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 995 self catering cottages for the school summer holidays.

2 bedroom, dog friendly holiday apartment with sea views in Ventnor, Isle of Wight.


Gilmerton is a charming and spacious apartment, beautifully decorated, and located on the outskirts of the vibrant town of Ventnor. The house is built into the hill so this first f...

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

Price per week £599 - £900

2 bedroom cottage with river views in Dartmouth, South Devon.


Dartmouth is well-known for its attractive riverside setting and the Britannia Royal Naval College. The river is full of craft and the town has plenty to offer; good restaurants, p...

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

Price per week £600 - £902

2 bedroom holiday cottage with sea views in Brixham, South Devon.


Overlooking the bustling fishing port of Brixham, its harbour full of boats of all sizes and shapes, Pebblestones is one of a terrace high up above the harbour, approached by a nar...

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

Price per week £602 - £905

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


Venice Lodge is a Georgian cottage located in a quiet residential area of the popular seaside town of Ryde. The white picket fence to the front of the property is just a prelude to...

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

Price per week £602 - £857

2 bedroom, dog friendly holiday cottage in Penzance, West Cornwall.


Chy an Bara is a beautiful 18th Century Listed cottage in the heart of Madron, a pastoral village set above Penzance and Mount's Bay. The rustic, semi-detached cottage is an ideal ...

  • Sleeps 4 + cot
  • Dogs welcome
  • Changeover Sat

Price per week £603 - £972

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


If you're looking for a property that's practically on the beach, then this is it! 1 Starboard House perches just opposite the beach in central Seaview and enjoys uninterrupted sea...

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

Price per week £607 - £867

We’re a Visit England Quality Accredited Agency for our high standards in holiday letting.

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


Nestled in the stunning countryside on the south west coast of the Island with far reaching sea views over the Military Road, this gorgeously converted barn is the perfect holiday ...

  • Sleeps 4 + 2 cots
  • Regret no pets
  • Changeover Fri

Price per week £607 - £867

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


One of two beautifully converted barns right in the heart of the Island's Area of Outstanding Natural Beauty. Equipped and decorated to a high standard mixing the charming features...

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

Price per week £607 - £867

2 bedroom, dog friendly cottage near Port Isaac, North Cornwall.


At the heart of the rural hamlet of Trequite, yet only minutes from the vibrant and bustling north Cornish coast, White Cottage is simply an adorable holiday home. Great care and a...

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

Price per week £608 - £857

2 bedroom apartment near the beach in Penzance, West Cornwall.


Set within a gated mews of Georgian houses, close to the promenade in the seaside town of Penzance, Coulsons Retreat is a ground floor apartment. A hallway leads to the sitting...

  • Sleeps 4
  • Regret no pets
  • Changeover Sat

Price per week £608 - £915

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