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 1375 holiday cottages available in September
7 nights from £649
The Sandy Den
61561 bedroom, dog friendly apartment with sea views in Shaldon, Devon.
Introducing The Sandy Den, a fabulous ground floor retreat for two within a converted Victorian residence located in the heart of the village of Shaldon in Teignmouth. This fabulou...
7 nights from £649
7 nights from £1176
Hollyhocks
61523 bedroom, dog friendly cottage near the beach in Kingsand, Cornwall.
Wind your way along the quiet country lanes to this charming rural retreat, tucked away in Cornwall's breathtakingly beautiful "forgotten corner". Boasting wonderful views of the s...
7 nights from £1176
Wringford Cottages
7 nights from £5414
Coniston
213Nestled on sought-after Scarlett Road in Castletown, this beautifully presented bungalow enjoys stunning sea views and offers a peaceful coastal retreat ideal for those seeking com...
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Calf View
206Tranquil Cregneash cottage overlooking the Calf of Man
Perched above the timeless village of Cregneash, Calf View is a serene cottage with views framed by sweeping Manx vistas stretching towards shimmering seas and the wild beauty of t...
From £85 per night
Bramley Lodge
61371 bedroom self catering cottage near Heathfield.
Soak up the scenic views of this enchanting lodge that sits within an orchard in the High Weald National Landscape. Its peaceful location is the perfect escape for a romantic getaw...
From £85 per night
Fenella Cottage
212Stylish coastal cottage in Peel, moments from the sandy beach
This beautifully finished coastal cottage in the heart of Peel offers an effortless blend of contemporary comfort and genuine homely charm, just moments from the town's historic ha...
7 nights from £767 *
The Beach House
61643 bedroom, dog friendly cottage with sea views near St Davids.
With a winning combination of contemporary comforts, character-filled living spaces, exposed beams and many other original features, just yards from the rolling surf at Abereiddy b...
7 nights from £767 *
7 nights from £637
Bay Cottage
61502 bedroom self catering cottage near the beach in Cowes.
Tucked away in the charming village of Gurnard on the northwest coast of the Isle of Wight, this cosy two bedroom cottage offers a relaxed coastal lifestyle, complete with a pretty...
7 nights from £637
7 nights from £756
Cuckoo Cottage
61412 bedroom, dog friendly cottage near the beach in St Agnes, Cornwall.
This bijou bolthole has luxurious interiors and is set in a fabulous location in the heart of St Agnes. Cuckoo Cottage is a charming, terraced cottage which has been thoughtfully c...
7 nights from £756
Arrive at your handpicked holiday home safe in the knowledge it’s been fully inspected.
Quality inspections
We check our holiday homes to ensure that everything is up to our high standards for your holiday, from provision of our above standard minimum inventory to how fluffy the towels are, we make sure you’ll have a comfortable stay.
Hardworking teams of housekeepers will have the place spick and span, ready for your arrival, so when you get there you can just relax.
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.