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 1147 holiday cottages available in September

Trevaskis Farmhouse is a 6 bedroom, dog friendly self catering home near Hayle, West Cornwall.
  • Sleeps 12 + 2 cots
  • Dogs welcome
  • Changeover Fri

7 nights from £2500 * booking fees included

Trevaskis Farmhouse

6166

6 bedroom, dog friendly self catering home near Hayle, West Cornwall.


Set within 28 acres of beautiful Cornish countryside, Trevaskis Farmhouse offers a truly special stay in the heart of rural west Cornwall. Located within the grounds of the much-lo...

  • Sleeps 12 + 2 cots
  • Dogs welcome
  • Changeover Fri

7 nights from £2500 *

Riverside is a 2 bedroom, dog friendly cottage with sea views in Flushing, Cornwall.
  • Sleeps 4 + cot
  • Dogs welcome (1 only)
  • Changeover Sat

7 nights from £615 booking fees included

Riverside

6163

2 bedroom, dog friendly cottage with sea views in Flushing, Cornwall.


Tucked away in the pretty, waterside village of Flushing, this lovely terraced property is perfectly located in a peaceful spot and just a short stroll downhill to the water, only ...

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

7 nights from £615

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Carn Marth Lodge is a 4 bedroom self catering cottage near Portreath, North Cornwall.
  • Sleeps 8 + 2 cots
  • No pets
  • Changeover Sat

7 nights from £1588 * booking fees included

Carn Marth Lodge

6198

4 bedroom self catering cottage near Portreath, North Cornwall.


From the moment you arrive at Carn Marth Lodge, it's clear this is somewhere rather special. Beautifully designed throughout with luxurious finishes, generous living spaces and exc...

  • Sleeps 8 + 2 cots
  • No pets
  • Changeover Sat

7 nights from £1588 *

Porto Cottage is a 1 bedroom, dog friendly cottage near the beach in St Agnes, Cornwall.
  • Sleeps 2 + cot
  • Dogs welcome (1 only)
  • Changeover Fri

7 nights from £724 booking fees included

Porto Cottage

6195

1 bedroom, dog friendly cottage near the beach in St Agnes, Cornwall.


This stylish hideaway with individual interiors is set in a peaceful location just a short walk from the heart of the trendy, yet historic, village of St Agnes. Porto Cottage is a ...

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

7 nights from £724

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Boothgate is a 4 bedroom, dog friendly self catering cottage near Belper.
  • Sleeps 8 + cot
  • Dogs welcome
  • Changeover Fri

7 nights from £1584 booking fees included

Boothgate

6190

4 bedroom, dog friendly self catering cottage near Belper.


Welcome to Boothgate, a wonderfully quirky countryside retreat perched on the edge of the breathtaking Peak District. Bursting with personality, colour and unexpected touches, this...

  • Sleeps 8 + cot
  • Dogs welcome
  • Changeover Fri

7 nights from £1584

Island Cottage is a 3 bedroom cottage with sea views in Bigbury-on-Sea, South Devon.
  • Sleeps 7 + 2 cots
  • No pets
  • Changeover Fri

7 nights from £1397 booking fees included

Island Cottage

6196

3 bedroom cottage with sea views in Bigbury-on-Sea, South Devon.


Welcome to Island Cottage, nestled in the sought-after village of Bigbury-on-Sea, its elevated location provides beautiful views of both Bigbury beach, Bantham beach and the iconic...

  • Sleeps 7 + 2 cots
  • No pets
  • Changeover Fri

7 nights from £1397

Paloma is a Converted horsebox with outdoor bath near Malmesbury.
  • Sleeps 2
  • Dogs welcome (1 only)
  • Changeover Fri

From £100 per night + £53 booking fees

Paloma

6187

Converted horsebox with outdoor bath near Malmesbury.


Set in serene countryside near the Cotswolds, Paloma, a beautifully converted vintage horsebox, invites you to truly switch off and enjoy a peaceful break. Leave the daily rout...

  • Sleeps 2
  • Dogs welcome (1 only)
  • Changeover Fri

From £100 per night

1 South Terrace is a 3 bedroom, dog friendly cottage with sea views in Penzance, Cornwall.
  • Sleeps 6 + 2 cots
  • Dogs welcome
  • Changeover Fri

7 nights from £1239 booking fees included

1 South Terrace

6162

3 bedroom, dog friendly cottage with sea views in Penzance, Cornwall.


Wake up to the sound of the sea, breathe in the salty air and experience one of Penzance’s most enviable locations. Perfectly positioned overlooking the seafront and iconic promena...

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

7 nights from £1239

Admiral's Den is a 2 bedroom, dog friendly apartment near the beach in Penzance.
  • Sleeps 4 + 2 cots
  • Dogs welcome (1 only)
  • Changeover Sat

7 nights from £668 * booking fees included

Admiral's Den

6169

2 bedroom, dog friendly apartment near the beach in Penzance.


Step into a piece of Cornish history at Admiral’s Den, a two-bedroom apartment occupying a wing of the magnificent Grade II Listed Georgian Nancealverne House. Set within 25 acres ...

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

7 nights from £668 *

Nancealverne Estate

  • Sleeps 8 + 4 cots in 2 properties
  • Changeover Sat

7 nights from £1555.65 booking fees included

We’re here to help you find your perfect place to stay 7 days a week.

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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.