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 960 holiday cottages available in September

  • Sleeps 9 + 3 cots in 3 properties
  • Changeover Sat

7 nights from £1302


This working farm on the edge of the historic village of Chideock stretches gently downhill to the Jurassic Coast where one of Dorset's most famous landmarks – Golden Cap – rises a...

  • Sleeps 9 + 3 cots in 3 properties
  • Changeover Sat

7 nights from £1302

  • Sleeps 10 + 3 cots in 2 properties
  • Changeover Sat

7 nights from £909


Set in 212 acres of woodland and wildflower meadow, Grascott Forest Cottages are perfect for those who wish to truly unwind. This stunning area of north Devon is a UNESCO Biosphere...

  • Sleeps 10 + 3 cots in 2 properties
  • Changeover Sat

7 nights from £909

  • Sleeps 10 + 3 cots in 3 properties
  • Changeover Fri

7 nights from £2301


Nestled in the stunning Walkham valley within Dartmoor National Park these three cottages are ideally located to explore this glorious part of Devon. Down a pretty lane edged with ...

  • Sleeps 10 + 3 cots in 3 properties
  • Changeover Fri

7 nights from £2301

  • Sleeps 12 + 2 cots in 2 properties
  • Changeover Fri

7 nights from £1039


Unique in its seclusion and romantic setting, Rosteague is a 200 acre privately-owned estate made up of surrounding pastures that undulate gently down to its own mile of coastline ...

  • Sleeps 12 + 2 cots in 2 properties
  • Changeover Fri

7 nights from £1039

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

  • Sleeps 12 + 3 cots in 3 properties
  • Changeover Fri

7 nights from £1048 *


High up above magnificent Mounts Bay with breath-taking 180 degree views, these cosy yet well-equipped pods provide the perfect place from which to enjoy all that the far west of C...

  • Sleeps 12 + 3 cots in 3 properties
  • Changeover Fri

7 nights from £1048 *

  • Sleeps 12 + 2 cots in 2 properties
  • Changeover Fri

7 nights from £1084


Glamping at Chymder Farm offers the finest luxury camping set a few minutes' drive from two fabulous beaches and within an Area of Outstanding Natural Beauty. Set in a meadow of se...

  • Sleeps 12 + 2 cots in 2 properties
  • Changeover Fri

7 nights from £1084

  • Sleeps 12 + 3 cots in 3 properties
  • Changeover Sat

7 nights from £1282


Leigh Farm cottages are set in the beautiful Teign Valley on the south eastern edge of Dartmoor National Park. Close to Bovey Tracey, known as the gateway to Dartmoor, these are pe...

  • Sleeps 12 + 3 cots in 3 properties
  • Changeover Sat

7 nights from £1282

  • Sleeps 12 + 3 cots in 3 properties
  • Changeover Fri

7 nights from £1408


Mattingley Farm is made up of three beautiful cottages, each sleeping up to four guests, and is the perfect getaway for a family or friends holiday. Dairy Cottage (3912) and Orchar...

  • Sleeps 12 + 3 cots in 3 properties
  • Changeover Fri

7 nights from £1408

  • Sleeps 12 + 2 cots in 3 properties
  • Changeover Fri

7 nights from £1672


Nestling in the heart of Poldark Cornwall, this is our idea of an idyllic escape to the country…with a difference. Just a short drive from Prussia Cove, Middle Colenso offers th...

  • Sleeps 12 + 2 cots in 3 properties
  • Changeover Fri

7 nights from £1672

  • Sleeps 12 + 3 cots in 3 properties
  • Changeover Sat

7 nights from £3897


Nestled into a rocky cove and sheltered by the stone harbour walls in one of Cornwall's oldest fishing harbours, these fabulous apartments in the Old Cellar House offer a truly uni...

  • Sleeps 12 + 3 cots in 3 properties
  • Changeover Sat

7 nights from £3897

We’re here to help you find your perfect place to stay 7 days a week.

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