Luxury cottages and houses

Number of results:

Number of results: 50

, currently showing 1 to 20.

  1. Add Classic Cottages to your Itinerary

    Classic Cottages

    Type

    Type:

    Self-Catering

    Islandwide

    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 areas.

    Dates

    From:
    1 Jan 2026to31 Dec 2026
  2. Add Island Holiday Homes to your Itinerary

    Island Holiday Homes

    Type

    Type:

    Self-Catering

    ISLANDWIDE

    Island Holiday Homes is an established agency renowned for delivering top-quality self-catering and serviced accommodation across the Isle of Wight. With a rich history rooted in exceptional service and a commitment to quality, Island Holiday Homes…

    Dates

    From:
    1 Jan 2026to31 Dec 2026
  3. Add HB Holiday Lettings to your Itinerary

    HB Holiday Lettings

    Type

    Type:

    Self-Catering

    Bembridge

    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 make booking an Isle of Wight stay easy and…

    Dates

    From:
    1 Jan 2026to31 Dec 2026

    Gradings

    • Visitor Ready Accredited by VisitEngland
    Visitor Ready Accredited by VisitEngland
  4. Add The Old Cowshed to your Itinerary

    The Old Cowshed

    Type

    Type:

    Self-Catering

    Cowes

    Set on a rare breed smallholding in Thorness, The Old Cowshed is a newly converted barn providing a peaceful escape with a little bit of luxury thrown in, any time of the year.

    Dates

    From:
    1 Jan 2026to31 Dec 2026
  5. Add Holiday Accommodation at Ventnor Botanic Garden to your Itinerary

    Holiday Accommodation at Ventnor Botanic Garden

    Type

    Type:

    Self-Catering

    St Lawrence

    Stay at Ventnor Botanic Garden, a tranquil setting, in a luxury lodge, an elegant beautifully restored Victorian cottage or charming cabins. Have a unique stay for a weekend or a week and enjoy the microclimate on the south coast of the Isle of…

    Dates

    From:
    1 Jan 2026to31 Dec 2026
  6. Add The Stable and Barn at Buddle Place to your Itinerary

    The Stable and Barn at Buddle Place

    Type

    Type:

    Self-Catering

    Niton

    Buddle Place is located on the southernmost point of the Isle of Wight close to St Catherine’s Lighthouse. Set in Isle of Wight National Landscape (formerly known as Area of Outstanding Natural Beauty), Buddle Place is an ideal base for coastal…

    Dates

    From:
    1 Jan 2026to31 Dec 2026
  7. Add Snaptrip to your Itinerary

    Snaptrip

    Type

    Type:

    Self-Catering

    ISLANDWIDE

    Home to the largest collection of self-catering accommodation on the Isle of Wight, Snaptrip is a trusted marketplace for holiday cottages online.

    Dates

    From:
    1 Jan 2026to31 Dec 2026
  8. 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
  9. Add The Auction House to your Itinerary

    Tourism For All

    Self-Assessed Accessibility Information

    The Auction House

    Type

    Type:

    Self-Catering

    Ryde

    The Auction House is a luxury two bedroom mews house (sleeps 4) set in a tranquil courtyard in the heart of Ryde. It is just 5 minutes stroll to the beach. It forms part of a stylish conversion of Ryde's Victorian sale rooms and has been equipped…

    Dates

    From:
    3 Nov 2024to31 Dec 2026
  10. 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
  11. 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
  12. 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
  13. Add The Pool House to your Itinerary

    The Pool House

    Type

    Type:

    Self-Catering

    Ventnor

    A large unique home from home set in a rural environment with half an acre of private grounds and is a haven for wildlife. Disabled friendly with wet room and toilet. Situated very close to Godshill, on a main bus route with connection to the whole…

    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 The Hermitage to your Itinerary

    The Hermitage

    Type

    Type:

    Self-Catering

    VENTNOR

    An impressive country house situated in an elevated rural position in just over 11 acres of private grounds. Perfect accommodation for large group celebrations.

    Dates

    From:
    1 Jan 2026to31 Dec 2026
  16. 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
  17. Add National Trust Old Church Lodge Holiday Cottage to your Itinerary

    National Trust Old Church Lodge Holiday Cottage

    Type

    Type:

    Self-Catering

    ST HELENS

    Old Church Lodge, a two bedroom Victorian cottage sleeping four, is the perfect place to explore the East of the Isle of Wight.

    Dates

    From:
    1 Jan 2026to31 Dec 2026
  18. Add Yafford Mill Barn to your Itinerary

    Yafford Mill Barn

    Type

    Type:

    Self-Catering

    SHORWELL

    Yafford Mill Barn is nestled within the beautiful countryside of the South West of the Island.

    Dates

    From:
    1 Jan 2026to31 Dec 2026
  19. 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
  20. Add Clevelands Country House to your Itinerary

    Clevelands Country House

    Type

    Type:

    Self-Catering

    Wroxall

    Clevelands Country House is a spacious Victorian home in the village of Wroxall on the Isle of Wight’s south side. Set along a quiet country lane and surrounded by rolling countryside, it provides a peaceful and comfortable base for larger family…

    Dates

    From:
    1 Jan 2024to31 Dec 2027

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