Cottages for May bank holidays in South West
May is when South West comes alive, the winter is left behind and a sunny day feels like summer in a early May bank holiday cottage. Read more
Our exclusive ferry discounts of up to 25% will make your island trip with Classic plain sailing.We have 925 available for the May Day bank holiday in South West
7 nights from £308 * booking fees included
Wren Cottage
60382 bedroom, dog friendly holiday cottage near Bideford, North Devon.
Offering an indoor swimming pool, table-tennis, and 12 acres of pasture and woodland for children to explore, Wren Cottage promises a fun-packed yet relaxed family holiday. Set in ...
7 nights from £308 *
7 nights from £308 * booking fees included
Kingfisher Cottage
60402 bedroom, dog friendly holiday cottage near Bideford, North Devon.
With family-friendly facilities including an indoor swimming pool, table-tennis and plenty of outdoor space to roam, Kingfisher Cottage is an ideal choice for a self-catering holid...
7 nights from £308 *
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 £308 * booking fees included
Swallow Cottage
60392 bedroom self catering cottage in Bideford, North Devon.
With fantastic on-site facilities including an indoor swimming pool, table-tennis and 12 acres of pasture and woodland to explore, Swallow Cottage offers something to keep the whol...
7 nights from £308 *
7 nights from £378 booking fees included
Prospect Cottage
25931 bedroom, dog friendly holiday cottage near Penzance, West Cornwall.
Two doggies are welcome to join you when you stay at cute as a button Prospect Cottage. This traditionally presented darling little terraced cottage, situated in far west Cornwall ...
7 nights from £378
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7 nights from £380 * booking fees included
Mill Cottage
48672 bedroom self catering cottage near Boscastle, North Cornwall.
Mill Cottage is a delightful mid-terrace barn conversion, offering lovely rural views over the surrounding north Cornwall countryside and less than two miles from pretty Crackingto...
7 nights from £380 *
7 nights from £380 booking fees included
The Stables
52391 bedroom, dog friendly holiday cottage near Looe, South Cornwall.
For a tranquil escape in a rather special setting, The Stables is just the place. Sleeping two, dog-friendly and tucked away in the glorious south Cornwall countryside, this cosy s...
7 nights from £380
7 nights from £383 booking fees included
The Linhay
26611 bedroom cottage near the beach near Bridport, Dorset.
The Linhay is a tucked away single-storey retreat – and an ideal base for exploring the wonderful coastline. The cottage nestles alongside the barns, with a fully enclosed gravel c...
7 nights from £383
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20% off
27 Jun 2026 - 4 Jul 2026
£642.00 £576.60 booking fees included
7 nights from £384 booking fees included
The Dairy
52381 bedroom, dog friendly holiday cottage near Looe, South Cornwall.
Nestled down a peaceful, leafy country lane, The Dairy is a charming country cottage, stylishly renovated to offer a romantic getaway or solo retreat, with easy access to the delig...
7 nights from £384
7 nights from £392 booking fees included
Buzzard's Rise
40991 bedroom, dog friendly holiday cottage near Falmouth, West Cornwall.
A cosy hideaway for you and your dog; perfect for those wanting to get away and enjoy the peace and quiet of rural Cornwall with the stunning coastline less than half an hour away....
7 nights from £392
7 nights from £393 booking fees included
Barton Cottage
43261 bedroom, dog friendly, rural holiday cottage near Looe, South Cornwall.
A warm welcome awaits you at this gorgeous retreat for two set in the peace and tranquility of the glorious Cornish countryside. Located at the end of a pretty tree-lined private l...
7 nights from £393
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!
A sunny day in May can feel like summer, especially in South West. The schools have gone back. And the May calendar in the South West is bursting with high days, holidays and Pagan customs so peculiar you couldn't make them up. Have a peek at what's available. Use the search options on the left to choose the length of your break and the area where you want to stay. We've got 925 holiday cottages available in South West for your May escape.