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 221 to 240.

  1. 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
  2. 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
  3. Add Island Riding Centre - Self Catering Cottages & Safari Tents to your Itinerary

    Tourism For All

    Self-Assessed Accessibility Information

    Island Riding Centre - Self Catering Cottages & Safari Tents

    Type

    Type:

    Self-Catering

    Newport

    Our modern and bright self-catering accommodation is set across a range of cottages, a Victorian Dairy barn conversion, a detached modern ranch style-bungalow and gated safari camp, we have been awarded 4* Rosette awarded by Visit England for our…

    Dates

    From:
    1 Jan 2026to31 Dec 2026
  4. Add Little Halt to your Itinerary

    Little Halt

    Type

    Type:

    Self-Catering

    FRESHWATER

    This picturesque thatched cottage is very attractively situated, in peaceful surroundings overlooking Pound Green, on the outskirts of Freshwater.

    Dates

    From:
    1 Jan 2026to31 Dec 2026
  5. Add One and Two Doreshill Cottages to your Itinerary

    One and Two Doreshill Cottages

    Type

    Type:

    Self-Catering

    WOOTTON BRIDGE

    These two hundred year old cottages are perfect retreats for couples looking for a relaxing, peaceful break.

    Dates

    From:
    1 Jan 2026to31 Dec 2026
  6. 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
  7. Add Solent Holidays to your Itinerary

    Solent Holidays

    Type

    Type:

    Self-Catering

    BEMBRIDGE

    This property is in the village of Bembridge set in communal grounds and has direct access to the beach and is dog friendly all year round. For that more adventurous pick up the SUP’s and go for a splash.

    Dates

    From:
    1 Jan 2026to31 Dec 2026
  8. Add The Salt Pot to your Itinerary

    The Salt Pot

    Type

    Type:

    Self-Catering

    Ventnor

    The Salt Pot is a pleasant seaside cottage enjoying sea views from the living room, front bedroom, and the roof terrace. Sleeping 6 guests in three bedroom this cottage is just a 2-minute walk down to the beach at Wheelers Bay, with a level walk…

    Dates

  9. 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
  10. 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
  11. Add Blackberry Cottage to your Itinerary

    Blackberry Cottage

    Type

    Type:

    Self-Catering

    BEMBRIDGE

    Blackberry Cottage is a superb four bed semi-detached Victorian family holiday home in the centre of Bembridge on the East Coast of the Isle of Wight.

    Dates

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

    Grants Cottage

    Type

    Type:

    Self-Catering

    CALBOURNE

    Grants Cottage is a gorgeous, quintessential ‘chocolate box’ eighteenth century Listed thatched cottage in the heart of the pretty West Wight village of Calbourne.

    Dates

    From:
    1 Jan 2026to31 Dec 2026
  13. Add Fair Isle Holiday Cottages to your Itinerary

    Fair Isle Holiday Cottages

    Type

    Type:

    Self-Catering

    Newport

    Fair Isle Holiday Cottages is a family-run business offering 7 thoughtfully designed holiday homes, including 5 newly built stylish contemporary lodges and 2 cosy cottages, all with stunning countryside views.

    Dates

    From:
    1 Jan 2026to31 Dec 2026
  14. 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
  15. 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
  16. 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
  17. Add Driftwood Cottage to your Itinerary

    Driftwood Cottage

    Type

    Type:

    Self-Catering

    Brighstone, NEWPORT

    We have owned Driftwood Cottage just over a year now and have fallen in love with the cottage and surroundings. Our cottage is on the south west coast of the Isle of Wight which is an Isle of Wight National Landscape (formerly known as Area of…

    Dates

    From:
    1 Jan 2026to31 Dec 2026
  18. Add St Helens Holiday Resort to your Itinerary

    St Helens Holiday Resort

    Type

    Type:

    Self-Catering

    St Helens

    St Helens Coastal Resort is located on the Southeast of the Island and is one of the most peaceful and relaxing resorts here on the Isle of Wight. The resort offers a collection of stunning lodges and new modern caravans and is in close proximity to…

    Dates

    From:
    1 Feb 2026to30 Oct 2026
    From:
    1 Jan 2027to31 Jan 2027

    Gradings

    • 4 Visit England Stars Holiday Park
    4 Visit England Stars Holiday Park
  19. Add The Wighthill to your Itinerary

    The Wighthill

    Type

    Type:

    Self-Catering

    Sandown

    The Wighthill is a modern, family operated accommodation provider, offering self-catering cottages, studio and hotel rooms.

    Dates

  20. Add Newclose Farm Holiday Cottages to your Itinerary

    Newclose Farm Holiday Cottages

    Type

    Type:

    Self-Catering

    THORLEY

    Newclose Farm is set in the beautiful West Wight countryside, The cottages are converted from an old Dairy farm and have plenty of character including oak beams in the large spacious barn.

    Dates

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