We have 843 self catering cottages for a family holiday in South West to show you.
7 nights from £652 *
Aveton Cottage
23553 bedroom, rural holiday cottage with a pool near Totnes, South Devon.
In a tranquil Devonshire valley, this gorgeous stone cottage has sunlight streaming in through glazed doors and floor length windows. Approached by a farm lane, past Aveton Farmhou...
7 nights from £652 *
7 nights from £657
Crab Apple Cottage
41632 bedroom, dog friendly holiday cottage near Honiton, South Devon.
Crab Apple Cottage is perfectly placed for the tranquility of the Blackdown Hills and the dramatic scenery and beaches of the east Devon Jurassic Coast. This newly renovated, detac...
7 nights from £657
7 nights from £657
The Thatchings
54252 bedroom, dog friendly cottage near the beach near Portscatho.
Located in the small hamlet of Bohortha close to St Anthony headland on the Roseland peninsula, The Thatchings has everything you could want from this chocolate box Cornish cottage...
7 nights from £657
7 nights from £662
Waterside
31772 bedroom cottage with sea views in Portscatho, South Cornwall.
Waterside is situated directly above Tatams beach in the small fishing village of Portscatho. A semi-detached modern house, it has fully double-glazed picture windows taking full a...
7 nights from £662
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 £663
Iva Cottage
57753 bedroom, dog friendly cottage near the beach in Fowey, Cornwall.
Come and immerse yourself in the charm of Fowey with a well-deserved break at Iva Cottage. Nestled on an elevated terrace, it is the shortest of strolls from your holiday door, dow...
7 nights from £663
7 nights from £665
Little Ship Cottage
43042 bedroom thatched, dog friendly cottage with sea views in Coverack.
This charming chocolate box cottage has panoramic views of Coverack cove and beyond with a sheltered walled garden to enjoy the views at any time of year. The kitchen/diner has a g...
7 nights from £665
7 nights from £666
The Coach House
38392 bedroom, dog friendly cottage near Mawgan Porth, North Cornwall.
Situated in the heart of the countryside, yet only four miles from the north Cornish coastline, this single-storey, semi-detached barn conversion provides the ultimate luxury holid...
7 nights from £666
7 nights from £667
Roselea
23332 bedroom holiday cottage with sea views in Marazion, West Cornwall.
Bright and spacious with stunning views of St Michael’s Mount is exactly how one would sum up Roselea. Set in a quiet lane close to the centre of the ancient market town of Marazio...
7 nights from £667
7 nights from £668 *
Pink Cottage
48623 bedroom thatched cottage with sea views in Cadgwith, West Cornwall.
If you are looking for the quintessential picture-perfect Cornish thatched cottage, with fabulous seascape views and in the heart of the delightful fishing village of Cadgwith, the...
7 nights from £668 *
7 nights from £672
Sherborne
58542 bedroom, dog friendly cottage with sea views in Whitsand Bay.
Take the short walk down the coastal path to this charming get-away-from-it-all coastal retreat and prepare to be blown away by the spectacular views that appear right before you -...
7 nights from £672
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!