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…

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…

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 221 to 240.

  1. Add Pinkmead Estate and Vineyard to your Itinerary

    Pinkmead Estate and Vineyard

    Type

    Type:

    Self-Catering

    NEWPORT

    Pinkmead Estate & Vineyard is an incredibly unique holiday residency and one of a kind in terms of boutique self catering.

    Dates

    From:
    1 Jan 2026to31 Dec 2026
  2. Add St Helens Holiday Resort to your Itinerary

    St Helens Holiday Resort

    Type

    Type:

    Self-Catering

    St Helens

    St Helens Coastal Resort is located on the Southeast of the Island and is one of the most peaceful and relaxing resorts here on the Isle of Wight. The resort offers a collection of stunning lodges and new modern caravans and is in close proximity to…

    Dates

    From:
    1 Feb 2026to30 Oct 2026
    From:
    1 Jan 2027to31 Jan 2027

    Gradings

    • 4 Visit England Stars Holiday Park
    4 Visit England Stars Holiday Park
  3. Add Red Barn Holidays to your Itinerary

    Red Barn Holidays

    Type

    Type:

    Self-Catering

    Rookley, Ventnor

    Luxury self-catering barn conversion for disabled visitors.

    Dates

    From:
    1 Jan 2026to31 Dec 2026
  4. 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
  5. Add Godshill Park Cottages & Hut to your Itinerary

    Godshill Park Cottages & Hut

    Type

    Type:

    Self-Catering

    Godshill

    The comfortable accommodation is situated on a working livestock farm in a hamlet near the picturesque village of Godshill in one of the most beautiful parts of the island. Peace and tranquillity are guaranteed.

    Dates

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

    Seaview Holidays

    Type

    Type:

    Self-Catering

    SEAVIEW

    Family owned and operating since the 1960’s our quaint and peaceful holiday village is nestled in the countryside, just a few minutes’ walk to the beach and the affluent seaside town of Seaview – highly regarded as one of the Islands most desired…

    Dates

    From:
    1 Mar 2026to31 Oct 2026
    From:
    1 Nov 2026to28 Feb 2027
  8. Add Hunters to your Itinerary

    Hunters

    Type

    Type:

    Self-Catering

    RYDE

    Hunters is a Victorian house that sleeps 7 and is very conveniently located 5 mins walk from the beach, shops and restaurants in Ryde.  

    Dates

    From:
    1 Jan 2026to31 Dec 2026
  9. Add Cosy Cottage to your Itinerary

    Cosy Cottage

    Type

    Type:

    Self-Catering

    FRESHWATER

    Situated in Freshwater on the Isle of Wight, set in two acres of beautiful gardens sat back from the road, Cosy Cottage is a hidden gem of tranquillity on the West Wight.

    Dates

  10. 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
  11. 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
  12. 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
  13. 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
  14. Add Houseboat Islay to your Itinerary

    Houseboat Islay

    Type

    Type:

    Self-Catering

    Bembridge

    If you are looking for something a little different for your break on the Isle of Wight why not rent a houseboat? With ever changing views and the to-ing and fro-ing of boats in the harbour, the constantly changing vista from Houseboat Islay’s deck…

    Dates

  15. 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
  16. 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
  17. Add Gwydyr House to your Itinerary

    Gwydyr House

    Type

    Type:

    Self-Catering

    RYDE

    Gwydyr House, a traditional 200 year old stone cottage visited by Queen Victoria at the turn of the last century, is now a newly refurbished holiday home ideal for golfers, bikers, walkers, dog lovers, as well as offering plenty of parking for those…

    Dates

    From:
    1 Jan 2026to31 Dec 2026
  18. 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
  19. 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
  20. Add St Marys Road to your Itinerary

    St Marys Road

    Type

    Type:

    Self-Catering

    COWES

    Recently renovated 3 bedroom cottage sleeping up to 6 guests.

    Dates

    From:
    1 Jan 2026to31 Dec 2026

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