School Summer Holiday Cottages in Dorset

Find your perfect holiday cottage in Dorset to break up the six weeks of school summer holidays.

The school holidays are finally here! Now, what to do with them? A whole six weeks of entertaining the children on top of everything else can be a struggle, so why not escape for a week or two by heading west. Leave the children with the grandparents for a romantic break away to recharge your batteries, or take advantage of some true family time and have a holiday to remember in a holiday cottage. 

Granny and Grandpa can come along and relax (and maybe keep an eye on the kids so you can have a quiet dinner out for once?). Or bring your friends and their family for one big fun experience in either a large manor house or two separate cottages side by side. Holiday near the sea for bucket and spade beach days, or stay further in land to enjoy panoramic hilltop views and dog walking havens – the moors are a great place to holiday if you want to bring your four-legged friend.

Whatever you are looking for in a summer break, choose the flexibility a holiday cottage in Dorset will give you. 

We have 41 self catering cottages for the summer holidays in Dorset.

1 bedroom, rural cottage near the beach near Bridport, Dorset.


The Linhay is a tucked away single-storey retreat – an ideal base for exploring the wonderful coastline. The cottage nestles alongside the barns, with a fully enclosed gravel court...

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

Price per week £568 - £580

1 bedroom, rural cottage near the beach near Bridport, Dorset.


The Dairy is another extremely comfortable single-storey cottage in this small and friendly farm development. This property has French windows to its own enclosed outside space – t...

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

Price per week £568 - £580

1 bedroom, dog friendly self catering cottage near Sherborne, Dorset.


This cosy, compact yet delightful bolthole for two is set in a wonderfully tranquil hamlet in north Dorset with village shops and a choice of two pubs within two miles. Built in lo...

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

Price per week £573 - £585

  • 20% off

    16 Feb 2018 - 23 Feb 2018

    £327.60 £262.40

1 bedroom, dog friendly self catering cottage near Bridport, Dorset.


Badgers Cottage, a snug semi-detached cottage for two, is set in a farmyard, beautifully converted from an 18th Century stone barn. All on one level, the open plan design gives a w...

  • Sleeps 2 + cot
  • Dogs welcome
  • Changeover Fri

Price per week £583 - £595

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 £647 - £660

1 bedroom, rural holiday cottage near Dorchester, Dorset.


Dorset's World Heritage Jurassic Coast is close to this comfortably furnished, single-storey, spacious cottage. Set within the grounds of the Owner's home, The Stables is self-cont...

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

Price per week £667 - £710

Beach Chalet on the beach sleeping two in Lyme Regis, Dorset.


Imagine a holiday right on the seashore of a very special beach, relaxing on your veranda with a glass of something refreshing, watching the gentle waves at one of the most famous ...

  • Sleeps 2
  • Regret no pets
  • Changeover Fri

Price per week £804 - £820

2 bedroom, dog friendly holiday cottage near Dorchester, Dorset.


Cedar Lodge is a cosy cottage in a quiet rural location, within the grounds of the Owners' home. All on one level, the open plan living-room with kitchen and dining areas creates a...

  • Sleeps 4 + cot
  • Dogs welcome
  • Changeover Fri

Price per week £769 - £785

2 bedroom holiday cottage near Bridport, Dorset.


Close to Dorset's spectacular Jurassic Coast, the popular market town of Bridport and the harbour and beach at West Bay, this cottage has stunning views of the gentle Dorset countr...

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

Price per week £794 - £810

  • 15% off

    26 Jan 2018 - 2 Feb 2018

    £400.95 £340.85

  • 10% off

    2 Feb 2018 - 9 Feb 2018

    £400.95 £360.90

  • 10% off

    17 Feb 2018 - 23 Feb 2018

    £405.00 £364.50

  • 10% off

    23 Feb 2018 - 2 Mar 2018

    £400.95 £360.90

Dog friendly glamping in a safari tent for four persons near Shaftesbury, Dorset.


Enjoy a holiday with a difference, relax under canvas and soak up the peace and tranquility of the rolling Dorset countryside, with luxury en suite facilities, glamping style. Blac...

  • Sleeps 4 + cot
  • Dogs welcome
  • Changeover Fri

Price per week £798 - £985

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