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 988 self catering cottages for the school summer holidays.

  • Sleeps 5 + 2 cots
  • Dogs welcome (1 only)
  • Changeover Sat

7 nights from £521

2 bedroom, dog friendly holiday apartment near the beach in Shanklin.


Park Lodge Annexe is a beautifully presented lower ground floor apartment within walking distance to the Rylstone Gardens and the Chine. The cliff path is a minute stroll away, lea...

  • Sleeps 5 + 2 cots
  • Dogs welcome (1 only)
  • Changeover Sat

7 nights from £521

  • Sleeps 5 + cot
  • Dogs welcome
  • Changeover Fri

7 nights from £521

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


A deceptively spacious semi-detached Victorian property, Red House has a lovely large kitchen with both a breakfast-bar and a separate dining-area from which the enclosed garden ca...

  • Sleeps 5 + cot
  • Dogs welcome
  • Changeover Fri

7 nights from £521

  • Sleeps 5 + cot
  • Regret no pets
  • Changeover Fri

7 nights from £522

2 bedroom self catering cottage at Island Harbour, near Newport.


Spring Tide is a delightful holiday cottage situated in a small development at Island Harbour Marina on the banks of the River Medina. The marina is set in a beautiful secluded val...

  • Sleeps 5 + cot
  • Regret no pets
  • Changeover Fri

7 nights from £522

  • Sleeps 5 + cot
  • Regret no pets
  • Changeover Fri

7 nights from £523

3 bedroom self catering apartment near the beach in Seaview Isle of Wight.


1 The Saltings is a three-bedroom, lower ground floor apartment boasting a lovely beachfront location. It would ideally suit a family with children keen to enjoy the delights of th...

  • Sleeps 5 + cot
  • Regret no pets
  • Changeover Fri

7 nights from £523

  • Sleeps 5 + cot
  • Regret no pets
  • Changeover Fri

7 nights from £528

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


4A Ship House, an attractive townhouse positioned right in the middle of Seaview, is perfect for a family looking for a coastal break. 'Ship shape' in presentation, the fantastic t...

  • Sleeps 5 + cot
  • Regret no pets
  • Changeover Fri

7 nights from £528

  • Sleeps 5 + cot
  • Regret no pets
  • Changeover Fri

7 nights from £536

3 bedroom, rural holiday apartment near Marazion, West Cornwall.


The views from Moonbeam, across the countryside to St Michael's Mount and Mount's Bay, are wonderful. Relax on the south-facing balcony, wine in hand and enjoy the sound of silence...

  • Sleeps 5 + cot
  • Regret no pets
  • Changeover Fri

7 nights from £536

Need more time? Reserve any cottage for up to 24 hours before booking.

  • Sleeps 5 + cot
  • Dogs welcome
  • Changeover Sat

7 nights from £537

3 bedroom, dog friendly cottage near the beach in Praa Sands.


As its name suggests, this delightful cottage overlooks the pretty 14th Century church in the quaint village of Germoe and is only a mile from the child-friendly sandy beach at Pra...

  • Sleeps 5 + cot
  • Dogs welcome
  • Changeover Sat

7 nights from £537

  • Sleeps 5
  • Regret no pets
  • Changeover Sat

7 nights from £546

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


This traditionally designed modern cottage, with period-style furnishings and fittings, is set close to the lovely village green at Gerrans in the heart of the beautiful Roseland p...

  • Sleeps 5
  • Regret no pets
  • Changeover Sat

7 nights from £546

  • Sleeps 5 + cot
  • Dogs welcome
  • Changeover Fri

7 nights from £552

3 bedroom, dog friendly holiday cottage near Ivybridge, South Devon.


This charming retreat makes for the perfect adventurer's bolthole. Whether seeking out new and exciting destinations by car, or exploring this idyllic area on foot, this property i...

  • Sleeps 5 + cot
  • Dogs welcome
  • Changeover Fri

7 nights from £552

  • Sleeps 5 + cot
  • Regret no pets
  • Changeover Sat

7 nights from £554

3 bedroom self catering cottage near the beach near Portscatho.


Close to the centre of the village of Portscatho, with its harbour, slipway, shops, galleries, pub and beach, Sanderling is a great base for a family holiday. This immaculately fur...

  • Sleeps 5 + cot
  • Regret no pets
  • Changeover Sat

7 nights from £554

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