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…

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…

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…

Search Self-Catering

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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: 263

, currently showing 21 to 40.

  1. 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
  2. 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
  3. 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
  4. 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
  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 Strand House: The Garden Apartment to your Itinerary

    Strand House: The Garden Apartment

    Type

    Type:

    Self-Catering

    Ryde

    Strand House is part of a magnificent garden fronted Regency Villa spectacularly situated on the seafront in Ryde just over the Esplanade road from Ryde's beautiful sandy beach.

    Dates

    From:
    1 Mar 2026to25 Oct 2026
  7. Add Retro Staycations to your Itinerary

    Tripadvisor Traveller Rating

    Tripadvisor Traveller Rating - from 17 review(s)from 17 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 2026to30 Sept 2026
  8. 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 2026to30 Sept 2026
  9. Add Wight Coast Holidays to your Itinerary

    Wight Coast Holidays

    Type

    Type:

    Self-Catering

    Bembridge

    Wight Coast Holidays are a local, independent company who offer a range of self-catering holiday homes in Bembridge, Seaview and Cowes.

    Dates

    From:
    1 Jan 2026to31 Dec 2026

    Gradings

    • Visitor Ready Accredited by VisitEngland
    Visitor Ready Accredited by VisitEngland
  10. Add High Street Suites 3 to your Itinerary

    High Street Suites 3

    Type

    Type:

    Self-Catering

    Ventnor

    Surrounded by Ventnor's quirky shops and eateries close to the beach is the beautifully presented High Street Suites 3. Admire the chandeliers in this 1-bedroom self-catering apartment with its own parking space and all mod cons to 5-star standard.

    Dates

    From:
    1 Jan 2025to31 Dec 2026
  11. Add Delaware Cottage to your Itinerary

    Delaware Cottage

    Type

    Type:

    Self-Catering

    Yarmouth

    Escape to the coast and unwind at Delaware, a charming cottage nestled near the shoreline in Yarmouth on the Isle of Wight.

    Dates

    From:
    1 Jan 2026to31 Dec 2026
  12. 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

  13. Add La Belle Vie to your Itinerary

    La Belle Vie

    Type

    Type:

    Self-Catering

    VENTNOR

    Located in a quiet country lane, with lots of beautiful walks around. This stylish, modern place to stay within the countryside is perfect for a relaxing break to reconnect with loved ones.

    Dates

    From:
    1 Jan 2026to31 Dec 2026
  14. 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
  15. Add Farringford Self Catering Cottages to your Itinerary

    Farringford Self Catering Cottages

    Type

    Type:

    Self-Catering

    Freshwater Bay

    Farringford self-catering cottages are located on the Farringford Estate at Freshwater Bay, West Wight of the Island.

    Dates

    From:
    1 Jan 2026to31 Dec 2026
  16. Add Hackney Stable Cottage to your Itinerary

    Hackney Stable Cottage

    Type

    Type:

    Self-Catering

    NEWPORT

    Built of Isle of Wight chalk and brick, this delightful cottage dates back to 1761 and is situated in lovely countryside on an attractive farm at Merstone. Close by you will find the picturesque village of Godshill, and the sandy beaches of Sandown,…

    Dates

    From:
    1 Jan 2026to31 Dec 2026
  17. 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

  18. Add The Old Boat House to your Itinerary

    The Old Boat House

    Type

    Type:

    Self-Catering

    SEAVIEW

    The Old Boat House is an attractive stone cottage with detached annexe, in a stunning position with views across the Solent, on the edge of the Seaview village. 

    Dates

    From:
    1 Mar 2024to31 Dec 2026
  19. Add The Seascape to your Itinerary

    The Seascape

    Type

    Type:

    Self-Catering

    Shanklin

    Located in the exclusive Luccombe area of Shanklin, The Seascape is a luxurious ground floor apartment offering sweeping views over Sandown Bay

    Dates

    From:
    1 Jan 2026to31 Dec 2026
  20. 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

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