer ideal family accommodation, each peacefully located with an enclosed garden.

    Dates

    From:
    1 Jan 2026to31 Dec 2026
  9. Add Spring Gardens to your Itinerary

    Tourism For All

    Self-Assessed Accessibility Information

    Spring Gardens

    Type

    Type:

    Self-Catering

    SHANKLIN

    Welcome to our beautiful family home in the charming coastal town of Shanklin! This spacious and inviting house is the perfect retreat for one or two families of up to 8 guests looking for a relaxing and comfortable holiday. We also have the option…

    Dates

    From:
    1 Jan 2026to31 Dec 2026
  10. Add 1 Royal Cliff Apartments to your Itinerary

    1 Royal Cliff Apartments

    Type

    Type:

    Self-Catering

    Sandown

    A stunning apartment situated in landscaped gardens within a secluded contemporary development which enjoys panoramic sea views from an enviable cliff top position. Access the beautiful sandy shores of Sandown and Lake within just half a mile in…

    Dates

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

    Houseboat Eleuthera

    Type

    Type:

    Self-Catering

    BEMBRIDGE

    Nestled in the centre of the picturesque Bembridge Harbour, lies Houseboat Eleuthera. With stunning, uninterrupted views across the harbour, Eleuthera is affectionately referred to by her owners as "Ele". 

    Dates

    From:
    1 Jan 2026to31 Dec 2026
  12. 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
  13. Add 2 The Granary to your Itinerary

    2 The Granary

    Type

    Type:

    Self-Catering

    Brighstone

    Charming Grade II listed Isle of Wight holiday cottage beside quiet lane on edge of pretty village of Brighstone, 1/2 mile from sea

    Dates

    From:
    1 Jan 2026to31 Dec 2026

    Gradings

    • Visitor Ready Accredited by VisitEngland
    Visitor Ready Accredited by VisitEngland
  14. Add Calico Skies to your Itinerary

    Calico Skies

    Type

    Type:

    Self-Catering

    NEWPORT

    Nestled in the tranquil setting of Island Harbour Marina, Calico Skies is a beautifully designed retreat offering waterfront views, modern comforts, and direct access to one of the Isle of Wight’s most sought-after boating locations. Whether you're…

    Dates

    From:
    1 Jan 2026to31 Dec 2026
  15. Add Serene at Ryde to your Itinerary

    Tourism For All

    Self-Assessed Accessibility Information

    Serene at Ryde

    Type

    Type:

    Self-Catering

    RYDE

    Serene at Ryde is a luxury 1 bedroom apartment with fantastic sea views over to Portsmouth.

    Dates

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

    Santa Maria

    Type

    Type:

    Self-Catering

    HAVENSTREET

    A well-presented semi-detached bungalow situated in the beautiful rural village of Havenstreet, just outside Ryde on the Isle of Wight.

    Dates

    From:
    1 Jan 2026to31 Dec 2026
  17. Add 8 Old School Mews to your Itinerary

    8 Old School Mews

    Type

    Type:

    Self-Catering

    SHANKLIN

    8 Old School Mews is a striking period conversion in a former school dating back to 1883, with characterful features.  It is in a very quiet secluded position in a development of 14 homes.  Only minutes away from the Coastal Path and beaches.  The…

    Dates

    From:
    1 Jan 2026to31 Dec 2026
  18. Add Carlton Cottage Cowes to your Itinerary

    Carlton Cottage Cowes

    Type

    Type:

    Self-Catering

    WEST COWES

    A self catering cottage built in 2013. Only steps from the beach and a 10 minute walk along the Esplanade to the centre of Cowes. 3 bedrooms, sleeps 6/7.

    Dates

    From:
    1 Jan 2026to31 Dec 2026
  19. 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
  20. Add St Marys Road to your Itinerary

    St Marys Road

    Type

    Type:

    Self-Catering

    COWES

    Recently renovated 3 bedroom cottage sleeping up to 6 guests.

    Dates

    From:
    1 Jan 2026to31 Dec 2026

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