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 1135 holiday cottages available in September

Bwthyn Gynon is a 2 bedroom, dog friendly holiday cottage near the sea near Fishguard.
  • Sleeps 4 + cot
  • Dogs welcome (1 only)
  • Changeover Fri

7 nights from £460 *

Bwthyn Gynon

5659

2 bedroom, dog friendly holiday cottage near the sea near Fishguard.


Make Bwthyn Gynon your happy place. A heavenly traditional Welsh quarryman's cottage which has been beautifully renovated by effortlessly introducing contemporary, sympathetic comf...

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

7 nights from £460 *

Ty Blawd is a 1 bedroom self catering cottage with sea views near Fishguard.
  • Sleeps 2 + cot
  • No pets
  • Changeover Sat

7 nights from £572

Ty Blawd

5658

1 bedroom self catering cottage with sea views near Fishguard.


Make Ty Blawd your special place. A most romantic rural retreat for two, located on the rugged cliffs of Strumble Head with an abundance of luxury, style and through the large pict...

  • Sleeps 2 + cot
  • No pets
  • Changeover Sat

7 nights from £572

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

Swn y Morloi Cottage is a 1 bedroom self catering cottage with sea views near Fishguard.
  • Sleeps 2 + cot
  • No pets
  • Changeover Sat

7 nights from £512

Swn y Morloi Cottage

5657

1 bedroom self catering cottage with sea views near Fishguard.


Swn y Morloi Cottage (Sound of the Seals) is a heavenly little gem, sleeping two and sitting on the clifftops at Strumble Head enjoying mesmerising sea and coastal views stretching...

  • Sleeps 2 + cot
  • No pets
  • Changeover Sat

7 nights from £512

Tal y Gaer is a 2 bedroom, dog friendly cottage with sea views near Fishguard.
  • Sleeps 4 + cot
  • Dogs welcome (1 only)
  • Changeover Sat

7 nights from £515 *

Tal y Gaer

5656

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


An enchanting, dog-friendly, original whitewashed farmhouse, sleeping four, nestling on Strumble Head peninsula in the magnificent Pembrokeshire Coast National Park. Take in the br...

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

7 nights from £515 *

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

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

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