Luxury 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 206 holiday cottages available in September

  • Sleeps 2 + cot
  • Dogs welcome (1 only)
  • Changeover Fri

7 nights from £305

Viewtown Linhay

4500

1 bedroom, dog friendly apartment near Callington, South Cornwall.


Viewtown Linhay is a hidden gem offering a walker's paradise for you and your hound. Situated in the Tamar Valley bordering the Area of Outstanding Natural Beauty on the outskirts ...

  • Sleeps 2 + cot
  • Dogs welcome (1 only)
  • Changeover Fri

7 nights from £305

  • Sleeps 2 + cot
  • Regret no pets
  • Changeover Sat

7 nights from £340

1 Harrow Cottages

4642

1 bedroom self catering apartment near the beach in Seaview, Isle of Wight.


This charming first floor apartment is in Nettlestone, just up the hill from Seaview and within walking distance of the beach. Surrounded by countryside there are lovely views from...

  • Sleeps 2 + cot
  • Regret no pets
  • Changeover Sat

7 nights from £340

Need more time? Reserve any cottage for up to 24 hours before booking.

  • Sleeps 5 + cot
  • Regret no pets
  • Changeover Fri

7 nights from £350 *

Poppy Yurt

2720

Luxury glamping in a beautiful yurt for 5 people near Dartmouth, South Devon.


Conjure up in your mind a small piece of south Devon rural heaven. Four and a half acres of wildflower meadows, woodlands, a stream and a large lake - and then think of a bit of 'g...

  • Sleeps 5 + cot
  • Regret no pets
  • Changeover Fri

7 nights from £350 *

  • Sleeps 2 + cot
  • Regret no pets
  • Changeover Sat

7 nights from £364

Berryl Mead View

3906

1 bedroom self-catering cottage near Ventnor, Isle of Wight


Located in a rural village setting, Berryl Mead View is a delightful home from home cottage with plenty of space. It is well-equipped throughout and has an extremely comfortable li...

  • Sleeps 2 + cot
  • Regret no pets
  • Changeover Sat

7 nights from £364

  • Sleeps 2
  • Dogs welcome (1 only)
  • Changeover Fri

7 nights from £375

Cowslip

1431

1 bedroom, dog friendly holiday cottage near Fowey.


Cowslip like Meadowsweet (1430), is a detached granite barn which has two steps leading into the living-room, where neutral walls and polished wood floors frame the warmly coloured...

  • Sleeps 2
  • Dogs welcome (1 only)
  • Changeover Fri

7 nights from £375

  • Sleeps 2
  • Dogs welcome (1 only)
  • Changeover Fri

7 nights from £375

Meadowsweet

1430

1 bedroom, dog friendly holiday cottage near Fowey.


Meadowsweet is a detached granite barn, which sits in a beautiful rural setting just outside the small village of Lanlivery. Two steps lead up into the living-room, with its polish...

  • Sleeps 2
  • Dogs welcome (1 only)
  • Changeover Fri

7 nights from £375

  • Sleeps 2 + cot
  • Regret no pets
  • Changeover Fri

7 nights from £377

Little Tregerry

3859

1 bedroom, rural holiday cottage near Launceston, North Cornwall.


If you're looking for a peaceful break for two, you need look no further than Little Tregerry. Located down a country lane, in the heart of the Cornish countryside, this is the per...

  • Sleeps 2 + cot
  • Regret no pets
  • Changeover Fri

7 nights from £377

  • Sleeps 2
  • Dogs welcome (1 only)
  • Changeover Sat

7 nights from £379

Week Cottage

1636

1 bedroom, dog friendly holiday cottage near Dulverton, Somerset.


Sitting in the heart of Exmoor National Park, Week Cottage dates back to the 1690s and is all picture-book old world charm inside. A spacious boot-room, perfect for muddy boots (an...

  • Sleeps 2
  • Dogs welcome (1 only)
  • Changeover Sat

7 nights from £379

Each and every one of our cottages is fully equipped with everything you’ll need on holiday.

  • Sleeps 2 + cot
  • Dogs welcome (1 only)
  • Changeover Sat

7 nights from £395

Little Trefenten

4568

1 bedroom, dog friendly apartment near Callington, South Cornwall.


Tucked away along a country lane in a truly beautiful part of Cornwall, this rural idyll is the perfect escape to get away from it all. Set amidst two acres of leafy woodland with ...

  • Sleeps 2 + cot
  • Dogs welcome (1 only)
  • Changeover Sat

7 nights from £395

  • Sleeps 2 + cot
  • Dogs welcome
  • Changeover Fri

7 nights from £399

Swallow's Nest

4356

Dog friendly quirky holiday cottage near Tiverton, North Devon.


If you want different. If you want quirky. If you want an experience that you will remember forever, come and stay here. How about this for a holiday experience combination like no...

  • Sleeps 2 + cot
  • Dogs welcome
  • Changeover Fri

7 nights from £399

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