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:
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Arrival Date:
Add Room / Unit

Isle of Wight self catering

Number of results:

Number of results: 263

, currently showing 41 to 60.

  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 National Trust Knowles Farm Holiday Cottage to your Itinerary

    National Trust Knowles Farm Holiday Cottage

    Type

    Type:

    Self-Catering

    Niton Undercliff

    At St Catherine's Point, the southern most tip of the Island, the National Trust Knowles Farm self-catering holiday cottage is in a remote and wild spot close to the lighthouse and, you'll be please to know, the foghorn is no longer used.

    Dates

    From:
    1 Jan 2026to31 Dec 2026
  3. Add Summerhill Apartments to your Itinerary

    Tourism For All

    Self-Assessed Accessibility Information

    Summerhill Apartments

    Type

    Type:

    Self-Catering

    SHANKLIN

    Spacious and comfortable self-contained apartment accommodation in a Victorian gentleman's residence, a short stroll from the Old Village.

    Dates

    From:
    1 Jan 2026to31 Dec 2026
  4. Add National Trust Rose Cottage to your Itinerary

    National Trust Rose Cottage

    Type

    Type:

    Self-Catering

    Mottistone

    Built from Island stone, with roses winding up the front door, the National Trust self-catering holiday cottage lies behind the church in Mottistone village.

    Dates

    From:
    1 Jan 2026to31 Dec 2026
  5. Add National Trust Rosetta and East Rosetta Holiday Cottages to your Itinerary

    National Trust Rosetta and East Rosetta Holiday Cottages

    Type

    Type:

    Self-Catering

    COWES

    Victorian house on the seafront at Cowes, now two self-catering holiday cottages, full of original features and sea views from many of the rooms.

    Dates

    From:
    1 Jan 2026to31 Dec 2026
  6. 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
  7. Add No 1 Sovereign's Gate Osborne to your Itinerary

    No 1 Sovereign's Gate Osborne

    Type

    Type:

    Self-Catering

    EAST COWES

    Nos 1 Sovereign's Gate Osborne is a holiday cottages that has been developed in this iconic building at Osborne. Sovereign's Gate was commissioned by Queen Victoria and Prince Albert as the formal entrance to Osborne.

    Dates

    From:
    1 Jan 2026to31 Dec 2026
  8. Add Sea View Cottage - Fort Victoria to your Itinerary

    Sea View 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
  9. Add National Trust Newtown Cabin to your Itinerary

    National Trust Newtown Cabin

    Type

    Type:

    Self-Catering

    NEWTOWN

    Stay at the National Trust’s Newtown Cabin that sleeps 4 and is located within the Newtown National Nature Reserve. 

    Dates

    From:
    1 Jan 2026to31 Dec 2026
  10. Add Yar Quay to your Itinerary

    Yar Quay

    Type

    Type:

    Self-Catering

    ST HELENS

    Yar Quay is a charming 3 storey house backing onto the River Yar in St Helens. This self catering house provides a tranquil place to stay to explore the Isle of Wight with stunning views of the marina, marshes and countryside. 

    Dates

    From:
    1 Jan 2026to31 Dec 2026
  11. Add Waterlodges at Yarmouth Harbour to your Itinerary

    Waterlodges at Yarmouth Harbour

    Type

    Type:

    Alternative Accommodation

    Yarmouth

    Waterlodges at Yarmouth Harbour offer a comfortable and peaceful retreat, with stunning views of the Solent and easy access to the charming town of Yarmouth.

    Dates

    From:
    1 Jan 2026to31 Dec 2026
  12. Add Haven Hideaway to your Itinerary

    Tourism For All

    Self-Assessed Accessibility Information

    Haven Hideaway

    Type

    Type:

    Self-Catering

    COWES

    A really stunning, almost ‘new 300 year old town house and holiday home is located in the heart of Cowes, and is a perfect base for exploring the Isle of Wight.

    Dates

    From:
    1 Jan 2026to31 Dec 2026
  13. Add Wight Isle Bell Tents to your Itinerary

    Wight Isle Bell Tents

    Type

    Type:

    Glamping

    ISLANDWIDE

    Wight Isle Bell Tents supply beautiful tents across the Isle of Wight, you can experience the fun of camping without compromising on comfort.

    Dates

    From:
    1 Jan 2026to31 Dec 2026
  14. 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
  15. Add Experience Freedom to your Itinerary

    Experience Freedom

    Type

    Type:

    Glamping

    Newchurch, SANDOWN

    Experience a classic glamping stay in one of our authentic safari tents. They sleep up to 5 people and are perfect for families, they are fitted with a comfortable double bed, two single beds and one overhead bed all made up for your arrival. The…

    Dates

    From:
    4 Apr 2026to3 Nov 2026
    From:
    4 Nov 2026to31 Mar 2027
  16. 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
  17. Add Solent Cottage - Fort Victoria to your Itinerary

    Solent 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
  18. 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

  19. 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

  20. Add The Sea House to your Itinerary

    The Sea House

    Type

    Type:

    Self-Catering

    SEAVIEW

    This wonderful, newly refurbished beach house is large and comfortable and sleeps 12 in five spacious bedrooms.

    Dates

    From:
    1 Jan 2026to31 Dec 2026

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