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…

Search Self-Catering

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Search Self-Catering

Type:
Where:
Keyword:
Arrival Date:
Add Room / Unit

Isle of Wight self catering

Number of results:

Number of results: 261

, currently showing 141 to 160.

  1. Add National Trust Chert and Little Chert Holiday Cottages to your Itinerary

    National Trust Chert and Little Chert Holiday Cottages

    Type

    Type:

    Self-Catering

    VENTNOR

    National Trust Chert and Little Chert self-catering holiday cottages are distinctive and quirky 1970s houses less than a mile from the sea.

    Dates

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

    Tourism For All

    Self-Assessed Accessibility Information

    Hill Croft Cottage

    Type

    Type:

    Self-Catering

    Niton Undercliff, Ventnor

    Hill Croft Cottage, located in an Area of Outstanding Natural Beauty in Niton Undercliff at the southern tip of the Island.

    Dates

    From:
    28 Feb 2026to12 Dec 2026
  3. Add Waterlodges at Yarmouth Harbour to your Itinerary

    Waterlodges at Yarmouth Harbour

    Type

    Type:

    Alternative Accommodation

    Yarmouth

    Waterlodges at Yarmouth Harbour offer a comfortable and peaceful retreat, with stunning views of the Solent and easy access to the charming town of Yarmouth.

    Dates

    From:
    1 Jan 2026to31 Dec 2026
  4. Add National Trust Rosetta and East Rosetta Holiday Cottages to your Itinerary

    National Trust Rosetta and East Rosetta Holiday Cottages

    Type

    Type:

    Self-Catering

    COWES

    Victorian house on the seafront at Cowes, now two self-catering holiday cottages, full of original features and sea views from many of the rooms.

    Dates

    From:
    1 Jan 2026to31 Dec 2026
  5. 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
  6. 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
  7. 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
  8. 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
  9. Add Fernhill Barns to your Itinerary

    Fernhill Barns

    Type

    Type:

    Self-Catering

    RYDE

    A collection of 4 spacious and contemporary barn conversions sleeping up to 18.

    Dates

    From:
    1 Jan 2026to31 Dec 2026
  10. Add Woodside Coastal Retreat to your Itinerary

    Woodside Coastal Retreat

    Type

    Type:

    Static Units

    Wootton Bridge

    Woodside Coastal Retreat is a tranquil and relaxing holiday park with stunning views of the north east coast of the island located between Cowes and Ryde.

    Dates

    From:
    1 Jan 2026to31 Dec 2026

    Gradings

    • 5 Visit England Stars
    • 5 AA 5 Stars Platinum - Caravan & Camping
    5 Visit England Stars 5 AA 5 Stars Platinum - Caravan & Camping
  11. Add The Tap Room to your Itinerary

    The Tap Room

    Type

    Type:

    Self-Catering

    Freshwater

    The Tap Room is located within a Grade I listed fort in the West Wight of the Island and is within a protected country park.

    Dates

    From:
    1 Jan 2026to31 Dec 2026
  12. Add Middle Barn Farm to your Itinerary

    Middle Barn Farm

    Type

    Type:

    Self-Catering

    SANDOWN

    Two beautifully presented and charming countryside cottages set in the heart of the Arreton Valley.

    Dates

    From:
    1 Apr 2026to31 Oct 2026
  13. Add Lyon Court -  The Cedar Apartment to your Itinerary

    Lyon Court - The Cedar Apartment

    Type

    Type:

    Self-Catering

    SHANKLIN

    Lyon Court is a beautiful country house in Shanklin (10 mins walk to old village and shops, 15 mins walk to Shanklin beaches) that has been converted into apartments offering self catering accommodation.

    Dates

    From:
    1 Jan 2026to31 Dec 2026
  14. Add The Lookout to your Itinerary

    The Lookout

    Type

    Type:

    Self-Catering

    SEAVIEW

    The Lookout is a 4 bedroom house in Seaview village with stunning views to the east and west of the Solent.

    Dates

    From:
    1 Jan 2026to31 Dec 2026
  15. Add Tower Barn Cottage to your Itinerary

    Tower Barn Cottage

    Type

    Type:

    Self-Catering

    RYDE

    Stay at Tower Barn Cottage a Grade II listed, historic property in Ryde and is located near to sandy beaches and the town.

    Dates

    From:
    1 Jan 2026to31 Dec 2026
  16. 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
  17. Add Waverley Park Holiday Centre to your Itinerary

    Tripadvisor Traveller Rating

    Tripadvisor Traveller Rating - from 401 review(s)from 401 review(s)

    Waverley Park Holiday Centre

    Type

    Type:

    Camping & Caravan Site

    East Cowes

    TO BOOK ON-LINE PLEASE CLICK HERE.

    A family run park situated in the Island's most famous town of Cowes - Waverley Park has direct access to the promenade east of the River Medina and enjoys panoramic views over Cowes Harbour and the Solent. At…

    Dates

    From:
    1 Jan 2026to31 Dec 2026

    Gradings

    • 4 Visit England Stars Holiday, Touring & Camping Park
    4 Visit England Stars Holiday, Touring & Camping Park
  18. Add Solent Cottage - Fort Victoria to your Itinerary

    Solent 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
  19. Add Westfield Farm to your Itinerary

    Westfield Farm

    Type

    Type:

    Self-Catering

    Yarmouth

    A small site comprising of 3 beautifully, hand-crafted, self-catering timber cabins. Each cabin accommodates up to 4 guests.

    Dates

    From:
    1 Jan 2026to31 Dec 2026
  20. Add Serene at Ryde to your Itinerary

    Tourism For All

    Self-Assessed Accessibility Information

    Serene at Ryde

    Type

    Type:

    Self-Catering

    RYDE

    Serene at Ryde is a luxury 1 bedroom apartment with fantastic sea views over to Portsmouth.

    Dates

    From:
    1 Jan 2026to31 Dec 2026

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