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 1211 holiday cottages available in September
7 nights from £1071
Rosslyn
58004 bedroom holiday cottage with sea views in St Mawes, South Cornwall.
Perfectly situated in the heart of the charming seaside village of St Mawes on the stunning Roseland peninsula, Rosslyn is a gorgeous traditional cottage, beautifully styled and ju...
7 nights from £1071
7 nights from £858
Strawberry Hole Barn
58142 bedroom thatched, dog friendly self catering cottage near Rye.
Escape to this gorgeous thatched barn, sat in the grounds of the owners' double oast house, within walking distance of Great Dixter House and Gardens. This spacious property offers...
7 nights from £858
7 nights from £740
Lynda's
58131 bedroom, dog friendly holiday cottage near the beach in Hunstanton.
Take to the Norfolk coast in the heart of Hunstanton and stay at Lynda's, a delightful single-storey property situated just a short walk from the beach, promenade and the bustling ...
7 nights from £740
7 nights from £684
One Old School Cottages
58033 bedroom, dog friendly cottage near the beach in Portscatho.
Situated in the pretty hamlet of Gerrans, just a stroll away from the charming seaside village of Portscatho on the beautiful Roseland peninsula, One Old School Cottages is a charm...
7 nights from £684
7 nights from £612
Whipsiderry
58091 bedroom, dog friendly apartment near the beach in Newquay.
A fabulous top floor apartment with a great roof terrace with gorgeous views over the Gannel Estuary, rolling Cornish countryside and a snip of a sea view too. This bolthole for tw...
7 nights from £612
7 nights from £1130
The Old Farmhouse
57923 bedroom, dog friendly self catering cottage in Pickering.
Nestled on the edge of the North York Moors in the charming town of Pickering, this Grade II Listed terraced cottage effortlessly combines historic charm with contemporary luxury. ...
7 nights from £1130
7 nights from £553
Fell View
58123 bedroom, dog friendly self catering cottage near Hawes.
If you want to get away from it all, why not visit Fell View in Gunnerside! A cosy three bedroom cottage in the heart of the village with a local pub on your doorstep and a front c...
7 nights from £553
7 nights from £1020
Brooks Cottage
57443 bedroom holiday cottage with sea views in St Mawes, South Cornwall.
Situated in the heart of St Mawes, you'll find the beautiful Brooks Cottage gazing out to sea. This welcoming three bedroom waterside getaway is the perfect place to unwind with yo...
7 nights from £1020
We’ve been raising the standards of self catering holidays since 1977.
Our family ethos
Tony and Clare Tregoning started the business back in 1977 and their dedication to quality and excellence is at the heart of everything we do. Tony is sadly no longer with us, but we still adhere to their original ethos of finding holiday homes we would like to stay in and have slowly grown the company to find the best picks of properties across the counties. Plus Clare still drops in to keep us on our toes.
As an independent, family-run company, we wouldn’t expect you to stay anywhere we wouldn’t want to stay ourselves. And we’re pretty picky. We want you to walk into your handpicked holiday home and say ‘wow’, sit back and relax.
7 nights from £1369
Bryn Teifi
58073 bedroom self catering cottage near the beach near Abersoch.
At first glance, Bryn Teifi presents itself as a small traditional cottage with all its original features, yet behind the white-washed facade lies a bold, contemporary Scandinavian...
7 nights from £1369
7 nights from £718
Glebe House
57432 bedroom, dog friendly cottage near the beach in St Mawes, Cornwall.
Tucked away in a quiet corner, just a stone's throw from the picturesque harbourside of St Mawes on the Roseland peninsula you will find Glebe House, a charming Cornish cottage, pe...
7 nights from £718
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.
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