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

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. 

Our exclusive ferry discounts will make your island trip with Classic plain sailing.

We have 1165 holiday cottages available in September

The Old Stable is a A cosy 2 bedroom, dog friendly self catering cottage near Hawes.
  • Sleeps 3 + cot
  • Dogs welcome (1 only)
  • Changeover Fri

7 nights from £587

The Old Stable

5790

A cosy 2 bedroom, dog friendly self catering cottage near Hawes.


The Old Stable nestles in a splendid, elevated position with far reaching views of the hills and dales in the hamlet of Crackpot in the heart of the Yorkshire Dales. A delightfully...

  • Sleeps 3 + cot
  • Dogs welcome (1 only)
  • Changeover Fri

7 nights from £587

The Haven is a 2 bedroom self catering cottage near Hawes.
  • Sleeps 4 + cot
  • Dogs welcome (1 only)
  • Changeover Sat

7 nights from £638

The Haven

5778

2 bedroom self catering cottage near Hawes.


As its name implies, The Haven is a lovely stone cottage in the heart of the Yorkshire Dales in the quintessential country village of Gunnerside with its pretty bridge, picturesque...

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

7 nights from £638

Seascape is a 4 bedroom self catering cottage with sea views in Hunstanton.
  • Sleeps 8 + cot
  • No pets
  • Changeover Sat

7 nights from £1180

Seascape

5781

4 bedroom self catering cottage with sea views in Hunstanton.


Seascape is a beautifully presented home away from home in a sought-after location just a short stroll from the soft sandy beaches of Old Hunstanton, with views across to the disti...

  • Sleeps 8 + cot
  • No pets
  • Changeover Sat

7 nights from £1180

Stellan is a 3 bedroom cottage near the beach in Port Isaac, North Cornwall.
  • Sleeps 6 + cot
  • No pets
  • Changeover Sat

7 nights from £850

Stellan

5765

3 bedroom cottage near the beach in Port Isaac, North Cornwall.


Stellan is a retreat for all seasons, whether you are seeking time to relax and reset or explore and discover, it's an absolute dream. Set at the top of the village of Port Isaac, ...

  • Sleeps 6 + cot
  • No pets
  • Changeover Sat

7 nights from £850

Choose from our exclusive collection at the best prices with real time availability.

Spring View Cottage is a 1 bedroom cottage with countryside views near Dorchester, Dorset.
  • Sleeps 2 + cot
  • No pets
  • Changeover Fri

7 nights from £472

Spring View Cottage

5783

1 bedroom cottage with countryside views near Dorchester, Dorset.


A sweet bolthole for two, Spring View Cottage is nestled in the beautiful Dorset countryside. Easily accessible but far enough away to feel like you have really escaped, this compa...

  • Sleeps 2 + cot
  • No pets
  • Changeover Fri

7 nights from £472

Spring View Cottages

  • Sleeps 7 + 2 cots in 2 properties
  • Changeover Fri

7 nights from £1147

Willow Cottage is a 3 bedroom, dog friendly self catering cottage in Dersingham.
  • Sleeps 6 + cot
  • Dogs welcome
  • Changeover Sat

7 nights from £916

Willow Cottage

5757

3 bedroom, dog friendly self catering cottage in Dersingham.


Willow Cottage is situated on a private lane, nestled amongst beautiful gardens and within easy walking distance of the village shops and supermarket and just a stone's throw from ...

  • Sleeps 6 + cot
  • Dogs welcome
  • Changeover Sat

7 nights from £916

Home Farm Retreat

  • Sleeps 22 + 10 cots in 5 properties
  • Changeover Fri

7 nights from £6525

Fisherman's Den is a 2 bedroom, dog friendly self catering cottage near Lutterworth.
  • Sleeps 2 + 2 cots
  • Dogs welcome
  • Changeover Fri

7 nights from £1156

Fisherman's Den

5558

2 bedroom, dog friendly self catering cottage near Lutterworth.


Encompassed by serene woodland surroundings, Fisherman's Den offers a perfect retreat for friends to enjoy time together. This bijou cottage features two cosy single bedrooms, each...

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

7 nights from £1156

Caigemdar is a 2 bedroom, dog friendly self catering cottage near Lutterworth.
  • Sleeps 4 + 2 cots
  • Dogs welcome
  • Changeover Fri

7 nights from £1239

Caigemdar

5557

2 bedroom, dog friendly self catering cottage near Lutterworth.


Welcome to this gorgeous holiday cottage, a contemporary retreat thoughtfully renovated from charming old farm buildings. Perfectly situated amongst 30 acres of countryside yet onl...

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

7 nights from £1239

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

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