Family friendly cottages and houses

Number of results:

Number of results: 145

, 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 The Island Holiday Company to your Itinerary

    The Island Holiday Company

    Type

    Type:

    Self-Catering

    Ryde

    The Island Holiday Company is proud to offer a handpicked collection of premium self-catering accommodation offering exceptional value across the Isle of Wight.

    Dates

    From:
    1 Jan 2026to31 Dec 2026
  3. 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
  4. Add The Garlic Farm Cottages and Luxury Yurts to your Itinerary

    The Garlic Farm Cottages and Luxury Yurts

    Type

    Type:

    Self-Catering

    Newchurch

    Self-catering cottages and luxury yurts on the Garlic Farm. A unique and beautiful place to stay with unspoilt scenery, farm walks and the Garlic Farm shop and restaurant on site with discounts for their guests. Tennis court, football pitch, games…

    Dates

    From:
    1 Jan 2026to31 Dec 2026
  5. 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
  6. Add Glamping & Self Catering at Tapnell Farm to your Itinerary

    Glamping & Self Catering at Tapnell Farm

    Type

    Type:

    Self-Catering

    Yarmouth

    Nestled in the beautiful countryside of the Isle of Wight, Tapnell Farm offers a unique blend of glamping and self-catering cottage accommodation that’s perfect for holidays, family breaks, and romantic escapes.

    Dates

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

    Devonia Cottage

    Type

    Type:

    Self-Catering

    Newchurch

    Devonia Cottage is situated in the delightful village of Newchurch, this detached holiday home sleeps 6 and is perfect for a relaxing family escape surrounded by countryside.

    Dates

    From:
    1 Jan 2026to31 Dec 2026
  8. Add Woodcliffe Holiday Apartments & Cottage to your Itinerary

    Tourism For All

    Self-Assessed Accessibility Information

    Woodcliffe Holiday Apartments & Cottage

    Type

    Type:

    Self-Catering

    Ventnor

    Set in the Undercliff area of Isle of Wight National Landscape (formerly known as Area of Outstanding Natural Beauty), Woodcliffe stands in peaceful secluded terraced gardens. The house, cottage and modern apartments face south across the Undercliff…

    Dates

    From:
    1 Jan 2026to31 Dec 2026
  9. Add Groves Cottage to your Itinerary

    Groves Cottage

    Type

    Type:

    Self-Catering

    Newchurch

    Groves Cottage is situated in the delightful village of Newchurch, this detached holiday home sleeps 10 and is perfect for a relaxing family escape surrounded by countryside.

    Dates

    From:
    1 Jan 2026to31 Dec 2026
  10. Add Bermuda House to your Itinerary

    Tourism For All

    Self-Assessed Accessibility Information

    Bermuda House

    Type

    Type:

    Self-Catering

    Ventnor

    Bermuda House is a delightful place to spend a holiday. It is a Victorian villa steeped in history and right in the centre of Ventnor. The house has excellent sea views, sleeps 10 in 5 bedrooms, has full-fibre WiFi and car parking.

    Dates

    From:
    1 Jan 2025to31 Dec 2026
  11. 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
  12. Add Three Gables to your Itinerary

    Three Gables

    Type

    Type:

    Self-Catering

    Newbridge

    Three Gables holiday home is in the centre of the small rural village of Newbridge on the western side of the Island.

    Dates

    From:
    1 Jan 2026to31 Dec 2026
  13. 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
  14. Add National Trust The Old Club House Holiday Cottage to your Itinerary

    National Trust The Old Club House Holiday Cottage

    Type

    Type:

    Self-Catering

    ST HELENS

    A wooden chalet once the clubhouse for the Royal Isle of Wight Golf Links, now a National Trust self-catering holiday cottage in St Helens on the Isle of Wight.

    Dates

    From:
    1 Jan 2026to31 Dec 2026
  15. Add Brook Farmhouse Cottages Ltd to your Itinerary

    Brook Farmhouse Cottages Ltd

    Type

    Type:

    Cottage

    BRIGHSTONE

    5 Star luxury pet friendly self catering holiday cottages

    Dates

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

    National Trust Wydcombe Holiday Cottage

    Type

    Type:

    Self-Catering

    WHITWELL

    Former farm cottage, Wydcombe Cottage, is located in a picturesque and peaceful valley surrounded by fields in Whitwell, South of the Island.

    Dates

    From:
    1 Jan 2026to31 Dec 2026
  18. Add Stag Cottage to your Itinerary

    Stag Cottage

    Type

    Type:

    Self-Catering

    Godshill, VENTNOR

    This gorgeous barn conversion in Godshill offers bright accommodation in a picturesque rural setting with plenty of walks and trails for exploring the stunning countryside.

    Dates

    From:
    1 Jan 2026to31 Dec 2026
  19. Add Moor Farm Holiday Cottages to your Itinerary

    Tourism For All

    Self-Assessed Accessibility Information

    Moor Farm Holiday Cottages

    Type

    Type:

    Self-Catering

    GODSHILL

    We have four beautifully restored barn conversions located within Moor farm, set in idyllic countryside only 1/2 mile from the picturesque village of Godshill.

    Dates

    From:
    1 Jan 2026to31 Dec 2026
  20. Add Carlton Cottage Cowes to your Itinerary

    Carlton Cottage Cowes

    Type

    Type:

    Self-Catering

    WEST COWES

    A self catering cottage built in 2013. Only steps from the beach and a 10 minute walk along the Esplanade to the centre of Cowes. 3 bedrooms, sleeps 6/7.

    Dates

    From:
    1 Jan 2026to31 Dec 2026

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