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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Arrival Date:
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Isle of Wight self catering

Number of results:

Number of results: 261

, currently showing 161 to 180.

  1. 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
  2. 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
  3. Add Bodwen Corner Cottage to your Itinerary

    Bodwen Corner Cottage

    Type

    Type:

    Self-Catering

    Wootton

    Bodwen Corner is the converted old kitchens of a Victorian House, formally the residence of Countess Cowely. It is part of a larger house which has been divided. It is a quiet retreat, set in a nine-acre estate, giving guests staying here access to…

    Dates

  4. Add York Cottage to your Itinerary

    York Cottage

    Type

    Type:

    Self-Catering

    COWES

    Welcome to York Cottage, a beautifully styled coastal-inspired retreat perfectly positioned in the vibrant heart of Cowes. Light, airy, and thoughtfully designed, this charming home offers a quick, smart, and easy-to-navigate layout, making it…

    Dates

    From:
    1 Jan 2026to31 Dec 2026
  5. Add The Pink Door Holiday Seaside Holiday Home to your Itinerary

    The Pink Door Holiday Seaside Holiday Home

    Type

    Type:

    Self-Catering

    VENTNOR

    Beautiful Seaside Holiday Home located on the door step of Ventnor and Bonchurch.

    Dates

  6. Add Warren Hill Camp to your Itinerary

    Warren Hill Camp

    Type

    Type:

    Glamping

    Ventnor

    Warren Hill Camp is an idyllic and tranquil family-run glamping site nestled in the heart of the stunning Isle of Wight countryside. Located on a picturesque former dairy farm, it offers you the perfect opportunity to unwind, relax, and reconnect…

    Dates

    From:
    1 May 2026to30 Sept 2026
  7. Add Puckaster Cove Hideaway Glamping with Garden Spa to your Itinerary

    Puckaster Cove Hideaway Glamping with Garden Spa

    Type

    Type:

    Glamping

    NITON

    a magical holiday location set on the southern tip of the Isle of Wight with breathtaking sea views across the Channel.
    Sea, Stars, Serenity. Your Year Round Escape to Nature. Stay in one of our 2 fabulous yurts or our delightful tiny home. Relax…

    Dates

  8. Add Yar Quay to your Itinerary

    Yar Quay

    Type

    Type:

    Self-Catering

    ST HELENS

    Yar Quay is a charming 3 storey house backing onto the River Yar in St Helens. This self catering house provides a tranquil place to stay to explore the Isle of Wight with stunning views of the marina, marshes and countryside. 

    Dates

    From:
    1 Jan 2026to31 Dec 2026
  9. Add The Lighthouse to your Itinerary

    The Lighthouse

    Type

    Type:

    Self-Catering

    VENTNOR

    The Lighthouse is a one off property with the wow factor, right on the beach at Steephill Cove. The whole house boasting exceptional sea and coastal views.

    Dates

    From:
    1 Jan 2026to31 Dec 2026
  10. Add Bay View to your Itinerary

    Bay View

    Type

    Type:

    Self-Catering

    St Lawrence, VENTNOR

    This amazingly positioned chalet style house is a brilliant choice for a large family or group of friends as it has 4 bedrooms and sleeps up to 8 people. With French doors leading on to the wrapped around decking and a large south facing garden, an…

    Dates

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

    Kenmare Cottage

    Type

    Type:

    Self-Catering

    SHANKLIN

    Kenmare Cottage is a semi-detached period family home perfectly located to enjoy Shanklin’s beaches, the town and quaint Old Village.

    Dates

    From:
    1 Jan 2026to31 Dec 2026
  12. 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
  13. 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
  14. Add St Catherine's Cottage to your Itinerary

    St Catherine's Cottage

    Type

    Type:

    Self-Catering

    Freshwater

    St Catherine's Cottage is a bright and cosy three-bedroom Victorian cottage offering enclosed gardens and a balcony with sea views. Situated on a peaceful lane beside Tennyson Down, St Cats is 450m from the charming beach at Freshwater Bay. 

    Dates

    From:
    1 Jan 2026to31 Dec 2026
  15. Add Pebble Beach Holiday Home to your Itinerary

    Tourism For All

    Self-Assessed Accessibility Information

    Pebble Beach Holiday Home

    Type

    Type:

    Self-Catering

    BEMBRIDGE

    I also had a go at rewriting the Short Description: "Pebble Beach is a well-appointed 3-bedroom bungalow in the renowned coastal village of Bembridge, with its extensive beaches, characterful pubs, variety of restaurants and thriving local high…

    Dates

    From:
    1 Jan 2026to31 Dec 2026
  16. Add Bucks Farm Holiday Cottages to your Itinerary

    Bucks Farm Holiday Cottages

    Type

    Type:

    Self-Catering

    Shorwell, Newport

    Each of our 3 cottages is thoughtfully designed to blend rustic charm with contemporary amenities.

    Dates

  17. Add Paddlers Rest to your Itinerary

    Paddlers Rest

    Type

    Type:

    Self-Catering

    FRESHWATER

    Spectacular sea views from the lounge towards Fort Albert, Hurst Castle and the Lighthouse.

    Dates

  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 Woodland Cottage - Fort Victoria to your Itinerary

    Woodland Cottage - Fort Victoria

    Type

    Type:

    Self-Catering

    Norton, YARMOUTH

    With amazing uninterrupted views over the sea in front, this cottage is a wonderful base for family or friends to explore this beautiful, unspoilt part of the island.

    Dates

    From:
    1 Jan 2026to31 Dec 2026
  20. Add Hawthorn Cottage to your Itinerary

    Hawthorn Cottage

    Type

    Type:

    Self-Catering

    Freshwater

    Nestled in the peaceful hamlet of Norton Green, Hawthorn Cottage is a beautifully presented self-catering holiday home that combines modern comfort with thoughtful touches to create an unforgettable Isle of Wight getaway.

    Dates

    From:
    1 Jan 2026to31 Dec 2026

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