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…

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Search Self-Catering

Type:
Where:
Keyword:
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Add Room / Unit

Isle of Wight self catering

Number of results:

Number of results: 262

, currently showing 221 to 240.

  1. 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
  2. Add Grange Farm Cottages to your Itinerary

    Tourism For All

    Self-Assessed Accessibility Information

    Grange Farm Cottages

    Type

    Type:

    Self-Catering

    WOOTTON

    Red Squirrel Lodge and The Coach House are both located on Grange Farm. The farm is situated on the outskirts of Wootton village close to both Red Funnel and Wightlink ferries and it's on a bus route. Ideal for walkers, cyclists and birdwatchers.…

    Dates

    From:
    1 Jan 2026to31 Dec 2026
  3. Add Puckaster Cove Hideaway Glamping and Garden Spa to your Itinerary

    Puckaster Cove Hideaway Glamping and Garden Spa

    Type

    Type:

    Glamping

    NITON

    a magical holiday location set on the southern tip of the Isle of Wight with breathtaking sea views across the Channel.
    Sea, Stars, Serenity. Your Year Round Escape to Nature. Stay in one of our 2 fabulous yurts or our delightful tiny home. Relax…

    Dates

  4. Add Dolphin Cottage to your Itinerary

    Tourism For All

    Self-Assessed Accessibility Information

    Dolphin Cottage

    Type

    Type:

    Self-Catering

    BEMBRIDGE

    Whether you seek tranquillity or adventure, this luxury holiday home in Bembridge, Isle of Wight, is the perfect haven for a memorable holiday. From its stylish interiors to its prime location near the beach and village centre, it promises an…

    Dates

    From:
    1 Jan 2026to31 Dec 2026
  5. Add The Old School Hall to your Itinerary

    The Old School Hall

    Type

    Type:

    Self-Catering

    SHANKLIN

    The Old School Hall sleeps 6 and is located in a quiet and peaceful location but still within walking distance of the beaches, and many cafes and restaurants in Shanklin.

    Dates

    From:
    1 Jan 2026to31 Dec 2026
  6. 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
  7. 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
  8. Add Isle of Wight Stays to your Itinerary

    Isle of Wight Stays

    Type

    Type:

    Self-Catering

    Islandwide

    Isle of Wight Stays offers a welcoming collection of comfortable, affordable and family friendly accommodation in Sandown and Niton. Perfect bases for exploring the island's stunning coastlines and countryside. Unlock exclusive discounts and offers…

    Dates

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

    The Salt Pot

    Type

    Type:

    Self-Catering

    Ventnor

    The Salt Pot is a pleasant seaside cottage enjoying sea views from the living room, front bedroom, and the roof terrace. Sleeping 6 guests in three bedroom this cottage is just a 2-minute walk down to the beach at Wheelers Bay, with a level walk…

    Dates

  11. Add 2 The Granary to your Itinerary

    2 The Granary

    Type

    Type:

    Self-Catering

    Brighstone

    Charming Grade II listed Isle of Wight holiday cottage beside quiet lane on edge of pretty village of Brighstone, 1/2 mile from sea

    Dates

    From:
    1 Jan 2026to31 Dec 2026

    Gradings

    • Visitor Ready Accredited by VisitEngland
    Visitor Ready Accredited by VisitEngland
  12. Add Lyon Court - The Garret & The Old Stable to your Itinerary

    Lyon Court - The Garret & The Old Stable

    Type

    Type:

    Self-Catering

    SHANKLIN

    Lyon Court is a beautiful country house in Shanklin (10 mins walk to old village and shops, 15 mins walk to Shanklin beaches) that has been converted into apartments offering self catering accommodation.

    Dates

    From:
    1 Jan 2026to31 Dec 2026
  13. 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
  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 The Oaks Holiday Apartments to your Itinerary

    Tourism For All

    Self-Assessed Accessibility Information

    The Oaks Holiday Apartments

    Type

    Type:

    Self-Catering

    Ryde

    The Oaks is a lovely Victorian house standing in its own grounds backed by woodland. It has been tastefully converted into studio and 1 or 2 bedroom apartments to accommodate from 2 to 5 people. Convenient for beach, town centre and bus stops.

    Dates

    From:
    9 May 2026to3 Oct 2026
    From:
    1 Oct 2026to8 May 2027
    From:
    4 Oct 2026to7 May 2027
  16. 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
  17. 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
  18. Add Westfield Farm to your Itinerary

    Westfield Farm

    Type

    Type:

    Self-Catering

    Yarmouth

    A small site comprising of 3 beautifully, hand-crafted, self-catering timber cabins. Each cabin accommodates up to 4 guests.

    Dates

    From:
    1 Jan 2026to31 Dec 2026
  19. 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
  20. Add St Davids to your Itinerary

    St Davids

    Type

    Type:

    Self-Catering

    YARMOUTH

    Luxury self-catering property with coastal views, situated on the outskirts of Yarmouth.

    Dates

    From:
    1 Jan 2026to31 Dec 2026

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