Group friendly cottages and houses

Number of results:

Number of results: 48

, 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. Remove The Garlic Farm Cottages and Luxury Yurts from 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 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 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
  7. 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
  8. Add Beyond Passive Ltd to your Itinerary

    Beyond Passive Ltd

    Type

    Type:

    Self-Catering

    Godshill

    Luxury eco self-catering properties in Godshill

    Dates

    From:
    1 Jan 2026to31 Dec 2026
  9. Add Tiny Homes Holidays to your Itinerary

    Tourism For All

    Self-Assessed Accessibility Information

    Tiny Homes Holidays

    Type

    Type:

    Self-Catering

    NORTHWOOD

    Tiny Homes Holidays is a unique Tiny House hamlet providing one of the best in greener holidays.

    Dates

    From:
    1 Jan 2026to31 Dec 2026
  10. Add Eco Lodges at Calbourne Water Mill to your Itinerary

    Eco Lodges at Calbourne Water Mill

    Type

    Type:

    Self-Catering

    Calbourne

    Stay in Calbourne Water Mill's eco lodges, where sustainable comfort meets peaceful countryside. Enjoy spacious self-catering accommodation, abundant wildlife and easy access to one of the Isle of Wight's oldest attractions.

    Dates

    From:
    1 Jan 2026to31 Dec 2026
  11. 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

  12. Add Godshill Park Cottages & Hut to your Itinerary

    Godshill Park Cottages & Hut

    Type

    Type:

    Self-Catering

    Godshill

    The comfortable accommodation is situated on a working livestock farm in a hamlet near the picturesque village of Godshill in one of the most beautiful parts of the island. Peace and tranquillity are guaranteed.

    Dates

    From:
    1 Jan 2026to31 Dec 2026
  13. 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
  14. Add Holidaycottages.co.uk to your Itinerary

    Holidaycottages.co.uk

    Type

    Type:

    Self-Catering

    VARIOUS

    Holidaycottages.co.uk has been established for over 25 years, offering award-winning customer services and a selection of holiday cottages across the UK, including over 130 across the Isle of Wight. 

    Dates

    From:
    1 Jan 2026to31 Dec 2026
  15. Add Godshill Park Barn to your Itinerary

    Godshill Park Barn

    Type

    Type:

    Bed & Breakfast

    Godshill

    A warm welcome awaits guests in our spectacular newly built barn conversion that is situated within an Isle of Wight National Landscape (formerly known as Area of Outstanding Natural Beauty) on a working farm.

    Dates

    From:
    1 Jan 2026to31 Dec 2026
  16. Add Seafarers View to your Itinerary

    Seafarers View

    Type

    Type:

    Self-Catering

    Cowes

    Seafarer’s View is located a few steps away from the water’s edge on Cowes High Street on the beautiful and picturesque Isle of Wight. the property has been lovingly refurbished to operate as Serviced Accommodation, having 6 double bedrooms and 3…

    Dates

  17. Add National Trust Needles Coastguard Cottages to your Itinerary

    National Trust Needles Coastguard Cottages

    Type

    Type:

    Self-Catering

    Needles Headland

    A pair of former Coastguard Cottages, named after notable shipwrecks and situated in a stunning position height up on the Needles Headland with spectacular views of the Solent and surrounding areas. 

    Dates

    From:
    1 Jan 2026to31 Dec 2026
  18. 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
  19. 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
  20. 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

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