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
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.
We have 1126 holiday cottages available in September
7 nights from £538
Rock
55492 bedroom, dog friendly cottage with sea views in Ilfracombe, Devon.
This newly renovated artist-style residence located in Ilfracombe's harbour area is a short flat walk to Wildersmouth beach and the harbour. The house has been refurbished to high ...
7 nights from £538
7 nights from £694
The Little Dairy Park Farm
56362 bedroom, dog friendly holiday cottage near Ryde, Isle of Wight.
This welcoming retreat is close to the pretty village of Seaview and the sandy beach at Ryde, and has the Isle of Wight Gin Distillery within walking distance. Thoughtfully present...
7 nights from £694
7 nights from £1836
Woodlands
56235 bedroom, dog friendly holiday cottage near Exmouth, South Devon.
Introducing a super family-friendly home, lovingly furnished and equipped to offer that perfect venue for any special celebration or multigenerational family holiday. Woodlands off...
7 nights from £1836
7 nights from £867
The Boathouse
55532 bedroom, dog friendly cottage with sea views near Helford.
Sheltering under a canopy of oak foliage, this former boathouse rests at the water's edge on the tranquil banks of the Helford River. It has been lovingly yet sympathetically resto...
7 nights from £867
7 nights from £739
The Barn By The Ford
56091 bedroom thatched, dog friendly holiday cottage in Middle Barton.
Step into the charm of rural living with this meticulously converted one bedroom barn located in the idyllic village of Middle Barton. With its blend of rustic architecture and mod...
7 nights from £739
7 nights from £828
Sophie's Cottage
56161 bedroom, dog friendly cottage near the beach near Portscatho.
Nestled in the pretty hamlet of Treworthal this delightful semi-detached thatched cottage is a real gem. Come and stay at this lovely Grade II Listed stone cottage to enjoy everyth...
7 nights from £828
7 nights from £578
The Shepherds Rest
56201 bedroom self catering cottage near Dartmouth, South Devon.
If you are looking for a luxury rural retreat for two, surrounded by the most glorious countryside and only a short distance from the renowned naval town of Dartmouth, look no furt...
7 nights from £578
7 nights from £1446
Orchard View
56182 bedroom, dog friendly self catering cottage near Leominster
If you are looking for a true country escape with the most delightful farmhouse features and a healthy dose of local history, Orchard View won't disappoint. This meticulously re...
7 nights from £1446
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 £1045
The Shack
56341 bedroom, dog friendly holiday cottage with sea views in Cowes.
Overlooking the waters of the Solent, start your mornings on the front deck admiring the view whilst deciding how to spend your day. Instantly relax into your holiday and breathe i...
7 nights from £1045
7 nights from £558 *
Pen yr Onen
56333 bedroom apartment with sea views near Newport, Pembrokeshire.
Immersed in a National Landscape (formerly known as an Area of Outstanding Natural Beauty), just a short stroll from the enchanting, sheltered cove at Cwm yr Eglwys, soak up the se...
7 nights from £558 *
