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 1007 holiday cottages available in September

3 bedroom holiday cottage near Totnes, South Devon.


Found in the village of Marldon, only a short distance from Totnes and the glorious Devon coast, this very comfortable cottage is furnished with real flair and style. Wisteria ...

  • Sleeps 5
  • Regret no pets
  • Changeover Fri

Price per week £554 - £738

3 bedroom cottage near the beach near Mousehole, West Cornwall.


Step back in time and enjoy this gorgeous terraced cottage, which has been lovingly restored and sits along an original cobbled street, where peace and plenty are assured. The cott...

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

Price per week £558 - £744

Our property managers are local experts who handpick perfect places to stay.

3 bedroom, rural self catering apartment near the beach near Newport, Isle of Wight


This stunning barn conversion is located just outside the picturesque village of Chillerton, in the heart of the Island’s farming community between Newport and Chale. The outlook o...

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

Price per week £561 - £709

3 bedroom dog-friendly holiday cottage near the beach in Rock, North Cornwall.


Rock is a very special destination and, coupled with the comfort and deceptively spacious interior of this charming Cornish terraced cottage, guests are assured a wonderful holiday...

  • Sleeps 5 + cot
  • Dogs welcome (1 only)
  • Changeover Fri

Price per week £572 - £727

3 bedroom, dog friendly holiday cottage in St Agnes, North Cornwall.


The bustling centre of coastal St Agnes and the dramatic clifftops and beaches of the north Cornish coast are both less than a mile away, making this beautifully restored cottage a...

  • Sleeps 5 + cot
  • Dogs welcome (1 only)
  • Changeover Fri

Price per week £591 - £787

2 bedroom, dog friendly holiday cottage near Tavistock, Dartmoor.


Found in rolling Devon farmland in an Area of Outstanding Natural Beauty a mile from Dartmoor, this delightful detached property at Lower Chaddlehanger has far reaching views towar...

  • Sleeps 5 + 2 cots
  • Dogs welcome
  • Changeover Fri

Price per week £595 - £926

3 bedroom apartment with sea views in Falmouth, South Cornwall.


Superb views over the water to Flushing and the Roseland peninsula are guaranteed from this beautifully decorated contemporary first floor apartment, part of the renowned Admiral's...

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

Price per week £599 - £761

2 bedroom holiday cottage with sea views in Portloe, South Cornwall.


Stylish comfort and retro chic abound in this beautifully renovated Victorian cottage found in the sleepy fishing village of Portloe. The whitewashed terrace of nine former coastgu...

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

Price per week £603 - £804

We’ve been raising the standards of self catering holidays since 1977.

3 bedroom, dog friendly cottage near the sea in Boscastle, Cornwall.


Boscastle needs little introduction, its picturesque harbour being a well-known Cornish landmark. A mere two minute stroll back from the fishing boats tucked below the harbour wall...

  • Sleeps 5 + cot
  • Dogs welcome (1 only)
  • Changeover Fri

Price per week £605 - £807

3 bedroom, rural holiday cottage near Falmouth, West Cornwall.


Set in the tranquil heart of Cornwall’s countryside just outside the village of Stithians, Little Seaureaugh (formerly known as Seaureugh Cottage) is the perfect rural getaway. Wit...

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

Price per week £605 - £807

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