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 1327 holiday cottages available in September
7 nights from £1676 * booking fees included
Lantern Cottage
62015 bedroom, dog friendly holiday cottage in Glastonbury, Somerset.
Lantern Cottage is one to remember with its lovingly crafted interiors, character features, spacious living and in a perfect location for exploring Glastonbury and the surrounding ...
7 nights from £1676 *
7 nights from £1370 booking fees included
Urgles Farmhouse
62213 bedroom, dog friendly holiday cottage near Sparkwell, Dartmoor.
Nestled within the wild and rugged beauty of Dartmoor National Park, Urgles Farmhouse is surrounded by its own wildflower filled fields and grazing Belted Galloway cattle, offering...
7 nights from £1370
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From £266 per night + £53 booking fees
Eriska
6219Luxury dog friendly cabin for two in the Scottish Highlands.
Tucked away in the hills within the magical landscapes of the Scottish Highlands, Eriska is just the place for a tranquil escape for two (and the dog!) - and promises a getaway fil...
From £266 per night
7 nights from £741 booking fees included
Fisherman's Cottage
62142 bedroom, dog friendly self catering cottage in Snettisham.
This characterful gem makes the perfect hideaway for a couple, friends and small families looking to relax on the Norfolk coast in the charming village of Snettisham. Believed t...
7 nights from £741
British Travel Awards 2025
Best company for UK holiday home rentals
From £266 per night + £53 booking fees
Ailsa
6222Luxury dog friendly cabin for two in the Scottish Highlands.
With sweeping views across heather covered mountains, patch-work forests and crystal-clear lochs, Ailsa is a secluded, luxurious cabin for two, deep in the heart of the Scottish Hi...
From £266 per night
7 nights from £719 booking fees included
Cobblers Cottage
62182 bedroom, dog friendly cottage near the sea in Hartland, Devon.
Tucked away in the heart of Hartland village, just a short drive from the dramatic coastline, beautiful beaches and spectacular coastal paths of north Devon, Cobblers Cottage is a ...
7 nights from £719
7 nights from £759 booking fees included
Penrose
62132 bedroom, dog friendly cottage near the beach in Charlestown.
Perfectly located just a short stroll away from the charming harbourside village of Charlestown on the south coast of Cornwall, with its Grade II Listed harbour and connections to ...
7 nights from £759
7 nights from £2577 booking fees included
Wychbury
62204 bedroom, dog friendly holiday cottage near Sidmouth, South Devon.
When it comes to the perfect house for that special family getaway with family or friends, Wychbury is the ideal choice. This beautiful house boasts an outdoor heated swimming pool...
7 nights from £2577
7 nights from £2064 booking fees included
Sea Whisper
61735 bedroom holiday cottage near the beach in Croyde, North Devon.
Sea Whisper is a spacious, recently refurbished, five-bedroom family home in the heart of Croyde on the north Devon coast, sleeping up to eight guests. Set within a large private g...
7 nights from £2064
7 nights from £971 * booking fees included
Elm Cottage
62123 bedroom, dog friendly cottage near the sea near Minehead, Somerset.
This gorgeous, dog-friendly three bedroom cottage is deceptively spacious with wonderful open plan living spaces and beautiful cottage gardens making it ideal for gatherings, famil...
7 nights from £971 *
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.
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.
