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 42 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
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 42 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.
Our exclusive ferry discounts will make your island trip with Classic plain sailing.
We have 42 cottages available in Dorset available for four night breaks
7 nights from £363
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 £363
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 £694 *
Freshfields
57064 bedroom secluded cottage with large grounds 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 £694 *
7 nights from £582
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 £582
7 nights from £579
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 £579
7 nights from £756
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 £756
7 nights from £477
The Gardens
54062 bedroom, dog friendly cottage in historic Sherborne, Dorset.
From the rolling hills of the Dorset countryside to the beautiful historic streets of Sherborne and down to the Jurassic Coast, explore it all whilst staying at The Gardens. This c...
7 nights from £477
7 nights from £486
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 £486
We’ve been raising the standards of self catering holidays since 1977.
Our family ethos
Tony and Clare Tregoning started the business back in 1977 and their dedication to quality and excellence is at the heart of everything we do. Tony is sadly no longer with us, but we still adhere to their original ethos of finding holiday homes we would like to stay in and have slowly grown the company to find the best picks of properties across the counties. Plus Clare still drops in to keep us on our toes.
As an independent, family-run company, we wouldn’t expect you to stay anywhere we wouldn’t want to stay ourselves. And we’re pretty picky. We want you to walk into your handpicked holiday home and say ‘wow’, sit back and relax.
7 nights from £390
Periwinkle Cottage
52581 bedroom, dog friendly character cottage in market town of Bridport, Dorset.
Tucked away off one of Bridport's vibrant streets is Periwinkle Cottage, a beautiful home ready to welcome you for a fantastic stay. This gorgeous terraced retreat is the perfect p...
7 nights from £390
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
