
May Half Term Holiday Cottages in Cornwall
Enjoy a solo retreat or take a holiday with the family and make the most of this May half term. With temperatures rising and the countryside alive with colours and new life, May is a wonderful time of year to visit Cornwall and kick start your summer. Take a step closer to the holiday of your dreams and pour over our 375 luxury retreats available for May half term. Read more
Our exclusive ferry discounts of up to 25% will make your island trip with Classic plain sailing.Choose from 375 May half term cottages
7 nights from £498 *
Tea By The Sea
60253 bedroom, dog friendly apartment with sea views in Cadgwith.
Less than a minute's stroll from the sea, this characterful two-storey apartment offers a wonderfully laid-back base for exploring Cadgwith, the picturesque little fishing cove tha...
7 nights from £498 *
7 nights from £1045 *
2 The White Sands
60134 bedroom, dog friendly cottage with sea views in Praa Sands.
Step into this stylish seaside retreat perched above the shimmering sands of Praa Sands. With sea views from the top floor, 2 The White Sands is a light filled semi-detached home s...
7 nights from £1045 *
7 nights from £1121
Swallows' Nest
60072 bedroom self catering cottage near Helford, West Cornwall.
Resting in a secluded corner of rural Cornwall yet perfectly placed to explore the gentle waters of the Helford River, Swallows' Nest is a soulful and quietly luxurious barn conver...
7 nights from £1121
7 nights from £695 *
14 Regent Terrace
60042 bedroom, dog friendly, lower ground floor apartment with sea views in Penzance.
Tucked away just behind the iconic promenade in Penzance and mere moments from the Jubilee Pool and the sparkling sea beyond, 14 Regent Terrace is a restored two bedroom traditiona...
7 nights from £695 *
7 nights from £1258
Port and Starboard
59824 bedroom holiday cottage with sea views in St Mawes, South Cornwall.
In prime position overlooking St Mawes Bay with wonderful seascape views, beautiful interiors and gorgeous contemporary furnishings, semi-detached Port and Starboard is a fabulous ...
7 nights from £1258
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10% off
20 Sep 2025 - 27 Sep 2025
From £1272.00 £1144.80
7 nights from £470
Hobbit Corner
59591 bedroom, dog friendly holiday cottage near Looe, South Cornwall.
Wind your way along the leafy lanes to the peaceful hamlet of Trevelmond, in the heart of southeast Cornwall, where this little beauty is waiting to welcome you with open arms and ...
7 nights from £470
7 nights from £1190 *
Roselands
59894 bedroom, dog friendly cottage with sea views in Mullion, Cornwall.
A thoughtful and imaginative renovation has completely transformed this once humble bungalow into an spacious and elegant four-bedroom sanctuary, perfectly placed on Cornwall's rug...
7 nights from £1190 *
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10% off
16 Oct 2025 - 23 Oct 2025
From £1363.00 £1226.70
7 nights from £1980 *
Brookfield
59993 bedroom, dog friendly cottage near Callington, South Cornwall.
Looking for a very special escape to the country, surrounded by open farmland, where peace and tranquility reign supreme, then look no further than Brookfield. Nestled on the edge ...
7 nights from £1980 *
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 £1540
Armsyde
59784 bedroom, dog friendly cottage near the beach in Padstow, Cornwall.
Armsyde is the perfect holiday home for a group of family or friends who want to experience the ultimate slice of Padstow life. Situated in the old town, this gorgeous three-storey...
7 nights from £1540
7 nights from £556 *
Copper Bal Cottage
59982 bedroom, dog friendly cottage near the beach near Marazion.
Nestled in the picturesque Cornish village of Goldsithney, just moments from the coast and the hidden gem of Prussia Cove, Copper Bal Cottage is a delightful dog-friendly, two bedr...
7 nights from £556 *
Whether you're looking for a catch up with your friends or are looking forward to bringing the family together for a well-deserved break, our cottages in Cornwall provide an idyllic escape from the chaos of everyday life. May in Cornwall enjoys a change in pace; warmer weather, bright sunshine in dazzlingly blue skies and lush green countryside met with stunning coast. The coast paths, beaches and towns remain quieter ahead of the summer crowds, and longer daylight hours mean days can be taken full advantage of.
Choose a Luxury Break in Cornwall this May Half Term
Whether you plan on spending your days on the beach front, ice cream in hand; wandering beautiful coast paths or country walks; or taking your time to meander through quaint villages and vibrant Cornish towns, the choices are endless for a dream getaway this May. Start your summer as you mean to go on, and enjoy this refreshing escape.
When you stay in a Classic Cottage, you will enjoy excellent customer care with the highest quality self-catering accommodation. All of our cottages are handpicked; personally inspected and fully equipped for your total comfort and ease. Many of our cottages are dog-friendly too, which is great news for your four-legged friend. Browse our collection and get ready for the holiday of a lifetime.