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. 

Isle of Wight Ferry Booking Our exclusive ferry discounts will make your island trip with Classic plain sailing.

We have 1050 holiday cottages available in September

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

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.


Set on the banks of the creek with tranquil views of the water which ebbs and flows with the tide, this really is a relaxing retreat. Set in the heart of the peaceful village of St...

  • 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

Tresillian House is a 8 bedroom, dog friendly holiday home near Newquay, North Cornwall.
  • Sleeps 16 + 2 cots
  • Dogs welcome (1 only)
  • Changeover Sat

7 nights from £4880

Tresillian House

5715

8 bedroom, dog friendly holiday home near Newquay, North Cornwall.


Looking for the fabulous getaway for a large family holiday, a celebratory escape or simply an excuse to get together with friends, then come and lord it up at the magnificent Tres...

  • Sleeps 16 + 2 cots
  • Dogs welcome (1 only)
  • Changeover Sat

7 nights from £4880

Lynnfield Hall is a 2 bedroom, dog friendly apartment near the beach in Hunstanton.
  • Sleeps 4 + cot
  • Dogs welcome (1 only)
  • Changeover Sat

7 nights from £829

Lynnfield Hall

5760

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


Hunstanton is a charming Victorian seaside town situated on the glorious Norfolk coast and Lynnfield Hall is ideally placed close to the High Street and scenic promenade. Known loc...

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

7 nights from £829

The Apple Store is a 6 bedroom, dog friendly holiday home near Newquay, North Cornwall.
  • Sleeps 12 + 2 cots
  • Dogs welcome (1 only)
  • Changeover Sat

7 nights from £2095 *

The Apple Store

5714

6 bedroom, dog friendly holiday home near Newquay, North Cornwall.


Part of the glorious Tresillian Estate, this gorgeous homestay is set in secluded grounds and gardens, surrounded by Cornish countryside. With a huge open plan living space, en sui...

  • Sleeps 12 + 2 cots
  • Dogs welcome (1 only)
  • Changeover Sat

7 nights from £2095 *

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

Fron Haul is a 1 bedroom self catering cottage near Cardigan.
  • Sleeps 2
  • No pets
  • Changeover Fri

7 nights from £500

Fron Haul

5773

1 bedroom self catering cottage near Cardigan.


Imagine getting away-from-it-all to an enchanting, Grade II Listed, 19th Century limewashed, traditional Welsh stone cottage, steeped in Welsh history, soul and tradition, with bea...

  • Sleeps 2
  • No pets
  • Changeover Fri

7 nights from £500

Mounts Bay Cottage is a 2 bedroom, dog friendly cottage near the beach near Marazion.
  • Sleeps 4
  • Dogs welcome
  • Changeover Fri

7 nights from £686 *

Mounts Bay Cottage

5593

2 bedroom, dog friendly cottage near the beach near Marazion.


Nestled in a quaint Cornish hamlet, a 15 minute stroll will take you to the sandy beach of Perranuthnoe and further along you will reach the breathtaking St Michael's Mount. Mounts...

  • Sleeps 4
  • Dogs welcome
  • Changeover Fri

7 nights from £686 *

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