May half term holiday cottages
With a cool breeze and the hint of summer on its way, May is a wonderful time of year to discover a beautiful corner of the UK.Read more
With the summer holidays still out of reach and warmer weather on its way, why not take advantage of this lovely time of year and escape to South West. Travel solo, have a romantic getaway, or take advantage of some true family time and have a half term to remember in a cottage this half term, get ready to make memories you’ll keep forever.
Our exclusive ferry discounts will make your island trip with Classic plain sailing.
We've got 621 holiday cottages matching your search in the South West...
7 nights from £830
Bluebells
56242 bedroom, dog friendly cottage in walking distance of Bridport, Dorset.
Tucked away in a quiet location, yet just a stone's throw from bustling Bridport and the Jurassic Coast, you will find Bluebells. Situated at the end of a pretty row of cottages, t...
7 nights from £830
7 nights from £1494
Thanckes Lodge
55783 bedroom, dog friendly cottage with sea views near Whitsand Bay.
Seeking a seaside escape, then come and discover our coastal homestay, with stunning ocean views, a short stroll to the beach, use of a private spa area and miles of coastal walks ...
7 nights from £1494
7 nights from £491
Horizons
55481 bedroom apartment with sea views in Ilfracombe, North Devon.
Perched high, with a bird's eye view of Ilfracombe harbour and the horizon beyond, you will discover this gorgeous coastal apartment that offers the perfect north Devon location fo...
7 nights from £491
7 nights from £1052
The Boathouse
55532 bedroom, dog friendly cottage with sea views near Helford.
Sheltering under a canopy of oak foliage, this former boathouse rests at the water's edge on the tranquil banks of the Helford River. It has been lovingly yet sympathetically resto...
7 nights from £1052
Choose from our exclusive collection at the best prices with real time availability.
Exclusive cottage collections
Our calendars show live availability, so if your pick of dates are available, you can reserve them safe in the knowledge that they won’t get sold anywhere else.
It can be unpredictable using aggregator websites that collect up information from across multiple websites. Our website stands alone, so you know what to expect and what you will get, for the best price. You won’t find this collection of cottages anywhere else, so pick your perfect place to stay from our exclusive portfolio.
7 nights from £657
The Shepherds Rest
56201 bedroom self catering cottage near Dartmouth, South Devon.
If you are looking for a luxury rural retreat for two, surrounded by the most glorious countryside and only a short distance from the renowned naval town of Dartmouth, look no furt...
7 nights from £657
7 nights from £784
The Barn By The Ford
56091 bedroom thatched, dog friendly holiday cottage in Middle Barton.
Step into the charm of rural living with this meticulously converted one bedroom barn located in the idyllic village of Middle Barton. With its blend of rustic architecture and mod...
7 nights from £784
7 nights from £759
Sophie's Cottage
56161 bedroom, dog friendly cottage near the beach near Portscatho.
Nestled in the pretty hamlet of Treworthal this delightful semi-detached thatched cottage is a real gem. Come and stay at this lovely Grade II Listed stone cottage to enjoy everyth...
7 nights from £759
7 nights from £599
Rose Cottage
55832 bedroom, dog friendly cottage near Port Isaac, North Cornwall.
With easy access to the delights of Port Isaac, the golden beaches of north Cornwall, open Moorland and the Camel Trail, this is a great cottage for couples and small families. Str...
7 nights from £599
7 nights from £545
Honeysuckle Cottage
55851 bedroom self catering cottage near Port Isaac.
This endearing cottage is ideal for a truly wonderful holiday in north Cornwall. So whether you're a walker, a beach lover, a fan of coastal villages and harbours, a foodie, a coup...
7 nights from £545
7 nights from £1184
The Linney
55863 bedroom, dog friendly cottage near Wadebridge, North Cornwall.
With far reaching views over rolling fields and historic woodland, this fabulous barn conversion situated in north Cornwall is the perfect escape away from it all. With large floor...
7 nights from £1184
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!
