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
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.
We have 964 holiday cottages available in September
7 nights from £694
Spring View
56863 bedroom rural cottage near the sea and close to Dorchester, Dorset.
A family-friendly holiday home situated in a beautiful, rural Dorset hamlet, with countryside views galore. Recently renovated throughout, Spring View offers a peaceful escape from...
7 nights from £694
7 nights from £1044
Camellia Cottage
56803 bedroom, dog friendly holiday cottage in Brixham, South Devon.
This beautiful Grade II Listed barn has been converted and furnished to the highest of standards. Nestled in the most peaceful countryside setting, it is just a hop, skip and jump ...
7 nights from £1044
7 nights from £824
The Laundry
56502 bedroom, dog friendly self catering cottage near Polegate.
This retro-style retreat is the perfect place to relax, recharge and reconnect. It sits in the picturesque downland village of Jevington within the South Downs National Park, just ...
7 nights from £824
7 nights from £458
Rose's Loft
57071 bedroom, dog friendly cottage near the beach in Porthallow.
With pastoral views of the surrounding woodland and within serpentine splendour, the conversion of this milking barn took place in 2021 to create a stunning bijou abode. Located a ...
7 nights from £458
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.
7 nights from £995 *
High Cliff
57314 bedroom, dog friendly holiday cottage with sea views near Cardigan.
Located in the stunning hamlet of Gwbert, near Cardigan, directly opposite the shimmering water of the Teifi Estuary with far reaching, spectacular sea views across Cardigan Bay an...
7 nights from £995 *
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20% off
9 Aug 2024 - 16 Aug 2024
From £1652.00 £1555.20
7 nights from £680
Hayesland Lodge
57001 bedroom, dog friendly self catering cottage near Rye.
This gem is situated in a peaceful and tranquil setting in a National Landscape (an Area of Outstanding Natural Beauty) with farmland views, a short drive from the coast and the me...
7 nights from £680
7 nights from £699
Haven High
57262 bedroom, dog friendly holiday cottage with sea views near Dale.
Poised on the clifftops above the never-ending sea, near St Ann's Lighthouse, in an unequalled position on the lee-side of enchanting St Ann's Head, near Dale, welcome to Haven Hig...
7 nights from £699
7 nights from £1061
The Haybarn
57032 bedroom self catering cottage near Horsham.
Nestled on an equestrian farm in the iconic Surrey Hills National Landscape (an Area of Outstanding Natural Beauty) this gorgeous boutique lodge promises a luxury staycation and co...
7 nights from £1061
7 nights from £1130
Tidal Waters
56683 bedroom, dog friendly cottage with sea views near Fowey, Cornwall.
Escape on an enchanting creekside vacation, in this heavenly homestay for five in the darling hamlet of Penpol. Boasting an unrivalled location in a National Landscape (formerly kn...
7 nights from £1130
7 nights from £700
The Pottery
57021 bedroom self catering cottage near Tiverton, North Devon.
This is an exceptional bolthole in a farmstead setting, perched high up above the River Exe as it winds through the beautiful hills and woodland between Tiverton and Exeter in leaf...
7 nights from £700
We’ve been raising the standards of self catering holidays since 1977.
Our family ethos
Tony and Clare Tregoning started the business back in 1977 and their dedication to quality and excellence is at the heart of everything we do. Tony is sadly no longer with us, but we still adhere to their original ethos of finding holiday homes we would like to stay in and have slowly grown the company to find the best picks of properties across the counties. Plus Clare still drops in to keep us on our toes.
As an independent, family-run company, we wouldn’t expect you to stay anywhere we wouldn’t want to stay ourselves. And we’re pretty picky. We want you to walk into your handpicked holiday home and say ‘wow’, sit back and relax.
