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 739 holiday cottages available in September

2 bedroom holiday cottage with sea views in Brixham, South Devon.


Overlooking the bustling fishing port of Brixham, its harbour full of boats of all sizes and shapes, Pebblestones is one of a terrace high up above the harbour, approached by a nar...

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

Price per week £439 - £590

2 bedroom self catering apartment with sea views in Ventnor.


With sea views from the terrace, and fresh, modern décor throughout, 2 St Josephs is a holiday maker's home-from-home. This spacious ground floor apartment is ideally situated betw...

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

Price per week £439 - £602

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

pretty 2 bedroom apartment in Yarmouth town centre, Isle of Wight


Located in the heart of the historic port town of Yarmouth, Harbour Life is perfectly situated within easy reach of the Wightlink ferry and public transport and just moments away f...

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

Price per week £440 - £603

2 bedroom, dog friendly cottage near Port Isaac, North Cornwall.


Trequite is a delightful hamlet, near the village of St Kew and nestled deep in the Cornish countryside close to the shores of Polzeath, Rock and Padstow. If you are looking for a ...

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

Price per week £441 - £575

2 bedroom holiday cottage near Taunton, Somerset.


Court Cottage lies at the heart of West Monkton, a peaceful Somerset village, below the beautiful Quantock Hills, an Area of Outstanding Natural Beauty, above the Vale of Taunton t...

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

Price per week £443 - £595

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

Price per week £443 - £595

View
  • 25% off

    17 Aug 2018 - 24 Aug 2018

    £895.00 £671.25

  • 20% off

    24 Aug 2018 - 31 Aug 2018

    £796.55 £637.60

  • 25% off

    31 Aug 2018 - 7 Sep 2018

    £595.18 £446.25

2 bedroom, rural holiday cottage near Shaftesbury, Dorset.


Dairyman’s Cottage is traditional yet contemporary, semi-detached and set on a south-facing terrace. The property has a welcoming feel, with a stunning open plan design downstairs,...

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

Price per week £444 - £597

2 bedroom, dog friendly holiday cottage near Holsworthy, North Devon.


Grenlecotte Cottage is a light-filled bolthole boasting a wood-burner, bespoke kitchen, beautiful wooden flooring throughout and a large and welcoming sitting-room. The sunny bedro...

  • Sleeps 4 + 2 cots
  • Dogs welcome
  • Changeover Sat

Price per week £445 - £597

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

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


Drovers’ Cottage has been lovingly refurbished, offering a unique retreat for all occasions at any time of the year. Surrounded by stunning open countryside and within striking dis...

  • Sleeps 4 + cot
  • Dogs welcome
  • Changeover Sat

Price per week £445 - £608

3 bedroom self catering cottage near the beach in Seaview, Isle of Wight


This is a wonderfully secluded property with a charming garden and spacious balcony, all within a few minutes from the idyllic Seagrove Bay in Seaview. There are several steps up t...

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

Price per week £450 - £595

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