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:
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Arrival Date:
Add Room / Unit

Isle of Wight self catering

Number of results:

Number of results: 261

, currently showing 221 to 240.

  1. 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
  2. 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
  3. 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
  4. Add Longwood Edge to your Itinerary

    Tourism For All

    Self-Assessed Accessibility Information

    Longwood Edge

    Type

    Type:

    Self-Catering

    VENTNOR

    Beautiful detached cabin style bungalow with stunning sea views. Situated in the much sought after hamlet of Bonchurch, Longwood Edge is 150 yards away from the ever popular Bonchurch Inn.

    Dates

    From:
    1 Jan 2026to31 Dec 2026
  5. 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

  6. 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
  7. Add Into the Woods to your Itinerary

    Into the Woods

    Type

    Type:

    Static Units

    WOOTTON

    Into the Woods offers unique, cosy and exciting accommodation in the woods - a fabulous Treehouse;  or our new Shepherd's Hideaway - both for 2-6 guests.

    Dates

    From:
    1 Jan 2026to31 Dec 2026
  8. 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

  9. 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
  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 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
  12. 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
  13. 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

  14. 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
  15. Add Berryl Farm Cottages to your Itinerary

    Berryl Farm Cottages

    Type

    Type:

    Self-Catering

    VENTNOR

    Berryl farm Cottages are situated in an Isle of Wight National Landscape (formerly known as Area of Outstanding Natural Beauty), surrounded by fields with stunning views, close to beaches, fishing lakes and only 5 minutes’ walk through the fields…

    Dates

    From:
    1 Jan 2026to31 Dec 2026
  16. 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
  17. 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

  18. 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
  19. 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
  20. 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

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