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. 

We have 988 holiday cottages available in September

The Hayloft is a 2 bedroom thatched, dog friendly cottage near Okehampton, Devon.
  • Sleeps 4 + cot
  • Dogs welcome
  • Changeover Fri

7 nights from £650

The Hayloft

5734

2 bedroom thatched, dog friendly cottage near Okehampton, Devon.


Escape to rural Devon bliss and become an Exbourne village local for a week; from walking the numerous bridle paths to popping to the local pub for a swift half, not forgetting you...

  • Sleeps 4 + cot
  • Dogs welcome
  • Changeover Fri

7 nights from £650

The Threshing Barn is a 3 bedroom, dog friendly holiday cottage near Okehampton, North Devon.
  • Sleeps 7 + 2 cots
  • Dogs welcome
  • Changeover Fri

7 nights from £600 *

The Threshing Barn

5733

3 bedroom, dog friendly holiday cottage near Okehampton, North Devon.


Nestled in a quaint west Devon village, escape to the tranquility of village life and a slower pace at The Threshing Barn. This newly fully refurbished barn offers style and charm ...

  • Sleeps 7 + 2 cots
  • Dogs welcome
  • Changeover Fri

7 nights from £600 *

Ty Coedwig Treehouse is a Luxury treehouse with outdoor bathtub in Powys, Wales.
  • Sleeps 2 + 2 cots
  • No pets
  • Changeover Fri

From £170 per night

Ty Coedwig Treehouse

5729

Luxury treehouse with outdoor bathtub in Powys, Wales.


Embrace nature with a stay in this most magical setting, a beautiful handcrafted treehouse complete with an al fresco bathtub, set in tranquil woodland and surrounded by nature, de...

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

From £170 per night

Mera Ghar is a 5 bedroom, dog friendly holiday cottage near Plymouth, South Devon.
  • Sleeps 10 + 3 cots
  • Dogs welcome
  • Changeover Fri

7 nights from £1325

Mera Ghar

5713

5 bedroom, dog friendly holiday cottage near Plymouth, South Devon.


Escape to a south west holiday abode of dreams, on the outskirts of the maritime city of Plymouth, with the beauty of Dartmoor on your doorstep. From style to fun, no detail has be...

  • Sleeps 10 + 3 cots
  • Dogs welcome
  • Changeover Fri

7 nights from £1325

Spring View is a 3 bedroom rural cottage near the sea and close to Dorchester, Dorset.
  • Sleeps 5 + cot
  • No pets
  • Changeover Fri

7 nights from £694

Spring View

5686

3 bedroom rural cottage near the sea and close to Dorchester, Dorset.


A family-friendly holiday home situated in a beautiful, rural Dorset hamlet, with countryside views galore. Recently renovated throughout, Spring View offers a peaceful escape from...

  • Sleeps 5 + cot
  • No pets
  • Changeover Fri

7 nights from £694

View
  • 20% off

    26 Jul 2024 - 2 Aug 2024

    £1285.00 £1028.00

  • 20% off

    2 Aug 2024 - 9 Aug 2024

    £1285.00 £1028.00

Camellia Cottage is a 3 bedroom, dog friendly holiday cottage in Brixham, South Devon.
  • Sleeps 6 + 2 cots
  • Dogs welcome
  • Changeover Sat

7 nights from £1044

Camellia Cottage

5680

3 bedroom, dog friendly holiday cottage in Brixham, South Devon.


This beautiful Grade II Listed barn has been converted and furnished to the highest of standards. Nestled in the most peaceful countryside setting, it is just a hop, skip and jump ...

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

7 nights from £1044

The Laundry is a 2 bedroom, dog friendly self catering cottage near Polegate.
  • Sleeps 4
  • Dogs welcome
  • Changeover Fri

7 nights from £824

The Laundry

5650

2 bedroom, dog friendly self catering cottage near Polegate.


This retro-style retreat is the perfect place to relax, recharge and reconnect. It sits in the picturesque downland village of Jevington within the South Downs National Park, just ...

  • Sleeps 4
  • Dogs welcome
  • Changeover Fri

7 nights from £824

Rose's Loft is a 1 bedroom, dog friendly cottage near the beach in Porthallow.
  • Sleeps 2 + cot
  • Dogs welcome (1 only)
  • Changeover Fri

From £117 per night

Rose's Loft

5707

1 bedroom, dog friendly cottage near the beach in Porthallow.


With pastoral views of the surrounding woodland and within serpentine splendour, the conversion of this milking barn took place in 2021 to create a stunning bijou abode. Located a ...

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

From £117 per night

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High Cliff is a 4 bedroom, dog friendly holiday cottage with sea views near Cardigan.
  • Sleeps 8 + cot
  • Dogs welcome (1 only)
  • Changeover Fri

7 nights from £995 *

High Cliff

5731

4 bedroom, dog friendly holiday cottage with sea views near Cardigan.


Located in the stunning hamlet of Gwbert, near Cardigan, directly opposite the shimmering water of the Teifi Estuary with far reaching, spectacular sea views across Cardigan Bay. H...

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

7 nights from £995 *

View
  • 25% off

    19 Jul 2024 - 26 Jul 2024

    £1652.00 £1458.00

  • 20% off

    9 Aug 2024 - 16 Aug 2024

    £1652.00 £1555.20

  • 20% off

    16 Aug 2024 - 23 Aug 2024

    £1652.00 £1555.20

Hayesland Lodge is a 1 bedroom, dog friendly self catering cottage near Rye.
  • Sleeps 2 + cot
  • Dogs welcome (1 only)
  • Changeover Sat

7 nights from £680

Hayesland Lodge

5700

1 bedroom, dog friendly self catering cottage near Rye.


This gem is situated in a peaceful and tranquil setting in a National Landscape (an Area of Outstanding Natural Beauty) with farmland views, a short drive from the coast and the me...

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

7 nights from £680

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