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…

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…

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:
Keyword:
Arrival Date:
Add Room / Unit

Isle of Wight self catering

Number of results:

Number of results: 261

, currently showing 41 to 60.

  1. Add Rossiters to your Itinerary

    Tourism For All

    Self-Assessed Accessibility Information

    Rossiters

    Type

    Type:

    Self-Catering

    Wellow, Yarmouth

    Rossiters is a family run, pet friendly, boutique self catering holiday accommodation in Wellow on the West Wight and close to Yarmouth.

    Dates

    From:
    1 Jan 2026to31 Dec 2026
  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 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

  4. Add Sainham Farm Holiday Cottages to your Itinerary

    Sainham Farm Holiday Cottages

    Type

    Type:

    Self-Catering

    Godshill, VENTNOR

    Situated on a delightful farm in a lovely part of the island, these charming cottages rest in an Isle of Wight National Landscape (formerly known as Area of Outstanding Natural Beauty) between Appuldurcombe Down and the picturesque village of…

    Dates

    From:
    1 Jan 2026to31 Dec 2026
  5. Add Rookley Farm Lodge to your Itinerary

    Rookley Farm Lodge

    Type

    Type:

    Self-Catering

    ROOKLEY

    Rookley Farm Lodge is a spacious, comfortable, five bedroom house, with use of swimming pool and tennis court. Set in beautiful downland countryside in the centre of the Isle of Wight.

    Dates

    From:
    1 Jan 2026to31 Dec 2026
  6. Add Salty Holidays to your Itinerary

    Tourism For All

    Self-Assessed Accessibility Information

    Salty Holidays

    Type

    Type:

    Self-Catering

    Ventnor

    Enjoy stunning sea views from our 5 well equipped and spacious self-catering apartments. With private parking, we are close to the beach and in the best location to explore beautiful Ventnor.

    Dates

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

    1 Drayton Cottage

    Type

    Type:

    Self-Catering

    BEMBRIDGE

    This cosy Victorian cottage in Bembridge sleeps 4 plus a baby

    Dates

    From:
    1 Jan 2026to31 Dec 2026
  8. 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
  9. Add Lyon Court - The Garret & The Old Stable to your Itinerary

    Lyon Court - The Garret & The Old Stable

    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
  10. Add Marina View to your Itinerary

    Marina View

    Type

    Type:

    Self-Catering

    EAST COWES

    Modern 3 bed holiday home situated in East Cowes Marina

    Dates

    From:
    1 Jan 2026to31 Dec 2026
  11. 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

  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 Moor Farm Holiday Cottages to your Itinerary

    Tourism For All

    Self-Assessed Accessibility Information

    Moor Farm Holiday Cottages

    Type

    Type:

    Self-Catering

    GODSHILL

    We have four beautifully restored barn conversions located within Moor farm, set in idyllic countryside only 1/2 mile from the picturesque village of Godshill.

    Dates

    From:
    1 Jan 2026to31 Dec 2026
  14. 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
  15. 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
  16. Add National Trust Needles Coastguard Cottages to your Itinerary

    National Trust Needles Coastguard Cottages

    Type

    Type:

    Self-Catering

    Needles Headland

    A pair of former Coastguard Cottages, named after notable shipwrecks and situated in a stunning position height up on the Needles Headland with spectacular views of the Solent and surrounding areas. 

    Dates

    From:
    1 Jan 2026to31 Dec 2026
  17. Add National Trust Old Church Lodge Holiday Cottage to your Itinerary

    National Trust Old Church Lodge Holiday Cottage

    Type

    Type:

    Self-Catering

    ST HELENS

    Old Church Lodge, a two bedroom Victorian cottage sleeping four, is the perfect place to explore the East of the Isle of Wight.

    Dates

    From:
    1 Jan 2026to31 Dec 2026
  18. Add National Trust Rose Cottage to your Itinerary

    National Trust Rose Cottage

    Type

    Type:

    Self-Catering

    Mottistone

    Built from Island stone, with roses winding up the front door, the National Trust self-catering holiday cottage lies behind the church in Mottistone village.

    Dates

    From:
    1 Jan 2026to31 Dec 2026
  19. 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
  20. Add National Trust The Old Club House Holiday Cottage to your Itinerary

    National Trust The Old Club House Holiday Cottage

    Type

    Type:

    Self-Catering

    ST HELENS

    A wooden chalet once the clubhouse for the Royal Isle of Wight Golf Links, now a National Trust self-catering holiday cottage in St Helens on the Isle of Wight.

    Dates

    From:
    1 Jan 2026to31 Dec 2026

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