We have 1094 available for the May Day bank holiday in South West
7 nights from £478 *
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 £478 *
7 nights from £478
Orangery Lodge
43141 bedroom, dog friendly cottage with sea views near Torpoint.
Orangery Lodge is a romantic retreat made for two! Located on the edge of Mount Edgcumbe, there are over 865 glorious acres of parkland, woods, coastline and Listed gardens for ...
7 nights from £478
We’ve been raising the standards of self catering holidays since 1977.
Our family ethos
Tony and Clare Tregoning started the business back in 1977 and their dedication to quality and excellence is at the heart of everything we do. Tony is sadly no longer with us, but we still adhere to their original ethos of finding holiday homes we would like to stay in and have slowly grown the company to find the best picks of properties across the counties. Plus Clare still drops in to keep us on our toes.
As an independent, family-run company, we wouldn’t expect you to stay anywhere we wouldn’t want to stay ourselves. And we’re pretty picky. We want you to walk into your handpicked holiday home and say ‘wow’, sit back and relax.
7 nights from £478
The Haven
12264 bedroom holiday cottage near Port Isaac, North Cornwall.
In the peaceful country hamlet of Trewalder, just a short drive from the wild cliffs and sandy beaches of the north Cornish coast and the fishing village of Port Isaac of 'Doc Mart...
7 nights from £478
7 nights from £478
Flat 3, 1 May Terrace
59531 bedroom, dog friendly apartment near the beach near Sidmouth.
Welcome to May Terrace and Regency Sidmouth. Just a few minutes' walk takes you to the beautiful seafront, promenade, beaches and magnificent red cliffs. En route you will discover...
7 nights from £478
7 nights from £480
Foxtor Barn
49252 bedroom, dog friendly holiday cottage near Tavistock, Dartmoor.
Surrounded by captivating views of Dartmoor as far as the eye can see, Foxtor Barn is a delightful barn conversion perfectly situated on a pretty farmstead with panoramic vistas fr...
7 nights from £480
7 nights from £480
Haretor Barn
49242 bedroom, dog friendly holiday cottage near Tavistock, Dartmoor.
Gorgeous Haretor Barn is surrounded by idyllic Dartmoor countryside, with breathtaking views as far as the eye can see and situated on a pretty farmstead where you and your four-le...
7 nights from £480
7 nights from £481
The Barn
49823 bedroom self catering cottage near Colyton, South Devon.
Make your way to an idyllic working farm nestled in a National Landscapes area (formerly known as an Area of Outstanding Natural Beauty) in east Devon, where you will find The Barn...
7 nights from £481
7 nights from £484
The Duck House
32041 bedroom, rural dog-friendly cottage near Penzance, West Cornwall.
The Duck House is a sweet cottage tucked away within a working dairy farm in leafy Gulval. Well placed in lush countryside but so very close to the sea, this cottage is perfect for...
7 nights from £484
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 £484
The Cottage
51012 bedroom, dog friendly cottage near the beach near Portscatho.
Welcome to The Cottage, a gorgeous traditional Cornish abode nestled in the pretty hamlet of Treworthal and perfectly situated close to Pendower beach and the charming fishing vill...
7 nights from £484
7 nights from £485
Tree Tops Cabin
4298Dog friendly treetop cabin near the beach in Cadgwith, Cornwall.
Looking for the perfect get-away-from-it-all retreat? Look no further! Tree Tops Cabin is that and so much more, sat high up in the trees with a peaceful stream trickling through b...
7 nights from £485
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20% off
2 Jun 2026 - 5 Jun 2026
From £428.40 £342.72
