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February Cottages in Dorset
Ready to escape with your nearest and dearest for a while? We have a range of cottages available for February in Dorset. Whether you are looking for a February half term holiday, Valentine's break or simply want to enjoy some TLC in a private haven, we'll help you find somewhere just right for you. Many of our cottages welcome dogs too, so your four-legged friend can join in as well. Read more
Our exclusive ferry discounts of up to 25% will make your island trip with Classic plain sailing.Choose from 31 Dorset retreats this February
7 nights from £383 booking fees included
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 £383
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20% off
1 Aug 2026 - 8 Aug 2026
£545.00 £448.60 booking fees included
7 nights from £466 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 £466
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10% off
20 Jul 2026 - 26 Jul 2026
From £667.80 £607.32 booking fees included
We’re a Visit England Quality Accredited Agency for our high standards in holiday letting.
Quality Accredited Agency
Only the highest quality of accommodation is awarded Visit England accreditation. The assessment takes place over a few days and looks at all of our policies, practices and procedures, making sure we meet a five star standard for our guests.
We set our own standards above and beyond and we’re very proud of this accolade and all it represents.
7 nights from £471 booking fees included
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 £471
7 nights from £516 booking fees included
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 £516
British Travel Awards 2025
Best company for UK holiday home rentals
7 nights from £560 * booking fees included
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 £560 *
7 nights from £573 * booking fees included
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 £573 *
7 nights from £578 * booking fees included
Barn Owls Cottage
30153 bedroom, dog friendly cottage near Bridport, Dorset.
Barn Owls Cottage is a semi-detached cottage that has been converted from an 18th Century stone barn. Despite having stylish modern fittings, it has still retained much of its orig...
7 nights from £578 *
7 nights from £589 * 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 £589 *
7 nights from £605 * booking fees included
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 £605 *
From £81 per night + £53 booking fees
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
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.
At Classic Cottages we pride ourselves on marketing the highest quality self-catering accommodation in Dorset. Handpicking and carefully inspecting each one, we ensure exacting standards are maintained so that your holiday is the best it can be. As soon as you cross the threshold into your luxury cottage, we want you to feel at home straight away. Making sure everything is as smooth and stress-free as possible, we offer help and support every step of the way. To get started on your next adventure browse our selection of 31 available properties for February and don't hesitate to get in touch should you have any questions.
