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 1003 holiday cottages available in September

  • Sleeps 4
  • Regret no pets
  • Changeover Sat

7 nights from £408

2 bedroom holiday apartment near the beach in Brixham, South Devon.


Located in the heart of Brixham, 1 Pump Street Mews, a bright and airy apartment, provides a great base to return to after a day exploring or relaxing in this spectacular part of t...

  • Sleeps 4
  • Regret no pets
  • Changeover Sat

7 nights from £408

  • Sleeps 4 + cot
  • Dogs welcome
  • Changeover Fri

7 nights from £409

2 bedroom dog friendly holiday cottage near Bridport, Dorset.


The pretty Dorset village of Drimpton is set in lovely countryside a short drive inland from the stunning Jurassic Coast. This original school house has been converted into extreme...

  • Sleeps 4 + cot
  • Dogs welcome
  • Changeover Fri

7 nights from £409

  • Sleeps 4 + cot
  • Regret no pets
  • Changeover Fri

7 nights from £409

2 bedroom, rural holiday cottage near Mawgan Porth, North Cornwall.


What a great cottage this is – Lambkin Cottage has a cosy open plan living area on the first floor, the ideal place to plan the day ahead, and a choice of three areas to sit out an...

  • Sleeps 4 + cot
  • Regret no pets
  • Changeover Fri

7 nights from £409

  • Sleeps 4 + cot
  • Dogs welcome (1 only)
  • Changeover Fri

7 nights from £410

2 bedroom, dog friendly holiday cottage near Bovey Tracey, Dartmoor.


The Forge, next door to The Cob (2676), is single-storey and has its own small patio-area to one side. Very warm and cosy inside, this is a pretty cottage (watch the step down to t...

  • Sleeps 4 + cot
  • Dogs welcome (1 only)
  • Changeover Fri

7 nights from £410

  • Sleeps 4
  • Dogs welcome (1 only)
  • Changeover Sat

7 nights from £411

2 bedroom, dog friendly holiday cottage near Bude, North Cornwall.


Situated down a quiet lane off the main road of the bustling village of Kilkhampton, cosy detached Bluebell Cottage is the ideal base for a truly wonderful holiday in north Cornwal...

  • Sleeps 4
  • Dogs welcome (1 only)
  • Changeover Sat

7 nights from £411

  • Sleeps 4 + cot
  • Regret no pets
  • Changeover Fri

7 nights from £412

3 bedroom rural self catering cottage near the beach in St Helens, Isle of Wight


Newlands is a charming detached cottage located just off the Green, in the picturesque village of St Helens. Its location is very peaceful yet within walking distance to the villag...

  • Sleeps 4 + cot
  • Regret no pets
  • Changeover Fri

7 nights from £412

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

  • Sleeps 4 + cot
  • Regret no pets
  • Changeover Sat

7 nights from £414

2 bedroom self catering cottage near Portreath, West Cornwall.


The village of Illogan is ideally located for the surf beaches at Portreath and Gwithian and all that this dramatically beautiful part of Cornwall has to offer. This quaint Cornish...

  • Sleeps 4 + cot
  • Regret no pets
  • Changeover Sat

7 nights from £414

  • Sleeps 4 + cot
  • Regret no pets
  • Changeover Sat

7 nights from £414

2 bedroom thatched self catering cottage with sea views in Seaview.


If the restorative power of the sea appeals to you, 1 Thatched Cottage, with its uninterrupted views is an ideal holiday home. This 19th century property combines old world charm w...

  • Sleeps 4 + cot
  • Regret no pets
  • Changeover Sat

7 nights from £414

  • Sleeps 6 + cot
  • Dogs welcome (1 only)
  • Changeover Sat

7 nights from £416 *

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


In a tranquil spot, Fig Tree Cottage offers a haven to relax and recover from everyday life. Set in the Tamar Valley, an Area of Outstanding Natural Beauty, there are 28 acres of f...

  • Sleeps 6 + cot
  • Dogs welcome (1 only)
  • Changeover Sat

7 nights from £416 *

  • Sleeps 4 + cot
  • Regret no pets
  • Changeover Fri

7 nights from £417

2 bedroom self catering cottage near the beach in St Helens, Isle of Wight.


Fir Cottage is an attractive and contemporary conversion of a Victorian home, located right in the heart of St Helens. The village green (England's second largest) lies a few yards...

  • Sleeps 4 + cot
  • Regret no pets
  • Changeover Fri

7 nights from £417

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