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 1400 holiday cottages available in September

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 outbuilding, 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

Cwtch y Rhos is a 1 bedroom self catering cottage near the beach in Fishguard.
  • Sleeps 2 + cot
  • No pets
  • Changeover Fri

7 nights from £490

Cwtch y Rhos

6086

1 bedroom self catering cottage near the beach in Fishguard.


Escape to Cwtch y Rhos for a romantic getaway. Nestling within walking distance of the centre of the historic coastal town of Fishguard and the picturesque harbour of Lower Town, e...

  • Sleeps 2 + cot
  • No pets
  • Changeover Fri

7 nights from £490

The Cygnet - Lodge 11 is a 2 bedroom self catering cottage near Chard, Somerset.
  • Sleeps 4 + cot
  • No pets
  • Changeover Fri

7 nights from £986 *

The Cygnet - Lodge 11

6044

2 bedroom self catering cottage near Chard, Somerset.


Situated close to the borders of Somerset, Dorset and Devon, is The Cygnet - Lodge 11, a luxury Scandinavian style lodge. It is part of the select Swandown gated development, which...

  • Sleeps 4 + cot
  • No pets
  • Changeover Fri

7 nights from £986 *

Glen Cottage is a 2 bedroom, dog friendly cottage with sea views near Dartmouth.
  • Sleeps 4 + 2 cots
  • Dogs welcome
  • Changeover Fri

7 nights from £824

Glen Cottage

6076

2 bedroom, dog friendly cottage with sea views near Dartmouth.


Welcome to Glen Cottage, a beautiful Grade II Listed thatched cottage which oozes charm and character. Nestled in the heart of one of the South Hams picture-perfect coastal village...

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

7 nights from £824

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

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

7 nights from £1265

East Cottage

6087

2 bedroom self catering cottage near Tenby.


Immersed in idyllic woodland amongst rolling meadows in a secluded corner, East Cottage offers the perfect tranquil Welsh retreat, yet is only seven miles from the heart of bustlin...

  • Sleeps 4 + cot
  • No pets
  • Changeover Fri

7 nights from £1265

Elfie is a Fairytale cabin with wood-burner and landscape views in Shropshire.
  • Sleeps 2
  • No pets
  • Changeover Fri

7 nights from £555

Elfie

6062

Fairytale cabin with wood-burner and landscape views in Shropshire.


Nestled in the heart of the Shropshire Hills, this unique hideaway is a fairytale getaway, come to life. Only five miles from the Welsh border, this otherworldly structure could ha...

  • Sleeps 2
  • No pets
  • Changeover Fri

7 nights from £555

Load 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.