Holiday Cottages for September

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

Our exclusive ferry discounts of up to 25% will make your island trip with Classic plain sailing.

We have 1393 holiday cottages available in September

Nobby Nook is a 1 bedroom, dog friendly self catering cottage near Battle.
  • Sleeps 2 + 2 cots
  • Dogs welcome (1 only)
  • Changeover Thu

7 nights from £657

Nobby Nook

6006

1 bedroom, dog friendly self catering cottage near Battle.


This characterful gem, nestled in beautiful Sussex countryside, offers the perfect retreat for couples and solo travellers seeking a luxury escape. Nobby Nook is a lovingly conv...

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

7 nights from £657

Barricane House is a 4 bedroom, dog friendly cottage with sea views in Woolacombe, Devon.
  • Sleeps 7 + 2 cots
  • Dogs welcome
  • Changeover Fri

7 nights from £1009 *

Barricane House

6083

4 bedroom, dog friendly cottage with sea views in Woolacombe, Devon.


Tucked away in the historic village of Mortehoe, semi-detached Barricane House is the perfect place to slow down, reconnect, and enjoy everything this spectacular coastline has to ...

  • Sleeps 7 + 2 cots
  • Dogs welcome
  • Changeover Fri

7 nights from £1009 *

No 5 Seaview Cottages is a 3 bedroom, dog friendly cottage with sea views in Torquay, Devon.
  • Sleeps 6 + 2 cots
  • Dogs welcome
  • Changeover Fri

7 nights from £2015

No 5 Seaview Cottages

6050

3 bedroom, dog friendly cottage with sea views in Torquay, Devon.


Welcome to No 5 Seaview Cottages, a beautifully finished semi-detached cottage boasting unrivalled sea views across Babbacombe Bay and beyond. This fabulous retreat offers the very...

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

7 nights from £2015

Hill Top Cottage is a 2 bedroom, dog friendly self catering cottage near Kirkby Lonsdale.
  • Sleeps 4 + 2 cots
  • Dogs welcome (1 only)
  • Changeover Fri

7 nights from £935

Hill Top Cottage

6077

2 bedroom, dog friendly self catering cottage near Kirkby Lonsdale.


Cradled within the peaceful village of Barbon bordering both North Yorkshire and Cumbria, sits Hill Top Cottage. Rustic charm radiates from every burning log, every communal meal a...

  • Sleeps 4 + 2 cots
  • Dogs welcome (1 only)
  • Changeover Fri

7 nights from £935

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Veryan is a 1 bedroom apartment with sea views in Praa Sands, West Cornwall.
  • Sleeps 2 + cot
  • Dogs welcome (1 only)
  • Changeover Sat

7 nights from £436

Veryan

6092

1 bedroom apartment with sea views in Praa Sands, West Cornwall.


Veryan is a beautifully positioned studio apartment in Praa Sands offering a relaxed coastal escape just a two minute walk from the wide golden sands and rolling Atlantic surf. Alt...

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

7 nights from £436

Magical Barn is a 2 bedroom self catering cottage near Haltwhistle.
  • Sleeps 4
  • No pets
  • Changeover Fri

7 nights from £1300

Magical Barn

5996

2 bedroom self catering cottage near Haltwhistle.


Magical Barn is nestled on the edge of the Dark Sky Park in Northumberland amid green hills and woodland and from the moment you step out of your car and turn the corner to catch y...

  • Sleeps 4
  • No pets
  • Changeover Fri

7 nights from £1300

Magical Cottage is a 2 bedroom self catering cottage near Haltwhistle.
  • Sleeps 4 + cot
  • No pets
  • Changeover Fri

7 nights from £1300

Magical Cottage

5997

2 bedroom self catering cottage near Haltwhistle.


Situated within a delightful courtyard surrounded by verdant landscapes, you'll find Magical Cottage. This beautifully converted single-storey former coach house, pairs its agricul...

  • Sleeps 4 + cot
  • No pets
  • Changeover Fri

7 nights from £1300

The Old Parsonage Barn is a A peaceful countryside hideaway for two beneath dark Manx skies
  • Sleeps 2 + cot
  • No pets

The Old Parsonage Barn

192

A peaceful countryside hideaway for two beneath dark Manx skies


Tucked away in the quiet heart of St Judes, The Old Parsonage Barn is a peaceful countryside retreat designed with two in mind. Set against wide open fields and beneath some of the...

  • Sleeps 2 + cot
  • No pets
Haske Barton is a 6 bedroom thatched, dog friendly home in Crediton, South Devon.
  • Sleeps 13 + 4 cots
  • Dogs welcome
  • Changeover Sat

7 nights from £3677

Haske Barton

6080

6 bedroom thatched, dog friendly home in Crediton, South Devon.


Welcome to Haske Barton, a beautiful 16th Century Devon Longhouse nestled in a quiet, countryside setting, with wonderful grounds and gardens to enjoy. This charming Grade II Liste...

  • Sleeps 13 + 4 cots
  • Dogs welcome
  • Changeover Sat

7 nights from £3677

Upper Warren is a 3 bedroom holiday cottage with sea views in St Mawes, South Cornwall.
  • Sleeps 6 + 2 cots
  • No pets
  • Changeover Sat

7 nights from £767

Upper Warren

6070

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


Nestled in the heart of the charming harbourside village of St Mawes on the stunning Roseland peninsula, with beaches, cafes and independent shops just a stroll away, Upper Warren ...

  • Sleeps 6 + 2 cots
  • No pets
  • Changeover Sat

7 nights from £767

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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.