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 41 to 60.

  1. Add Holidaycottages.co.uk to your Itinerary

    Holidaycottages.co.uk

    Type

    Type:

    Self-Catering

    VARIOUS

    Holidaycottages.co.uk has been established for over 25 years, offering award-winning customer services and a selection of holiday cottages across the UK, including over 130 across the Isle of Wight. 

    Dates

    From:
    1 Jan 2026to31 Dec 2026
  2. Add No 2 Sovereign's Gate Osborne to your Itinerary

    No 2 Sovereign's Gate Osborne

    Type

    Type:

    Self-Catering

    EAST COWES

    Nos 2 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
  3. 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
  4. 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
  5. Add The House at Ryde Sands to your Itinerary

    The House at Ryde Sands

    Type

    Type:

    Self-Catering

    RYDE

    Discover the ultimate island getaway at the House at Ryde Sands, a stunning beachfront holiday rental with mesmerising sea views stretching from East to West across the Solent.

    Dates

  6. Add Boniface Cliff Villa to your Itinerary

    Tourism For All

    Self-Assessed Accessibility Information

    Boniface Cliff Villa

    Type

    Type:

    Self-Catering

    SHANKLIN

    Spacious villa with many beautiful Edwardian features but in a modern, comfortable setting. 

    Dates

    From:
    1 Jan 2026to31 Dec 2026
  7. 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
  8. 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
  9. 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
  10. Add Dolphin Cottage to your Itinerary

    Tourism For All

    Self-Assessed Accessibility Information

    Dolphin Cottage

    Type

    Type:

    Self-Catering

    BEMBRIDGE

    Whether you seek tranquillity or adventure, this luxury holiday home in Bembridge, Isle of Wight, is the perfect haven for a memorable holiday. From its stylish interiors to its prime location near the beach and village centre, it promises an…

    Dates

    From:
    1 Jan 2026to31 Dec 2026
  11. 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
  12. 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
  13. Add The Hermitage to your Itinerary

    The Hermitage

    Type

    Type:

    Self-Catering

    VENTNOR

    An impressive country house situated in an elevated rural position in just over 11 acres of private grounds. Perfect accommodation for large group celebrations.

    Dates

    From:
    1 Jan 2026to31 Dec 2026
  14. Add Experience Freedom to your Itinerary

    Experience Freedom

    Type

    Type:

    Glamping

    Newchurch, SANDOWN

    Experience a classic glamping stay in one of our authentic safari tents. They sleep up to 5 people and are perfect for families, they are fitted with a comfortable double bed, two single beds and one overhead bed all made up for your arrival. The…

    Dates

    From:
    4 Apr 2026to3 Nov 2026
    From:
    4 Nov 2026to31 Mar 2027
  15. Add Pink Beach Cottage to your Itinerary

    Pink Beach Cottage

    Type

    Type:

    Self-Catering

    ST HELENS

    Pink Beach Cottage is a bright, airy and comfortable detached 2 bedroom cottage with a mature garden and off street parking, situated close to the village greens and beaches in St Helens as well as the village shop which has a welcoming feel with a…

    Dates

    From:
    1 Jan 2026to31 Dec 2026
  16. Add Brading House to your Itinerary

    Brading House

    Type

    Type:

    Self-Catering

    BRADING

    Brading House is a beautiful spacious cottage set over 3 floors, oozing character. This stunning 3 bedroom property sleeps 6 and dates back to the 1600’s.

    Dates

    From:
    1 Jan 2026to31 Dec 2026
  17. Add Puckaster Cove Hideaway Glamping with Garden Spa to your Itinerary

    Puckaster Cove Hideaway Glamping with Garden Spa

    Type

    Type:

    Glamping

    Niton

    Escape to luxury glamping on the Isle of Wight with sea-view yurts, a charming tiny home, private garden spa, stargazing, wild baths, coastal walks and unforgettable year-round relaxation.

    Dates

    From:
    1 Jan 2026to31 Dec 2026
  18. 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
  19. Add The Auction House to your Itinerary

    Tourism For All

    Self-Assessed Accessibility Information

    The Auction House

    Type

    Type:

    Self-Catering

    Ryde

    The Auction House is a luxury two bedroom mews house (sleeps 4) set in a tranquil courtyard in the heart of Ryde. It is just 5 minutes stroll to the beach. It forms part of a stylish conversion of Ryde's Victorian sale rooms and has been equipped…

    Dates

    From:
    3 Nov 2024to31 Dec 2026
  20. 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

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