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…

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…

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: 263

, currently showing 221 to 240.

  1. Add The House at Ryde Sands to your Itinerary

    The House at Ryde Sands

    Type

    Type:

    Self-Catering

    RYDE

    Discover the ultimate island getaway at the House at Ryde Sands, a stunning beachfront holiday rental with mesmerising sea views stretching from East to West across the Solent.

    Dates

  2. Add Kari's Cottage to your Itinerary

    Kari's Cottage

    Type

    Type:

    Self-Catering

    VENTNOR

    Kari’s Cottage in the seaside town of Ventnor is a two bedroom ‘Old Fishermans Cottage’. This seaside home is tucked away off the main road that provides a tranquil, private place for your holiday. 

    Dates

    From:
    1 Jan 2026to31 Dec 2026
  3. 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

  4. Add Woodland Cottage - Fort Victoria to your Itinerary

    Woodland Cottage - Fort Victoria

    Type

    Type:

    Self-Catering

    Norton, YARMOUTH

    With amazing uninterrupted views over the sea in front, this cottage is a wonderful base for family or friends to explore this beautiful, unspoilt part of the island.

    Dates

    From:
    1 Jan 2026to31 Dec 2026
  5. Add Just For You Holiday Homes to your Itinerary

    Just For You Holiday Homes

    Type

    Type:

    Self-Catering

    Just For You Holiday Homes provide a home away from home, personalised and unparalleled service, so you can enjoy an unforgettable holiday experience.

    Dates

    From:
    1 Jan 2026to31 Dec 2026

    Gradings

    • Visitor Ready Accredited by VisitEngland
    Visitor Ready Accredited by VisitEngland
  6. Add Little Upton Barns to your Itinerary

    Little Upton Barns

    Type

    Type:

    Self-Catering

    RYDE

    Little Upton Farm has three stunning self-catering barn conversions sleeping up to 16 guests comfortably, in Ashey, close to Ryde on the North East coast of the Isle of Wight.

    Dates

    From:
    1 Jan 2026to31 Dec 2026
  7. Add Warren Hill Camp to your Itinerary

    Warren Hill Camp

    Type

    Type:

    Glamping

    Ventnor

    Warren Hill Camp is an idyllic and tranquil family-run glamping site nestled in the heart of the stunning Isle of Wight countryside. Located on a picturesque former dairy farm, it offers you the perfect opportunity to unwind, relax, and reconnect…

    Dates

    From:
    1 May 2026to30 Sept 2026
  8. 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
  9. Add 4 The Nab House to your Itinerary

    4 The Nab House

    Type

    Type:

    Self-Catering

    BEMBRIDGE

    The Nab House on Beach House Lane is a beautiful 2-bedroom coastal apartment in the popular village of Bembridge on the Isle of Wight.

    Dates

    From:
    1 Jan 2026to31 Dec 2026

    Gradings

    • Visitor Ready Accredited by VisitEngland
    Visitor Ready Accredited by VisitEngland
  10. Add Whitwell Station Holiday Homes to your Itinerary

    Whitwell Station Holiday Homes

    Type

    Type:

    Self-Catering

    Whitwell, VENTNOR

    Whitwell Station sits on the former Newport, Godshill & St Lawrence Railway line. Set in nearly 2 acres, overlooking the beautiful village of Whitwell it has commanding views over the southern downs – an Isle of Wight National Landscape (formerly…

    Dates

    From:
    29 Mar 2026to31 Oct 2026
  11. 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
  12. 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
  13. Add Fernhill Barns to your Itinerary

    Fernhill Barns

    Type

    Type:

    Self-Catering

    RYDE

    A collection of 4 spacious and contemporary barn conversions sleeping up to 18.

    Dates

    From:
    1 Jan 2026to31 Dec 2026
  14. 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
  15. Add Sea Shells by the Beach to your Itinerary

    Sea Shells by the Beach

    Type

    Type:

    Self-Catering

    BONCHURCH

    Luxury seafront 5 star self-catering holiday cottage in beautiful Bonchurch.

    Dates

    From:
    1 Feb 2026to31 Dec 2026
  16. Add Houseboat Gypsy Queen (Oystercatcher) to your Itinerary

    Houseboat Gypsy Queen (Oystercatcher)

    Type

    Type:

    Self-Catering

    Bembridge

    Oystercatcher Set in picturesque Bembridge Harbour with far reaching views out to the Solent, Oystercatcher is a luxurious houseboat, beautifully furnished and just waiting to welcome you on board. As the tide ebbs and flows you can watch the…

    Dates

    From:
    1 Apr 2026to31 Oct 2026
  17. 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
  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 Chestnut Mews Holiday Cottages to your Itinerary

    Chestnut Mews Holiday Cottages

    Type

    Type:

    Self-Catering

    SHANKLIN

    Honeysuckle, Jasmine and Clematis cottages, all have three bedrooms, sleeping up to 6, and are located on the edge of Shanklin Old Village. Only ten-minute's walk to the beach, minutes from parks, footpaths, an ideal location to explore!

    Dates

    From:
    1 Jan 2026to31 Dec 2026
  20. 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

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