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 1356 holiday cottages available in September

Bluebell is a 2 bedroom, dog friendly holiday cottage near Exeter, Devon.
  • Sleeps 2 + cot
  • Dogs welcome
  • Changeover Fri

7 nights from £890

Bluebell

6178

2 bedroom, dog friendly holiday cottage near Exeter, Devon.


Whether you're looking for coast or countryside, this beautiful semi-detached cottage is located perfectly. Boasting a bubbling hot tub, tree-top terrace, tennis court and a fabulo...

  • Sleeps 2 + cot
  • Dogs welcome
  • Changeover Fri

7 nights from £890

Seren is a Converted 1900s railway wagon with an outdoor bath in Wales.
  • Sleeps 2
  • No pets
  • Changeover Fri

7 nights from £588

Seren

6134

Converted 1900s railway wagon with an outdoor bath in Wales.


Sheltered at the foot of Dolfan Hill, Seren is a beautifully converted blue railway wagon offering the ultimate romantic escape in the Welsh countryside. This special hideaway invi...

  • Sleeps 2
  • No pets
  • Changeover Fri

7 nights from £588

Juniper is a Converted 1900s railway wagon with an outdoor bath in Wales.
  • Sleeps 2
  • No pets
  • Changeover Fri

7 nights from £588

Juniper

6133

Converted 1900s railway wagon with an outdoor bath in Wales.


Nestled at the foot of Dolfan Hill, Juniper is an olive-green converted railway wagon offering the ultimate Welsh countryside escape. Lovingly restored from an early 1900s wagon, t...

  • Sleeps 2
  • No pets
  • Changeover Fri

7 nights from £588

Larkspur Cottage is a 3 bedroom, dog friendly cottage near the beach in Praa Sands.
  • Sleeps 6 + 2 cots
  • Dogs welcome
  • Changeover Sat

7 nights from £757 *

Larkspur Cottage

6151

3 bedroom, dog friendly cottage near the beach in Praa Sands.


Located in the peaceful village of Germoe in west Cornwall, Larkspur Cottage is a picture-perfect thatched home brimming with history, charm and countryside tranquility. This encha...

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

7 nights from £757 *

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British Travel Awards 2025
Best company for UK holiday home rentals

Bee's Cottage is a 2 bedroom, dog friendly holiday cottage near the beach in Heacham.
  • Sleeps 4 + cot
  • Dogs welcome
  • Changeover Fri

7 nights from £862

Bee's Cottage

6155

2 bedroom, dog friendly holiday cottage near the beach in Heacham.


Escape to the stunning Norfolk coast and stay at Bee's Cottage that sits in the pretty village of Heacham. Sleeping up to four guests, this welcoming abode is perfect for couples, ...

  • Sleeps 4 + cot
  • Dogs welcome
  • Changeover Fri

7 nights from £862

Horizons is a 3 bedroom cottage with sea views in Praa Sands, West Cornwall.
  • Sleeps 6 + 2 cots
  • No pets
  • Changeover Sat

7 nights from £1150

Horizons

6177

3 bedroom cottage with sea views in Praa Sands, West Cornwall.


Horizons is a stunning coastal home set back from the sandy beach and turquoise sea at beautiful Praa Sands, one of Cornwall’s most loved beach destinations. Sleeping six guest...

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

7 nights from £1150

The Grove is a 2 bedroom, dog friendly holiday cottage near Truro, South Cornwall.
  • Sleeps 4 + 2 cots
  • Dogs welcome
  • Changeover Fri

7 nights from £600

The Grove

6089

2 bedroom, dog friendly holiday cottage near Truro, South Cornwall.


Nestled in a peaceful nook of rural south Cornwall you will find this charming traditional cottage; perfectly located to explore this stunning part of the county. The large dramati...

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

7 nights from £600

Harbour Haven is a 2 bedroom apartment with sea views in Falmouth, South Cornwall.
  • Sleeps 4 + cot
  • No pets
  • Changeover Fri

7 nights from £655

Harbour Haven

6103

2 bedroom apartment with sea views in Falmouth, South Cornwall.


Perfectly positioned to enjoy wonderful harbour views of Falmouth; this welcoming two bedroom, first floor apartment boasts a relaxed coastal feel throughout and is waiting for you...

  • Sleeps 4 + cot
  • No pets
  • Changeover Fri

7 nights from £655

Robinsons Cottage is a 1 bedroom self catering cottage in Mullion, West Cornwall.
  • Sleeps 2 + cot
  • No pets
  • Changeover Thu

7 nights from £521

Robinsons Cottage

6160

1 bedroom self catering cottage in Mullion, West Cornwall.


A sweet and well-appointed cottage set within a secluded and enchanting country estate, near all the prime locations for exploration on the Lizard peninsula. It's the perfect pad t...

  • Sleeps 2 + cot
  • No pets
  • Changeover Thu

7 nights from £521

Bochym Manor

  • Sleeps 20 + 6 cots in 5 properties
  • Changeover Sun

7 nights from £3393

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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.