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 1403 holiday cottages available in September
7 nights from £800
Y Beudy
61074 bedroom, dog friendly cottage with sea views near St Davids.
With far reaching, uninterrupted, spectacular sea views, set in eight acres of countryside and expansive lawns, gorgeous, stone-built Y Beudy is a charming conversion of a traditio...
7 nights from £800
7 nights from £600
Ysgubor
61062 bedroom, dog friendly cottage with sea views near St Davids.
Nestling in the magnificent glory of the dramatic, rugged Pembrokeshire coastline, offering golden beaches, crystal blue sea and pretty seaside villages, dog-friendly, Ysgubor (Gra...
7 nights from £600
7 nights from £1326
Mount Folly Farmhouse
61083 bedroom, dog friendly cottage with sea views near Kingsbridge.
Welcoming you to Mount Folly Farmhouse, a fabulous retreat which enjoys both coast and country. On entering Mount Folly Farmhouse you will feel immediately at home, this spacious y...
7 nights from £1326
7 nights from £1326
Mount Folly Penthouse
61093 bedroom apartment with sea views near Kingsbridge, South Devon.
If you're looking for a beautifully finished penthouse apartment, boasting the most spectacular views from almost every window, a glorious hot tub and outdoor sauna perched overloo...
7 nights from £1326
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Boathyde Estate
7 nights from £4014
7 nights from £2919 *
Boathyde
60955 bedroom, dog friendly cottage with sea views in Appledore, Devon.
Tucked away at the end of a quiet lane and hidden behind electric gates, this exceptional north Devon retreat will make a lasting first impression. From the moment you arrive, you'...
7 nights from £2919 *
7 nights from £1094 *
The Moorings
60964 bedroom, dog friendly cottage with sea views in Appledore, Devon.
Tucked away behind electric gates in a prime spot in beautiful north Devon, you'll find this stylish holiday home offering the kind of setting that makes you relax the moment you a...
7 nights from £1094 *
Duxbury Lodge
201Dog-friendly elegant countryside lodge for two
Duxbury Lodge is a contemporary barn conversion set alongside Duxbury Cottage, offering a stylish rural retreat for two in the south of the island. Thoughtfully designed and beauti...
7 nights from £1266
Dunks Cottage
60744 bedroom, dog friendly self catering cottage near Cranbrook.
Overlooking the village green of Sandhurst, Kent, in the beautiful High Weald National Landscape (Area of Outstanding Natural Beauty), this wonderfully spacious, semi-detached cott...
7 nights from £1266
7 nights from £808
The Old Stables
60932 bedroom self catering cottage near Bridlington.
Welcome to the Old Stables, a sanctuary of weathered red brick and rustic charm that captures the very soul of the Yorkshire Wolds. If you are looking for a getaway that swaps the ...
7 nights from £808
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.