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 1387 holiday cottages available in September
7 nights from £1020
Harecroft
60974 bedroom, dog friendly cottage near the beach in Old Hunstanton.
Harecroft is a single-storey holiday home, set within generous gardens and sleeping up to six guests across four bedrooms. Nestled within a quiet, leafy lane in one of Norfolk's mo...
7 nights from £1020
Rycroft House
205Where light, space, and coastal calm meet in style
Tucked away at the top of a quiet cul-de-sac in the heart of Laxey, Rycroft House is a striking contemporary retreat where thoughtful architecture and coastal calm come together ef...
7 nights from £855
La Cabana
61023 bedroom cottage with sea views in Portscatho, South Cornwall.
Portscatho is a rather charming coastal village on the Roseland peninsula with gorgeous views over Gerrans Bay, easy access to the wonderful coast path and a vibrant centre with a ...
7 nights from £855
7 nights from £1599 *
Oak Tree House
61124 bedroom, dog friendly holiday cottage near Dorchester, Dorset.
Oak Tree House is a particularly special property for gathering friends and family (plus the four-legged variety) together. Set in stunning grounds in the little village of Frampto...
7 nights from £1599 *
British Travel Awards 2025
Best company for UK holiday home rentals
Surby Mount
204A delightful rural setting near Port Erin, ideal for families.
Surby Mount is a beautifully appointed countryside retreat tucked away in the peaceful Surby, just a few minutes from the coastal village of Port Erin. Surrounded by rolling farmla...
From £150 per night *
Solas
6111Beautiful lochside cabin situated in coastal woodland near Ullapool, Scottish Highlands.
Tucked away between towering pines, you’ll find Solas, a purpose-built cabin with envious views across Loch Broom and the perfect stay for families. The cabin’s dark exterior c...
From £150 per night *
From £128 per night
Silva
6110Beautiful lochside cabin situated in coastal woodland near Ullapool, Scottish Highlands.
Nestled between the trees on the edge of Leckmelm Wood, on the North Coast 500 route, Silva offers the ultimate peaceful retreat for two. Purpose-built with dark exterior cladd...
From £128 per night
7 nights from £656
Ocean View at 32
61292 bedroom, dog friendly apartment with sea views in Saundersfoot.
Wake up to the soothing sound of the sea in Ocean View at 32. You'll fall in love with the glorious Blue Flag beach and uninterrupted, far reaching sea views from this sweet little...
7 nights from £656
7 nights from £851 *
Little Field
61233 bedroom, dog friendly holiday cottage near the beach near Ryde.
Tucked away on a quiet road, Little Field has been lovingly built by the owners and offers guests a peaceful and tranquil retreat with oodles of space and modern living. Situated o...
7 nights from £851 *
Spring Cottage
203A cosy hideaway overlooking Port Erin and the south
Welcome to Spring Cottage, a beautifully refurbished self-catering holiday cottage set high above Port Erin and Port St Mary on Ballakillowey in the scenic south of the Isle of Man...
British Travel Awards 2025
Best company for UK holiday home rentals
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.
