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…

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…

Search Self-Catering

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

Search Self-Catering

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

Isle of Wight self catering

Number of results:

Number of results: 263

, currently showing 101 to 120.

  1. 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
  2. Add The Boathouse to your Itinerary

    The Boathouse

    Type

    Type:

    Self-Catering

    VENTNOR

    The Boathouse a fantastic beachfront property full of charm and character.

    Dates

    From:
    1 Jan 2026to31 Dec 2026
  3. Add The Severals to your Itinerary

    The Severals

    Type

    Type:

    Self-Catering

    SHANKLIN

    The Severals is very spacious four bedroom detached house in Shanklin, situated in a peaceful location, just a 15 minute walk to Shanklin’s lovely beaches and one minute away from a bridleway leading to scenic country walks.

    Dates

  4. Add Newclose Farm Holiday Cottages to your Itinerary

    Newclose Farm Holiday Cottages

    Type

    Type:

    Self-Catering

    THORLEY

    Newclose Farm is set in the beautiful West Wight countryside, The cottages are converted from an old Dairy farm and have plenty of character including oak beams in the large spacious barn.

    Dates

  5. Add Houseboat Eleuthera to your Itinerary

    Houseboat Eleuthera

    Type

    Type:

    Self-Catering

    BEMBRIDGE

    Nestled in the centre of the picturesque Bembridge Harbour, lies Houseboat Eleuthera. With stunning, uninterrupted views across the harbour, Eleuthera is affectionately referred to by her owners as "Ele". 

    Dates

    From:
    1 Jan 2026to31 Dec 2026
  6. Add Island Bell Tents to your Itinerary

    Island Bell Tents

    Type

    Type:

    Glamping

    ISLANDWIDE

    Luxury Bell Tent Hire across the Isle of Wight. All of the fun with none of the hassle! 5m bell tents can sleep 5 people comfortably. Dogs accepted in dedicated tents.

    Dates

    From:
    1 Jan 2026to31 Dec 2026
  7. Add Spring Gardens to your Itinerary

    Tourism For All

    Self-Assessed Accessibility Information

    Spring Gardens

    Type

    Type:

    Self-Catering

    SHANKLIN

    Welcome to our beautiful family home in the charming coastal town of Shanklin! This spacious and inviting house is the perfect retreat for one or two families of up to 8 guests looking for a relaxing and comfortable holiday. We also have the option…

    Dates

    From:
    1 Jan 2026to31 Dec 2026
  8. Add The Seascape to your Itinerary

    The Seascape

    Type

    Type:

    Self-Catering

    Shanklin

    Located in the exclusive Luccombe area of Shanklin, The Seascape is a luxurious ground floor apartment offering sweeping views over Sandown Bay

    Dates

    From:
    1 Jan 2026to31 Dec 2026
  9. 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

    From:
    1 Jan 2026to31 Dec 2026
  10. 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

  11. 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
  12. Add The Beach Hut to your Itinerary

    The Beach Hut

    Type

    Type:

    Self-Catering

    VENTNOR

    A magical house that has been lovingly created for all to enjoy come summer or winter. Guests returning again and again to relax and have fun by the sea.

    Dates

    From:
    1 Jan 2026to31 Dec 2026
  13. 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
  14. Add Sykes Holiday Cottages to your Itinerary

    Sykes Holiday Cottages

    Type

    Type:

    Self-Catering

    VARIOUS

    Enjoy the holiday of a lifetime and stay in one of our lovely, hand-picked properties on the Isle of Wight. We have something for everyone, whether you are looking for a cosy cottage for two tucked away in beautiful surroundings or a large home with…

    Dates

    From:
    1 Jan 2026to31 Dec 2026
  15. Add The Auction House to your Itinerary

    Tourism For All

    Self-Assessed Accessibility Information

    The Auction House

    Type

    Type:

    Self-Catering

    Ryde

    The Auction House is a luxury two bedroom mews house (sleeps 4) set in a tranquil courtyard in the heart of Ryde. It is just 5 minutes stroll to the beach. It forms part of a stylish conversion of Ryde's Victorian sale rooms and has been equipped…

    Dates

    From:
    3 Nov 2024to31 Dec 2026
  16. 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
  17. 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
  18. Add National Trust Wydcombe Holiday Cottage to your Itinerary

    National Trust Wydcombe Holiday Cottage

    Type

    Type:

    Self-Catering

    WHITWELL

    Former farm cottage, Wydcombe Cottage, is located in a picturesque and peaceful valley surrounded by fields in Whitwell, South of the Island.

    Dates

    From:
    1 Jan 2026to31 Dec 2026
  19. Holiday Accommodation at Kingston Barns

    Add Holiday Accommodation at Kingston Barns to your Itinerary

    Holiday Accommodation at Kingston Barns

    Type

    Type:

    Self-Catering

    SHORWELL

    Four converted farm buildings in a beautiful and tranquil setting, perfect for peaceful break from everyday life.

    Dates

    From:
    1 Jan 2026to31 Dec 2026
  20. Add Kemphill Granary to your Itinerary

    Kemphill Granary

    Type

    Type:

    Self-Catering

    RYDE

    5 Star barn conversion on working farm. Five bedrooms, all with ensuite bathrooms, fabulous exposed beams, floor to ceiling windows and large patio area. Open plan kitchen, lounge and dining area, sleeps 10 comfortably. Only 10 min drive from the…

    Dates

    From:
    1 Jan 2026to31 Dec 2026

like, follow, share....join in!