Luxury 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.

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 955 holiday cottages available in September

2 bedroom, rural self catering cottage near the beach in Brighstone, Isle of Wight


One of two beautifully converted barns right in the heart of the Island's Area of Outstanding Natural Beauty. Equipped and decorated to a high standard mixing the charming features...

  • Sleeps 4 + cot
  • Regret no pets
  • Changeover Fri

Price per week £408 - £607

2 bedroom, dog friendly self catering cottage in Godshill, Isle of Wight


Bagwich Barn Cottage is located in a stunning setting within the grounds of the main house and with two other barns available for larger parties. A charming sun-room to the front o...

  • Sleeps 4 + cot
  • Dogs welcome
  • Changeover Sat

Price per week £408 - £714

Each and every one of our cottages is fully equipped with everything you’ll need on holiday.

2 bedroom self catering apartment with sea views in Ventnor, Isle of Wight


6 St Joseph’s has stunning panoramic sea views, which you can sit and admire from the balcony, living room and master bedroom! Ideally positioned between Bonchurch and Ventnor this...

  • Sleeps 4 + 2 cots
  • Regret no pets
  • Changeover Fri

Price per week £408 - £536

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


Nestling above the River Camel in a serene wooded valley, Beechwood is a contemporary, semi-detached single-storey property where peace and quiet are the order of the day. Thoughtf...

  • Sleeps 4 + cot
  • Regret no pets
  • Changeover Sat

Price per week £408 - £544

2 bedroom holiday apartment near the beach in Brixham, South Devon.


Located in the heart of Brixham, 1 Pump Street Mews, a bright and airy apartment, provides a great base to return to after a day exploring or relaxing in this spectacular part of t...

  • Sleeps 4
  • Regret no pets
  • Changeover Sat

Price per week £408 - £549

2 bedroom dog friendly holiday cottage near Bridport, Dorset.


The pretty Dorset village of Drimpton is set in lovely countryside a short drive inland from the stunning Jurassic Coast. This original school house has been converted into extreme...

  • Sleeps 4 + cot
  • Dogs welcome
  • Changeover Fri

Price per week £409 - £533

2 bedroom, rural holiday cottage near Mawgan Porth, North Cornwall.


What a great cottage this is – Lambkin Cottage has a cosy open plan living area on the first floor, the ideal place to plan the day ahead, and a choice of three areas to sit out an...

  • Sleeps 4 + cot
  • Regret no pets
  • Changeover Fri

Price per week £409 - £546

2 bedroom, dog friendly holiday cottage near Bovey Tracey, Dartmoor.


The Forge, next door to The Cob (2676), is single-storey and has its own small patio-area to one side. Very warm and cosy inside, this is a pretty cottage (watch the step down to t...

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

Price per week £410 - £551

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

2 bedroom, dog friendly holiday cottage near Bude, North Cornwall.


Situated down a quiet lane off the main road of the bustling village of Kilkhampton, cosy detached Bluebell Cottage is the ideal base for a truly wonderful holiday in north Cornwal...

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

Price per week £411 - £536

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  • 20% off

    27 Oct 2018 - 3 Nov 2018

    £370.00 £296.00

3 bedroom rural self catering cottage near the beach in St Helens, Isle of Wight


Newlands is a charming detached cottage located just off the Green, in the picturesque village of St Helens. Its location is very peaceful yet within walking distance to the villag...

  • Sleeps 4 + cot
  • Regret no pets
  • Changeover Fri

Price per week £412 - £495

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