We have 1094 available for the May Day bank holiday in South West
7 nights from £1428
Oak Tree House
61124 bedroom, dog friendly holiday cottage near Dorchester, Dorset.
Oak Tree House is a particularly special property for gathering friends and family (plus the four-legged variety) together. Set in stunning grounds in the little village of Frampto...
7 nights from £1428
7 nights from £1480
The Newstead
44414 bedroom house with sauna and cinema room near Crantock beach.
Nestled in the pretty rural coastal village of Crantock, just a five minute walk from the large sandy beach, with its traditional village pubs, cute cafes and pretty village centre...
7 nights from £1480
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!
7 nights from £1547 *
4 Ora Close
59254 bedroom, dog friendly cottage near the beach in Croyde, Devon.
Situated in the charming north Devonshire village of Croyde, 4 Ora Close is a spectacular holiday home, just minutes' from the beach and offering everything needed for large family...
7 nights from £1547 *
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15% off
20 May 2026 - 23 May 2026
From £3029.25 £2574.86
7 nights from £1689
Old Mill Floor
60314 bedroom, dog friendly cottage near the beach in Tintagel, Cornwall.
Hidden away in an enchanting wooded valley near Trebarwith, this four bedroom retreat offers a truly unique escape. Set within eight acres of breathtaking natural beauty, where a g...
7 nights from £1689
7 nights from £420
Lamellen Lodge
55823 bedroom, dog friendly cottage near Port Isaac, North Cornwall.
Standing on guard at the entrance to the beautiful Lamellen Estate, on the banks of the River Allen, the cosy interiors of this riverside retreat sit comfortably alongside the hist...
7 nights from £420
7 nights from £434
4 Pickwick Cottages
57863 bedroom, dog friendly cottage near Bigbury-on-Sea, South Devon.
Perfectly situated in the pretty village of St Ann's Chapel in the heart of the South Hams, just a few minutes' drive to south Devon's best beaches, 4 Pickwick Cottages is a beauti...
7 nights from £434
7 nights from £447
Old Forge Cottage
41843 bedroom, dog friendly holiday cottage near Ivybridge, South Devon.
This charming retreat makes for the perfect adventurer’s bolthole. Whether seeking out new and exciting destinations by car, or exploring this idyllic area on foot, this property i...
7 nights from £447
7 nights from £491
2 Old School Cottages
31043 bedroom cottage near the beach near Gerrans, South Cornwall.
This traditionally designed modern cottage, with period-style furnishings and fittings, is set close to the lovely village green at Gerrans in the heart of the beautiful Roseland p...
7 nights from £491
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30% off
23 May 2026 - 30 May 2026
From £1035.00 £724.50
Our property managers are local experts who handpick perfect places to stay.
Local experts
We scour the coast and country to winkle out bits worth sharing with you, the best properties in lovely locations. While we’re out and about, we gather together the best things to do so that you can start planning your holiday as soon as you’ve booked.
The ‘Explore Nearby’ tab on our cottage pages show what’s nearby along with relevant articles from our holiday guides from Notes and Stories, where you’ll find hand-written experiences of outings across the South and West, from dog-friendly pubs on the Isle of Wight to free things to do in south Devon and everything in between.
7 nights from £500
Trevail
28663 bedroom holiday cottage near the beach near St Ives, West Cornwall.
St Ives Bay has been a popular destination since the 1970s, attracting over half a million day visitors per annum to both St Ives and near neighbour Carbis Bay, which is where you ...
7 nights from £500
7 nights from £534
The Sheiling
17063 bedroom, dog friendly holiday cottage near Fowey, South Cornwall.
Just a two minute walk from the tiny harbour, children's play park and popular pub in the quiet waterside village of Golant, this delightful chalet bungalow is unexpectedly spaciou...
7 nights from £534
