Somerset Retreats for May Half Term
Make the most of longer daylight hours and quieter times ahead of the summer holidays; May half term is around the corner. Kick start your holiday and browse our list of available self-catering accommodation. We have a selection of luxury cottages of all shapes and sizes in Somerset primed and ready to welcome you. Read more
Our exclusive ferry discounts of up to 25% will make your island trip with Classic plain sailing.We have 21 handpicked cottages for May half term in Somerset
7 nights from £924 *
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 £924 *
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20% off
3 Apr 2026 - 10 Apr 2026
From £1232.00 £985.60
7 nights from £756 *
The Old Dairy
60822 bedroom 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 £756 *
7 nights from £788
The Byre
60661 bedroom self catering cottage near Taunton, Somerset.
Located in the picturesque Blackdown Hills near the Somerset and Devon border you will find The Byre. A one bedroom converted cowshed which combines original character with modern ...
7 nights from £788
7 nights from £788
The Stables
60651 bedroom self catering cottage near Taunton, Somerset.
Located in the famous Blackdown Hills near the Somerset and Devon border you will find The Stables. A luxurious one bedroom converted stable which combines original character with ...
7 nights from £788
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7 nights from £780 *
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 £780 *
7 nights from £808
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 £808
7 nights from £711 *
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 £711 *
Wreath Farm
7 nights from £2059
From £96 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 £96 per night
From £96 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 £96 per night
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!
With the chaos of everyday life - school, jobs, housework - it's sometimes easy to let life fly by. Why not slow down the pace this May half term and book a self-catering cottage in Somerset? We have cottages of all shapes and sizes available, with cottages perfect for solo retreats to family-friendly homes big enough for all your nearest and dearest. Explore Somerset by day, making the most of its stunning countryside, impressive gorges, fine cuisine and striking towns. Then, when you've walked all you can walk, return to your private retreat and snuggle up. If you've got little ones in tow, many of our cottages even have games rooms, so the kids can keep themselves entertained in your home-from-home.
Somerset Self-Catering Cottages for May Half Term
At Classic Cottages we pride ourselves on marketing only the finest quality self-catering accommodation in Somerset and Exmoor. We personally inspect all of our properties, carefully handpicking them onto our books. Don't worry about packing everything and the kitchen sink either. Each property is also equipped with a full inventory, so that everything you could need and more is provided for you. From your bed linens to fluffy towels to enough crockery for everyone, we've got you covered. All that's left for you to do? Enjoy.