We have 1540 cottages available for May Day bank holiday
7 nights from £514 *
North Wing
61132 bedroom apartment with sea views near Marazion, West Cornwall.
Perched proudly above Mount's Bay, North Wing apartment forms part of the historic Acton Castle, an iconic landmark built in 1775 and listed with Historic England. Constructed from...
7 nights from £514 *
7 nights from £515 *
Barn Owls Cottage
30153 bedroom, dog friendly cottage near Bridport, Dorset.
Barn Owls Cottage is a semi-detached cottage that has been converted from an 18th Century stone barn. Despite having stylish modern fittings, it has still retained much of its orig...
7 nights from £515 *
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 £516
Tinners Cottage
55881 bedroom holiday cottage near the beach near St Ives, West Cornwall.
Welcome to Tinners Cottage a Grade II Listed stylish, romantic hideaway. It is found in the heart of a peaceful hamlet near the north Cornish coastal village of Pendeen. Located wi...
7 nights from £516
7 nights from £518
Ty Blawd
56581 bedroom self catering cottage with sea views near Fishguard.
Make Ty Blawd your special place. A most romantic rural retreat for two, located on the rugged cliffs of Strumble Head with an abundance of luxury, style and through the large pict...
7 nights from £518
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30% off
3 Apr 2026 - 10 Apr 2026
From £739.00 £517.30
From £74 per night
Olive
5755Shepherds hut with wood-fired outdoor bathtub in South Devon.
Nestled in a tranquil meadow on the edge of Dartmoor National Park, Olive is a charming shepherd's hut, perfect for blissful days and star gazing nights surrounded by nature. For t...
From £74 per night
From £74 per night
Nellie's Nook
5348Dog friendly shepherds hut with wood-fired outdoor bathtub.
Welcome to Nellie's Nook, a delightful little hideaway nestled in a secluded spot close to Dartmoor National Park. Ideal for that romantic escape for two, or a tranquil solo getawa...
From £74 per night
7 nights from £519
The Dairy
51881 bedroom self catering cottage near Settle.
The Dairy is a charming, newly renovated cottage, perfectly placed within the Yorkshire Dales yet close to the Forest of Bowland and the delights of the Lake District. Situated amo...
7 nights from £519
7 nights from £519
The Chalet on the Beach
3351Chalet on the beach sleeping two in Lyme Regis, Dorset.
Imagine a holiday right on the seashore of a very special beach, relaxing on your verandah with a glass of something refreshing, watching the gentle waves at one of the most famous...
7 nights from £519
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!
From £74 per night
The Whistle
5004Shepherds hut with wood-fired hot tub near Ilminster, Somerset.
If you are looking for a luxurious and unique glamping experience, then look no further than The Whistle. A gorgeously designed shepherd's hut, complete with enchanting outside spa...
From £74 per night
From £74 per night
The Crook
5003Shepherds hut with wood-fired hot tub near Ilminster, Somerset.
Perfectly positioned in a peaceful spot, you will find this stunning shepherd's hut that has been masterfully created. The Crook is a true hideaway in glorious surroundings and you...
From £74 per night