The Isle of Wight Cottages for Large Groups

Planning a getaway with friends or family? Large group cottages on The Isle of Wight offer space, comfort, and stunning coastal surroundings, perfect for celebrations, reunions, and relaxed breaks where everyone can stay together in style.

Holiday Cottages in The Isle of Wight for Large Groups – Popular Picks

Living area | Honey Bee Cottage, Calbourne

Calbourne, Isle Of Wight

Honey Bee Cottage

Coastal
Wifi
Car parking on site
  • 6 Guests
  • 3 Bedrooms
  • 1 Bathroom
  • 2 Pets

4.9

out of 5

7 nights

From

£515
View
Living room | Property 4 - Rew Farm Barns, Ventnor

Ventnor, Isle Of Wight

Property 4

Coastal
Luxury
Wifi
  • 8 Guests
  • 4 Bedrooms
  • 3 Bathrooms
  • 1 Pet

5

out of 5

7 nights

From

£687
View
Fantastic property close to the sea | Elm Cottage, St Lawrence

St Lawrence, Isle Of Wight

Elm Cottage

Coastal
Wifi
Car parking on site
  • 6 Guests
  • 3 Bedrooms
  • 2 Bathrooms
  • 2 Pets

4.4

out of 5

7 nights

From

£435
View
Exquisite holiday cottage façade | Bodwen Corner Cottage, Wootton Bridge

Wootton Bridge, Isle Of Wight

Bodwen Corner Cottage

Coastal
Wifi
Car parking on site
  • 6 Guests
  • 3 Bedrooms
  • 2 Bathrooms
  • 0 Pets

5

out of 5

7 nights

From

£425
View
Exterior | Property 3 - Rew Farm Barns, Ventnor

Ventnor, Isle Of Wight

Property 3

Coastal
Luxury
Wifi
  • 8 Guests
  • 4 Bedrooms
  • 3 Bathrooms
  • 1 Pet

5

out of 5

7 nights

From

£747
View
Exterior | Coed Faen, St Helens, near Ryde

St Helens, near Ryde, Isle Of Wight

Coed Faen

Coastal
Wifi
Car parking on site
  • 6 Guests
  • 3 Bedrooms
  • 1 Bathroom
  • 1 Pet

4.6

out of 5

7 nights

From

£385
View
Living room | 2 Steyne Cottages, Seaview

Seaview, Isle Of Wight

2 Steyne Cottages

Coastal
Wifi
Pub within 1 mile
  • 6 Guests
  • 3 Bedrooms
  • 1 Bathroom
  • 0 Pets

5

out of 5

7 nights

From

£395
View

Book Your Perfect Large Group Cottage in The Isle of Wight

When it comes to planning a memorable getaway with friends or family, few destinations compare to the charm and variety of the Isle of Wight. Booking the perfect large group cottage here means combining breathtaking coastal scenery, relaxed island living, and accommodation designed to bring everyone together in comfort and style.

Large group cottages on the Isle of Wight are ideal for celebrations, reunions, milestone birthdays, and multi-generation holidays. With generous living spaces, multiple bedrooms, and well-equipped kitchens, these properties make it easy to enjoy quality time without feeling crowded. Many cottages feature spacious dining areas for shared meals, cosy lounges for evenings in, and outdoor spaces such as gardens or terraces where you can soak up the fresh sea air.

One of the island’s biggest advantages is its diversity. Whether your group prefers sandy beaches, scenic walking trails, historic attractions, or relaxed seaside towns, everything is within easy reach. From coastal paths and countryside villages to iconic spots like The Needles and Osborne House, there’s something to suit every age and interest. Staying in a large group cottage allows you to explore at your own pace, then return to a shared base that truly feels like home.

Comfort and convenience are key when travelling as a group, and Isle of Wight cottages deliver on both. Many offer practical extras such as en-suite bedrooms, ample parking, pet-friendly options, and entertainment features like games rooms or hot tubs. These thoughtful touches help turn a good holiday into a great one, ensuring everyone feels catered for.

Booking your perfect large group cottage in the Isle of Wight is about more than just finding somewhere to sleep, it’s about creating a space where memories are made. Whether you’re planning a relaxed coastal escape or an activity-packed adventure, the right cottage provides the flexibility, comfort, and atmosphere your group needs. Start planning today and look forward to an island stay where everyone can relax, reconnect, and enjoy time together in one unforgettable setting.