Christmas and New Year cottages for 2026 in Dorset
Get ahead of the crowd and treat yourself to a festive getaway in 2026. Enjoy a walk on the beach, along the cliffs, or up on the moors before tucking in to your Christmas roast, welcoming in the New Year, or just settling in for a night in front of a roaring fire. Choose from our selection of luxury holiday cottages in Dorset. Read more
Our exclusive ferry discounts of up to 25% will make your island trip with Classic plain sailing.See our 37 self catering cottages for Christmas and New Year in Dorset.
7 nights from £1428
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...
7 nights from £1428
7 nights from £437
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 £437
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20% off
4 May 2026 - 11 May 2026
From £538.00 £430.40
7 nights from £412
Loaf At The Granary
60461 bedroom, dog friendly self catering cottage near Bridport, Dorset.
**Loaf At The Granary can accommodate flexible check in days – please contact us to request.** Loaf At The Granary is a gorgeous and sympathetic restoration of an ancient Dorset...
7 nights from £412
7 nights from £750 *
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 £750 *
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20% off
15 May 2026 - 22 May 2026
From £924.75 £739.80
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7 nights from £431 *
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 £431 *
7 nights from £431 *
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 £431 *
Whetley Farm
7 nights from £861
7 nights from £534 *
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 £534 *
7 nights from £666 *
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 £666 *
7 nights from £464 *
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 £464 *
Dorset is a delightful holiday destination full of winding country lanes and picturesque landscapes, even in mid-winter making it a lovely place to spend Christmas and New Year in a cottage.
Settle yourself in a self catering cottage on the Jurassic Coast this Christmas and find fossilized stocking fillers on a Christmas Eve stroll along the beach. Strike out along the coastline once more in this beautiful part of the world on Boxing Day and return to the warmth and comfort of your luxury cottage for Christmas.
New Years Eve with a view is something to remember so find yourself a New Years cottage near Corfe Castle, have a short break by Wareham Quay or watch firework displays over the water from a place with a sea view. New Years in Dorset will make your celebrations all the more celebratory.
