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

Type:
Where:
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Add Room / Unit

Isle of Wight self catering

Number of results:

Number of results: 261

, currently showing 241 to 260.

  1. Add The Wighthill to your Itinerary

    The Wighthill

    Type

    Type:

    Self-Catering

    Sandown

    The Wighthill is a modern, family operated accommodation provider, offering self-catering cottages, studio and hotel rooms.

    Dates

  2. Add Royal Marine House to your Itinerary

    Royal Marine House

    Type

    Type:

    Self-Catering

    VENTNOR

    Three architect designed luxury apartments. Royal Marine House is situated in a south facing prime location overlooking Ventnor beach and has stunning elevated sea views.

    Dates

    From:
    1 Jan 2026to31 Dec 2026
  3. Add Pavilion Cottage, Osborne to your Itinerary

    Pavilion Cottage, Osborne

    Type

    Type:

    Self-Catering

    EAST COWES

    You don't have to be a cricket fan to enjoy Pavilion Cottage at Osborne - but it will do no harm if you are. Built in the early 1900s for sporty cadets at the Royal Naval College, it later became a store room, before livestock were allowed to take…

    Dates

    From:
    1 Jan 2026to31 Dec 2026

    Gradings

    • 4 Visit England Stars Self Catering
    4 Visit England Stars Self Catering
  4. Add Regent Street Townhouse to your Itinerary

    Regent Street Townhouse

    Type

    Type:

    Self-Catering

    Shanklin

    Set in the heart of Shanklin, Regent Street Townhouse is a beautifully designed retreat offering spacious accommodation, modern comforts, and easy access to one of the Isle of Wight’s most beloved seaside destinations. Whether you're looking for a…

    Dates

    From:
    1 Jan 2026to31 Dec 2026
  5. Add Bay Reach (Yaverland) to your Itinerary

    Bay Reach (Yaverland)

    Type

    Type:

    Self-Catering

    Yaverland, Sandown

    Bay Reach is a  spacious, family holiday home, with plenty of space for up to 8 people. It is situated just a short walk from the beautiful Yaverland Beach in a quiet residential area. 

    Dates

    From:
    1 Jan 2026to31 Dec 2026
  6. 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
  7. Add Hadfield Cottage to your Itinerary

    Hadfield Cottage

    Type

    Type:

    Self-Catering

    BONCHURCH

    Hadfield Cottage is situated in the picturesque coastal village of Bonchurch and is less than 5 minutes walk from the sea.

    Dates

    From:
    1 Feb 2026to31 Oct 2026
    From:
    1 Nov 2026to31 Jan 2027
  8. Add Clarence House Holiday Apartments and Rooms (formerly The Ivy Apartments) to your Itinerary

    Clarence House Holiday Apartments and Rooms (formerly The Ivy Apartments)

    Type

    Type:

    Self-Catering

    SHANKLIN

    These family friendly apartments are ideally located near beaches, shops, amusements and all amenities including the Railway Station.

    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 Buzzard Barn at Bunts Hill Barns to your Itinerary

    Tourism For All

    Self-Assessed Accessibility Information

    Buzzard Barn at Bunts Hill Barns

    Type

    Type:

    Self-Catering

    Porchfield

    Buzzard Barn is located just outside the village of Porchfield on the more rural side of the Island.  It is surrounded by countryside and close to Newtown Estuary, a designated National Nature Reserve.

    Dates

    From:
    1 Jan 2025to31 Dec 2026
  11. Add Kipper Cottage - Coastal Property at Wootton Bridge to your Itinerary

    Kipper Cottage - Coastal Property at Wootton Bridge

    Type

    Type:

    Self-Catering

    WOOTTON

    Situated in an enviable location overlooking Wootton Creek, Kipper Cottage provides comfortable and very well presented accommodation for 4 people.

    Dates

    From:
    1 Jan 2026to31 Dec 2026
  12. Add 24 Solent Landing to your Itinerary

    24 Solent Landing

    Type

    Type:

    Self-Catering

    BEMBRIDGE

    Solent Landing is a waterside development set in communal landscaped grounds with direct beach access.

    Dates

    From:
    1 Jan 2026to31 Dec 2026
  13. Add Ocean Deck Apartment to your Itinerary

    Ocean Deck Apartment

    Type

    Type:

    Self-Catering

    SHANKLIN

    Stunning ground floor apartment with beautiful views overlooking the country garden and coastline. Sleeps four to six with two bedrooms and two bathrooms. Children and babies welcome.

    Dates

    From:
    1 Jan 2026to31 Dec 2026
  14. 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

  15. Add Chale Bay Farm to your Itinerary

    Chale Bay Farm

    Type

    Type:

    Self-Catering

    Chale

    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 Isle of Wight’s Heritage Coastline in an Isle of…

    Dates

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

    Snaptrip

    Type

    Type:

    Self-Catering

    ISLANDWIDE

    Home to the largest collection of self-catering accommodation on the Isle of Wight, Snaptrip is a trusted marketplace for holiday cottages online.

    Dates

    From:
    1 Jan 2026to31 Dec 2026
  17. Add Canine Cottages to your Itinerary

    Canine Cottages

    Type

    Type:

    Self-Catering

    ISLANDWIDE

    With over 500 miles of footpaths, as well as a wealth of dog-friendly beaches and attractions suitable whatever the weather, the Isle of Wight is one of the UK’s leading dog-friendly destinations. Bring your dog to the Isle of Wight for the pawfect…

    Dates

    From:
    1 Jan 2026to31 Dec 2026
  18. 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:
    9 May 2026to3 Oct 2026
    From:
    1 Oct 2026to8 May 2027
    From:
    4 Oct 2026to7 May 2027
  19. Add Haviland Cottage to your Itinerary

    Haviland Cottage

    Type

    Type:

    Self-Catering

    VENTNOR

    Haviland Cottage originally built as a Coach House and Stables but has been extensively refurbished and now offers luxury accommodation with Four bedrooms, three bathrooms and a dog snug. 

    Dates

    From:
    1 Jan 2026to31 Dec 2026

    Gradings

    • 4 Visit England Stars Self Catering
    4 Visit England Stars Self Catering
  20. 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 2026to31 Dec 2026

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