Luxury Holiday Cottages for 15 People

Take your pick of our luxury self-catering cottages sleeping up to 15 people. Whether it's a special occasion or you are simply looking for an excuse to get everyone together for a while, we'll help you pave the way to the holiday of your dreams. Peruse our selection of big cottages for groups; each of our cottages is handpicked onto our books. Read more

Looking for a large holiday cottage that sleeps fifteen or more? Our spacious retreats are ideal for family holidays or for an escape with a group of friends. Whether you are celebrating a special occasion like a birthday or an anniversary, or simply feel it's time for a quality catch up with your nearest and dearest, our self-catering cottages offer idyllic sanctuaries away from the hubbub of everyday life. 

Cottages Sleeping 15 on the Isle of Wight

At Classic Cottages we want your whole experience to be as easy and relaxed as possible. As soon as you cross the threshold into your self-catering cottage we want to make sure your worries leave you behind. To make things as smooth as possible, we provide help and support every step of the way. Each of our cottages is handpicked, personally inspected and fully equipped so that everything you could need and more is provided. 

We have 15 self-catering cottages that sleep 15

  • Sleeps 19 + 3 cots in 3 properties
  • Changeover Sat

7 nights from £1153 *


If you are looking for peace and relaxation, a family party or a couple’s hideaway, Woodlands Manor Farm has it all. The shared facilities include a heated indoor swimming pool (36...

  • Sleeps 19 + 3 cots in 3 properties
  • Changeover Sat

7 nights from £1153 *

  • Sleeps 19 + 4 cots in 4 properties
  • Changeover Fri

7 nights from £1354 *


Approaching Lower Tregiddle Holiday Cottages, down the private farm lane, the beautiful panoramic views over the soft undulating landscape towards the sea will set you in holiday m...

  • Sleeps 19 + 4 cots in 4 properties
  • Changeover Fri

7 nights from £1354 *

  • Sleeps 20 + 4 cots in 4 properties
  • Changeover Fri

7 nights from £2312


Tucked into sun dappled woodland on the side of a small hidden valley, are these four magical cedar-clad yurts. Located at angles in the woodland, Owl, Pheasant, Buzzard and Woodpe...

  • Sleeps 20 + 4 cots in 4 properties
  • Changeover Fri

7 nights from £2312

  • Sleeps 24 + 5 cots in 5 properties
  • Changeover Fri

7 nights from £2139


The Flower Farm is a terrific destination for a fun filled family holiday or a couples retreat, with five beautifully converted farm cottages set in the midst of stunning Cornish c...

  • Sleeps 24 + 5 cots in 5 properties
  • Changeover Fri

7 nights from £2139

We’ve been raising the standards of self catering holidays since 1977.

  • Sleeps 31 + 5 cots in 4 properties
  • Changeover Sat

7 nights from £1885 *


If you are looking for peace and relaxation, a family party or a couple’s hideaway, Woodlands Manor Farm has it all. The shared facilities include a heated indoor swimming pool (36...

  • Sleeps 31 + 5 cots in 4 properties
  • Changeover Sat

7 nights from £1885 *