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 1334 holiday cottages available in September
7 nights from £1139 booking fees included
Stonny Hon Jay
62114 bedroom, dog friendly holiday cottage with sea views in Hastings.
This beautifully presented Victorian terraced townhouse has been beautifully styled to provide the perfect Sussex staycation for family and friends, just moments from the historic ...
7 nights from £1139
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 *
Reserve your 2027 holiday for just £40.00
Find out more
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
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!). This elegant Scandi-styl...
From £266 per night
British Travel Awards 2025
Best company for UK holiday home rentals
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
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, patchwork forests and crystal-clear lochs, Ailsa is a secluded, luxurious cabin for two, deep in the heart of the Scottish Hig...
From £266 per night
Highbury House
220Luxury group getaway in the heart of historic Castletown
Set in the heart of historic Castletown, Highbury House is a beautifully renovated four-bedroom property offering stylish and spacious accommodation across three floors. Finished t...
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
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.
