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 925 holiday cottages available in September

  • Sleeps 5
  • Regret no pets
  • Changeover Sat

7 nights from £677

3 bedroom, rural self catering apartment near the beach in Shanklin, Isle of Wight.


Dating back to 1863 and converted in 2011, this superb two-storey apartment is located on the outskirts of Shanklin. 10 Shanklin Manor has an elegant, monochrome interior and the u...

  • Sleeps 5
  • Regret no pets
  • Changeover Sat

7 nights from £677

View
  • 10% off

    30 Mar 2019 - 6 Apr 2019

    £676.52 £608.87

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

7 nights from £685

Beautiful cedar yurt with hot tub sleeping 5 in woodland near Dartmouth, South Devon


Venture down the narrow hedge-lined lane to Little Coombe Cedar Yurts and you will be delighted once you drive in. A shared private parking-area for all four of the yurts has wheel...

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

7 nights from £685

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

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

7 nights from £685

Stunning cedar yurt with hot tub sleeping 5 in woodland near Dartmouth


From the moment you turn into this little piece of heaven from the narrow Devon lane you will be amazed. From the shared private parking-area you transport your luggage with a whee...

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

7 nights from £685

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

7 nights from £685

Spectacular cedar yurt with all mod-cons and hot tub sleeps 5 in woodland nr Dartmouth, south Devon


Spacious, comfortable and furnished to an extremely high standard, Owl Cedar Yurt really has got the 'wow factor'. In a wonderfully tranquil woodland setting, it boasts fabulous vi...

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

7 nights from £685

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

7 nights from £685

Spectacular cedar yurt with all mod-cons and hot tub sleeps 5 in woodland nr Dartmouth, south Devon


You will be thrilled with the comfort found in this luxurious cedar-clad yurt, with under-floor heating and a wood-burner to keep you warm and toasty all year round. Pheasant Cedar...

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

7 nights from £685

View
  • 10% off

    29 Mar 2019 - 5 Apr 2019

    £648.56 £583.70

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

7 nights from £688

3 bedroom holiday cottage with sea views in St Ives, West Cornwall.


This beautifully presented terraced cottage in the heart of St Ives has sea views and an enclosed garden, and a small private parking space just 100 yards away. Set down a quiet la...

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

7 nights from £688

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

7 nights from £693

3 bedroom holiday cottage with sea views in Falmouth, South Cornwall.


Sitting beside the lock that protects the inner marina at the prestigious Port Pendennis development, Lock House has superb views across the waters of Falmouth harbour from almost ...

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

7 nights from £693

  • Sleeps 9 + cot
  • Regret no pets
  • Changeover Fri

7 nights from £708 *

5 bedroom, rural self catering cottage near the beach in Seaview, Isle of Wight.


The Old Boat House is an attractive period cottage, set in a fantastic waterfront location on the edge of the beach at Seagrove Bay. This charming family home has been tasteful...

  • Sleeps 9 + cot
  • Regret no pets
  • Changeover Fri

7 nights from £708 *

View
  • 15% off

    22 Mar 2019 - 29 Mar 2019

    £708.24 £602.00

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

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

7 nights from £758

2 bedroom self catering cottage near Dartmouth, South Devon.


This beautiful cottage sits proudly within 20 acres of the most stunning private grounds. Little Coombe Cottage has been furnished to the highest of standards; with every last deta...

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

7 nights from £758

View
  • 20% off

    28 Mar 2019 - 4 Apr 2019

    £632.80 £506.24

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

7 nights from £797

3 bedroom, dog friendly cottage with sea views in St Agnes, Cornwall.


If you dream of spectacular, uninterrupted views across an iconic Cornish cove, this gorgeous cottage, sleeping six, is definitely the holiday home for you. Set in a fabulous locat...

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

7 nights from £797

View
  • 20% off

    22 Apr 2019 - 3 May 2019

    £789.78 £632.00

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