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 1321 holiday cottages available in September
Ivy Cottage
216Charming Castletown cottage with large private garden
Set in the heart of historic Castletown, Ivy Cottage is a beautifully presented holiday home offering spacious accommodation, charming interiors and a surprisingly large private ga...
7 nights from £2515 *
Pen Den Har
61706 bedroom, dog friendly home with sea views in Kingsand, Cornwall.
Come and fall under the spell of this very special house, perfectly positioned in the heart of the utterly charming villages of Kingsand and Cawsand. Set in a plum elevated positio...
7 nights from £2515 *
7 nights from £713
The Old Carriage House
61882 bedroom, dog friendly holiday cottage near Crediton, Devon.
If you want to get away from the madding crowd and be off the beaten track surrounded by the Devon countryside, with that something special that a great holiday deserves, The Old C...
7 nights from £713
7 nights from £673
Ebony
6171Dog friendly cabin for two, with a wood-fired hot tub in Holsworthy, Devon.
Nestled in the heart of the Devonshire countryside, this beautifully crafted curved cabin offers the ultimate romantic retreat for two. Designed to blend comfort and nature, Eb...
7 nights from £673
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Best company for UK holiday home rentals
7 nights from £1008
Marina View
61533 bedroom apartment with sea views in Falmouth, South Cornwall.
A stunning, elegant waterside apartment in the heart of the marina in Falmouth overlooking bobbing boats within a gated development. A wonderful location for exploring the town on ...
7 nights from £1008
7 nights from £1696
St Hubert's Lodge
60573 bedroom, dog friendly self catering cottage near Yarmouth.
Surrounded by tranquil countryside on the edge of the Isle of Wight National Landscape and close to the charming seaside island towns of Yarmouth and Cowes, St Hubert's Lodge is a ...
7 nights from £1696
7 nights from £2700
Out West Pembrokeshire
61857 bedroom holiday home near the beach near Newport, Pembrokeshire.
Nestled within the spectacular landscape of north Pembrokeshire, this collection of three gorgeous, beautifully restored Welsh cottages, with two wood-fired hot tubs and a sauna, o...
7 nights from £2700
7 nights from £1080
Blaen
61832 bedroom holiday cottage near the beach near Newport, Pembrokeshire.
Nestled close to the picturesque hamlet and sheltered cove of Cwm yr Eglwys on the stunning north Pembrokeshire coast, this gorgeous recently renovated two-bedroom cottage offers a...
7 nights from £1080
7 nights from £1256
Nol
61822 bedroom holiday cottage near the beach near Newport, Pembrokeshire.
Welcome to Nol, a beautifully restored Welsh cottage, offering a wood-fired hot tub and outdoor sauna, nestling near Cwm yr Eglwys beach on the spectacular north Pembrokeshire coas...
7 nights from £1256
7 nights from £1109
Canol
61843 bedroom holiday cottage near the beach near Newport, Pembrokeshire.
An unforgettable Pembrokeshire holiday awaits in this exceptional retreat, nestling in the Pembrokeshire Coast National Park, within a mile of the pretty sheltered cove at Cwm yr E...
7 nights from £1109
Our property managers are local experts who handpick perfect places to stay.
Local experts
We scour the coast and country to winkle out bits worth sharing with you, the best properties in lovely locations. While we’re out and about, we gather together the best things to do so that you can start planning your holiday as soon as you’ve booked.
The ‘Explore Nearby’ tab on our cottage pages show what’s nearby along with relevant articles from our holiday guides from Notes and Stories, where you’ll find hand-written experiences of outings across the South and West, from dog-friendly pubs on the Isle of Wight to free things to do in south Devon and everything in between.
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.
