Group friendly cottages and houses

Number of results:

Number of results: 49

, 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 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
  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 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
  9. 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
  10. 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
  11. 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
  12. 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

  13. 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
  14. 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

  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 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
  17. 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
  18. Add Brummell Barn to your Itinerary

    Brummell Barn

    Type

    Type:

    Self-Catering

    Shorwell, Newport

    Spacious and well-equipped self-catering cottage on a beautiful Isle of Wight working farm. Indoor pool and games rooms available for use as well as a children's playground and surrounded by superb walking and cycling trails in an AONB.
    Suited to…

    Dates

  19. 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

  20. 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

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