Family friendly cottages and houses

Number of results:

Number of results: 141

, 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 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
  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 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
  8. 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
  9. 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
  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. Close to the beach and town, sleeps 10 with panoramic sea views, parking, chandeliers, enormous kitchen diner, Smart TV and full-fibre Wifi.

    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

    Tourism For All

    Self-Assessed Accessibility Information

    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 Wight Coast Holidays to your Itinerary

    Wight Coast Holidays

    Type

    Type:

    Self-Catering

    Bembridge

    Wight Coast Holidays are a local, independent company who offer a range of self-catering holiday homes in Bembridge, Seaview and Cowes.

    Dates

    From:
    1 Jan 2026to31 Dec 2026

    Gradings

    • Visitor Ready Accredited by VisitEngland
    Visitor Ready Accredited by VisitEngland
  14. Add National Trust Mottistone Manor Farmhouse Holiday Cottage to your Itinerary

    National Trust Mottistone Manor Farmhouse Holiday Cottage

    Type

    Type:

    Self-Catering

    MOTTISTONE

    A large farmhouse cottage, Mottistone Manor Farmhouse, sleeps 14 and is set in a delightful location with views over the fields to the sea. 

    Dates

    From:
    1 Jan 2026to31 Dec 2026
  15. 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
  16. 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

  17. 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
  18. Add Brambles Farm Bungalow to your Itinerary

    Brambles Farm Bungalow

    Type

    Type:

    Self-Catering

    FRESHWATER

    Brambles Farm Bungalow is located in the West Wight, a beautiful part of the Island, with miles of heritage coastline, scenic walks, cycle tracks and breathtaking views from Tennyson Down, Headon Warren and The Needles.

    Dates

    From:
    15 Feb 2026to15 Nov 2026
  19. Add Spring Gardens to your Itinerary

    Tourism For All

    Self-Assessed Accessibility Information

    Spring Gardens

    Type

    Type:

    Self-Catering

    SHANKLIN

    Welcome to our beautiful family home in the charming coastal town of Shanklin! This spacious and inviting house is the perfect retreat for one or two families of up to 8 guests looking for a relaxing and comfortable holiday. We also have the option…

    Dates

    From:
    1 Jan 2026to31 Dec 2026
  20. Add The Cottage at Great East Standen Manor to your Itinerary

    The Cottage at Great East Standen Manor

    Type

    Type:

    Self-Catering

    NEWPORT

    Thatched Medieval award winning holiday cottage.

    Dates

    From:
    1 Jan 2026to31 Dec 2026

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