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:
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Isle of Wight self catering

Number of results:

Number of results: 263

, currently showing 201 to 220.

  1. Add Shalfleet Manor to your Itinerary

    Shalfleet Manor

    Type

    Type:

    Self-Catering

    NEWPORT

    Shalfleet Manor is situated on the edge of Newtown Estuary, a designated National Nature Reserve, and home to fabulous birdwatching, canoeing and paddle-boarding.

    Dates

    From:
    1 Jan 2026to31 Dec 2026
  2. Add Sun Hill Cottage to your Itinerary

    Sun Hill Cottage

    Type

    Type:

    Self-Catering

    Cowes

    A beautiful coastal retreat in the heart of Cowes Old Town. This lovely 3 bed cottage is perfectly located on Sun Hill, newly renovated, has a pretty garden which is so peaceful and even the added bonus of parking for 1 car.

    Dates

    From:
    1 Jan 2026to31 Dec 2026
  3. Add Brummell Barn to your Itinerary

    Brummell Barn

    Type

    Type:

    Self-Catering

    Shorwell, Newport

    Spacious and well-equipped self-catering cottage on a beautiful Isle of Wight working farm. Indoor pool and games rooms available for use as well as a children's playground and surrounded by superb walking and cycling trails in an AONB.
    Suited to…

    Dates

  4. 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
  5. 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
  6. 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
  7. Add Art Deco House UK to your Itinerary

    Tourism For All

    Self-Assessed Accessibility Information

    Art Deco House UK

    Type

    Type:

    Self-Catering

    Shanklin

    Art Deco House UK offers luxury self catering family holiday accommodation for 16+ people in the style of the 1930s and 1940's. Step back in time and enjoy the glamour of the Charleston era, in this house which has been lovingly restored to its…

    Dates

    From:
    1 Jan 2026to31 Dec 2026

    Gradings

    • Visitor Ready Accredited by VisitEngland
    Visitor Ready Accredited by VisitEngland
  8. Add Rossiters to your Itinerary

    Tourism For All

    Self-Assessed Accessibility Information

    Rossiters

    Type

    Type:

    Self-Catering

    Wellow, Yarmouth

    Rossiters is a family run, pet friendly, boutique self catering holiday accommodation in Wellow on the West Wight and close to Yarmouth.

    Dates

    From:
    1 Jan 2026to31 Dec 2026
  9. Add The Tap Room to your Itinerary

    The Tap Room

    Type

    Type:

    Self-Catering

    Freshwater

    The Tap Room is located within a Grade I listed fort in the West Wight of the Island and is within a protected country park.

    Dates

    From:
    1 Jan 2026to31 Dec 2026
  10. Add New Bank End Farm to your Itinerary

    New 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
  11. 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
  12. Add Seaview Holidays to your Itinerary

    Seaview Holidays

    Type

    Type:

    Self-Catering

    SEAVIEW

    Family owned and operating since the 1960’s our quaint and peaceful holiday village is nestled in the countryside, just a few minutes’ walk to the beach and the affluent seaside town of Seaview – highly regarded as one of the Islands most desired…

    Dates

    From:
    1 Nov 2026to28 Feb 2027
    From:
    1 Mar 2027to31 Oct 2027
  13. Add Tara to your Itinerary

    Tara

    Type

    Type:

    Self-Catering

    VENTNOR

    Overlooking Ventnor Bay and close to the spectacular St Boniface Downs, Tara is a stunning coastal retreat. With its elevated position and private garden, this detached cottage makes for the perfect escape close to the sea.

    Dates

    From:
    1 Jan 2026to31 Dec 2026
  14. Add Buzzard Barn at Bunts Hill Barns to your Itinerary

    Tourism For All

    Self-Assessed Accessibility Information

    Buzzard Barn at Bunts Hill Barns

    Type

    Type:

    Self-Catering

    Porchfield

    Buzzard Barn is located just outside the village of Porchfield on the more rural side of the Island.  It is surrounded by countryside and close to Newtown Estuary, a designated National Nature Reserve.

    Dates

    From:
    1 Jan 2025to31 Dec 2026
  15. Add Elm Cottage to your Itinerary

    Elm Cottage

    Type

    Type:

    Self-Catering

    SEAVIEW

    Elm Cottage is a modern first floor apartment brimming with character and comfort. It would suit friends travelling together, a couple or a family.

    Dates

    From:
    1 Jan 2026to31 Dec 2026

    Gradings

    • Visitor Ready Accredited by VisitEngland
    Visitor Ready Accredited by VisitEngland
  16. Add Hadfield Cottage to your Itinerary

    Hadfield Cottage

    Type

    Type:

    Self-Catering

    BONCHURCH

    Hadfield Cottage is situated in the picturesque coastal village of Bonchurch and is less than 5 minutes walk from the sea.

    Dates

    From:
    1 Nov 2026to31 Jan 2027
    From:
    1 Feb 2027to31 Oct 2027
  17. Add Captain's Lodge to your Itinerary

    Captain's Lodge

    Type

    Type:

    Self-Catering

    SANDOWN

    Captain’s Lodge is a charming cottage in a prime location in Sandown with two off-road parking spaces. Being situated just 250m from the beach means that you can visit as often as you like without having to worry about parking.

    Dates

    From:
    30 Oct 2026to1 Apr 2027
    From:
    2 Apr 2027to29 Oct 2027
  18. Add Carmel to your Itinerary

    Carmel

    Type

    Type:

    Self-Catering

    VENTNOR

    Carmel is set down a private lane on the south coast of the Isle of Wight just a stones throw from secluded Monks Bay. The property faces due south with seaviews from the cottage and the surrounding gardens. Carmel has been furnished in a modern…

    Dates

    From:
    1 Jan 2026to31 Dec 2026
  19. Add Pebble Beach Holiday Home to your Itinerary

    Tourism For All

    Self-Assessed Accessibility Information

    Pebble Beach Holiday Home

    Type

    Type:

    Self-Catering

    BEMBRIDGE

    I also had a go at rewriting the Short Description: "Pebble Beach is a well-appointed 3-bedroom bungalow in the renowned coastal village of Bembridge, with its extensive beaches, characterful pubs, variety of restaurants and thriving local high…

    Dates

    From:
    1 Jan 2026to31 Dec 2026
  20. Add House of Logs to your Itinerary

    House of Logs

    Type

    Type:

    Self-Catering

    TOTLAND BAY

    Self-catering holiday let - 4-bed Norwegian log house

    Dates

    From:
    1 Jan 2026to31 Dec 2026

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