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 1033 holiday cottages available in September

Little Gem is a 1 bedroom holiday cottage with water views near Fowey, South Cornwall.
  • Sleeps 2
  • No pets
  • Changeover Fri

7 nights from £442

Little Gem

3002

1 bedroom holiday cottage with water views near Fowey, South Cornwall.


This lovely little waterside bolthole is perfect for couples who like walking, bird watching or messing about on the water – and those who just like to kick back and relax in comfo...

  • Sleeps 2
  • No pets
  • Changeover Fri

7 nights from £442

Cobb Cottage is a 4 bedroom, dog friendly cottage with sea views in Lyme Regis, Dorset.
  • Sleeps 8 + cot
  • Dogs welcome (1 only)
  • Changeover Fri

7 nights from £1428

Cobb Cottage

3243

4 bedroom, dog friendly cottage with sea views in Lyme Regis, Dorset.


Escape to the coast and this fabulous cottage where you can watch the seascape change all day long. Just minutes from the harbour at Lyme Regis and its iconic Cobb, this Grade I...

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

7 nights from £1428

Lavethan Mill Cottage is a 2 bedroom, rural holiday cottage near Wadebridge, North Cornwall.
  • Sleeps 4 + cot
  • No pets
  • Changeover Sun

7 nights from £1067

Lavethan Mill Cottage

3223

2 bedroom, rural holiday cottage near Wadebridge, North Cornwall.


From the minute you pull into the drive of Lavethan Mill Cottage you know you have arrived somewhere really special. Sublimely positioned amidst beautifully landscaped gardens with...

  • Sleeps 4 + cot
  • No pets
  • Changeover Sun

7 nights from £1067

Bashford Lodge is a 3 bedroom lodge with far reaching countryside views near Taunton, Somerset.
  • Sleeps 6 + cot
  • No pets
  • Changeover Fri

7 nights from £575 *

Bashford Lodge

3226

3 bedroom lodge with far reaching countryside views near Taunton, Somerset.


This fabulous Somerset property has panoramic views that will take your breath away. Set on the edge of the Quantock Hills National Landscape, in the very picturesque village of We...

  • Sleeps 6 + cot
  • No pets
  • Changeover Fri

7 nights from £575 *

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

Yachtsmans Cottage is a 2 bedroom, dog friendly cottage with views of the river in Lymington, New Forest
  • Sleeps 4 + cot
  • Dogs welcome
  • Changeover Fri

7 nights from £1492

Yachtsmans Cottage

3194

2 bedroom, dog friendly cottage with views of the river in Lymington, New Forest


A special ‘Just for Two’ rate (for the week) applies outside of school holidays, call us to book. Just moments from the water’s edge at Lymington, this semi-detached whitewashed...

  • Sleeps 4 + cot
  • Dogs welcome
  • Changeover Fri

7 nights from £1492

Horseshoe Cottage is a 2 bedroom, dog friendly apartment near the sea in Torpoint, Cornwall.
  • Sleeps 4 + cot
  • Dogs welcome (1 only)
  • Changeover Fri

7 nights from £687

Horseshoe Cottage

3213

2 bedroom, dog friendly apartment near the sea in Torpoint, Cornwall.


Want the chance to stay right in the heart of a historic country park? Then look no further than charming Horseshoe Cottage. Right on your doorstep, the 865 glorious acres of p...

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

7 nights from £687

Cremyll Lodge is a 1 bedroom, dog friendly cottage with sea views near Torpoint.
  • Sleeps 2 + cot
  • Dogs welcome (1 only)
  • Changeover Fri

7 nights from £621

Cremyll Lodge

3214

1 bedroom, dog friendly cottage with sea views near Torpoint.


Nestled in its own garden within the Mount Edgcumbe Country Park, this is a charming retreat. The park has 865 acres of woods, fields and coastline – your dog will be in heaven! ...

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

7 nights from £621

Smugglers Cottage is a 2 bedroom, dog friendly cottage near the beach in Branscombe, Devon.
  • Sleeps 4 + cot
  • Dogs welcome (1 only)
  • Changeover Fri

7 nights from £673

Smugglers Cottage

3218

2 bedroom, dog friendly cottage near the beach in Branscombe, Devon.


Smugglers Cottage is a beautiful property in a beautiful location just a mile inland from the stunning Jurassic Coast at Branscombe in east Devon. The cottage was originally one...

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

7 nights from £673

Sandy Days is a 3 bedroom, dog friendly cottage near the beach in Christchurch.
  • Sleeps 6 + cot
  • Dogs welcome (1 only)
  • Changeover Fri

7 nights from £1092

Sandy Days

3215

3 bedroom, dog friendly cottage near the beach in Christchurch.


Avon beach, Christchurch Harbour, the New Forest National Park and the Jurassic Coast are all nearby to this holiday bolthole. The cool shades of blue and the plantation shutters e...

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

7 nights from £1092

Reskivers Cottage is a 4 bedroom, rural self catering cottage near St Mawes, South Cornwall.
  • Sleeps 7 + cot
  • No pets
  • Changeover Fri

7 nights from £655 *

Reskivers Cottage

3018

4 bedroom, rural self catering cottage near St Mawes, South Cornwall.


Close to sandy beaches at Pendower and Carne, this lovely old cottage is perfect for families and those wishing to explore the beautiful Roseland peninsula. There is a big enclosed...

  • Sleeps 7 + cot
  • No pets
  • Changeover Fri

7 nights from £655 *

Readymade beds and fluffy towels; this simple but appreciated welcome is standard with us.

Loading more