Family friendly cottages and houses

Number of results:

Number of results: 144

, 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 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
  4. 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
  5. 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
  6. 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
  7. 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
  8. 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
  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

    Ideal for intergenerational families, special occasions and groups of friends. In a prime location close to the beach and town the house sleeps 10 with panoramic sea views, garden, parking, chandeliers, enormous kitchen diner, HD Smart TV and…

    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 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 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
  15. Add East Afton Farmhouse to your Itinerary

    East Afton Farmhouse

    Type

    Type:

    Self-Catering

    Freshwater

    East Afton Farmhouse is an impressive self catering farm house, with stunning purpose built event barn, stone ceremony barn and adjoining Annex holiday cottage, located next to an Isle of Wight National Landscape (formerly known as Area of…

    Dates

    From:
    1 Jan 2026to31 Dec 2026
  16. 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
  17. Add 1 Drayton Cottage to your Itinerary

    1 Drayton Cottage

    Type

    Type:

    Self-Catering

    BEMBRIDGE

    This cosy Victorian cottage in Bembridge sleeps 4 plus a baby

    Dates

    From:
    1 Jan 2026to31 Dec 2026
  18. Add Boniface Cliff Villa to your Itinerary

    Tourism For All

    Self-Assessed Accessibility Information

    Boniface Cliff Villa

    Type

    Type:

    Self-Catering

    SHANKLIN

    Spacious villa with many beautiful Edwardian features but in a modern, comfortable setting. 

    Dates

    From:
    1 Jan 2026to31 Dec 2026
  19. Add House of Logs to your Itinerary

    House of Logs

    Type

    Type:

    Self-Catering

    TOTLAND BAY

    Self-catering holiday let - 4-bed Norwegian log house

    Dates

    From:
    1 Jan 2026to31 Dec 2026
  20. Add Holiday Accommodation at Calbourne Water Mill to your Itinerary

    Holiday Accommodation at Calbourne Water Mill

    Type

    Type:

    Self-Catering

    CALBOURNE

    Amongst the 35 acre grounds of Calbourne Water Mill, one of the Island's main attractions, there are luxury eco lodges and traditional cottages.

    Dates

    From:
    1 Jan 2026to31 Dec 2026

like, follow, share....join in!