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 924 self catering cottages for the school summer holidays.

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


Take a few steps up to the entrance, and you'll find yourself in 3 Kings House, a ground floor apartment in a small development. The property is just a short walk from Bembridge Ha...

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

Price per week £406 - £643

2 bedroom, dog friendly holiday cottage near the beach in St Helens, Isle of Wight.


Faithfull Cottage is a lovingly restored, pretty mid-terrace cottage which enjoys a rear garden and countryside views on the outskirts of St Helens. This comfortable cottage is set...

  • Sleeps 4
  • Dogs welcome (1 only)
  • Changeover Sat

Price per week £422 - £674

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

2 bedroom cottage near the beach near Gerrans, South Cornwall.


Driftwood Cottage, the centre of three traditional terraced cottages, is tucked away in a quiet location near the 13th Century Church in the village of Gerrans. The cottage has bee...

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

Price per week £441 - £832

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 £446 - £704

2 bedroom cottage near the beach in Portscatho, South Cornwall.


Opal Cottage is a pretty end of terrace cottage situated in the corner of the village square and only a two minute walk from the harbour, beach and coastal path. Comfortably furnis...

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

Price per week £449 - £801

2 bedroom self catering apartment with sea views in Seaview.


2 Bermuda is a lovely, neutrally decorated first floor apartment with wonderful views across the Solent, a balcony for al fresco drinks and a pretty garden. With both the beach and...

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

Price per week £450 - £735

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


The perfect bolt-hole for families, 61 Drake Cottage is a comfortably furnished beach bungalow located in a small waterside development on the edge of Seaview. Just yards from the ...

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

Price per week £453 - £684

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 £459 - £709

We are Gold accredited with the Green Tourism Business Scheme.

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


Hove To is one of a small collection of bungalows located along the Seaview Duver. Situated on the corner, it benefits from a large decked area on two sides with a lovely outlook o...

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

Price per week £459 - £694

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 £462 - £856

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