May Cottages Available in Somerset
The sun is shining, beaches are quiet, the countryside is blossoming and all around local events and festivals are starting to take place. For a getaway in Somerset, May provides the perfect holiday experience. Get out and about as much as you like and relax in equal doses. After all, you're on holiday. Browse our portfolio of [available] cottages and take a step closer to something special this May. Read more
Our exclusive ferry discounts of up to 25% will make your island trip with Classic plain sailing.We have 38 luxury cottages available in Somerset in May
7 nights from £735
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 £735
7 nights from £735
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 £735
7 nights from £706
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 £706
Wheelwrights Cottages
7 nights from £1348
7 nights from £674 *
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 £674 *
7 nights from £573 *
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 £573 *
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50% off
12 Dec 2025 - 15 Dec 2025
From £362.36 £181.18
7 nights from £1961
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 £1961
7 nights from £772
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 £772
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 £510 *
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 £510 *
7 nights from £469
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 £469
Whether you're looking to embrace half-term with the children and do something special, want to secure yourself a private cottage with a hot tub for a romantic retreat, or stay in a dog-friendly holiday cottage for some fun adventures ahead of the summer crowds, make the most of our Somerset offerings in May. From one-bed boltholes to big family-friendly properties with room enough for all your nearest and dearest, you are sure to find the right space and place amongst our luxury collection.
Last-minute short break or well-deserved holiday planned in advance, treat yourself to a little luxury this May. With spring well underway and the county experiencing joyous post-winter rejuvenation, this is an excellent time to come to Somerset and give yourself a hard-earned rest in your own slice of heaven.
Classic Cottages for May in Somerset
From country to coast, wherever you feel most at home we will be able to provide you with luxury self-catering accommodation. Spectacular views, private swimming pool, sizzling barbecue, great local amenities and many, many more choices, we can help you tailor your retreat to be the best it can be. With all of our properties handpicked and personally inspected, we make sure only the finest quality cottages are on our books. Scout out your favourite and get ready to make memories to last a lifetime.