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. 

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 469 self catering cottages for the school summer holidays.

2 bedroom holiday apartment with sea views in St Ives, West Cornwall.


Just a short walk to the beaches, restaurants and art galleries of St Ives, these luxurious gated apartments are stylish, contemporary and very comfortable. They have been designed...

  • Sleeps 3 + cot
  • Regret no pets
  • Changeover Sat

Price per week £1280 - £1620

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  • 20% off

    21 Jul 2018 - 28 Jul 2018

    £1620.00 £1296.00

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


Just a five minute walk from the heart of Cowes and Sheppard's Wharf, The Bird House is a charming cottage which combines modern living with period features bringing character and ...

  • Sleeps 4 + cot
  • Regret no pets
  • Changeover Fri

Price per week £347 - £1400

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  • 50% off

    3 Aug 2018 - 10 Aug 2018

    £1400.00 £700.00

2 bedroom self catering apartment with sea views in Seaview, Isle of Wight.


The Crow's Nest is a second floor apartment of a Victoria property in the historic village of Seaview. Simply furnished but with wonderful views over the village rooftops to the So...

  • Sleeps 4 + cot
  • Regret no pets
  • Changeover Fri

Price per week £500 - £595

2 bedroom, dog friendly apartment near the beach near St Helens, Isle of Wight.


This two bedroom apartment in Bembridge is small but perfectly formed. Lovingly restored by the owners, 53a offers a perfect base for a family with a light and airy double bedroom ...

  • Sleeps 4 + cot
  • Dogs welcome (1 only)
  • Changeover Fri

Price per week £556 - £695

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  • 10% off

    27 Jul 2018 - 3 Aug 2018

    £695.00 £625.50

  • 20% off

    17 Aug 2018 - 24 Aug 2018

    £695.00 £556.00

Our property managers are local experts who handpick perfect places to stay.

2 bedroom, dog friendly self catering cottage near Yarmouth, Isle of Wight


Originally the farm's milking parlour, this delightful cottage sleeping four is the perfect cottage to spend quality time together as a family in a stunning rural location. Located...

  • Sleeps 4 + cot
  • Dogs welcome
  • Changeover Fri

Price per week £578 - £640

2 bedroom, dog friendly self catering cottage near Yarmouth, Isle of Wight


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 4 + cot
  • Dogs welcome
  • Changeover Fri

Price per week £578 - £640

2 bedroom, rural self catering apartment near the beach in Ryde.


6 Sandlands is a modest top floor apartment with a large, open plan living area, just a stroll away from Ryde's wonderfully sandy beaches, the canoe lake and the children's sand pa...

  • Sleeps 4 + cot
  • Regret no pets
  • Changeover Sat

Price per week £581 - £660

2 bedroom holiday cottage near the beach in St Agnes, North Cornwall.


Picture-perfect and petite, this delightfully bijou grade two listed cottage is located in the heart of the friendly north coast village of St Agnes. There is an abundance of shops...

  • Sleeps 4
  • Regret no pets
  • Changeover Sat

Price per week £596 - £828

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  • 10% off

    21 Jul 2018 - 28 Jul 2018

    £828.00 £745.20

2 bedroom holiday cottage near the beach in St Just, West Cornwall.


This stylish cottage lies between St Just and the peaceful Cot Valley. Tremellion is ideal for exploring the coastal footpaths of far west Cornwall and has the advantage of pubs, g...

  • Sleeps 4 + cot
  • Regret no pets
  • Changeover Fri

Price per week £604 - £839

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


The Lobster Pot is a comfortably furnished beach bungalow located in a small waterside development on the edge of Seaview and next to a nature reserve. This beach bolt hole has dec...

  • Sleeps 4 + cot
  • Dogs welcome (1 only)
  • Changeover Fri

Price per week £607 - £690

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  • 20% off

    20 Jul 2018 - 27 Jul 2018

    £690.00 £552.00

Readymade beds and fluffy towels; this simple but appreciated welcome is standard with us.

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