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 1396 holiday cottages available in September
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
7 nights from £528 *
Little Chywoon Barn
61042 bedroom cottage near Perranporth, North Cornwall
Tucked away in peaceful countryside, this retreat is surrounded by verdant rural views and peaceful birdsong but is only 10 minutes from the golden sands of Perranporth. This charm...
7 nights from £528 *
7 nights from £780 *
North Wing
61132 bedroom apartment with sea views near Marazion, West Cornwall.
Perched proudly above Mount's Bay, North Wing apartment forms part of the historic Acton Castle, an iconic landmark built in 1775 and listed with Historic England. Constructed from...
7 nights from £780 *
British Travel Awards 2025
Best company for UK holiday home rentals
The Ballacloan
193Ground floor apartment conveniently located on the promenade in Douglas
A coastal haven in the heart of Douglas Promenade The Ballacloan is the perfect family apartment to enjoy the heart of the Isle of Man in all its glory. Set directly on the prom...
7 nights from £766
9 West View
60813 bedroom self catering cottage near the beach in Beer, South Devon.
Welcome to 9 West View, a delightful and characterful cottage nestled perfectly on the Jurassic Coast. This charming, characterful, terraced cottage offers a great base for friends...
7 nights from £766
The Clypse
194Seaside first floor apartment on Douglas Promenade
A front-row coastal retreat with timeless bay views Welcome to The Clypse, an island retreat nestled on the beautiful Douglas Promenade, just steps away from sandy shores and so...
Sea Salt
199Refined boutique stay near Castletown’s harbour & history
Sea Salt is a beautifully refurbished hideaway on historic Queen Street, offering an indulgent blend of contemporary luxury and homely warmth in the heart of Castletown. Thoughtful...
7 nights from £1326 *
Mewstone View
60884 bedroom, dog friendly cottage near the beach in Kingsand, Cornwall.
Gather family and friends, and your four-legged companions, and settle into holiday life at the stylish Mewstone View. Tucked into the peaceful countryside of Cornwall's "Forgotten...
7 nights from £1326 *
7 nights from £740
Larch Cottage
60902 bedroom, dog friendly cottage near the beach in Kingsand, Cornwall.
Come and enjoy a well deserved break at this contemporary retreat, which serves up the perfect blend of countryside calm and coastal charm. Set in the rolling fields of Cornwall's ...
7 nights from £740
Need more time? Reserve any cottage for up to 24 hours before booking.
24hr no commitment reservations
You can reserve your holiday dates on your favourite cottage for up to 24 hours. You might need to check with other guests in your party or simply consider whether this cottage is right for your holiday, either way we’re happy to give you the time to step away and mull over your options before paying a penny.
We’ll send you a reminder to see if you want it or not so you won’t lose out. Take time to think it over, you don’t have to rush your decision. Have a cup of tea and when you’re ready, hit the button to book your holiday and start looking forward to it.
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.