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 58 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.

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 58 cottages that sleep 7 on the Isle of Wight

5 bedroom self catering cottage near the beach in Cowes, Isle of Wight


A truly amazing, contemporary home with views directly out to sea, in the popular sailing town of Cowes. Offering exceptional quality throughout the whole home this is a superb bas...

  • Sleeps 10 + cot
  • Dogs welcome (1 only)
  • Changeover Fri

Price per week £1578 - £2885

6 bedroom, rural self catering home near the beach in Bembridge, Isle of Wight.


Windleshore is a gorgeous holiday home, set in the beautiful and sought-after village of Bembridge. Accessed by a private road, and with extensive grounds, this fabulous retreat of...

  • Sleeps 11 + cot
  • Regret no pets
  • Changeover Fri

Price per week £1485 - £2970

5 bedroom self catering home near the beach in Seaview, Isle of Wight.


A beautiful Edwardian villa, with evident period charm, West Ingle boasts sea views from almost every room. Spacious, light and airy, many original features have been retained. Bot...

  • Sleeps 12 + cot
  • Regret no pets
  • Changeover Sat

Price per week £1013 - £2250

6 bedroom, rural self catering home with sea views in Seaview, Isle of Wight.


Bay House is an incredibly spacious and stylish Edwardian villa offering great sea views from many of its rooms. Lovingly refurbished throughout, the property is the ideal choice f...

  • Sleeps 12 + cot
  • Regret no pets
  • Changeover Sat

Price per week £1147 - £2580

6 bedroom, rural self catering home near the beach in Shanklin, Isle of Wight.


Luccombe Chine House is a luxuriously finished spacious home offering six bedrooms, all en suite, and offering stunning views. The area is very secluded and accessed by a slightly ...

  • Sleeps 12 + cot
  • Dogs welcome
  • Changeover Fri

Price per week £1495 - £2995

6 bedroom, dog friendly self catering home near the beach in Ryde, Isle of Wight.


Full of character, Pelham Lodge is a top destination for a large group of friends or an extended family looking for a house for a celebratory occasion. Just a short stroll from Ryd...

  • Sleeps 14 + cot
  • Dogs welcome
  • Changeover Fri

Price per week £1440 - £3290

Don’t miss out; reserve your favourite 2019 holiday cottage for just £30


Originally the farms milking parlour, Dairy Cottage is a light and airy ground floor cottage with plenty of charm throughout. With a double bedroom with pleasant views across the f...

  • Sleeps 8 + 2 cots in 2 properties
  • Changeover Fri

Price per week £714 - £653


If you are looking for a traditional cottage, look no further than Blakes Barn. Constructed from Island stone, the charm starts outside Blakes Barn with the beautiful brick work, t...

  • Sleeps 12 + 3 cots in 3 properties
  • Changeover Fri

Price per week £1094 - £2163