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
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 41 holiday cottages only a short drive away, for a much needed short break in Dorset.
Our exclusive ferry discounts will make your island trip with Classic plain sailing.
We have 41 self-catering cottages in Dorset available for a Short Break
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 £581
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 £581
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
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30% off
21 Oct 2024 - 26 Oct 2024
From £783.20 £548.24
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
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
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 £542
Ginny's Barn
52762 bedroom, character cottage close to the Jurassic Coast, near Bridport, Dorset.
Find your 'Far from the Madding Crowd' moment in the beautiful west Dorset countryside with a stay at Ginny's Barn. This characterful cottage offers compact, quaint accommodation, ...
7 nights from £542
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
