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 1275 holiday cottages available in September
7 nights from £896 *
The Gatehouse
60332 bedroom self catering cottage in Malmesbury.
If ever a property was the epitome of luxury town living, then The Gatehouse is it. Located in the historic market town of Malmesbury it provides the perfect base for couples or fa...
7 nights from £896 *
7 nights from £643 *
3 Kelly's Gardens
60562 bedroom, dog friendly cottage near the beach in St Ives, Cornwall.
Tucked away in the very heart of St Ives, 3 Kelly's Gardens is a charming two bedroom terraced cottage and is the perfect spot for couples or families looking to soak up the town's...
7 nights from £643 *
7 nights from £1001
Rockfield Lodge
60543 bedroom, dog friendly self catering cottage near Battle.
Situated in beautiful grounds just outside the medieval town of Battle and a short drive from Hastings and St Leonards-on-Sea, this delightful lodge offers a spacious holiday abode...
7 nights from £1001
7 nights from £898 *
The Police House
60514 bedroom, dog friendly holiday cottage near the beach in Seaview.
Perfectly situated in the heart of the charming village of Seaview on the stunning east coast of the Isle of Wight, The Police House is a delightful, detached holiday home located ...
7 nights from £898 *
7 nights from £925
Darling Chestnut
60091 bedroom self catering cottage near Helford, West Cornwall.
Resting under the ancient chestnut tree, not far from the oak-lined banks of the Helford, this beautifully converted detached barn has been curated into a dreamy retreat for two lu...
7 nights from £925
7 nights from £1167
Starry Skies
60082 bedroom self catering cottage near Helford, West Cornwall.
Hidden away near the serene waters of the Helford River lies this thoughtfully renovated barn conversion and wild spa, where every detail has been crafted with care. From the soft-...
7 nights from £1167
Lighthouse Keeper's Cottage
169Stunning original Lighthouse Keeper's Cottage in enviable coastal location
New for 2025! Lighthouse Keeper's Cottage is a truly unique and atmospheric place to stay, perched high above the sea on Douglas Head, one of the Isle of Man's most dramatic an...
7 nights from £1636 *
Trewenna Cottage
60474 bedroom, dog friendly cottage near the beach in Mullion, Cornwall.
Gather family and friends to this spacious and welcoming home which is ideally situated on site within Cornwall's only Pony Club certified equestrian centre, just one mile from the...
7 nights from £1636 *
We’re here to help you find your perfect place to stay 7 days a week.
Open 7 days a week
Call our office on 01326 555555, email hello@classic.co.uk or click on the live chat button in the bottom right of the screen to talk directly to someone who can help with choosing your holiday. If you have any questions or need a hand with the booking process, we’re happy to help.
After booking your holiday with us, you’ll receive your holiday details two weeks before your holiday. This also includes our emergency out of hours phone number for when the office is closed, so we’re never more than a phone call away!
7 nights from £1462 *
Scrumpy Cottage
60483 bedroom, dog friendly cottage near the beach in Mullion, Cornwall.
Brimming with charm and unique kerb appeal, showcasing the craftsmanship of the stunning Blue Elvin stone, found only in two locations in the world, this beautifully crafted retrea...
7 nights from £1462 *
7 nights from £2256 *
Llawnroc
60494 bedroom, dog friendly cottage near the beach in Mullion, Cornwall.
Purpose-built and designed with intention by the thoughtful and experienced owners, this stunning holiday home is nothing short of a haven, curated for a family holiday that ticks ...
7 nights from £2256 *
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.