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 1389 holiday cottages available in September
Traie Vista
208Sea-view Douglas apartment, prime promenade location
Wake up to sweeping sea views and the gentle rhythm of promenade life at Traie Vista, a beautifully positioned fourth-floor apartment on Queens Promenade, with the added convenienc...
Reayrt Ny Marrey
210Charming Manx cottage in the picturesque village of Kirk Michael
Nestled on the island's western corner, Reayrt Ny Marrey is perfectly placed in Kirk Michael, known for its captivating shorelines, long sandy beaches, and dramatic woodland and gl...
7 nights from £707 *
Treglindon
61003 bedroom cottage with sea views near Crackington Haven, North Devon.
Set high above the north Cornwall coastline in the peaceful hamlet of Rosecare, Treglindon is a beautifully spacious holiday home offering breathtaking panoramic views across rolli...
7 nights from £707 *
7 nights from £702
Shillings Cottage
61401 bedroom, dog friendly holiday cottage near Honiton, South Devon.
Sat on a gentle hillside, this pretty flint cottage with a glorious outdoor seasonal swimming pool and stunning gardens is perfect for those looking for peace and tranquility. Nest...
7 nights from £702
British Travel Awards 2025
Best company for UK holiday home rentals
7 nights from £899
Mr Brightside
61223 bedroom, dog friendly holiday cottage near the beach in Hunstanton.
This semi-detached townhouse is perfectly placed to enjoy a traditional Norfolk seaside holiday; create special memories with loved ones in this well thought-out holiday home which...
7 nights from £899
7 nights from £840
Wickings
61013 bedroom, dog friendly holiday cottage near the beach in Ventnor.
Nestled in the sheltered seaside town of Ventnor, blessed with its own gentle microclimate, this wonderfully welcoming and peaceful retreat is perfect for relaxing, unwinding and s...
7 nights from £840
7 nights from £683
Number 67
61311 bedroom, dog friendly apartment near the beach near Falmouth.
A beautifully stylish abode offering the ultimate retreat; just a 10 minute walk into Falmouth town centre or to the beach, this gorgeous ground floor apartment has been thoughtful...
7 nights from £683
7 nights from £1275
Dormy House
60843 bedroom, dog friendly holiday cottage near the beach in Hunstanton.
Dormy House is single-storey beach house, nestled in an idyllic spot, just moments away from the stunning beaches of this much-loved village, along the north west Norfolk coastline...
7 nights from £1275
7 nights from £582
The Bothy
61251 bedroom, dog friendly self catering cottage near Skipton.
If you are craving a cosy getaway for two or a quiet friend's weekend, The Bothy is a great choice. It is a traditional, restored stone cottage sitting right in the heart of the de...
7 nights from £582
From £900 per night
The Retreat
61215 bedroom, dog friendly self catering cottage near Crickhowell.
The spellbinding beauty of the Bannau Brycheiniog (Brecon Beacons) are calling you for your next celebration or larger get-together. Escape to the hills at the exquisite The Retrea...
From £900 per night
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.
