Outside view of Long Rock Cottage from the beach, Beachside cottage, Isle of Wight, HB Holiday Lettings, coastal escape, self catering

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 front facing image of Southlands cottage in Bembridge, Isle of Wight, Self-catering - Wight Coast Holidays

Wight Coast Holidays

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

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…

Hot tub, outside dining table and chairs on balcony at Eversley Apartment, Shanklin Villa, apartments, Isle of Wight, Self catering

Shanklin Villa

Shanklin Villa are ideally located a short walk from the popular Old Village area of Shanklin and the cliff path. Many apartments have sea views and all 3 and 4 bedroom apartments benefit from…

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Search Self-Catering

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Isle of Wight self catering

Number of results:

Number of results: 278

, currently showing 161 to 180.

  1. Add Whitwell Station Holiday Homes to your Itinerary

    Whitwell Station Holiday Homes

    Type

    Type:

    Self-Catering

    Whitwell, VENTNOR

    Whitwell Station sits on the former Newport, Godshill & St Lawrence Railway line. Set in nearly 2 acres, overlooking the beautiful village of Whitwell it has commanding views over the southern downs – an Isle of Wight National Landscape (formerly…

    Dates

    From:
    29 Mar 2026to31 Oct 2026
  2. 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 2025to31 Dec 2025
  3. Add Belvedere Apartment to your Itinerary

    Belvedere Apartment

    Type

    Type:

    Self-Catering

    RYDE

    This luxury 2-bedroom apartment is on the first floor of a modern building with secure car parking. The property has been fully refurbished to a high standard and offers spacious, bright and contemporary accommodation.

    Dates

    From:
    1 Jan 2025to31 Dec 2025
  4. Add Clarence House Holiday Apartments to your Itinerary

    Clarence House Holiday Apartments

    Type

    Type:

    Self-Catering

    VENTNOR

    4 luxurious "Boutique Styled" holiday apartments in the heart of Ventnor with stunning views over Ventnor Park

    Dates

    From:
    1 Jan 2025to31 Dec 2025
  5. Add Mermaid Holidays to your Itinerary

    Mermaid Holidays

    Type

    Type:

    Self-Catering

    VENTNOR

    At Mermaid Holidays, we believe in doing things differently. After all, you're not looking for just another getaway—you're after something extraordinary. Why settle for the usual when you can experience a stay that's as unique as you are?

    Dates

  6. Add Chilton Farm Cottages to your Itinerary

    Chilton Farm Cottages

    Type

    Type:

    Self-Catering

    BRIGHSTONE

    Chilton Farm has eight cottages on a family working farm located in beautiful countryside and only half a mile from the sea.

    Dates

    From:
    18 Mar 2026to5 Nov 2026
  7. Add Cornerstone Apartments to your Itinerary

    Cornerstone Apartments

    Type

    Type:

    Self-Catering

    VENTNOR

    Cornerstone Garden Apartments are part of a very grand Victorian house. Walking distance to Ventnor and Bonchurch and beaches. Access to garden, BBQ. Ideal for families and couples. Dog walkers welcome. Seaviews from garden. Off road parking.

    Dates

    From:
    1 Jan 2025to31 Dec 2025
  8. Add The Oaks Holiday Apartments to your Itinerary

    Tourism For All

    Self-Assessed Accessibility Information

    The Oaks Holiday Apartments

    Type

    Type:

    Self-Catering

    RYDE

    The Oaks is a lovely Victorian house standing in its own grounds backed by woodland. It has been tastefully converted into studio and 1 or 2 bedroom apartments to accommodate from 2 to 5 people. Convenient for beach, town centre and bus stops.

    Dates

    From:
    1 Oct 2025to12 May 2026
    From:
    13 May 2026to30 Sept 2026
  9. 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 2025to31 Dec 2025
  10. Add Tapnell Manor to your Itinerary

    Tapnell Manor

    Type

    Type:

    Self-Catering

    YARMOUTH

    Big enough to sleep the largest of families but equally cosy and welcoming; Tapnell Manor has recently undergone a major refurbishment bringing the interior into the 21st century while maintaining the rustic appeal of an old farmhouse.

    Dates

    From:
    1 Jan 2025to31 Dec 2025
  11. Add The Cottage at Great East Standen Manor to your Itinerary

    The Cottage at Great East Standen Manor

    Type

    Type:

    Self-Catering

    NEWPORT

    Thatched Medieval award winning holiday cottage.

    Dates

    From:
    1 Jan 2025to31 Dec 2025
  12. Add Yafford Mill Barn to your Itinerary

    Yafford Mill Barn

    Type

    Type:

    Self-Catering

    SHORWELL

    Yafford Mill Barn is nestled within the beautiful countryside of the South West of the Island.

    Dates

    From:
    1 Jan 2025to31 Dec 2025
  13. 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 2025to31 Dec 2025
  14. Add Clevelands Country House & Apartments to your Itinerary

    Clevelands Country House & Apartments

    Type

    Type:

    Self-Catering

    WROXALL

    Clevelands holiday properties are situated in semi rural village on the south side of the island and close to beaches of Ventnor& Shanklin.

    Country House is perfect for celebrations, reunions, groups of friends and families to celebrate occasions…

    Dates

    From:
    1 Jan 2023to31 Jan 2026
  15. 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 Nov 2025to31 Mar 2026
    From:
    4 Apr 2026to3 Nov 2026
  16. Add New Bank End Farm to your Itinerary

    New Bank End Farm

    Type

    Type:

    Self-Catering

    VENTNOR

    Hidden on the south coast of the Island, in an idylic location with fantastic sea views

    Dates

    From:
    1 Jan 2025to31 Dec 2025
  17. Add Seaglass & Coastwatch to your Itinerary

    Seaglass & Coastwatch

    Type

    Type:

    Self-Catering

    BEMBRIDGE

    Seaglass is a three bedroom period property and Coastwatch Cottage is a two bedroom cosy period cottage. Both are located in Bembridge; a charming seaside town within few minute’s drive to multiple local beaches, the local village and within walking…

    Dates

  18. Add Ashmead Cottage to your Itinerary

    Ashmead Cottage

    Type

    Type:

    Self-Catering

    TOTLAND BAY

    Ashmead Cottage has been thoughtfully decorated throughout offering three lovely bedrooms and two modern bathrooms.

    Dates

    From:
    1 Jan 2025to31 Dec 2025
  19. 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 2025to31 Dec 2025
  20. Add Sun Hill Cottage to your Itinerary

    Sun Hill Cottage

    Type

    Type:

    Self-Catering

    COWES

    A beautiful coastal retreat in the heart of Cowes Old Town. This lovely 3 bed cottage is perfectly located on Sun Hill, newly renovated, has a pretty garden which is so peaceful and even the added bonus of parking for 1 car.

    Dates

    From:
    1 Jan 2025to31 Dec 2025

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