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.

1 bedroom, rural holiday cottage near Beaminster, Dorset.


Lottie’s Loft is a luxurious first floor barn conversion, a gorgeous bolthole surrounded by beautiful Dorset countryside. Exterior steps lead from the decking to a balcony with bes...

  • Sleeps 2
  • Regret no pets
  • Changeover Fri

Price per week £586 - £674

Shepherds Hut sleeping 5, dog friendly near Tiverton, North Devon.


Shepherd's Sky Super Hut is truly unique. This huge shepherd's hut, measuring 36' long, has been lovingly treated to a bespoke make-over, and offers two bedrooms at either end whic...

  • Sleeps 5 + cot
  • Dogs welcome
  • Changeover Fri

Price per week £587 - £894 *

* Includes 30% off for parties up to 2 + cot on selected dates. Only one bedroom is available at the discounted rate.

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

1 bedroom, dog friendly holiday cottage near Glastonbury, Somerset.


This delightful little Grade II Listed stone cottage is in the heart of the village of Pilton, near Glastonbury. 2 Batch Cottages, in Bread Street, was likely to have been one of t...

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

Price per week £590 - £756

1 bedroom thatched self catering cottage near Sherborne, Dorset.


Pound Farm Cottage is a hidden gem; this listed thatched cottage has been thoughtfully renovated to create a spacious, stylish holiday home, retaining many of the original features...

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

Price per week £597 - £765

Dog friendly shepherds hut with hot tub near Bridgwater, Somerset.


At the heart of a farmstead in the Quantock Hills Area of Outstanding Natural Beauty, Duck's Puddle enjoys its own enclosed and private setting complete with a hot tub and little b...

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

Price per week £599 - £689

Shepherds Hut with hot tub, dog friendly near Bridgwater, Somerset.


Somerset's Quantock Hills – a nine and a half thousand acre Area of Outstanding Natural Beauty – rise up just behind the farm setting for this beautifully crafted, bespoke Shepherd...

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

Price per week £599 - £689

1 bedroom, dog friendly cottage near the beach near Ilfracombe.


In the heart of pretty Berrynarbor village just half a mile from the beaches, harbours and cliffs of the north Devon coastline, Little Bessemer is the perfect holiday retreat. Idea...

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

Price per week £600 - £690

1 bedroom, dog friendly holiday cottage near Crewkerne, Somerset.


This unique pied-a-terre, close to the Somerset/Dorset border not far from the Jurassic Coast, stands in its own private wildlife meadow. Perfect for couples, this idyllic retreat ...

  • Sleeps 2
  • Dogs welcome
  • Changeover Sat

Price per week £601 - £770

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

1 bedroom, dog friendly holiday cottage near Falmouth, West Cornwall.


A tranquil rural location close to sandy beaches and coastal towns, Little Chygowlin is the perfect place for days out on the water, nights out in town or toes up in front of a toa...

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

Price per week £601 - £770

1 bedroom, cottage with hot tub near the beach, Helford, West Cornwall.


The mouth of the Helford River can be seen as you approach the hamlet of Tregarne, reminding you how close you are to the coast. Those in search of peace and plenty need look no fu...

  • Sleeps 2
  • Regret no pets
  • Changeover Sat

Price per week £601 - £771

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