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 540 self catering cottages for the school summer holidays.

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


West Flatlet is situated right in the heart of Seaview village and is perfect for couples looking for a coastal break. This small but cosy and comfortable first floor flat sits at ...

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

Price per week £399 - £420

View
  • 20% off

    22 Sep 2018 - 29 Sep 2018

    £262.50 £210.00

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

Price per week £429 - £475

Don’t miss out; reserve your favourite 2019 holiday cottage for just £30

1 bedroom, rural holiday cottage near Launceston, North Cornwall.


If you're looking for a peaceful break for two, you need look no further than Little Tregerry. Located down a country lane, in the heart of the Cornish countryside, this is the per...

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

Price per week £433 - £535

1 bedroom apartment with sea views in Praa Sands, South Cornwall.


Waking up in a king-size bed to sea views across Hendra Beach and Praa Sands is just the tonic for your Cornish seaside break. Walk barefoot along the beach to the local beach bar ...

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

Price per week £461 - £569

1 bedroom, rural self catering cottage in Newport, Isle of Wight


This absolutely gorgeous barn conversion is the perfect place for a couple's holiday, located on the Durton Farm Estate in the centre of the Island. Lovingly refurbished by the own...

  • Sleeps 2
  • Regret no pets
  • Changeover Fri

Price per week £475 - £500

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

Price per week £475 - £500

1 bedroom, rural self catering cottage near Newport, Isle of Wight


Little Tremore Cottage is a charming annexe situated in the historic village of Shorwell, surrounded by peaceful and idyllic countryside; this is the place to be for a romantic, re...

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

Price per week £486 - £520

1 bedroom, dog friendly holiday cottage near Tavistock, Dartmoor.


Close to Dartmoor National Park, dog-friendly and with gorgeous, extensive grounds, this former hayloft is a delight; think roses around the door, beamed ceilings and a welcoming o...

  • Sleeps 2
  • Dogs welcome
  • Changeover Sat

Price per week £517 - £528

View
  • 20% off

    29 Sep 2018 - 6 Oct 2018

    £353.76 £283.20

  • 20% off

    6 Oct 2018 - 13 Oct 2018

    £353.76 £283.20

  • 20% off

    13 Oct 2018 - 20 Oct 2018

    £353.76 £283.20

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

1 bedroom, dog friendly holiday cottage near Fowey.


Cowslip, like Meadowsweet (1430), has two steps leading into the living-room, where neutral walls and polished wood floors frame the warmly coloured furnishings. There is a pine fi...

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

Price per week £529 - £540

1 bedroom, dog friendly apartment with sea views in Falmouth.


This stylish contemporary apartment has views towards the sea at Swanpool beach on the outskirts of Falmouth. A 10 minute walk down through grassy playing fields and quiet lanes br...

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

Price per week £529 - £540

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