Cottages for a four night break in Dorset
Want to get away just for a few days in Dorset? A four night break in a holiday cottage might just be the answer; it'll blow away the autumn cobwebs, cure the January blues and spring you back into exploration mode for a long weekend of walking, swimming and soaking up the great outdoors. We have 39 luxury cottages available for you to enjoy those few days away in Dorset so take a look and see where your next trip takes you... Read more
Our exclusive ferry discounts of up to 25% will make your island trip with Classic plain sailing.We have 39 cottages available in Dorset available for four night breaks
7 nights from £567 * booking fees included
Primrose Cottage
61792 bedroom, dog friendly self catering cottage in Bridport, Dorset.
Primrose Cottage is the quintessential Dorset coastal property with its pretty village location and gorgeous, enclosed garden - it is packed with character. This semi-detached two ...
7 nights from £567 *
7 nights from £702 * booking fees included
Lavender Cottage
61762 bedroom, dog friendly cottage near the beach in Christchurch.
Lavender Cottage is a delightful two bedroom home with open plan living areas and wonderful outdoor space. Set in the exclusive Wick Village it is just a short walk from one of Dor...
7 nights from £702 *
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 £1111 * booking fees included
Langmoor House
61754 bedroom, dog friendly cottage with sea views in Lyme Regis, Dorset.
Langmoor House is a luxury four bedroom property with commanding sea views and just a 30 second walk into Lyme Regis town. This exquisite and dog-friendly home is laid out over thr...
7 nights from £1111 *
7 nights from £601 * booking fees included
Minnie's Cottage
61262 bedroom, dog friendly cottage near the beach near Bridport.
Minnie's Cottage is a cosy quintessential thatched cottage in the beautiful coastal village of Burton Bradstock. Situated in the heart of the village and just half a mile from the ...
7 nights from £601 *
British Travel Awards 2025
Best company for UK holiday home rentals
From £373 per night + £63 booking fees
Oak Tree House
61124 bedroom, dog friendly holiday cottage near Dorchester, Dorset.
Oak Tree House is a particularly special property for gathering friends and family (plus the four-legged variety) together. Set in stunning grounds in the little village of Frampto...
From £373 per night
7 nights from £399 booking fees included
Kingfishers
60351 bedroom, dog friendly holiday cottage near Shaftesbury, Dorset.
Great care and attention has been put into this barn conversion, resulting in a truly cosy, yet spacious retreat for couples or solo travellers to enjoy. Located in Gillingham in n...
7 nights from £399
7 nights from £1113 booking fees included
Hood's
60452 bedroom, dog friendly self catering cottage near Bridport, Dorset.
**Hood's can accommodate flexible check in days – please contact us to request.** This stunning barn and milking parlour conversion is set within the glorious Dorset countryside...
7 nights from £1113
7 nights from £640 * booking fees included
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 £640 *
7 nights from £558 * booking fees included
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 £558 *
7 nights from £665 * booking fees included
The Old Dairy
55512 bedroom, dog friendly cottage near Wimborne Minster, Dorset.
The Old Dairy is one of the most stunning holidays homes you could visit with curated interior touches at every turn. It’s location for local exploring is particularly good with so...
7 nights from £665 *
Readymade beds and fluffy towels; this simple but appreciated welcome is standard with us.
Towels and readymade beds
All of our cottages provide bed linen and towels as standard, with a change of bedding included for holidays of two weeks or more. You’ll also find a fresh change of towels for each week (for in the house only, please bring your own for the beach) and tea towels a-plenty.
The beds will be readymade and waiting for you on arrival so you can simply sink into comfort and relax straight into your holiday.
They say that four is the magic number and we think they could be onto something. A four night short break in a classic cottage is the perfect amount of time to relax, explore and immerse yourself on holiday in Dorset. With 39 classic cottages available for a four night getaway it is the perfect excuse to dash out the office doors on a Friday and escape to the countryside to switch off from it all. Dorset, Somerset, Sussex and the Isle of Wight are never too far to travel; you will be there in time to grab a drink or a bite at the local pub nearby. Alternatively, Cornwall and Devon offer rural holidays and coastal cottages for your few nights away. Take a look at our exclusive collection and find your perfect four night getaway.