Short breaks in Dorset
It's so easy to get to Dorset, there's hardly any excuse not to book a cottage for a short break.Home of the Jurassic Coast and a designated Area of Outstanding Natural Beauty, Dorset has plenty to offer for that well-deserved mid-week respite or long weekend break in Dorset. Steeped in history and effortlessly beautiful, you won’t be disappointed by this gorgeous part of the world. Read more
Our exclusive ferry discounts of up to 25% will make your island trip with Classic plain sailing.We have 39 self-catering cottages in Dorset available for a Short Break
Spring View Cottages
7 nights from £866
7 nights from £336
Spring View Cottage
57831 bedroom cottage with countryside views near Dorchester, Dorset.
A sweet bolthole for two, Spring View Cottage is nestled in the beautiful Dorset countryside. Easily accessible but far enough away to feel like you have really escaped, this compa...
7 nights from £336
7 nights from £644
The Lookout
57632 bedroom, dog friendly apartment with sea views, near Studland.
In an elevated position with views out to Swanage Bay, The Lookout is a modern, stylish, first floor apartment for up to four lucky guests and their four-legged friend to enjoy. Ta...
7 nights from £644
7 nights from £800 *
Freshfields
57064 bedroom self catering cottage near Dorchester, Dorset.
Freshfields is a truly outstanding property in a picturesque Dorset village. Recently renovated throughout, the house provides space and privacy for all the family. Just a short dr...
7 nights from £800 *
7 nights from £530
Spring View
56863 bedroom rural cottage near the sea and close to Dorchester, Dorset.
A family friendly holiday home situated in a beautiful rural Dorset hamlet with countryside views galore. Recently renovated throughout, Spring View, offers a peaceful escape from ...
7 nights from £530
7 nights from £550
Bluebells
56242 bedroom, dog friendly cottage in walking distance of Bridport, Dorset.
Tucked away in a quiet location, yet just a stone's throw from bustling Bridport and the Jurassic Coast, you will find Bluebells. Situated at the end of a pretty row of cottages, t...
7 nights from £550
7 nights from £752
The Old Dairy
55512 bedroom, dog friendly cottage near Wimborne Minster, Dorset.
Situated within the southern neolithic ring of Knowlton Church and Earthworks and perfectly positioned under a Dark Sky Reserve, is The Old Dairy; a stylish and modern conversion t...
7 nights from £752
7 nights from £424
Pippins
53603 bedroom, dog friendly character cottage near Beaminster, Somerset.
Pippins is a picture postcard country cottage nestled in the charming Somerset village of North Perrott - not far from the Dorset border. This cosy home can cater for all of the fa...
7 nights from £424
We’re here to help you find your perfect place to stay 7 days a week.
Open 7 days a week
Call our office on 01326 555555, email hello@classic.co.uk or click on the live chat button in the bottom right of the screen to talk directly to someone who can help with choosing your holiday. If you have any questions or need a hand with the booking process, we’re happy to help.
After booking your holiday with us, you’ll receive your holiday details two weeks before your holiday. This also includes our emergency out of hours phone number for when the office is closed, so we’re never more than a phone call away!
7 nights from £849
Seymour Barn
53142 bedroom, dog friendly barn conversion in Bridport, Dorset.
With the bustling market town of Bridport within striking distance, this beautiful barn conversion is the perfect home-away-from-home. A delightful spot to explore all the beauty a...
7 nights from £849
7 nights from £628
Quince Cottage
51903 bedroom, dog friendly cottage close to the beach near Bridport, Dorset.
With the World Heritage Jurassic Coast within one mile's walk, Quince Cottage is a welcoming home in the pretty West Dorset village of Chideock. This charming home is the perfect l...
7 nights from £628
From stunning coastal cottages to luxury country getaways, you’ll find exactly what you’re looking for from our selection of lovely self-catering accommodation. We have a number of beautiful baby-friendly and dog-friendly cottages, so the whole family can enjoy, a relaxing breather in Dorset.
Spring and Autumn Breaks in Dorset
Spring and Autumn in Dorset provide a perfect short break. With miles of beautiful coastline, rolling countryside flecked with ancient landmarks and stunning natural features there is more than enough to capture your heart.
Summer Short Breaks Dorset
From the endless blue skies, jaw-dropping white sands beaches and the natural beauty that pervades the landscape, a summer escape in Dorset would be hard to beat.
Christmas Holidays
Watch the gorgeously quaint hamlets of thatched cottages and old pubs garner a new life in this festive period. With bookings taken from 1 November, why not spend three or four days away and transform your Christmas break into an adventure for the whole family.
New Year in Dorset
A short break in Dorset for New Year’s Eve could be exactly what you’re looking for this year for an exciting change of scene. If you’re interested, bookings can be made from 1 November, although it is possible to place them from 1 October at the Owner’s discretion.
Winter Breaks in Dorset
Enjoying the most amount of sunshine and some of the highest average winter temperatures than anywhere else in the UK, Dorset provides the perfect getaway all year round. By the time winter comes around, the summer activity has made way for a peaceful calm, and the region is encompassed by a romantic quietness. Dog restrictions have also been lifted off many beaches, so you can also bring your four-legged friend along too.
We have 39 holiday cottages only a short drive away, for a much needed short break in Dorset.
