Cottages for the School Summer Holidays in Dorset
Take the children on holiday or invite the whole family along for a slice of summer action. Our self-catering holiday cottages come in all shapes and sizes for the school summer holidays. Pick your favourite now and get ready to make magical memories. We currently have 15 luxury retreats available for you to choose from. Find your favourite now.Read more
Hunt for fossils along the stunning Jurassic Coast, tuck into a delicious afternoon tea in a cool cafe sourced with local goods, stroll along the coast path or head inland and take up one of the many cycling routes, the choices are boundless. With as many opportunities to relax with the kids as there are to explore, you can piece together your own perfect Dorset experience. Book yourself a self-catering haven to return to at the end of the day and leave feeling refreshed and revived.
School Summer Holiday Homes in Dorset
What's better than spending your school summer holiday in Dorset surrounded by the ones you love most? Spending your school summer holiday in Dorset surrounded by the ones you love most in a luxury private retreat. At Classic Cottages, we have a wide range in family-friendly holiday cottages, varied in nature and consistent in quality.
To make sure only the best properties make it onto our books, we personally inspect each one. Equipped with a complete inventory, our cottages provide you with an idyllic home-from-home where you can relax as soon as you open the door. Find one to suit you and your family this summer and browse our selection of 15 available cottages in Dorset now.
Browse from 15 school summer holiday retreats in Dorset
7 nights from £586
Lottie’s Loft
25651 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...
7 nights from £586
7 nights from £608
Dairyman’s Cottage
20942 bedroom, rural holiday cottage near Shaftesbury, Dorset.
Dairyman’s Cottage is traditional yet contemporary, semi-detached and set on a south-facing terrace. The property has a welcoming feel, with a stunning open plan design downstairs,...
7 nights from £608
Need more time? Reserve any cottage for up to 24 hours before booking.
24hr no commitment reservations
You can reserve your holiday dates on your favourite cottage for up to 24 hours. You might need to check with other guests in your party or simply consider whether this cottage is right for your holiday, either way we’re happy to give you the time to step away and mull over your options before paying a penny.
We’ll send you a reminder to see if you want it or not so you won’t lose out. Take time to think it over, you don’t have to rush your decision. Have a cup of tea and when you’re ready, hit the button to book your holiday and start looking forward to it.
7 nights from £631
The Old Coach House
13862 bedroom, dog friendly holiday cottage near Dorchester, Dorset.
This pretty, detached former coach house is in beautiful rural Dorset, and within easy reach of the stunning World Heritage Jurassic coastline. The Old Coach House has a spaciou...
7 nights from £631
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25% off
23 Aug 2019 - 30 Aug 2019
£1018.00 £763.50
7 nights from £665
Ivy Cottage
41222 bedroom, dog friendly holiday cottage in Cattistock near Dorchester, Dorset.
Imagine life in a tranquil Dorset village and Ivy Cottage is just the sort of place you may picture in your mind. Set in the midst of an Area of Outstanding Natural Beauty, the cot...
7 nights from £665
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10% off
23 Aug 2019 - 30 Aug 2019
£936.00 £842.40
7 nights from £677
Phoebes House
29242 bedroom, rural self catering cottage near Beaminster, Dorset.
A stunning west Dorset location, amazing rural views and a truly luxurious property, Phoebes House and neighbouring property Lottie's Loft (2565) both hidden gems just a short driv...
7 nights from £677
7 nights from £692 *
Meadows Barn
42933 bedroom self catering cottage in rural Dorset.
Meadows Barn is on the edge of the tranquil Dorset village of Halstock, with far-reaching views over the surrounding countryside, ideal for a family holiday or a great base for fri...
7 nights from £692 *
7 nights from £714
September Cottage
29482 bedroom self catering cottage near the sea near Weymouth, Dorset.
This comfortable semi-detached family home is on the edge of the countryside, yet only three miles from Weymouth with its sandy beaches and historic quay. A 20 minute walk takes yo...
7 nights from £714
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15% off
23 Aug 2019 - 30 Aug 2019
£915.00 £777.75
7 nights from £808
Barbridge Cottage
18052 bedroom, rural holiday cottage near Bridport, Dorset.
Nestling in a picturesque valley a fifteen minute drive from the Jurassic Coast, Barbridge Cottage is close to beaches, walks, fossil hunting, country houses, gardens and lovely pu...
7 nights from £808
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20% off
24 Aug 2019 - 31 Aug 2019
£1215.00 £972.00
Choose from our exclusive collection at the best prices with real time availability.
Exclusive cottage collections
Our calendars show live availability, so if your pick of dates are available, you can reserve them safe in the knowledge that they won’t get sold anywhere else.
It can be unpredictable using aggregator websites that collect up information from across multiple websites. Our website stands alone, so you know what to expect and what you will get, for the best price. You won’t find this collection of cottages anywhere else, so pick your perfect place to stay from our exclusive portfolio.
7 nights from £756
Hatts Barn
20932 bedroom, rural holiday cottage near Shaftesbury, Dorset.
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 twin...
7 nights from £756
7 nights from £768
Old Sandpitts Lodge
43773 bedroom thatched self catering cottage near Bridport, Dorset.
This very attractive thatched, detached property is in a tucked away rural setting in unspoilt west Dorset. Old Sandpitts Lodge is a very easy short drive inland from the fabulous ...
7 nights from £768