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 26 self-catering cottages in Dorset available for a Short Break
7 nights from £1049 * 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 £1049 *
7 nights from £589 * 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 £589 *
Be in the know… Sign up to our newsletter for holiday inspiration, offers and all things Classic.
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
-
10% off
20 Jul 2026 - 26 Jul 2026
From £667.80 £607.32 booking fees included
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
British Travel Awards 2025
Best company for UK holiday home rentals
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 *
7 nights from £527 * booking fees included
Pippins
53602 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 £527 *
7 nights from £1186 booking fees included
Acorns
48283 bedroom cottage in Corfe Castle, Dorset.
Set on a private, secluded plot, Acorns is a wonderful family holiday home. Recently renovated to a very high standard, this detached house in the historic village of Corfe Castle ...
7 nights from £1186
7 nights from £619 * booking fees included
Bay Tree Cottage
48353 bedroom, dog friendly cottage near Bridport, Dorset.
Situated in a sleepy west Dorset village, just a short drive from the spectacular Jurassic Coast, you will find this pretty terraced cottage. Bay Tree Cottage offers all the deligh...
7 nights from £619 *
7 nights from £702 booking fees included
Rectory Cottage
47952 bedroom cottage near Bridport, Dorset
Hidden away in the grounds of a Grade II Listed former rectory, this picture-perfect cottage is a delightful Dorset escape. As you pull into the spacious parking-area you will get ...
7 nights from £702
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.
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 26 holiday cottages only a short drive away, for a much needed short break in Dorset.
