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…

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…

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…

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Search Self-Catering

Type:
Where:
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Arrival Date:
Add Room / Unit

Isle of Wight self catering

Number of results:

Number of results: 262

, currently showing 221 to 240.

  1. Add Somerton Farm Holiday Cottage to your Itinerary

    Somerton Farm Holiday Cottage

    Type

    Type:

    Self-Catering

    Cowes

    Somerton Farm Holiday Cottage is located on the outskirts the beautiful yachting town of Cowes on the Isle of Wight.  Somerton Farm Holiday Cottage offers spacious, family and dog friendly accommodation.

    Dates

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

    Stag Cottage

    Type

    Type:

    Self-Catering

    Godshill, VENTNOR

    This gorgeous barn conversion in Godshill offers bright accommodation in a picturesque rural setting with plenty of walks and trails for exploring the stunning countryside.

    Dates

    From:
    1 Jan 2026to31 Dec 2026
  3. 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
  4. Add Pavilion Cottage, Osborne to your Itinerary

    Pavilion Cottage, Osborne

    Type

    Type:

    Self-Catering

    EAST COWES

    You don't have to be a cricket fan to enjoy Pavilion Cottage at Osborne - but it will do no harm if you are. Built in the early 1900s for sporty cadets at the Royal Naval College, it later became a store room, before livestock were allowed to take…

    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 Compton Grange to your Itinerary

    Compton Grange

    Type

    Type:

    Self-Catering

    BROOK

    Compton Grange is a stunning seaside property nestled on the south coast of the Isle of Wight, known for its natural beauty and pristine beaches. This spacious vacation rental sleeps up to eight guests and benefits from three bathrooms, making it a…

    Dates

    From:
    1 Jan 2026to31 Dec 2026
  7. Add The Severals to your Itinerary

    The Severals

    Type

    Type:

    Self-Catering

    SHANKLIN

    The Severals is very spacious four bedroom detached house in Shanklin, situated in a peaceful location, just a 15 minute walk to Shanklin’s lovely beaches and one minute away from a bridleway leading to scenic country walks.

    Dates

  8. 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
  9. Add Sainham Farm Holiday Cottages to your Itinerary

    Sainham Farm Holiday Cottages

    Type

    Type:

    Self-Catering

    Godshill, VENTNOR

    Situated on a delightful farm in a lovely part of the island, these charming cottages rest in an Isle of Wight National Landscape (formerly known as Area of Outstanding Natural Beauty) between Appuldurcombe Down and the picturesque village of…

    Dates

    From:
    1 Jan 2026to31 Dec 2026
  10. Add Longwood Edge to your Itinerary

    Tourism For All

    Self-Assessed Accessibility Information

    Longwood Edge

    Type

    Type:

    Self-Catering

    VENTNOR

    Beautiful detached cabin style bungalow with stunning sea views. Situated in the much sought after hamlet of Bonchurch, Longwood Edge is 150 yards away from the ever popular Bonchurch Inn.

    Dates

    From:
    1 Jan 2026to31 Dec 2026
  11. 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
  12. 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
  13. Add Sea Shells by the Beach to your Itinerary

    Sea Shells by the Beach

    Type

    Type:

    Self-Catering

    BONCHURCH

    Luxury seafront 5 star self-catering holiday cottage in beautiful Bonchurch.

    Dates

    From:
    1 Feb 2026to31 Dec 2026
  14. 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
  15. Add Kiely Cottage to your Itinerary

    Kiely Cottage

    Type

    Type:

    Self-Catering

    SHANKLIN

    Kiely Cottage is a stylish, well-equipped three bed cottage in Shanklin. The perfect seaside escape for families, friends and pets.

    Dates

    From:
    1 Jan 2026to31 Dec 2026
  16. Add Kari's Cottage to your Itinerary

    Kari's Cottage

    Type

    Type:

    Self-Catering

    VENTNOR

    Kari’s Cottage in the seaside town of Ventnor is a two bedroom ‘Old Fishermans Cottage’. This seaside home is tucked away off the main road that provides a tranquil, private place for your holiday. 

    Dates

    From:
    1 Jan 2026to31 Dec 2026
  17. 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
  18. Add Borthwood Cottages to your Itinerary

    Tourism For All

    Self-Assessed Accessibility Information

    Borthwood Cottages

    Type

    Type:

    Self-Catering

    Sandown

    Tucked away in a tranquil rural setting, Borthwood Cottages offer an idyllic escape. Cottages sleep between four and six guests. All four cottages are accessible and dog friendly.

    Dates

    From:
    1 Jan 2026to31 Dec 2026

    Gradings

    • 4 Visit England Stars Self Catering
    4 Visit England Stars Self Catering
  19. Add Bay Reach (Yaverland) to your Itinerary

    Bay Reach (Yaverland)

    Type

    Type:

    Self-Catering

    Yaverland, Sandown

    Bay Reach is a  spacious, family holiday home, with plenty of space for up to 8 people. It is situated just a short walk from the beautiful Yaverland Beach in a quiet residential area. 

    Dates

    From:
    1 Jan 2026to31 Dec 2026
  20. Add Unique Hideaways to your Itinerary

    Unique Hideaways

    Type

    Type:

    Alternative Accommodation

    Seaview

    Here at Unique Hideaways, you’ll find an eye-catching collection of hideaways ready and waiting to fulfil your dream escape in nature.

    Dates

    From:
    1 Jan 2026to31 Dec 2026

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