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 1131 holiday cottages available in September

Ivy House is a 4 bedroom, dog friendly self catering cottage near Thirsk.
  • Sleeps 7 + 2 cots
  • Dogs welcome
  • Changeover Fri

7 nights from £898

Ivy House

5611

4 bedroom, dog friendly self catering cottage near Thirsk.


Nestled in the picturesque Yorkshire village of Borrowby, Ivy House is a beautifully renovated farmhouse steeped in history and with bags of character which gives a nod to its hist...

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

7 nights from £898

Bluebells is a 2 bedroom, dog friendly self catering cottage near Bridport, Dorset.
  • Sleeps 4 + cot
  • Dogs welcome (1 only)
  • Changeover Fri

7 nights from £924

Bluebells

5624

2 bedroom, dog friendly self catering cottage near Bridport, Dorset.


Tucked away in a quiet location, yet just a stone's throw from bustling Bridport and the Jurassic Coast, you will find Bluebells. Situated at the end of a pretty row of cottages, t...

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

7 nights from £924

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

Thanckes Lodge is a 3 bedroom, dog friendly cottage with sea views near Whitsand Bay.
  • Sleeps 6 + cot
  • Dogs welcome
  • Changeover Fri

7 nights from £1100

Thanckes Lodge

5578

3 bedroom, dog friendly cottage with sea views near Whitsand Bay.


Seeking a seaside escape, then come and discover our coastal homestay, with stunning ocean views, a short stroll to the beach, use of a private spa area and miles of coastal walks ...

  • Sleeps 6 + cot
  • Dogs welcome
  • Changeover Fri

7 nights from £1100

Beacon Hill Barn is a 2 bedroom self catering cottage near Midhurst.
  • Sleeps 4 + cot
  • No pets
  • Changeover Fri

7 nights from £1020

Beacon Hill Barn

5644

2 bedroom self catering cottage near Midhurst.


This gorgeous barn sits in the heart of the South Downs National Park providing an excellent base for all types of rural pursuits and is perfectly positioned for visiting the towns...

  • Sleeps 4 + cot
  • No pets
  • Changeover Fri

7 nights from £1020

Inglefield is a 4 bedroom, dog friendly holiday cottage near the beach in St Helens.
  • Sleeps 7 + 2 cots
  • Dogs welcome (1 only)
  • Changeover Fri

7 nights from £1056

Inglefield

5637

4 bedroom, dog friendly holiday cottage near the beach in St Helens.


This beautiful home close to Bembridge Harbour is a space to enjoy with family and friends. From exploring the bays and beaches to the rolling countryside and historic castles, Ing...

  • Sleeps 7 + 2 cots
  • Dogs welcome (1 only)
  • Changeover Fri

7 nights from £1056

Horizons is a 1 bedroom apartment with sea views in Ilfracombe, North Devon.
  • Sleeps 2
  • No pets
  • Changeover Fri

7 nights from £471

Horizons

5548

1 bedroom apartment with sea views in Ilfracombe, North Devon.


Perched high, with a bird's eye view of Ilfracombe harbour and the horizon beyond, you will discover this gorgeous coastal apartment that offers the perfect north Devon location fo...

  • Sleeps 2
  • No pets
  • Changeover Fri

7 nights from £471

Rock is a 2 bedroom, dog friendly cottage with sea views in Ilfracombe, Devon.
  • Sleeps 3 + cot
  • Dogs welcome (1 only)
  • Changeover Fri

7 nights from £538

Rock

5549

2 bedroom, dog friendly cottage with sea views in Ilfracombe, Devon.


This newly renovated artist-style residence located in Ilfracombe's harbour area is a short flat walk to Wildersmouth beach and the harbour. The house has been refurbished to high ...

  • Sleeps 3 + cot
  • Dogs welcome (1 only)
  • Changeover Fri

7 nights from £538

The Little Dairy Park Farm is a 2 bedroom, dog friendly holiday cottage near Ryde, Isle of Wight.
  • Sleeps 5 + cot
  • Dogs welcome
  • Changeover Fri

7 nights from £694

The Little Dairy Park Farm

5636

2 bedroom, dog friendly holiday cottage near Ryde, Isle of Wight.


This welcoming retreat is close to the pretty village of Seaview and the sandy beach at Ryde, and has the Isle of Wight Gin Distillery within walking distance. Thoughtfully present...

  • Sleeps 5 + cot
  • Dogs welcome
  • Changeover Fri

7 nights from £694

Need more time? Reserve any cottage for up to 24 hours before booking.

Woodlands is a 5 bedroom, dog friendly holiday cottage near Exmouth, South Devon.
  • Sleeps 9 + 2 cots
  • Dogs welcome
  • Changeover Sat

7 nights from £1836

Woodlands

5623

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


Introducing a super family-friendly home, lovingly furnished and equipped to offer that perfect venue for any special celebration or multigenerational family holiday. Woodlands off...

  • Sleeps 9 + 2 cots
  • Dogs welcome
  • Changeover Sat

7 nights from £1836

The Boathouse is a 2 bedroom, dog friendly cottage with sea views near Helford.
  • Sleeps 4 + cot
  • Dogs welcome (1 only)
  • Changeover Fri

7 nights from £867

The Boathouse

5553

2 bedroom, dog friendly cottage with sea views near Helford.


Sheltering under a canopy of oak foliage, this former boathouse rests at the water's edge on the tranquil banks of the Helford River. It has been lovingly yet sympathetically resto...

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

7 nights from £867

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