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 892 holiday cottages available in September
7 nights from £543 booking fees included
Rubena Cottage
62002 bedroom, dog friendly cottage near the beach in Port Isaac.
A mere hop, skip and a jump from the water's edge, this absolute gem of a cottage has been restored with exquisite care, creating a most desirable retreat that's perfect for warm s...
7 nights from £543
7 nights from £1091 booking fees included
Hooper's House
62034 bedroom self catering cottage in Gloucester.
Hooper's House is a centuries-old property sitting in harmony with the historic buildings of Gloucester Cathedral but with a contemporary interior vibe, mixing traditional and mode...
7 nights from £1091
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.
7 nights from £866 booking fees included
St Peter's House
62022 bedroom self catering cottage in Gloucester.
Set within Gloucester Cathedral's grounds with a magnificent glimpse of the Cathedral spires from the impressive staircase, St Peter's House enjoys a truly amazing location. A hous...
7 nights from £866
Round Table House
218A unique countryside retreat with breathtaking southern views
Round Table House stands high above the rolling countryside of Ronague, a remarkable retreat where contemporary style meets the character of a much-loved home. Its elevated positio...
British Travel Awards 2025
Best company for UK holiday home rentals
From £111 per night + £53 booking fees
Bottle Lodge
6206Grade II Listed, lovingly restored 1807 Bottle Lodge for two in Staffordshire.
Sitting in the Staffordshire countryside at the entrance to Tixall Estate, a unique and historic stay awaits at Bottle Lodge - named for its quirky octagonal shape that looks like ...
From £111 per night
7 nights from £598 booking fees included
April Cottage
61992 bedroom, dog friendly cottage near the beach near Coverack.
Tucked away in an historic beachside location, this chic yet characterful semi-detached cottage has been lovingly restored and brought back to life, creating the perfect escape for...
7 nights from £598
7 nights from £589 booking fees included
Little Owl Barn
61941 bedroom holiday cottage near the beach in Croyde, North Devon.
Tucked away in a secluded oasis, in the charming hamlet of Putsborough on north Devon's spectacular coastline, this beautifully renovated retreat is a hidden gem. Just a short stro...
7 nights from £589
7 nights from £735 booking fees included
Camusasaig
61892 bedroom self catering cottage with loch views near Fort William.
Perched on the water’s edge, with uninterrupted views of Loch Linnhe in all its glory, sits Camusasaig a charming and perfectly located cottage for two with all the romance of a Sc...
7 nights from £735
7 nights from £2185 * booking fees included
Trevaskis Farmhouse
61666 bedroom, dog friendly self catering home near Hayle, West Cornwall.
Set within 28 acres of beautiful Cornish countryside, Trevaskis Farmhouse offers a truly special stay in the heart of rural west Cornwall. Located within the grounds of the much-lo...
7 nights from £2185 *
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20% off
4 Sep 2026 - 11 Sep 2026
From £2985.00 £2391.60 booking fees included
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20% off
11 Sep 2026 - 18 Sep 2026
From £2985.00 £2391.60 booking fees included
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20% off
18 Sep 2026 - 25 Sep 2026
From £2562.00 £2053.20 booking fees included
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20% off
25 Sep 2026 - 2 Oct 2026
From £2455.00 £1967.60 booking fees included
7 nights from £505 booking fees included
Riverside Cottage
61632 bedroom, dog friendly cottage with sea views in Flushing, Cornwall.
Tucked away in the pretty, waterside village of Flushing, this lovely terraced property is perfectly located in a peaceful spot and just a short stroll downhill to the water, only ...
7 nights from £505
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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.
