School Summer Holiday Cottages in Dorset

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

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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. 

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We have 6 self catering cottages for the summer holidays in Dorset.

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Location

Facilities

Property

Children

 
  • Brookland Barn - Holiday Cottage - 3.8 miles S of Shaftesbury
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    | 3209

     
    2 bedroom, rural self catering cottage near Shaftesbury, Dorset.
    Sleeps 4 + cotFriday changeover
    Regret no petsPrice per week £872 - £1038
    Converted from a former stable, Brookland Barn offers an immaculate property all on one level in fabulous surroundings. The south-facing barn looks out over the enclosed garden ...
     
    50.9523
    -2.2032
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    https://webpics.classic.co.uk/webpic/3209/32090049.jpg?w=236&h=157&mode=crop&v=1
    Brookland Barn (3209)
    Sleeps 4 + cot
  • Orchard View - Holiday Cottage - 6.8 miles NE of Shaftesbury
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    | 3299

     
    3 bedroom luxury self catering cottage near Shaftesbury, Dorset.
    Sleeps 6 + cotFriday changeover
    Regret no petsPrice per week £1066 - £1497 *
    Set in the gorgeous Wiltshire village of Hindon, which has two pubs and a community shop, this stylishly renovated Georgian house has fabulous views from the back of the house ...
     
    * Includes 20% off for parties up to 4 + cot between 8 Jul and 16 Dec 2017. Not all of the bedrooms are available at the discounted rate, please let the Booking Office know which rooms you require.
    51.0945
    -2.1287
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    https://webpics.classic.co.uk/webpic/3299/32990038.jpg?w=236&h=157&mode=crop&v=0
    Orchard View (3299)
    Sleeps 6 + cot
  • Hatts Barn - Holiday Cottage - 1.7 miles NE of Shaftesbury
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    | 2093

     
    2 bedroom, rural holiday cottage near Shaftesbury, Dorset.
    Sleeps 5 + cotFriday changeover
    Regret no petsPrice per week £901 - £1170
    Semi-detached Hatts Barn is a contemporary, reversed level barn conversion on a wide south-facing terrace. The large en suite master bedroom and a twin bedded family room (the ...
     
    51.0263
    -2.1780
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    https://webpics.classic.co.uk/webpic/2093/20930139.jpg?w=236&h=157&mode=crop&v=635622008107331714
    Hatts Barn (2093)
    Sleeps 5 + cot
  • Briar Cottage - Holiday Cottage - 4.1 miles N of Bridport
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    | 1873

     
    3 bedroom holiday cottage near Bridport, Dorset.
    Sleeps 6 + cotFriday changeover
    Regret no petsPrice per week £872 - £1038
    This deceptively spacious, comfortable family-friendly holiday house is just eight miles from the breathtaking World Heritage Jurassic Coast. Briar Cottage is a beautifully kept ...
     
    50.7910
    -2.7535
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    https://webpics.classic.co.uk/webpic/1873/18730154.jpg?w=236&h=157&mode=crop&v=635321369917291250
    Briar Cottage (1873)
    Sleeps 6 + cot
  • Tolpuddle Cottage - Holiday Cottage - Tolpuddle
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    | 3752

     
    3 bedroom thatched, dog friendly cottage in Tolpuddle, Dorset.
    Sleeps 6 + cotFriday changeover
    Dogs welcome (1 only)Price per week £1036 - £1233
    Set in this historic village, surrounded by beautiful countryside, Tolpuddle Cottage is the perfect base for your holiday in Dorset, just 15 miles from the World Heritage Jurassic ...
     
    50.7487
    -2.2901
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    https://webpics.classic.co.uk/webpic/3752/37520020.jpg?w=236&h=157&mode=crop&v=1
    Tolpuddle Cottage (3752)
    Sleeps 6 + cot
  • Catsley House - Holiday Cottage - 3.4 miles NE of Beaminster
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    | 2915

     
    4 bedroom, dog friendly holiday cottage near Beaminster, Dorset.
    Sleeps 8Friday changeover
    Dogs welcomePrice per week £2013 - £2142
    This tranquil and elegant period farmhouse has a luxurious contemporary interior, spacious flexible accommodation and a beautiful enclosed garden. The glorious west Dorset ...
     
    50.8334
    -2.6741
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    https://webpics.classic.co.uk/webpic/2915/29150102.jpg?w=236&h=157&mode=crop&v=635621208617587272
    Catsley House (2915)
    Sleeps 8
We'd love to help you find the perfect holiday cottage:
 
 

We've got 6 holiday cottages matching your search criteria.


 
 

6 Holiday cottages