Christmas Cottages in Dorset
Remember that film, The Holiday? This is the place to find cottages for Christmas that look just like that. Thatched roofs heavy with snow (or at least a generous sparkly frost) down winding country lanes, a roaring log fire and cosy sense of well-being. Those things were all present in that movie starring Kate Winslet and Cameron Diaz but all-star cast aside, Dorset has plenty of picture-postcard places to stay where you can live out your festive dreams. Read more
Our exclusive ferry discounts of up to 25% will make your island trip with Classic plain sailing.We have 36 self catering cottages for Christmas in Dorset
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’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 £1135 * 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 £1135 *
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
British Travel Awards 2025
Best company for UK holiday home rentals
7 nights from £501 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 £501
7 nights from £888 * 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 £888 *
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35% off
14 Aug 2026 - 21 Aug 2026
From £2063.00 £1363.00 booking fees included
7 nights from £494 * booking fees included
The Dairy
56822 bedroom, dog friendly holiday cottage near Beaminster, Dorset.
A cosy single-storey cottage, a secret wood and wildflower meadow, all available to you in a location only a short drive of the World Heritage Jurassic Coast, are we tempting you y...
7 nights from £494 *
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30% off
21 Aug 2026 - 28 Aug 2026
From £1010.00 £725.90 booking fees included
7 nights from £494 * booking fees included
The Granary
56832 bedroom, dog friendly holiday cottage near Beaminster, Dorset.
Tucked away in a rural corner of west Dorset you will find The Granary; a single-storey cottage with a shared two acre woodland and wildflower meadow to while away holiday days in....
7 nights from £494 *
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30% off
21 Aug 2026 - 28 Aug 2026
From £1010.00 £725.90 booking fees included
Whetley Farm
7 nights from £987.31 booking fees included
7 nights from £598 * 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 £598 *
Arrive at your handpicked holiday home safe in the knowledge it’s been fully inspected.
Quality inspections
We check our holiday homes to ensure that everything is up to our high standards for your holiday, from provision of our above standard minimum inventory to how fluffy the towels are, we make sure you’ll have a comfortable stay.
Hardworking teams of housekeepers will have the place spick and span, ready for your arrival, so when you get there you can just relax.
Christmas getaways in Dorset are everything you'd hope with the rolling landscapes and miles of Jurassic coastline. Find frosty fossils at Charmouth and eat Christmas fudge at the end of the pier in Lyme Regis, or head around the harbour to Bournemouth for a big town day out.
Stay inland in a rural delight lit with Christmas lights and check out the Christmas markets for last minute pressies - Sherborne has a particularly good one, or head to a historical highlight and admire somewhere like Corfe Castle in all its wintry glory.
All these places are best discovered with man's best friend at your side, so plan Christmas breaks with dogs in mind. There's many a winter walk to discover across the county when you book a holiday cottage for Christmas in Dorset.
