December Breaks in Somerset
Gather your loved ones and pack your things: a luxury retreat in Somerset awaits this December. With 31 self-catering cottages available of all shapes and sizes, you can choose the perfect place for a magical winter break. Solo escape, romantic getaway or holiday with all the tribe, we will help you pave the way to the holiday of your dreams this December. Read more Our exclusive ferry discounts of up to 25% will make your island trip with Classic plain sailing.
31 cottages in Somerset available in December
7 nights from £584
Yew Tree Barn
57842 bedroom, dog friendly holiday cottage near Glastonbury, Somerset.
Situated in a peaceful corner of Somerset, with uninterrupted countryside views across the Levels, Yew Tree Barn is a high quality barn conversion with a contemporary feel. Perfect...
7 nights from £584
7 nights from £1645
Merryfields
55724 bedroom, dog friendly self catering cottage near Bath.
This spacious detached Victorian house is set on a two acre site in the rural village of Colerne, occupying a spectacular position over Box Valley with views of Salisbury Plain in ...
7 nights from £1645
7 nights from £831
The Cottage at Ford Barton
54672 bedroom cottage in the Blackdown Hills near Wellington, Somerset.
Within the pretty Somerset village of Churchinford, this tranquil cottage has been furnished with comfort in mind. There is so much to explore locally with the Blackdown Hills (whi...
7 nights from £831
7 nights from £486
Pippins
53603 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 £486
7 nights from £419
Green Place
53131 bedroom, dog friendly cottage within walking distance of the cathedral in Wells, Somerset.
Wind your way through the historic streets of Wells to find Green Place nestling in a quiet mews offering a romantic getaway. With a vibrant and bustling high street, the city of W...
7 nights from £419
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20% off
27 Dec 2024 - 3 Jan 2025
£628.00 £502.40
7 nights from £397
Jasmine Cottage
51922 bedroom, dog friendly character cottage near Wells, Somerset.
Tucked away in the village of Stratton-on-the-Fosse, this delightful, terraced cottage is welcoming and quaint. Situated just off the Fosse Way; the ancient Roman road between Bath...
7 nights from £397
7 nights from £735
Keepers Cottage
51943 bedroom, dog friendly cottage with wonderful views near Yeovil, Somerset.
Keepers Cottage is the former gamekeeper's cottage for Montacute House and is set in the rolling countryside of south Somerset, close to the historic village of Montacute. Stunning...
7 nights from £735
7 nights from £557
Meadowbank
51874 bedroom, dog friendly cottage with sea views in Porlock, Somerset.
In the perfect situation on the edge of the rugged Exmoor National Park and on the stunning West Somerset coastline, Meadowbank is a stylish and beautiful home from which to explor...
7 nights from £557
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.
Wreath Farm
7 nights from £2025
7 nights from £535
The Cowshed
47432 bedroom, dog friendly cottage near Lyme Regis, Dorset.
Nestled in the sleepy Somerset countryside, The Cowshed is a converted farm building, offering an excellent retreat. From the moment you arrive at this 'off the beaten track' setti...
7 nights from £535
With a breathtaking mix of beaches, coast paths, countryside and moors cloaked in frosty tones and topped with crisp blue skies, December is an enchanting time of year to visit Somerset. Even when the weather takes a turn for the worse, dramatic clouds and rumbling seas create a captivating show. And where better to watch stormy weather unfold than the comforts of a luxury home-from-home? Combining the best of homely touches with plenty of modern luxuries, our Somerset properties allow you to relax and settle in straight away. With each cottage handpicked and personally inspected, we make sure only the finest make it onto our portfolio. At Classic Cottages, we want your whole experience to be the best it can be from start to finish. We are always on hand to offer help and support, and will always go the extra mile to ensure your holiday is stress-free.
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