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 1345 holiday cottages available in September
7 nights from £1306 booking fees included
The Hidden Burrow
6230Underground dog-friendly burrow with hot tub and sauna, overlooking St Michael's Mount, Cornwall
In a magical setting overlooking majestic St Michael's Mount, The Hidden Burrow is a uniquely created burrow, set into the landscape and beautifully curated with gorgeous, handcraf...
7 nights from £1306
Nibbana Lodge
227Unique coastal retreat with private sauna and cold plunge
Tucked away just off Gansey in Port St Mary, this beautifully designed one-bedroom annexe offers a truly special coastal retreat. Combining thoughtful craftsmanship, stylish interi...
7 nights from £897 booking fees included
Men an Tol Studio
62291 bedroom self catering cottage near Penzance, West Cornwall.
Tucked away in the beautiful rural hamlet of Bosullow, near Morvah within the parish of Madron in west Cornwall, Men an Tol is a truly charming stone cottage where ancient history ...
7 nights from £897
Charlie's Cottage at the Black Dub
223Forested backdrop cottage for four
Charlie's Cottage Sleeps 4, dogs welcome Forested backdrop cottage for four Set amidst towering trees, Charlie’s Cottage offers an idyllic Manx retreat for up to four and...
British Travel Awards 2025
Best company for UK holiday home rentals
James' Cottage at the Black Dub
224A spellbinding stay set along the sprawling west coast
James' Cottage Sleeps 6, dogs welcome A spellbinding stay set along the sprawling west coast For an escape to embrace Manx highlights, James’ Cottage awaits, perfectly pos...
Kegs Cottage at the Black Dub
225Cocooned in an arc of pine trees, Kegs Cottage beckons for a spellbinding stay
Kegs Cottage - The Black Dub Cocooned in an arc of pine trees, Kegs Cottage beckons for a spellbinding stay a stone’s throw from the Isle of Man’s sprawling west coast. Part of ...
Vines Cottage at the Black Dub
226An island treasure set amidst towering trees
Framed by evergreens and only a whisker from the island’s dreamy west coast, Vines Cottage calls for escapes rooted in bliss. From TT action and coastal exhilaration to storybook s...
7 nights from £2531 * booking fees included
Cedar House
62236 bedroom, dog friendly self catering home near Topsham, South Devon.
Welcome to Cedar House; this superb Victorian residence is nestled within 1.6 acres of beautiful gardens and woodlands. Designed and finished to the highest standards, this gloriou...
7 nights from £2531 *
7 nights from £1139 booking fees included
Stonny Hon Jay
62114 bedroom, dog friendly holiday cottage with sea views in Hastings.
This beautifully presented Victorian terraced townhouse has been beautifully styled to provide the perfect Sussex staycation for family and friends, just moments from the historic ...
7 nights from £1139
7 nights from £1676 * booking fees included
Lantern Cottage
62015 bedroom, dog friendly holiday cottage in Glastonbury, Somerset.
Lantern Cottage is one to remember with its lovingly crafted interiors, character features, spacious living and in a perfect location for exploring Glastonbury and the surrounding ...
7 nights from £1676 *
We’re a Visit England Quality Accredited Agency for our high standards in holiday letting.
Quality Accredited Agency
Only the highest quality of accommodation is awarded Visit England accreditation. The assessment takes place over a few days and looks at all of our policies, practices and procedures, making sure we meet a five star standard for our guests.
We set our own standards above and beyond and we’re very proud of this accolade and all it represents.
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.
