Dorset Cottages Available in January
Give yourself something to celebrate this January and kick start your new year with a bang. Across Dorset we have a range of 27 luxury cottages primed and ready to welcome you. Get out and about in the cool, crisp air and return to your own slice of paradise. Our self-catering cottages perfectly blend home comforts with style and luxury. Secure your Dorset getaway today. Read more
Our exclusive ferry discounts of up to 25% will make your island trip with Classic plain sailing.We have 27 Dorset cottages available for January
7 nights from £320
The Linhay
26611 bedroom cottage near the beach near Bridport, Dorset.
The Linhay is a tucked away single-storey retreat – and an ideal base for exploring the wonderful coastline. The cottage nestles alongside the barns, with a fully enclosed gravel c...
7 nights from £320
7 nights from £403
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 £403
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20% off
29 Jun 2026 - 6 Jul 2026
From £638.00 £510.40
7 nights from £408
The Dairy
26631 bedroom cottage close to the Jurassic Coast, near Bridport, Dorset.
The Dairy is an extremely comfortable single-storey cottage in this small and friendly farm development. The property has French doors to its own enclosed outside space – the patio...
7 nights from £408
7 nights from £453
Badgers Cottage
30141 bedroom, dog friendly cottage near Bridport, Dorset.
This pretty semi-detached cottage for two is nestled within a National Landscape on West Hembury Farm. Badgers Cottage is an 18th Century stone barn that has been beautifully co...
7 nights from £453
British Travel Awards 2025
Best company for UK holiday home rentals
7 nights from £497 *
The Parlour
26622 bedroom cottage with views of Golden Cap near Bridport, Dorset
The Parlour is an excellent choice for a family, with French doors opening out onto an enclosed gravelled patio, and offers comfortable accommodation for five guests (one of the th...
7 nights from £497 *
7 nights from £510 *
Beehive Cottage
40732 bedroom thatched, dog friendly cottage near Dorchester, Dorset.
Beehive Cottage is a charming and cosy cottage, on a quiet lane opposite St Mary's church in the village of Puddletown. Surrounded by farmland, the pretty village is nestled in the...
7 nights from £510 *
7 nights from £542 *
Tolpuddle Cottage
37523 bedroom thatched, dog friendly cottage in Tolpuddle, Dorset.
This pretty thatched cottage is in the tranquil historic village of Tolpuddle, just 15 miles from the World Heritage Jurassic Coast. An ideal base for a family holiday or perfect f...
7 nights from £542 *
From £81 per night
Toby's Hut
4723Luxury dog friendly shepherds hut with a hot tub near Lyme Regis, Dorset.
Located in the west Dorset Area of Outstanding Natural Beauty and just a 15 minute drive from fabulous Lyme Regis, Toby's Hut is a bespoke Shepherd's Hut, sitting in a perfect spot...
From £81 per night
7 nights from £679 *
Seymour Barn
53142 bedroom, dog friendly barn conversion in Bridport, Dorset.
With the bustling market town of Bridport within striking distance, this beautiful barn conversion is the perfect home-away-from-home. A delightful spot to explore all the beauty a...
7 nights from £679 *
7 nights from £378
The Old School Gables
24902 bedroom cottage near the market town of Bridport, Dorset.
The pretty Dorset village of Drimpton is set in lovely countryside, a short drive inland from the stunning Jurassic Coast. This original school house has been converted into extrem...
7 nights from £378
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40% off
26 Jun 2026 - 3 Jul 2026
£840.00 £504.00
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.
Whether you would like a spontaneous mini break to the country or are planning a coastal getaway to watch storms brew on the horizon, a Dorset retreat this January won't fail to disappoint. Cuddle up in your luxurious home-from-home, the wood burner casting a warm glow across the room and an open bottle of wine waiting to refill your glass. In a Classic cottage in Dorset, you can relax as soon as you arrive. Handpicking each of our properties onto our books, we make sure all of our cottages are of the finest quality. With each one fully equipped with a complete inventory, everything you could need and more for your January break is provided. Pour through our collection of available retreats and look forward to an unforgettable holiday.
