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 1366 holiday cottages available in September

The Old Dairy is a 2 bedroom self catering cottage near Taunton, Somerset.
  • Sleeps 4
  • No pets
  • Changeover Fri

7 nights from £806 *

The Old Dairy

6082

2 bedroom self catering cottage near Taunton, Somerset.


The Old Dairy is a warm and cosy conversion set in the picturesque rolling hills of north Somerset. It offers spacious accommodation for up to four guests and will really strike a ...

  • Sleeps 4
  • No pets
  • Changeover Fri

7 nights from £806 *

Richmond House is a 3 bedroom, dog friendly holiday cottage near the beach in Hunstanton.
  • Sleeps 6 + cot
  • Dogs welcome
  • Changeover Fri

7 nights from £982

Richmond House

5992

3 bedroom, dog friendly holiday cottage near the beach in Hunstanton.


Discover the charm of Hunstanton with a relaxing stay at Richmond House, a light and welcoming escape perfect for adults to enjoy a coastal getaway. The glorious seaside town of Hu...

  • Sleeps 6 + cot
  • Dogs welcome
  • Changeover Fri

7 nights from £982

Tregunno Farmhouse is a 4 bedroom, dog friendly cottage in Porthleven, South Cornwall.
  • Sleeps 8 + cot
  • Dogs welcome (1 only)
  • Changeover Fri

7 nights from £1617 *

Tregunno Farmhouse

6017

4 bedroom, dog friendly cottage in Porthleven, South Cornwall.


Steeped in history yet effortlessly elegant, this sophisticated farmhouse, located near the popular harbourside village of Porthleven, is a truly special place dating back to 1790....

  • Sleeps 8 + cot
  • Dogs welcome (1 only)
  • Changeover Fri

7 nights from £1617 *

Seaview Cottage is a 3 bedroom, dog friendly holiday cottage in Crantock, North Cornwall.
  • Sleeps 6 + 2 cots
  • Dogs welcome (1 only)
  • Changeover Fri

7 nights from £1025

Seaview Cottage

6060

3 bedroom, dog friendly holiday cottage in Crantock, North Cornwall.


Nestled in the picturesque village of Crantock, this beautiful home offers the perfect retreat for families or groups of friends seeking to enjoy the best of coastal Cornwall. Only...

  • Sleeps 6 + 2 cots
  • Dogs welcome (1 only)
  • Changeover Fri

7 nights from £1025

Tramside is a A coastal getaway with panoramic views and upside-down charm
  • Sleeps 4 + cot
  • No pets

Tramside

183

A coastal getaway with panoramic views and upside-down charm


Tramside Laxey, Isle of Man 4 Guests 2 Bedrooms 2 Bathrooms No Pets A coastal getaway with panoramic views and upside-down charm Located in the picturesque village of La...

  • Sleeps 4 + cot
  • No pets
4 Mews Cottages is a A coastal haven in the heart of Peel
  • Sleeps 5 + cot
  • No pets

4 Mews Cottages

190

A coastal haven in the heart of Peel


Perfectly positioned on peaceful Factory Lane, 4 Mews Cottage sits just a stone’s throw from both the thriving main street and the inviting shoreline with sweeping sands and unforg...

  • Sleeps 5 + cot
  • No pets
Cornica is a stylish 4 bedroom, dog friendly coastal retreat with sea views near Whitsand Bay.
  • Sleeps 8 + cot
  • Dogs welcome
  • Changeover Fri

7 nights from £2175

Cornica

6068

stylish 4 bedroom, dog friendly coastal retreat with sea views near Whitsand Bay.


If you're dreaming of the coastal escape, Cornica is waiting. Set in an elevated position in the pretty hamlet of Portwrinkle, this coastal retreat offers ocean views, a sandy beac...

  • Sleeps 8 + cot
  • Dogs welcome
  • Changeover Fri

7 nights from £2175

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

7 nights from £1101

Knouchley Cottage

6032

2 bedroom self catering cottage near Bakewell.


From the moment you turn off the road and onto the drive to Knouchley Cottage you will know you are arriving at your perfect holiday retreat. Sublimely positioned amidst the hills ...

  • Sleeps 4 + cot
  • No pets
  • Changeover Fri

7 nights from £1101

Our guests rate us 4.8/5 on Feefo, the independent review site.

Ballachrink Farmhouse is a Spacious Manx farmhouse retreat for relaxed countryside stays
  • Sleeps 10 + cot
  • Dogs welcome

Ballachrink Farmhouse

184

Spacious Manx farmhouse retreat for relaxed countryside stays


Welcome to Ballachrink Farmhouse, your perfect Manx countryside family escape. A spacious and beautifully appointed family home designed for relaxation, comfort, and memorable mome...

  • Sleeps 10 + cot
  • Dogs welcome
Fuchsia Cottage is a Cosy countryside cottage for two near Laxey’s top attractions
  • Sleeps 2 + cot
  • Dogs welcome

Fuchsia Cottage

186

Cosy countryside cottage for two near Laxey’s top attractions


One of six holiday cottages at Ballachrink, Fuchsia Cottage is the smallest of the collection - an intimate and charming countryside retreat for up to two guests. This spacious sin...

  • Sleeps 2 + cot
  • Dogs welcome
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.