Luxury cottages and houses

Number of results:

Number of results: 53

, currently showing 1 to 20.

  1. 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
  2. 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
  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 Gills Cliff House to your Itinerary

    Gills Cliff House

    Type

    Type:

    Self-Catering

    Ventnor

    A beautiful 4 bedroom Victorian house sleeping seven overlooking Ventnor Park and with panoramic views over the English Channel. Most rooms have floor to ceiling windows to fully appreciate the view.

    Dates

    From:
    1 Jan 2026to31 Dec 2026
  7. 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
  8. Add Pinkmead Estate and Vineyard to your Itinerary

    Pinkmead Estate and Vineyard

    Type

    Type:

    Self-Catering

    NEWPORT

    Pinkmead Estate & Vineyard is an incredibly unique holiday residency and one of a kind in terms of boutique self catering.

    Dates

    From:
    1 Jan 2026to31 Dec 2026
  9. 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
  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 Compton Grange to your Itinerary

    Compton Grange

    Type

    Type:

    Self-Catering

    BROOK

    Compton Grange is a stunning seaside property nestled on the south coast of the Isle of Wight, known for its natural beauty and pristine beaches. This spacious vacation rental sleeps up to eight guests and benefits from three bathrooms, making it a…

    Dates

    From:
    1 Jan 2026to31 Dec 2026
  12. Add Newclose Farm Holiday Cottages to your Itinerary

    Newclose Farm Holiday Cottages

    Type

    Type:

    Self-Catering

    THORLEY

    Newclose Farm is set in the beautiful West Wight countryside, The cottages are converted from an old Dairy farm and have plenty of character including oak beams in the large spacious barn.

    Dates

  13. 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
  14. Add Seaglass & Coastwatch to your Itinerary

    Seaglass & Coastwatch

    Type

    Type:

    Self-Catering

    BEMBRIDGE

    Seaglass is a three bedroom period property and Coastwatch Cottage is a two bedroom cosy period cottage. Both are located in Bembridge; a charming seaside town within few minute’s drive to multiple local beaches, the local village and within walking…

    Dates

  15. 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
  16. 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
  17. Add Hawthorn Cottage to your Itinerary

    Hawthorn Cottage

    Type

    Type:

    Self-Catering

    Freshwater

    Nestled in the peaceful hamlet of Norton Green, Hawthorn Cottage is a beautifully presented self-catering holiday home that combines modern comfort with thoughtful touches to create an unforgettable Isle of Wight getaway.

    Dates

    From:
    1 Jan 2026to31 Dec 2026
  18. 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

  19. Add Woodlands to your Itinerary

    Woodlands

    Type

    Type:

    Self-Catering

    Seaview

    Nestled just a 5-minute stroll from picturesque beaches, the Seaview village shops, and the prestigious Sea View Yacht Club, Woodlands is your dream getaway.

    Dates

    From:
    1 Jan 2026to31 Dec 2026
  20. Add The Tap Room to your Itinerary

    The Tap Room

    Type

    Type:

    Self-Catering

    Freshwater

    The Tap Room is located within a Grade I listed fort in the West Wight of the Island and is within a protected country park.

    Dates

    From:
    1 Jan 2026to31 Dec 2026

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