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.38 Somerset cottages available for October half term
7 nights from £979 * booking fees included
The Cygnet - Lodge 11
60442 bedroom self catering cottage near Lyme Regis, Somerset.
Situated on the Cricket St Thomas estate and close to the borders of Somerset, Dorset and Devon, is The Cygnet - Lodge 11, a luxury Scandinavian style lodge. It is part of the sele...
7 nights from £979 *
7 nights from £769 * booking fees included
The Old Dairy
60822 bedroom, dog friendly self catering cottage near Taunton, Somerset.
The Old Dairy is a warm and cosy conversion set in the picturesque rolling hills of north Somerset. It offers spacious accommodation for up to four guests and will really strike a ...
7 nights from £769 *
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 £771 booking fees included
The Byre
60661 bedroom self catering cottage near Taunton, Somerset.
**The Byre can accommodate flexible check in days – please contact us to request.** Located in the picturesque Blackdown Hills near the Somerset and Devon border you will find T...
7 nights from £771
7 nights from £773 booking fees included
The Stables
60651 bedroom self catering cottage near Taunton, Somerset.
**The Stables can accommodate flexible check in days – please contact us to request.** Located in the famous Blackdown Hills near the Somerset and Devon border you will find The...
7 nights from £773
British Travel Awards 2025
Best company for UK holiday home rentals
7 nights from £705 booking fees included
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 £705
7 nights from £531 * booking fees included
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 £531 *
Wheelwrights Cottages
7 nights from £1061.00 booking fees included
7 nights from £560 * booking fees included
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 £560 *
7 nights from £1881 * booking fees included
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 £1881 *
7 nights from £800 booking fees included
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 £800
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 £527 * booking fees included
Pippins
53602 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 £527 *
7 nights from £947 * booking fees included
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 £947 *
7 nights from £553 * booking fees included
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 £553 *
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25% off
24 Jul 2026 - 31 Jul 2026
From £895.50 £687.38 booking fees included
Wreath Farm
7 nights from £2339.54 booking fees included
From £91 per night + £53 booking fees
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 + £53 booking fees
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
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 £531 * booking fees included
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 £531 *
From £75 per night + £53 booking fees
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 £75 per night
7 nights from £713 * booking fees included
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 £713 *
7 nights from £526 * booking fees included
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 £526 *
7 nights from £626 booking fees included
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 £626
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30% off
24 Jul 2026 - 31 Jul 2026
£1033.00 £742.00 booking fees included
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30% off
7 Aug 2026 - 14 Aug 2026
£1033.00 £742.00 booking fees included
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30% off
14 Aug 2026 - 21 Aug 2026
From £1033.00 £742.00 booking fees included
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30% off
21 Aug 2026 - 28 Aug 2026
From £994.00 £714.70 booking fees included
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20% off
28 Aug 2026 - 4 Sep 2026
£878.00 £715.00 booking fees included
7 nights from £708 booking fees included
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 £708
Our guests rate us 4.8/5 on Feefo, the independent review site.
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7 nights from £1074 * booking fees included
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 £1074 *
7 nights from £532 * booking fees included
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 £532 *
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30% off
7 Aug 2026 - 14 Aug 2026
From £860.30 £621.11 booking fees included
From £89 per night + £53 booking fees
Duck's Puddle Shepherd's Hut
4026Dog friendly shepherds hut with a hot tub near Bridgwater, Somerset.
At the heart of a farmstead in the Quantock Hills Area of Outstanding Natural Beauty, Duck's Puddle enjoys its own enclosed and private setting, complete with a hot tub and little ...
From £89 per night
Coombe Cottage
From £177 per night + £106 booking fees
7 nights from £488 booking fees included
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 £488
From £89 per night + £53 booking fees
Lamb's Tale Shepherd's Hut
3246Dog friendly shepherds hut with a hot tub, near Bridgwater in Somerset.
Somerset's Quantock Hills – a nine and a half thousand acre Area of Outstanding Natural Beauty – rise up just behind the farm setting for this beautifully crafted, bespoke Shepherd...
From £89 per night
7 nights from £655 * booking fees included
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 £655 *
7 nights from £630 * booking fees included
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 £630 *
7 nights from £504 booking fees included
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 £504
7 nights from £551 booking fees included
Headford Farm Cottage
28091 bedroom rural 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 £551
7 nights from £529 booking fees included
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 £529
7 nights from £576 booking fees included
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 £576
British Travel Awards 2025
Best company for UK holiday home rentals
7 nights from £856 booking fees included
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 £856
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20% off
7 Aug 2026 - 14 Aug 2026
£1331.00 £1077.40 booking fees included
7 nights from £603 booking fees included
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 £603
7 nights from £412 * booking fees included
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 £412 *
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25% off
7 Aug 2026 - 14 Aug 2026
From £961.00 £736.50 booking fees included
7 nights from £491 booking fees included
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 £491