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.

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 504 holiday cottages available in September

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


West Flatlet is situated right in the heart of Seaview village and is perfect for couples looking for a coastal break. This small but cosy and comfortable first floor flat sits at ...

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

Price per week £202 - £315

View
  • 20% off

    22 Sep 2018 - 29 Sep 2018

    £262.50 £210.00

Gorgeous shepherds hut sleeping 2 near Lyme Regis, South Devon.


The location high above the Axe Valley as it heads to the Jurassic Coast just a few miles away could not be more magical. Easy to reach, yet off the beaten track for the last adven...

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

Price per week £211 - £544

View
  • 50% off

    21 Sep 2018 - 24 Sep 2018

    £316.50 £158.25

Don’t miss out; reserve your favourite 2019 holiday cottage for just £30

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


Close to Dartmoor National Park, dog-friendly and with gorgeous, extensive grounds, this former hayloft is a delight; think roses around the door, beamed ceilings and a welcoming o...

  • Sleeps 2
  • Dogs welcome
  • Changeover Sat

Price per week £283 - £459

View
  • 20% off

    29 Sep 2018 - 6 Oct 2018

    £353.76 £283.20

  • 20% off

    6 Oct 2018 - 13 Oct 2018

    £353.76 £283.20

  • 20% off

    13 Oct 2018 - 20 Oct 2018

    £353.76 £283.20

1 bedroom, dog friendly cottage near the beach near Portscatho.


Ideal for couples this detached, single-storey converted barn is located at Treluggan, a small country hamlet in the heart of the Roseland peninsula. There are some lovely coastal ...

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

Price per week £289 - £330

1 bedroom, rural cottage with sea views near Sennen, West Cornwall.


Hike the Cornish cliffs just a moment’s walk away from Faraway Loft and watch the buzzards wheel above you. Guests can surf at nearby Sennen Cove or listen to the birdsong as they ...

  • Sleeps 2
  • Regret no pets
  • Changeover Sat

Price per week £337 - £488

View
  • 10% off

    22 Sep 2018 - 29 Sep 2018

    £374.42 £336.97

1 bedroom, rural self catering cottage near Newport, Isle of Wight


Little Tremore Cottage is a charming annexe situated in the historic village of Shorwell, surrounded by peaceful and idyllic countryside; this is the place to be for a romantic, re...

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

Price per week £338 - £463

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, well equipped throughout and extremely comfortable living room wit...

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

Price per week £341 - £400

1 bedroom cottage near the beach in The Lizard, West Cornwall.


Located on the edge of Lizard village within walking distance of the sea, a selection of pubs, restaurants, cafes and shops, this small but perfectly formed studio attached to Bric...

  • Sleeps 2
  • Regret no pets
  • Changeover Fri

Price per week £342 - £444

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

Glamping pod with sea views near Penzance, West Cornwall.


Scenic Bay is a dream, set in a spacious meadow with a stunning view to match its name. This pretty pod is beautifully finished and kitted out for all of your holiday needs. There ...

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

Price per week £344 - £510 *

* Includes 10% off for parties up to 2 + cot between 1 Sep and 13 Oct 2018.

Glamping pod with sea views near Penzance, West Cornwall.


This beautifully situated pod has outstanding 180 degree views across Mounts Bay, running from the Lizard peninsula in the east, with majestic St Michael's Mount in the middle to M...

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

Price per week £344 - £510 *

* Includes 10% off for parties up to 2 + cot between 1 Sep and 13 Oct 2018.

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