December Breaks in Somerset
Gather your loved ones and pack your things: a luxury retreat in Somerset awaits this December. With 39 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
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.
39 cottages in Somerset available in December
7 nights from £1708
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 £1708
7 nights from £923
The Cottage at Ford Barton
54672 bedroom self catering cottage 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 £923
7 nights from £517
Pippins
53603 bedroom, dog friendly holiday 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 £517
7 nights from £419
Green Place
53131 bedroom, dog friendly self catering cottage 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
7 nights from £1279 *
Springfields
52494 bedroom, dog friendly self catering cottage near Wells, Somerset.
Tucked away in the pretty countryside just outside of Wells and set over two floors, Springfields offers fresh and bright accommodation, with views over the surrounding fields. Sit...
7 nights from £1279 *
7 nights from £496
Jasmine Cottage
51922 bedroom, dog friendly self catering 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 £496
7 nights from £799
Keepers Cottage
51943 bedroom, dog friendly self catering cottage 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 £799
7 nights from £557 *
Meadowbank
51874 bedroom self catering 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 are Gold accredited with the Green Tourism Business Scheme.
Green Tourism Business Scheme
As a company, we look across our business and try to make sustainable changes and decisions. From using recycled paper in our printers to putting in measures for using less energy in our offices, we keep an eye on our impact on the environment.
Beyond our offices, we have passed on the same ethics to our holiday cottage owners by setting up our own Green Scheme that they can join. Each property has to tick off a certain number of actions to be included in the scheme, many of which go above and beyond the GTBS requirements.
Wreath Farm
7 nights from £2267
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
7 nights from £630
The Crook
50031 bedroom shepherds hut near Ilminster, Somerset.
Perfectly positioned in a peaceful spot, you will find this stunning shepherd's hut that has been masterfully created. The Crook is a true hideaway in glorious surroundings and you...
7 nights from £630
7 nights from £630
The Whistle
50041 bedroom shepherds hut near Ilminster, Somerset.
If you are looking for a luxurious and unique glamping experience, then look no further than The Whistle. A gorgeously designed shepherd's hut, complete with enchanting outside spa...
7 nights from £630
7 nights from £677
Minstrels
49302 bedroom, dog friendly holiday cottage near Glastonbury, Somerset.
As soon as you step through the front door of this gorgeous cottage, you will fall in love with its character and charm. It is easy to see where the cottage gets its name when you ...
7 nights from £677
7 nights from £821
Elm Cottage
48373 bedroom, dog friendly cottage near the sea near Minehead, Somerset.
Perfectly situated on the fringes of the beautiful, rugged Exmoor National Park, this semi-detached cottage is a gorgeous hideaway for all the family, including your four-legged fr...
7 nights from £821
We’re here to help you find your perfect place to stay 7 days a week.
Open 7 days a week
Call our office on 01326 555555, email hello@classic.co.uk or click on the live chat button in the bottom right of the screen to talk directly to someone who can help with choosing your holiday. If you have any questions or need a hand with the booking process, we’re happy to help.
After booking your holiday with us, you’ll receive your holiday details two weeks before your holiday. This also includes our emergency out of hours phone number for when the office is closed, so we’re never more than a phone call away!
From £120 per night
Posy
48611 bedroom, rural shepherds hut with hot tub near Ilminster, Somerset.
Nestled in a secluded spot, Posy is a gorgeous shepherd's hut where every last detail has been thought of. The natural, peaceful setting provides the perfect escape to the countrys...
From £120 per night
7 nights from £808
The Apple Press
47443 bedroom, dog friendly cottage near Lyme Regis, Dorset.
Just ten miles north of Lyme Regis, the 'Pearl of Dorset', situated in gentle Somerset countryside is The Apple Press, a fabulously converted single storey farm building. The o...
7 nights from £808
7 nights from £500 *
Frogwell Cottage
47143 bedroom, dog friendly holiday cottage near Dulverton, Somerset.
Under the spectacle of Exmoor National Park International Dark Sky Reserve, picture yourself on holiday with a glass of bubbly in hand, surrounded by nothing but fields and country...
7 nights from £500 *
7 nights from £544
Magnolia Cottage
45542 bedroom, dog friendly cottage near Wells, Somerset.
Nestled opposite a charming magnolia tree, this delightful stone cottage is peaceful and welcoming. All on one level (apart from one step up from the porch), Magnolia Cottage offer...
7 nights from £544
7 nights from £562
The Green House
45292 bedroom, dog friendly cottage overlooking Nunney Brook near Frome, Somerset.
Enjoy a glass of fizz overlooking the peaceful stream or curl up in the cosy sitting-room in front of the fire, whichever takes your fancy, this gorgeous retreat will deliver! This...
7 nights from £562
7 nights from £925
Wreath Farmhouse
44454 bedroom, dog friendly holiday cottage near Lyme Regis, Dorset.
Wreath Farm is in a rural setting overlooking open countryside, just 10 miles inland from the beach at Lyme Regis and the stunning Jurassic Coast. The farmstead now has a new li...
7 nights from £925
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.
7 nights from £578
The Piggery
43842 bedroom rural barn conversion near Wells, Somerset.
What a superb barn conversion! The Piggery is an exceptionally high quality detached property, newly converted and beautifully presented. Set on a working family farm, surrounded b...
7 nights from £578
7 nights from £565
The Cowstall
43852 bedroom rural barn conversion near Wells, Somerset.
The Cowstall is a fabulous single-storey detached property in a lovely setting at the top of the original farmstead. This exceptionally high quality barn conversion is set on a wor...
7 nights from £565
7 nights from £460
Oak Tree Barn
32882 bedroom, dog friendly cottage near Taunton, Somerset.
Oak Tree Barn is a family-friendly barn conversion set within the beautiful foothills of the Quantock Hills Area of Outstanding Natural Beauty. It is perfectly placed in the peacef...
7 nights from £460
7 nights from £439
Orchard Barn
32892 bedroom, dog friendly cottage near Taunton, Somerset.
Orchard Barn is a welcoming single-storey conversion nestled sweetly in the sleepy village of Thurloxton and just a stone's throw away from the Quantock Hills Area of Outstanding N...
7 nights from £439
7 nights from £620
Lady's Well Shepherd's Hut
3244Shepherds Hut with a hot tub and koi carp pond near Weston-super-Mare, Somerset.
Staying in this beautifully presented shepherd's hut gives you a rare and - so often nowadays - hard to come by opportunity to have a secret and secluded location all to yourselves...
7 nights from £620
7 nights from £916
Bashford Lodge
32263 bedroom lodge with far reaching countryside views near Taunton, Somerset.
This fabulous Somerset property has panoramic views that will take your breath away. Set on the edge of the Quantock Hills Area of Outstanding Natural Beauty, in the very picturesq...
7 nights from £916
Need more time? Reserve any cottage for up to 24 hours before booking.
24hr no commitment reservations
You can reserve your holiday dates on your favourite cottage for up to 24 hours. You might need to check with other guests in your party or simply consider whether this cottage is right for your holiday, either way we’re happy to give you the time to step away and mull over your options before paying a penny.
We’ll send you a reminder to see if you want it or not so you won’t lose out. Take time to think it over, you don’t have to rush your decision. Have a cup of tea and when you’re ready, hit the button to book your holiday and start looking forward to it.
7 nights from £611
Andrew’s House
29323 bedroom cottage in Dulverton, Somerset.
This spacious period house is on the edge of Dulverton, the gateway to Exmoor National Park, seconds from the riverside walk into this lovely little town. Andrew's House is on t...
7 nights from £611
7 nights from £548
Kingham Cottage
29282 bedroom, dog friendly cottage near Bath, Somerset.
This 'best of all boltholes' is just a couple of miles outside the wonderful city of Bath and yet in a rural setting with panoramic valley views and a deep sense of peacefulness. ...
7 nights from £548
7 nights from £455
Ashey Barn
27871 bedroom rural dog friendly cottage near Wells, Somerset.
This converted single-storey barn is in a peaceful rural position on the edge of Somerset’s Mendip Hills, within easy reach of Bath, Bristol and Wells. Ashey Barn is a perfect base...
7 nights from £455
7 nights from £473
Headford Farm Cottage
28091 bedroom rural dog friendly cottage near Taunton, Somerset.
Headford Farm Cottage is on the edge of a rural hamlet, high up in Somerset's Quantock Hills Area of Outstanding Natural Beauty. This stunning ancient landscape covers 100 square k...
7 nights from £473
7 nights from £427
Dieppy Farm Cottage
27881 bedroom, dog friendly holiday cottage near Dulverton, Somerset.
On the edge of Exmoor's stunning National Park - a designated International Dark Sky Reserve - Dieppy Farm Cottage is in the perfect spot for stargazing; on a cloudless night you w...
7 nights from £427
7 nights from £497
Brookside Cottage
26382 bedroom thatched cottage near Nether Stowey, Somerset.
In a beautiful wooded valley in the east Quantock Hills Area of Outstanding Natural Beauty, Brookside Cottage is an idyllic getaway. This thatched semi-detached property lies wi...
7 nights from £497
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 £769
The Old Barn at Cherry May Farm
25502 bedroom, rural holiday cottage with hot tub near Glastonbury, Somerset.
The Old Barn at Cherry May Farm, on the edge of the unique Somerset Levels, is a winner of the West Somerset Council 'Excellence in Building Awards' that embraces the very best asp...
7 nights from £769
7 nights from £399
Lane Cottage
24821 bedroom, dog friendly cottage in Dulverton, Somerset.
Lane Cottage is a perfect Exmoor bolthole, tucked into a little square in the centre of the lovely market town of Dulverton. The cottage is really cosy with a multi-burner in th...
7 nights from £399
7 nights from £446
Birch House Studio
24602 bedroom, rural holiday cottage near Wellington, South Devon.
This beautifully presented single-storey property is perfect for exploring the unspoilt Blackdown Hills, the stunning Jurassic Coast – both designated Areas of Outstanding Natural ...
7 nights from £446
7 nights from £439
Hayloft
24032 bedroom dog friendly holiday cottage near Ilminster, Somerset.
Hayloft is in the heart of Barrington near the historic market town of Ilminster in south Somerset. This welcoming barn conversion is within a small group of historic barns and ...
7 nights from £439
7 nights from £577
Bumble Bee Barn
23802 bedroom, rural holiday cottage with a hot tub, near Taunton, Somerset.
Set in the vale of Taunton, halfway between Exmoor National Park and the beautiful Quantock Hills and an easy drive from the coast, this is a perfect base from which to discover th...
7 nights from £577
7 nights from £351 *
Cleveland Cottage
19682 bedroom cottage near the market town of Dulverton, Somerset.
Offering a 20% discount for parties of 2 (unless a special offer is already in place), this pretty cottage is situated on the eastern edge of Exmoor National Park, which can make i...
7 nights from £351 *
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 £408
Week Cottage
16361 bedroom, rural dog friendly cottage near Dulverton, Somerset.
Sitting in the heart of Exmoor National Park, Week Cottage dates back to the 1690s and is all picture-book old world charm inside. A spacious boot-room, perfect for muddy boots (an...
7 nights from £408