School Summer Holiday Cottages

Break up your summer and plan a holiday with the kids. We have a wide range of school summer holiday cottages available for you to choose from of all shapes and sizes. From country to coast, our self-catering retreats offer wide variety and consistent quality, however you envisage your dream holiday. Have a holiday to remember and book a luxury retreat. Read more

Lazy days on the beach from a seaside cottage, or country walks past babbling brooks and rolling fields from a rural retreat. Close to all the local shops, restaurants and attractions, or away from it all in your own private paradise. With our selection of self-catering cottages, you can tailor your holiday to be exactly what you want it to be. Do as much or as little as you please, focusing on the important people in your life: your family. 

Summer is a wonderful time of year filled with blues skies, warm weather and beautiful scenery bathed in sunlight. Take the opportunity to break from everyday life and give yourself and the children something special to look forward to. 

School Summer Holiday Cottages 

At Classic Cottages we pride ourselves on marketing only the finest self-catering accommodation around. Personally inspecting and handpicking each one, we make sure only the highest standards are maintained. With each cottage equipped with a complete inventory, everything you and your family could need and more for the perfect holiday is provided. All you have to do? Enjoy.

We have 1007 self catering cottages for the school summer holidays.

  • Sleeps 2 + cot
  • Dogs welcome (1 only)
  • Changeover Fri

7 nights from £395

1 bedroom, dog friendly holiday cottage near the sea near Ventnor, Isle of Wight


This gorgeous barn conversion is set within the grounds of the stunning North Grounds Farm, just outside the village of Chale Green on the southern side of the Island. Laid over on...

  • Sleeps 2 + cot
  • Dogs welcome (1 only)
  • Changeover Fri

7 nights from £395

  • Sleeps 2 + cot
  • Regret no pets
  • Changeover Sat

7 nights from £398

1 bedroom, rural cottage near the beach near St Ives, West Cornwall.


With sea views across moorland to the Atlantic Ocean from the upper ground floor bedroom, this compact barn conversion will provide a perfect base from which to explore the west Pe...

  • Sleeps 2 + cot
  • Regret no pets
  • Changeover Sat

7 nights from £398

  • Sleeps 2
  • Regret no pets
  • Changeover Fri

7 nights from £398

1 bedroom, rural cottage near the beach near Portscatho, Cornwall.


Phoebe’s is a stylish barn conversion located in the historic hamlet of Treluggan and only a ten minute walk away from the coastal footpath and the fine sandy beaches of Pendower a...

  • Sleeps 2
  • Regret no pets
  • Changeover Fri

7 nights from £398

  • Sleeps 2
  • Regret no pets
  • Changeover Fri

7 nights from £404

1 bedroom, rural cottage near the beach near Portscatho, Cornwall.


This beautifully converted barn is set in the small hamlet of Treluggan. Small but perfectly formed, the cottage has a high cantilevered ceiling giving the cottage a wonderfully li...

  • Sleeps 2
  • Regret no pets
  • Changeover Fri

7 nights from £404

Our guests rate us 4.8/5 on Feefo, the independent review site.

  • Sleeps 2
  • Regret no pets
  • Changeover Fri

7 nights from £405

1 bedroom self catering apartment near Ventnor, Isle of Wight


Sea Song is an attractive one bedroom, first floor apartment overlooking beautiful communal gardens and surrounded by woodland on the southernmost tip of the island. Perfect for ro...

  • Sleeps 2
  • Regret no pets
  • Changeover Fri

7 nights from £405

  • Sleeps 2 + cot
  • Regret no pets
  • Changeover Sat

7 nights from £408

1 bedroom self catering cottage near Ventnor, Isle of Wight


Located in a rural village setting, Berryl Mead View is a delightful home from home cottage with plenty of space, well equipped throughout and extremely comfortable living room wit...

  • Sleeps 2 + cot
  • Regret no pets
  • Changeover Sat

7 nights from £408

  • Sleeps 2 + cot
  • Dogs welcome (1 only)
  • Changeover Fri

7 nights from £410

1 bedroom, rural cottage near the beach near Portscatho, Cornwall.


This lovely stone-built barn is set back from an unspoilt country lane just outside the harbourside village of Gerrans. One of just two recently renovated barns (Long Linhay (3142)...

  • Sleeps 2 + cot
  • Dogs welcome (1 only)
  • Changeover Fri

7 nights from £410

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  • 5% off

    21 Dec 2018 - 28 Dec 2018

    £536.00 £509.20

  • Sleeps 2
  • Regret no pets
  • Changeover Sat

7 nights from £411

1 bedroom self catering cottage near the beach near Portloe.


Tucked down a quiet country lane and just five minutes’ drive from the sea, this charming detached cottage is surrounded by 50 acres of National Trust land and is adjacent to the c...

  • Sleeps 2
  • Regret no pets
  • Changeover Sat

7 nights from £411

  • Sleeps 2 + cot
  • Regret no pets
  • Changeover Sat

7 nights from £413

Rural shepherds hut near the beach at Porthtowan, North Cornwall.


Situated in a quiet rural little spot just two miles from Porthtowan you'll find Hannah's Haven. Named after the owners' daughter, this quirky shepherd's hut offers comfortable acc...

  • Sleeps 2 + cot
  • Regret no pets
  • Changeover Sat

7 nights from £413

  • Sleeps 2 + cot
  • Regret no pets
  • Changeover Fri

7 nights from £413

Rural glamping wagon near the beach at Porthtowan, North Cornwall.


Situated just outside the delightful hamlet of Mawla, only two miles from Porthtowan's sandy beach, is Blackberry Jack's Wagon, a genuine and utterly charming former steam-engine d...

  • Sleeps 2 + cot
  • Regret no pets
  • Changeover Fri

7 nights from £413

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

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