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 24 handpicked cottages for May half term in Somerset
Wheelwrights Cottages
7 nights from £1287
7 nights from £643 *
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 £643 *
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20% off
18 Jul 2025 - 25 Jul 2025
From £907.80 £726.24
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.
7 nights from £592 *
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 £592 *
7 nights from £2031
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 £2031
7 nights from £610
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 £610
7 nights from £1019 *
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 £1019 *
7 nights from £696
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 £696
Wreath Farm
7 nights from £3044
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.
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
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.
