Somerset Sanctuaries for October Half Term
Take your family to Somerset this October half term and enjoy a stay in a luxurious self-catering cottage. With autumnal tones spreading across the landscape and the sun cascading golden rays onto tired, rust-coloured leaves, October is a truly magical time of year to discover Somerset. Give yourselves a well-deserved break and stay in a Classic cottage.
Our exclusive ferry discounts of up to 25% will make your island trip with Classic plain sailing.32 Somerset cottages available for October half term
7 nights from £652
Florian
5939Dog friendly converted shipping container with outdoor bath tub near Cheddar.
This bijou beauty is just perfect for romantic getaways or for solo travellers seeking to escape the everyday. A stunning converted shipping container, it boasts idyllic countrysid...
7 nights from £652
Wheelwrights Cottages
7 nights from £935
Readymade beds and fluffy towels; this simple but appreciated welcome is standard with us.
Towels and readymade beds
All of our cottages provide bed linen and towels as standard, with a change of bedding included for holidays of two weeks or more. You’ll also find a fresh change of towels for each week (for in the house only, please bring your own for the beach) and tea towels a-plenty.
The beds will be readymade and waiting for you on arrival so you can simply sink into comfort and relax straight into your holiday.
7 nights from £468 *
The Smithy
58322 bedroom, dog friendly holiday cottage near Glastonbury, Somerset.
If a stunning conversion bursting with original features situated in a sleepy Somerset village sounds attractive then The Smithy is the place for you. Situated in close proximity t...
7 nights from £468 *
7 nights from £302 *
The Coach House
58162 bedroom, dog friendly holiday cottage near Wellington, Somerset.
Situated in the beautiful National Landscape of the Blackdown Hills, The Coach House is a spacious, characterful cottage ready to welcome you and your four-legged friend. As yo...
7 nights from £302 *
7 nights from £518 *
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 £518 *
7 nights from £715
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 Nati...
7 nights from £715
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25% off
12 Jul 2025 - 19 Jul 2025
From £1052.00 £789.00
7 nights from £499
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 £499
7 nights from £431
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 £431
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!
7 nights from £866
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 £866
Wreath Farm
7 nights from £2370
7 nights from £567
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 £567
From £91 per night
The Crook
5003Shepherds hut with wood-fired hot tub 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...
From £91 per night
From £91 per night
The Whistle
5004Shepherds hut with wood-fired hot tub 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...
From £91 per night
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10% off
28 Jul 2025 - 1 Aug 2025
From £160.08 £144.07 per night
7 nights from £468 *
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 £468 *
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20% off
25 Jul 2025 - 1 Aug 2025
From £870.40 £696.32
Our property managers are local experts who handpick perfect places to stay.
Local experts
We scour the coast and country to winkle out bits worth sharing with you, the best properties in lovely locations. While we’re out and about, we gather together the best things to do so that you can start planning your holiday as soon as you’ve booked.
The ‘Explore Nearby’ tab on our cottage pages show what’s nearby along with relevant articles from our holiday guides from Notes and Stories, where you’ll find hand-written experiences of outings across the South and West, from dog-friendly pubs on the Isle of Wight to free things to do in south Devon and everything in between.
From £83 per night
Posy
4861Shepherds hut with wood-fired outdoor bathtub 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 £83 per night
7 nights from £832 *
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 £832 *
7 nights from £494 *
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 £494 *
7 nights from £563
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 £563
7 nights from £578
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 £578
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20% off
21 Jul 2025 - 25 Jul 2025
From £729.00 £583.20
7 nights from £972
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 £972
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20% off
18 Jul 2025 - 25 Jul 2025
From £1422.75 £1138.20
Each and every one of our cottages is fully equipped with everything you’ll need on holiday.
Fully equipped cottages
All of our cottages have a standard list of equipment that goes above and beyond. As well as fluffy towels and readymade beds, our bare minimum includes everything you’ll need and more, from plenty of teaspoons to added extras such as gravy boats so no matter where you stay, you’ll be able to make your favourite home-cooked dishes.
Each inventory is regularly checked and counted so you won’t be stuck without a ladle and can leave your hairdryer at home, plus you’ll find a starter set of toiletries and cleaning products so you can get on with your holiday.
7 nights from £634
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 £634
7 nights from £470
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 National Landscape. W...
7 nights from £470
7 nights from £514 *
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 National Landscape, in the very picturesque village of We...
7 nights from £514 *
7 nights from £567 *
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 £567 *
7 nights from £478
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 bas...
7 nights from £478
7 nights from £488
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 National Landscape. This stunning ancient landscape covers 100 square kilometres of oak...
7 nights from £488
Our guests rate us 4.8/5 on Feefo, the independent review site.
Feefo ratings
Our latest feedback on Feefo:
7 nights from £442
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 £442
7 nights from £513
Brookside Cottage
26382 bedroom thatched cottage near Nether Stowey, Somerset.
In a beautiful wooded valley in the east Quantock Hills National Landscape, Brookside Cottage is an idyllic getaway. This thatched semi-detached property lies within a conservat...
7 nights from £513
7 nights from £793
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 £793
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20% off
18 Jul 2025 - 25 Jul 2025
From £1385.00 £1108.00
7 nights from £512
The Pump House
20981 bedroom, dog friendly holiday cottage near Beaminster, Dorset.
Seize a unique opportunity and book a stay in this stunning converted pump house on the Somerset/Dorset border, close to the dramatic beaches and clifftop walks of the Jurassic Coa...
7 nights from £512
7 nights from £349 *
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 very pretty cottage, on the edge of Exmoor National Park, a few miles from the market tow...
7 nights from £349 *
7 nights from £441
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 £441
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.
