Cottages Sleeping 7 People on the Isle of Wight

Blend amazing adventures, a beautiful setting and luxury accommodation and you have a fantastic combination. Add a bunch of your close friends and family to share it with, and it's even better. At Classic Cottages we have 60 self-catering cottages sleeping seven people available on the Isle of Wight for you to share with your favourite people. Pack your bags and let the good times roll.Read more

Looking for a large holiday cottage that sleeps seven or more? Our spacious retreats on the Isle of Wight are ideal for family holidays or for an escape with a group of friends. Pick a cottage with a hot tub, or choose one with incredible sea views. If you've got a foodie in the gang, pick a cottage with a barbecue, or if you've got your dog with you, choose from our selection of properties with enclosed gardens. However you envisage your dream holiday and whenever you'd like to go, a holiday on the Isle of Wight with your friends and family needs no excuses.

Stay in a Self-Catering Cottage for 7 on the Isle of Wight

We go to great lengths to make sure each of our luxury self-catering cottages is superbly equipped. We want you to feel at home straight away, which is why everything you and your group could need and more is provided. From real beds, to fluffy towels to your morning coffee pot, we will make sure your stay is as comfortable and relaxed as it can be. 

If you can't wait to book the holiday of a lifetime, browse our selection of available cottages. Or, if you'd like to ask us a few questions, don't hesitate to get in touch

Isle of Wight Ferry Booking With 200 ferries daily, our hassle free booking service makes your trip to the island plain sailing

Choose from 60 cottages that sleep 7 on the Isle of Wight

  • Sleeps 7 + cot
  • Dogs welcome (1 only)
  • Changeover Fri

7 nights from £445

3 bedroom, dog friendly holiday cottage near the beach in Totland, Isle of Wight


If you long for picturesque walks in the daytime and quiet nights under starry skies, then Ashmead Cottage is your holiday ideal. This lovely property would suit a family or even t...

  • Sleeps 7 + cot
  • Dogs welcome (1 only)
  • Changeover Fri

7 nights from £445

  • Sleeps 7 + cot
  • Regret no pets
  • Changeover Fri

7 nights from £546

4 bedroom self catering cottage near the beach in Seaview, Isle of Wight.


This light, beautifully presented holiday home offers quality accommodation with wooden floors, whitewashed walls and interesting prints and furnishings lending splashes of colour ...

  • Sleeps 7 + cot
  • Regret no pets
  • Changeover Fri

7 nights from £546

Need more time? Reserve any cottage for up to 24 hours before booking.

  • Sleeps 7 + cot
  • Regret no pets
  • Changeover Fri

7 nights from £684

4 bedroom, rural self catering cottage on the outskirts of Wootton, Isle of Wight


This gorgeous stone cottage is tucked away in the most idyllic and tranquil location, surrounded by fields and woodland, this is the perfect holiday setting to truly escape from it...

  • Sleeps 7 + cot
  • Regret no pets
  • Changeover Fri

7 nights from £684

  • Sleeps 7 + cot
  • Regret no pets
  • Changeover Fri

7 nights from £700

3 bedroom self catering apartment with sea views in Seagrove Bay, Isle of Wight


In the most spectacular location just a few metres from Seagrove Bay, this two-storey apartment is in a prime holiday location with a large decked balcony to admire the stunning se...

  • Sleeps 7 + cot
  • Regret no pets
  • Changeover Fri

7 nights from £700

  • Sleeps 7 + cot
  • Regret no pets
  • Changeover Fri

7 nights from £795

3 bedroom, rural self catering cottage near the beach in Shanklin, Isle of Wight.


Montagu is a luxurious, upper ground floor apartment forming part of a converted Victorian villa, just seconds from the beach at Shanklin. With a private patio with sea views and a...

  • Sleeps 7 + cot
  • Regret no pets
  • Changeover Fri

7 nights from £795

  • Sleeps 8 + cot
  • Regret no pets
  • Changeover Sat

7 nights from £427

4 bedroom self catering cottage near the beach in Binfield, Isle of Wight.


Tradewinds is a four bedroomed yachtsman house, located within a waterside marina development of Island Harbour, just outside of Newport. There is a small courtyard to the rear of ...

  • Sleeps 8 + cot
  • Regret no pets
  • Changeover Sat

7 nights from £427

  • Sleeps 8 + cot
  • Dogs welcome (1 only)
  • Changeover Fri

7 nights from £510

3 bedroom, dog friendly holiday cottage near the beach in Seaview, Isle of Wight.


Beautifully decorated in neutral tones throughout, Alcantara is a well-presented, spacious property offering flexible family accommodation in the heart of Seaview. This detache...

  • Sleeps 8 + cot
  • Dogs welcome (1 only)
  • Changeover Fri

7 nights from £510

  • Sleeps 8 + cot
  • Regret no pets
  • Changeover Fri

7 nights from £545

3 bedroom, Rural holiday cottage with sea views in Brook, Isle of Wight


This pretty detached cottage can be found on a quiet lane in Brook on the south west coast. With its large, mature garden overlooking adjacent farmland, and close proximity to mile...

  • Sleeps 8 + cot
  • Regret no pets
  • Changeover Fri

7 nights from £545

Choose from our exclusive collection at the best prices with real time availability.

  • Sleeps 8 + cot
  • Regret no pets
  • Changeover Sat

7 nights from £559

4 bedroom self catering cottage near the beach in Ryde, Isle of Wight.


A smart town house, with well presented accommodation for eight set over three floors, Lucaya offers a great space with a pretty enclosed rear patio and lawn for an extended family...

  • Sleeps 8 + cot
  • Regret no pets
  • Changeover Sat

7 nights from £559

  • Sleeps 8 + cot
  • Regret no pets
  • Changeover Sat

7 nights from £575

4 bedroom self catering apartment near the beach in Seaview.


Crowsteps is on the first and second floor of a property tucked away in Seaview in a semi detached property. Boasting a stunning roof terrace with far reaching views over the Solen...

  • Sleeps 8 + cot
  • Regret no pets
  • Changeover Sat

7 nights from £575

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