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 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 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
  5. Add The Bay Colwell Holiday Resort to your Itinerary

    Tourism For All

    Self-Assessed Accessibility Information

    The Bay Colwell Holiday Resort

    Type

    Type:

    Self-Catering

    Colwell Bay

    The Bay Colwell is situated on the beautiful west coast of the Isle of Wight and just a short stroll from the wonderful Colwell Bay beach.

    Dates

    From:
    1 Jan 2026to31 Jan 2026
    From:
    1 Feb 2026to31 Dec 2026

    Gradings

    • 4 Visit England Stars Holiday Park
    4 Visit England Stars Holiday Park
  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 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
  8. 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
  9. 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
  10. 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
  11. Add Sykes Holiday Cottages to your Itinerary

    Sykes Holiday Cottages

    Type

    Type:

    Self-Catering

    VARIOUS

    Enjoy the holiday of a lifetime and stay in one of our lovely, hand-picked properties on the Isle of Wight. We have something for everyone, whether you are looking for a cosy cottage for two tucked away in beautiful surroundings or a large home with…

    Dates

    From:
    1 Jan 2026to31 Dec 2026
  12. 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

  13. 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
  14. 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
  15. 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

  16. 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
  17. Add The Pink Door Holiday Seaside Holiday Home to your Itinerary

    The Pink Door Holiday Seaside Holiday Home

    Type

    Type:

    Self-Catering

    VENTNOR

    Beautiful Seaside Holiday Home located on the door step of Ventnor and Bonchurch.

    Dates

  18. 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
  19. 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
  20. 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

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