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 Workshop is a 3 bedroom, dog friendly self catering cottage near Lutterworth.
  • Sleeps 5 + 2 cots
  • Dogs welcome
  • Changeover Fri

7 nights from £1239

The Old Workshop

5556

3 bedroom, dog friendly self catering cottage near Lutterworth.


Perfectly placed in the serene countryside near the village of Shawell, this charming cottage is part of a cluster of dwellings encircling a shared gravel courtyard which is anchor...

  • Sleeps 5 + 2 cots
  • Dogs welcome
  • Changeover Fri

7 nights from £1239

Coach House is a 3 bedroom, dog friendly self catering cottage near Lutterworth.
  • Sleeps 5 + 2 cots
  • Dogs welcome
  • Changeover Fri

7 nights from £1404

Coach House

5555

3 bedroom, dog friendly self catering cottage near Lutterworth.


A truly welcoming holiday home awaits your stay, located in the pleasant village of Cotesbach in rural Leicestershire right in the heart of the Midlands. This three bedroom luxury ...

  • Sleeps 5 + 2 cots
  • Dogs welcome
  • Changeover Fri

7 nights from £1404

Lachlan's Barn is a 3 bedroom, dog friendly self catering cottage near Lutterworth.
  • Sleeps 6 + 2 cots
  • Dogs welcome
  • Changeover Fri

7 nights from £1487

Lachlan's Barn

5554

3 bedroom, dog friendly self catering cottage near Lutterworth.


Lachlan's Barn is a charming blend of rustic charm and modern comfort set within a beautifully converted farm building boasting open plan living and three en suite bedrooms. The...

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

7 nights from £1487

Clifftops is a 3 bedroom self catering cottage with sea views in Hunstanton.
  • Sleeps 6 + cot
  • No pets
  • Changeover Sat

7 nights from £1100

Clifftops

5758

3 bedroom self catering cottage with sea views in Hunstanton.


Clifftops is perfectly placed in a sought-after location in Hunstanton enjoying fabulous views of the lighthouse and changing tides, with front row seats to experience the amazing ...

  • Sleeps 6 + cot
  • No pets
  • Changeover Sat

7 nights from £1100

To The Beach is a 3 bedroom, dog friendly holiday cottage near the beach near Pembroke.
  • Sleeps 4 + cot
  • Dogs welcome
  • Changeover Fri

7 nights from £623 *

To The Beach

5776

3 bedroom, dog friendly holiday cottage near the beach near Pembroke.


To The Beach nestles just a short walk from the golden sands and rolling surf of West Angle Beach, in the historic seafaring village of Angle, offering a perfect blend of natural b...

  • Sleeps 4 + cot
  • Dogs welcome
  • Changeover Fri

7 nights from £623 *

The Barton is a 1 bedroom, dog friendly cottage near the sea near Truro, Cornwall.
  • Sleeps 2 + cot
  • Dogs welcome (1 only)
  • Changeover Sat

7 nights from £781

The Barton

5752

1 bedroom, dog friendly cottage near the sea near Truro, Cornwall.


A stylish, boutique cottage which is the perfect romantic getaway, close to the tranquil shores of Restronguet Creek. This little hideaway is ideal for just the two of you, and of ...

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

7 nights from £781

Each and every one of our cottages is fully equipped with everything you’ll need on holiday.

Condurro House is a 3 bedroom, dog friendly cottage with sea views near Truro, Cornwall.
  • Sleeps 6 + cot
  • Dogs welcome (1 only)
  • Changeover Fri

7 nights from £1077

Condurro House

5767

3 bedroom, dog friendly cottage with sea views near Truro, Cornwall.


With tranquil views of the mesmerising flow of the ebbing tide, this really is a relaxing retreat. Set in the heart of the peaceful village of St Clement on the Tresillian river, y...

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

7 nights from £1077

Pucks Oak is a 4 bedroom, dog friendly holiday cottage with sea views in Seaview.
  • Sleeps 8 + 2 cots
  • Dogs welcome
  • Changeover Sat

7 nights from £1071

Pucks Oak

5698

4 bedroom, dog friendly holiday cottage with sea views in Seaview.


Within moments of the seafront at Seaview, with off-street parking and a lovely garden, semi-detached Pucks Oak is a great home-from-home to enjoy with friends and family. With the...

  • Sleeps 8 + 2 cots
  • Dogs welcome
  • Changeover Sat

7 nights from £1071

The Lookout is a 2 bedroom, dog friendly apartment with sea views, near Studland.
  • Sleeps 4 + cot
  • Dogs welcome (1 only)
  • Changeover Sat

7 nights from £773

The Lookout

5763

2 bedroom, dog friendly apartment with sea views, near Studland.


In an elevated position with views out to Swanage Bay, The Lookout is a modern, stylish, first floor apartment for up to four lucky guests and their four-legged friend to enjoy. Ta...

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

7 nights from £773

Laundry Cottage is a 1 bedroom, dog friendly holiday cottage near Newquay, North Cornwall.
  • Sleeps 2 + cot
  • Dogs welcome (1 only)
  • Changeover Sat

7 nights from £808

Laundry Cottage

5709

1 bedroom, dog friendly holiday cottage near Newquay, North Cornwall.


Take the leafy drive that leads into the stunning Tresillian Estate where this little beauty is waiting to treat you and your loved one to a romantic getaway and wonderful escape f...

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

7 nights from £808

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