Holiday Cottages for September
September is around the corner and a holiday in a self-catering cottage is beckoning. With the last of the summer sunshine, warm sea temperatures from months of hot weather and the crowds starting to dwindle, September is a fantastic time to enjoy a holiday in a home-from-home. Solo retreat, family holiday or gathering with friends, our cottages provide an idyllic base from which to enjoy a perfect getaway. Read more
Our exclusive ferry discounts of up to 25% will make your island trip with Classic plain sailing.We have 1088 holiday cottages available in September
7 nights from £658 booking fees included
April Cottage
61992 bedroom, dog friendly cottage near the beach near Coverack.
Tucked away in an historic beachside location, this chic yet characterful semi-detached cottage has been lovingly restored and brought back to life, creating the perfect escape for...
7 nights from £658
7 nights from £720 booking fees included
Little Owl Barn
61941 bedroom holiday cottage near the beach in Croyde, North Devon.
Tucked away in a secluded oasis, in the charming hamlet of Putsborough on north Devon's spectacular coastline, this beautifully renovated retreat is a hidden gem. Just a short stro...
7 nights from £720
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 £880 booking fees included
Camusasaig
61892 bedroom self catering cottage with loch views near Fort William.
Perched on the water’s edge, with uninterrupted views of Loch Linnhe in all its glory, sits Camusasaig a charming and perfectly located cottage for two with all the romance of a Sc...
7 nights from £880
7 nights from £2501 * booking fees included
Trevaskis Farmhouse
61666 bedroom, dog friendly self catering home near Hayle, West Cornwall.
Set within 28 acres of beautiful Cornish countryside, Trevaskis Farmhouse offers a truly special stay in the heart of rural west Cornwall. Located within the grounds of the much-lo...
7 nights from £2501 *
British Travel Awards 2025
Best company for UK holiday home rentals
7 nights from £615 booking fees included
Riverside Cottage
61632 bedroom, dog friendly cottage with sea views in Flushing, Cornwall.
Tucked away in the pretty, waterside village of Flushing, this lovely terraced property is perfectly located in a peaceful spot and just a short stroll downhill to the water, only ...
7 nights from £615
7 nights from £1588 * booking fees included
Carn Marth Lodge
61984 bedroom self catering cottage near Portreath, North Cornwall.
From the moment you arrive at Carn Marth Lodge, it's clear this is somewhere rather special. Beautifully designed throughout with luxurious finishes, generous living spaces and exc...
7 nights from £1588 *
7 nights from £724 booking fees included
Porto Cottage
61951 bedroom, dog friendly cottage near the beach in St Agnes, Cornwall.
This stylish hideaway with individual interiors is set in a peaceful location just a short walk from the heart of the trendy, yet historic, village of St Agnes. Porto Cottage is a ...
7 nights from £724
7 nights from £1584 booking fees included
Boothgate
61904 bedroom, dog friendly self catering cottage near Belper.
Welcome to Boothgate, a wonderfully quirky countryside retreat perched on the edge of the breathtaking Peak District. Bursting with personality, colour and unexpected touches, this...
7 nights from £1584
7 nights from £1397 booking fees included
Island Cottage
61963 bedroom cottage with sea views in Bigbury-on-Sea, South Devon.
Welcome to Island Cottage, nestled in the sought-after village of Bigbury-on-Sea, its elevated location provides beautiful views of both Bigbury beach, Bantham beach and the iconic...
7 nights from £1397
From £100 per night + £53 booking fees
Paloma
6187Converted horsebox with outdoor bath near Malmesbury.
Set in serene countryside near the Cotswolds, Paloma, a beautifully converted vintage horsebox, invites you to truly switch off and enjoy a peaceful break. Leave the daily rout...
From £100 per night
Readymade beds and fluffy towels; this simple but appreciated welcome is standard with us.
Towels and readymade beds
All of our cottages provide bed linen and towels as standard, with a change of bedding included for holidays of two weeks or more. You’ll also find a fresh change of towels for each week (for in the house only, please bring your own for the beach) and tea towels a-plenty.
The beds will be readymade and waiting for you on arrival so you can simply sink into comfort and relax straight into your holiday.
The beaches are inviting, the sea's had all summer to warm up and the schools have gone back, so make the most of quieter scenes still drenched in warm sunlight and give yourselves something to smile about. With our range of self-catering cottages, guests of all ages will settle straight in. Whether you are looking for a cottage nestled in the heart of lush countryside, a seaside sanctuary affording spectacular sea views or a town hub offering access to lots of local amenities, we will help you pave the way to your dream holiday this September. Offering a wide range of facilities, from enclosed gardens with barbecues, to homes with private swimming pools to properties with games rooms for kids, let your imagination run wild thinking about all the possibilities for your holiday in a Classic cottage.
Holiday Cottages for September
At Classic Cottages we pride ourselves on marketing only the finest quality self-catering accommodation around. Combining the highest level of customer service with luxury cottages, we want your whole holiday to be the best it can be. Browse our portfolio for September and find your favourite now.