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

Luxury safari tent glamping with a hot tub and sea views, pet friendly near Penzance.


Looking for the ideal retreat for a good old-fashioned family holiday? Then look no further – Mount View Sunrise Safari Tent is that and so much more. Set in the middle of its two ...

  • Sleeps 6 + cot
  • Dogs welcome
  • Changeover Fri

Price per week £812 - £1058

3 bedroom, dog friendly holiday cottage near the beach in St Helens, Isle of Wight


A simply gorgeous three bedroom property just off St Helens' green on the eastern side of the Isle of Wight, The Haven is just a short walk from the coast and a ten minute stroll t...

  • Sleeps 6 + 2 cots
  • Dogs welcome (1 only)
  • Changeover Sat

Price per week £816 - £1020

3 bedroom, dog friendly cottage with sea views near Falmouth.


"There are backwater places all hidden from view", a line from the famous song ‘Messing about on the river’ that could easily have been written about Helford House. Located on one ...

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

Price per week £820 - £1042

3 bedroom, dog friendly cottage near the beach near Lyme Regis.


What a fabulous location, part of the Rousdon Estate; 350 acres of beautiful grounds that border the World Heritage Jurassic Coast. Hobnob is an elegant Grade II Listed, semi-de...

  • Sleeps 6 + 2 cots
  • Dogs welcome
  • Changeover Fri

Price per week £839 - £1127

3 bedroom, dog friendly cottage near the beach in Christchurch.


Avon Beach, Christchurch Harbour, the New Forest National Park and the Jurassic Coast are all nearby to this recently renovated holiday bolthole. The cool shades of blue and the pl...

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

Price per week £852 - £1166

6 bedroom, rural holiday home near Bude, North Cornwall.


Woodlands Manor retains many original features including slate floors, magnificent fireplaces and low lintels (tall guests be aware). This is a terrific house for family gatherings...

  • Sleeps 12 + 2 cots
  • Regret no pets
  • Changeover Sat

Price per week £883 - £1812 *

* Includes 40% off for parties up to 6 + cot between 31 Aug and 12 Oct 2019.

Readymade beds and fluffy towels; this simple but appreciated welcome is standard with us.

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


What a fabulous holiday home this is, a gorgeous mix of early Victorian terraced townhouse elegance and 21st Century luxuries, topped off with superb panoramic views. Big bay windo...

  • Sleeps 6 + 2 cots
  • Regret no pets
  • Changeover Fri

Price per week £908 - £1220

3 bedroom cottage with river views near Portscatho, South Cornwall.


Set above the banks of the beautiful Percuil estuary, this outstanding period property enjoys fabulous views over the water from nearly all the rooms in the house. The south-facing...

  • Sleeps 6 + cot
  • Regret no pets
  • Changeover Fri

Price per week £934 - £1248

3 bedroom self catering cottage near Taunton, Somerset.


This fabulous Somerset property has panoramic views which will take your breath away. Set on the edge of the Quantock Hills Area of Outstanding Natural Beauty, in the very pictures...

  • Sleeps 6 + cot
  • Regret no pets
  • Changeover Fri

Price per week £946 - £1219

3 bedroom, rural holiday cottage near Newton Abbot, South Devon.


Grand View really does live up to its name. The garden wraps around this gorgeous modern house with views across to Dartmoor and to the west. Tucked away down a lane, only a mile f...

  • Sleeps 6 + cot
  • Regret no pets
  • Changeover Fri

Price per week £968 - £1261

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