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 1335 holiday cottages available in September
7 nights from £673
Ebony
6171Dog friendly cabin for two, with a wood-fired hot tub in Holsworthy, Devon.
Nestled in the heart of the Devonshire countryside, this beautifully crafted curved cabin offers the ultimate romantic retreat for two. Designed to blend comfort and nature, Eb...
7 nights from £673
7 nights from £524
Fisherman's View
61812 bedroom, dog friendly apartment with sea views in Saundersfoot.
For a seaside holiday, the beach doesn't get any closer than this! Step from the garden onto the sand. Fisherman's View is a superbly located ground floor apartment, sleeping up to...
7 nights from £524
7 nights from £1008
Marina View
61533 bedroom apartment with sea views in Falmouth, South Cornwall.
A stunning, elegant waterside apartment in the heart of the marina in Falmouth overlooking bobbing boats within a gated development. A wonderful location for exploring the town on ...
7 nights from £1008
7 nights from £1696
St Hubert's Lodge
60573 bedroom, dog friendly self catering cottage near Yarmouth.
Surrounded by tranquil countryside on the edge of the Isle of Wight National Landscape and close to the charming seaside island towns of Yarmouth and Cowes, St Hubert's Lodge is a ...
7 nights from £1696
British Travel Awards 2025
Best company for UK holiday home rentals
7 nights from £3750
Out West Pembrokeshire
61857 bedroom holiday home near the beach near Newport, Pembrokeshire.
Nestled within the spectacular landscape of north Pembrokeshire, this collection of three gorgeous, beautifully restored Welsh cottages, with two wood-fired hot tubs and a sauna, o...
7 nights from £3750
7 nights from £1350
Blaen
61832 bedroom holiday cottage near the beach near Newport, Pembrokeshire.
Nestled close to the picturesque hamlet and sheltered cove of Cwm yr Eglwys on the stunning north Pembrokeshire coast, this gorgeous recently renovated two-bedroom cottage offers a...
7 nights from £1350
7 nights from £1550
Nol
61822 bedroom holiday cottage near the beach near Newport, Pembrokeshire.
Welcome to Nol, a beautifully restored Welsh cottage, offering a wood-fired hot tub and outdoor sauna, nestling near Cwm yr Eglwys beach on the spectacular north Pembrokeshire coas...
7 nights from £1550
7 nights from £1450
Canol
61843 bedroom holiday cottage near the beach near Newport, Pembrokeshire.
An unforgettable Pembrokeshire holiday awaits in this exceptional retreat, nestling in the Pembrokeshire Coast National Park, within a mile of the pretty sheltered cove at Cwm yr E...
7 nights from £1450
7 nights from £1656
The Bowjy
61724 bedroom, dog friendly holiday cottage near Looe, South Cornwall.
Come and create cherished holiday memories with family and friends at this stunning barn conversion. Tucked away along a quiet country lane, it is ideally located within easy reach...
7 nights from £1656
7 nights from £790 *
Grey Gulls
61594 bedroom self catering cottage with sea views in Seaview.
This beautifully presented, semi-detached, three-storey townhouse is set in the sought-after village of Seaview, just a stone's throw away from stunning beaches with crystal clear ...
7 nights from £790 *
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.
