Group friendly cottages and houses

Number of results:

Number of results: 46

, 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 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

    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 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
  8. 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
  9. Add Beach Homes on Priory Bay to your Itinerary

    Beach Homes on Priory Bay

    Type

    Type:

    Self-Catering

    SEAVIEW

    Uniquely, these two properties have direct access to Priory Bay via a private track with yummy orchard, Victorian folly and stunning woodland. Not many of you will have seen a taller or more beautiful Oak tree.

    Dates

  10. Add Just For You Holiday Homes to your Itinerary

    Just For You Holiday Homes

    Type

    Type:

    Self-Catering

    Just For You Holiday Homes provide a home away from home, personalised and unparalleled service, so you can enjoy an unforgettable holiday experience.

    Dates

    From:
    1 Jan 2026to31 Dec 2026

    Gradings

    • Visitor Ready Accredited by VisitEngland
    Visitor Ready Accredited by VisitEngland
  11. 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
  12. 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
  13. Add Spinnakers - Fort Victoria to your Itinerary

    Spinnakers - 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
  14. Add Woodland Cottage - Fort Victoria to your Itinerary

    Woodland 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
  15. 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
  16. Add Bagwich House Holiday Cottages to your Itinerary

    Bagwich House Holiday Cottages

    Type

    Type:

    Self-Catering

    Godshill

    Bagwich House Holiday Cottages is surrounded by countryside in Godshill providing the perfect location for a relaxing rural escape.

    Dates

    From:
    1 Jan 2026to31 Dec 2026
  17. Add Mermaid Holidays to your Itinerary

    Mermaid Holidays

    Type

    Type:

    Self-Catering

    VENTNOR

    At Mermaid Holidays, we believe in doing things differently. After all, you're not looking for just another getaway—you're after something extraordinary. Why settle for the usual when you can experience a stay that's as unique as you are?

    Dates

  18. Add Island Riding Centre - Self Catering Cottages & Safari Tents to your Itinerary

    Tourism For All

    Self-Assessed Accessibility Information

    Island Riding Centre - Self Catering Cottages & Safari Tents

    Type

    Type:

    Self-Catering

    Newport

    Our modern and bright self-catering accommodation is set across a range of cottages, a Victorian Dairy barn conversion, a detached modern ranch style-bungalow and gated safari camp, we have been awarded 4* Rosette awarded by Visit England for our…

    Dates

    From:
    1 Jan 2026to31 Dec 2026
  19. Add Upper Chine Holiday Cottages & Apartments to your Itinerary

    Upper Chine Holiday Cottages & Apartments

    Type

    Type:

    Self-Catering

    SHANKLIN

    Enjoy a luxury self catering holiday in the Old Village of Shanklin in one of our 10 individually designed cottages or 6 spacious modern apartments, all beautifully equipped to a very high standard with a patio or balcony.

    Dates

    From:
    1 Jan 2026to31 Dec 2026
  20. 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

    From:
    1 Nov 2025to28 Feb 2026

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