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…

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…

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Search Self-Catering

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Where:
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Isle of Wight self catering

Number of results:

Number of results: 275

, currently showing 61 to 80.

  1. Add Kiely Cottage to your Itinerary

    Kiely Cottage

    Type

    Type:

    Self-Catering

    SHANKLIN

    Kiely Cottage is a stylish, well-equipped three bed cottage in Shanklin. The perfect seaside escape for families, friends and pets.

    Dates

    From:
    1 Jan 2026to31 Dec 2026
  2. Add Brading House to your Itinerary

    Brading House

    Type

    Type:

    Self-Catering

    BRADING

    Brading House is a beautiful spacious cottage set over 3 floors, oozing character. This stunning 3 bedroom property sleeps 6 and dates back to the 1600’s.

    Dates

    From:
    1 Jan 2026to31 Dec 2026
  3. Add Ashmead Cottage to your Itinerary

    Ashmead Cottage

    Type

    Type:

    Self-Catering

    TOTLAND BAY

    Ashmead Cottage has been thoughtfully decorated throughout offering three lovely bedrooms and two modern bathrooms.

    Dates

    From:
    1 Jan 2026to31 Dec 2026
  4. Add Brook Farmhouse Cottages Ltd to your Itinerary

    Brook Farmhouse Cottages Ltd

    Type

    Type:

    Cottage

    BRIGHSTONE

    5 Star luxury pet friendly self catering holiday cottages

    Dates

    From:
    1 Jan 2026to31 Dec 2026
  5. 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

  6. 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
  7. Add Isle of Wight Tipi Holidays to your Itinerary

    Isle of Wight Tipi Holidays

    Type

    Type:

    Glamping

    ISLANDWIDE

    Isle of Wight Tipis provide a magical, beautiful and relaxing Glamping experience. Tipis or Bell Tents are available to hire and are equipped for two people. Whole site bookings are available for family gatherings or wedding receptions for up to 50…

    Dates

    From:
    1 May 2026to30 Sept 2026
    From:
    1 June 2026to31 Aug 2026
  8. Add India Cottage to your Itinerary

    India Cottage

    Type

    Type:

    Self-Catering

    Ventnor

    A comfortable and cosy Grade 2 listed cottage, with private off-street parking, just a couple of minutes’ walk from Ventnor town centre and around ten minutes to Ventnor's sand and shingle beach. The cottage is ideally placed as a base to explore…

    Dates

    From:
    1 Jan 2026to31 Dec 2026
  9. 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
  10. Add The Lighthouse to your Itinerary

    The Lighthouse

    Type

    Type:

    Self-Catering

    VENTNOR

    The Lighthouse is a one off property with the wow factor, right on the beach at Steephill Cove. The whole house boasting exceptional sea and coastal views.

    Dates

    From:
    1 Jan 2026to31 Dec 2026
  11. Add One Elm Cottage to your Itinerary

    One Elm Cottage

    Type

    Type:

    Self-Catering

    Roud, Godshill

    One Elm Cottage is a delightful stone cottage which sits on the edge of the ancient hamlet of Roud. It is one of a pair of cottages which can be booked together for gatherings of families and friends.

    Dates

    From:
    1 Jan 2026to31 Dec 2026

    Gradings

    • 4 Visit England Stars Self Catering
    4 Visit England Stars Self Catering
  12. Add Belvedere Apartment to your Itinerary

    Belvedere Apartment

    Type

    Type:

    Self-Catering

    RYDE

    This luxury 2-bedroom apartment is on the first floor of a modern building with secure car parking. The property has been fully refurbished to a high standard and offers spacious, bright and contemporary accommodation.

    Dates

    From:
    1 Jan 2026to31 Dec 2026
  13. Add Sun Hill Cottage to your Itinerary

    Sun Hill Cottage

    Type

    Type:

    Self-Catering

    Cowes

    A beautiful coastal retreat in the heart of Cowes Old Town. This lovely 3 bed cottage is perfectly located on Sun Hill, newly renovated, has a pretty garden which is so peaceful and even the added bonus of parking for 1 car.

    Dates

    From:
    1 Jan 2026to31 Dec 2026
  14. Add St Catherine's Cottage to your Itinerary

    St Catherine's Cottage

    Type

    Type:

    Self-Catering

    Freshwater

    St Catherine's Cottage is a bright and cosy three-bedroom Victorian cottage offering enclosed gardens and a balcony with sea views. Situated on a peaceful lane beside Tennyson Down, St Cats is 450m from the charming beach at Freshwater Bay. 

    Dates

    From:
    1 Jan 2026to31 Dec 2026
  15. Add Swysh Stays to your Itinerary

    Swysh Stays

    Type

    Type:

    Self-Catering

    Whitwell, VENTNOR

    We’re Swysh Stays - a luxury Isle of Wight holiday home company with a curated collection of top-notch properties, from characterful cottages to seaside apartments and snug, homely boltholes, we’re sure to have something for everyone.

    Dates

    From:
    1 Jan 2026to31 Dec 2026
  16. Add The Old Boat House to your Itinerary

    The Old Boat House

    Type

    Type:

    Self-Catering

    SEAVIEW

    The Old Boat House is an attractive stone cottage with detached annexe, in a stunning position with views across the Solent, on the edge of the Seaview village. 

    Dates

    From:
    1 Mar 2024to31 Dec 2026
  17. Add House on the Shore to your Itinerary

    House on the Shore

    Type

    Type:

    Self-Catering

    YARMOUTH

    This 3 bedroom family home accommodates six adults, two children and has a small bed for a toddler and a travel cot for an infant if required. 

    With a stunning panoramic sea view across to the mainland, the house is adjacent to the coastal path as…

    Dates

    From:
    1 Mar 2026to1 Dec 2026
  18. Add Captain's Lodge to your Itinerary

    Captain's Lodge

    Type

    Type:

    Self-Catering

    SANDOWN

    Captain’s Lodge is a charming cottage in a prime location in Sandown with two off-road parking spaces. Being situated just 250m from the beach means that you can visit as often as you like without having to worry about parking.

    Dates

    From:
    2 Apr 2026to29 Oct 2026
    From:
    30 Oct 2026to1 Apr 2027
  19. Add Bay View to your Itinerary

    Bay View

    Type

    Type:

    Self-Catering

    St Lawrence, VENTNOR

    This amazingly positioned chalet style house is a brilliant choice for a large family or group of friends as it has 4 bedrooms and sleeps up to 8 people. With French doors leading on to the wrapped around decking and a large south facing garden, an…

    Dates

    From:
    1 Jan 2026to31 Dec 2026
  20. Add Fair Isle Holiday Cottages to your Itinerary

    Fair Isle Holiday Cottages

    Type

    Type:

    Self-Catering

    Newport

    Fair Isle Holiday Cottages is a family-run business offering 7 thoughtfully designed holiday homes, including 5 newly built stylish contemporary lodges and 2 cosy cottages, all with stunning countryside views.

    Dates

    From:
    1 Jan 2026to31 Dec 2026

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