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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Isle of Wight self catering

Number of results:

Number of results: 263

, currently showing 21 to 40.

  1. Add 6 Shanklin Manor to your Itinerary

    6 Shanklin Manor

    Type

    Type:

    Self-Catering

    SHANKLIN

    6 Shanklin Manor is a 2 bed 1st floor duplex apartment in a former Manor House, converted to a high standard. It is spacious and has a modern feel with high ceilings in the open plan kitchen, dining and living area.

  2. Add Retro Staycations to your Itinerary

    Tripadvisor Traveller Rating

    Tripadvisor Traveller Rating - from 39 review(s)from 39 review(s)

    Retro Staycations

    Type

    Type:

    Glamping

    Ashey, Ryde

    A unique glamping and traditional camping experience. Stay in an iconic American Airstream! Camping pitches and eco-pods are also available. Winners of Best Isle of Wight Campsite in the Isle of Wight Tourism Awards 2025 (Gold award) and Best Place…

    Dates

    From:
    4 Apr 2027to30 Sept 2027
  3. Add Three Gables to your Itinerary

    Tourism For All

    Self-Assessed Accessibility Information

    Three Gables

    Type

    Type:

    Self-Catering

    Newbridge

    Three Gables holiday home is in the centre of the small rural village of Newbridge on the western side of the Island.

    Dates

    From:
    1 Jan 2026to31 Dec 2026
  4. Add Holiday Accommodation at Ventnor Botanic Garden to your Itinerary

    Holiday Accommodation at Ventnor Botanic Garden

    Type

    Type:

    Self-Catering

    St Lawrence

    Stay at Ventnor Botanic Garden, a tranquil setting, in a luxury lodge, an elegant beautifully restored Victorian cottage or charming cabins. Have a unique stay for a weekend or a week and enjoy the microclimate on the south coast of the Isle of…

    Dates

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

    Tourism For All

    Self-Assessed Accessibility Information

    Romany Cottage

    Type

    Type:

    Self-Catering

    Totland Bay

    Great location, 3 bedrooms - 2 doubles and one twin bedded room. West Wight - close to Colwell Bay, walking distance to Totland Bay and a slightly longer walk to Freshwater Bay. Quiet, pretty cottage. Lots of home comforts.

    Dates

    From:
    3 Jan 2026to18 Dec 2026
    From:
    5 Jan 2026to18 Dec 2026
    From:
    6 Jan 2026to18 Dec 2026
  6. Add Bermuda House to your Itinerary

    Tourism For All

    Self-Assessed Accessibility Information

    Bermuda House

    Type

    Type:

    Self-Catering

    Ventnor

    Ideal for intergenerational families, special occasions and groups of friends. Close to the beach and town, sleeps 10 with panoramic sea views, parking, chandeliers, enormous kitchen diner, Smart TV and full-fibre Wifi.

    Dates

    From:
    1 Jan 2025to31 Dec 2026
  7. Add Vectis Holiday Homes to your Itinerary

    Vectis Holiday Homes

    Type

    Type:

    Self-Catering

    Shanklin

    Vectis Holiday Homes is proud to offer stylish and high quality holiday accommodation in beautiful Shanklin.

    Dates

    From:
    1 Jan 2025to31 Dec 2026
  8. Add The Old Cowshed to your Itinerary

    The Old Cowshed

    Type

    Type:

    Self-Catering

    Cowes

    Set on a rare breed smallholding in Thorness, The Old Cowshed is a newly converted barn providing a peaceful escape with a little bit of luxury thrown in, any time of the year.

    Dates

    From:
    1 Jan 2026to31 Dec 2026
  9. Add Windmill Campersite to your Itinerary

    Windmill Campersite

    Type

    Type:

    Glamping

    Carisbrooke

    Stay at Windmill Campersite for a unique, quirky glamping experience. The site is located within the centre of the Isle of Wight and has beautiful countryside views all around.

    Dates

    From:
    1 May 2027to30 Sept 2027
  10. 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

  11. Add National Trust Needles Coastguard Cottages to your Itinerary

    National Trust Needles Coastguard Cottages

    Type

    Type:

    Self-Catering

    Needles Headland

    A pair of former Coastguard Cottages, named after notable shipwrecks and situated in a stunning position height up on the Needles Headland with spectacular views of the Solent and surrounding areas. 

    Dates

    From:
    1 Jan 2026to31 Dec 2026
  12. Add The Wight Holiday Company to your Itinerary

    The Wight Holiday Company

    Type

    Type:

    Self-Catering

    ISLANDWIDE

    As a small team we, at The Wight Holiday Company, can offer you the personal touch when it comes to helping you find the perfect self catering accommodation for your getaway to the Isle of Wight.

    Dates

    From:
    1 Jan 2026to31 Dec 2026
  13. Add The West Bay Cottages to your Itinerary

    The West Bay Cottages

    Type

    Type:

    Self-Catering

    YARMOUTH

    Located in the West Wight, an Isle of Wight National Landscape (formerly known as Area of Outstanding Natural Beauty), West Bay Cottages offer family-friendly, self-catering accommodation.

    Dates

    From:
    1 Jan 2026to31 Dec 2026
  14. Add Brambles Farm Bungalow to your Itinerary

    Brambles Farm Bungalow

    Type

    Type:

    Self-Catering

    FRESHWATER

    Brambles Farm Bungalow is located in the West Wight, a beautiful part of the Island, with miles of heritage coastline, scenic walks, cycle tracks and breathtaking views from Tennyson Down, Headon Warren and The Needles.

    Dates

    From:
    15 Feb 2026to15 Nov 2026
  15. 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
  16. Add No 1 Sovereign's Gate Osborne to your Itinerary

    No 1 Sovereign's Gate Osborne

    Type

    Type:

    Self-Catering

    EAST COWES

    Nos 1 Sovereign's Gate Osborne is a holiday cottages that has been developed in this iconic building at Osborne. Sovereign's Gate was commissioned by Queen Victoria and Prince Albert as the formal entrance to Osborne.

    Dates

    From:
    1 Jan 2026to31 Dec 2026
  17. Add National Trust Mottistone Manor Farmhouse Holiday Cottage to your Itinerary

    National Trust Mottistone Manor Farmhouse Holiday Cottage

    Type

    Type:

    Self-Catering

    MOTTISTONE

    A large farmhouse cottage, Mottistone Manor Farmhouse, sleeps 14 and is set in a delightful location with views over the fields to the sea. 

    Dates

    From:
    1 Jan 2026to31 Dec 2026
  18. Add One Elm Cottage to your Itinerary

    One Elm Cottage

    Type

    Type:

    Self-Catering

    Roud, Godshill

    One Elm Cottage is a delightful stone cottage which sits on the edge of the ancient hamlet of Roud. It is one of a pair of cottages which can be booked together for gatherings of families and friends.

    Dates

    From:
    1 Jan 2026to31 Dec 2026

    Gradings

    • 4 Visit England Stars Self Catering
    4 Visit England Stars Self Catering
  19. Add Sykes Holiday Cottages to your Itinerary

    Sykes Holiday Cottages

    Type

    Type:

    Self-Catering

    VARIOUS

    Enjoy the holiday of a lifetime and stay in one of our lovely, hand-picked properties on the Isle of Wight. We have something for everyone, whether you are looking for a cosy cottage for two tucked away in beautiful surroundings or a large home with…

    Dates

    From:
    1 Jan 2026to31 Dec 2026
  20. Add Nettlecombe Farm to your Itinerary

    Tourism For All

    Self-Assessed Accessibility Information

    Nettlecombe Farm

    Type

    Type:

    Self-Catering

    Whitwell

    Award-winning, dog friendly, luxurious self-catering cottages, sleeping between 3-10, fishing lakes, unique farm feeding tours, free car charging and discounted ferries, we guarantee your family the holiday of a lifetime.
    Immerse yourself in the…

    Dates

    From:
    1 Jan 2026to31 Dec 2026

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