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 692 holiday cottages available in September

4 bedroom self catering cottage near the beach in Ryde, Isle of Wight.


Rosa Monte is a semi-detached property with three double bedrooms and a children's bunk bedroom, accommodating eight in total. Situated just off Ryde esplanade it’s a short walk in...

  • Sleeps 8 + cot
  • Regret no pets
  • Changeover Sat

Price per week £795 - £1100

4 bedroom, dog friendly cottage near Wadebridge, North Cornwall.


This lovely farmhouse is the perfect bolthole for exploring the north coast of Cornwall. The sitting-room has leather sofas surrounding the huge wood-burner where you will all be a...

  • Sleeps 8 + cot
  • Dogs welcome
  • Changeover Sat

Price per week £801 - £1018

Don’t miss out; reserve your favourite 2019 holiday cottage for just £30

4 bedroom, dog friendly holiday cottage with sea views in Seaview, Isle of Wight


With stunning sea views from not one but two balconies Solent View Road is a wonderful holiday destination within a few minutes' walk from Seagrove Bay. Located just on the outskir...

  • Sleeps 8 + 2 cots
  • Dogs welcome (1 only)
  • Changeover Fri

Price per week £825 - £1200

4 bedroom self catering cottage near the beach in Seaview, Isle of Wight.


Walnut Cottage is a real find if you're looking for a spot of luxury on holiday. Tucked away in central Seaview village Walnut offers spacious accommodation over two floors and an ...

  • Sleeps 8 + cot
  • Regret no pets
  • Changeover Fri

Price per week £835 - £1495

4 bedroom self catering cottage with sea views in Seaview, Isle of Wight


Tides Reach is a wonderful, newly modernised family house along the Seaview Duver just a short walk into Seaview Village and the Yacht Club. Tides Reach has a stylish open plan sit...

  • Sleeps 8 + 2 cots
  • Regret no pets
  • Changeover Sat

Price per week £850 - £1075

4 bedroom self catering cottage near the beach in Bembridge, Isle of Wight.


A wonderful contemporary beach house, offering accommodation for eight, within a few minute's walk to the beach and Bembridge village. There is a spacious kitchen/diner with doors ...

  • Sleeps 8 + cot
  • Regret no pets
  • Changeover Fri

Price per week £850 - £1275

4 bedroom, dog friendly holiday cottage near Porthleven, West Cornwall.


Located in a quiet hamlet less than four miles from Porthleven and even closer to the spectacular coast at Rinsey where the old mine engines sit proudly looking out to sea, this co...

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

Price per week £852 - £1166

6 bedroom, dog friendly holiday home near South Molton, North Devon.


In a wonderful south-facing hilltop position with far reaching views across the north Devon countryside to Exmoor, with fabulous golden sandy beaches an easy drive away, Greendown ...

  • Sleeps 12 + 2 cots
  • Dogs welcome (1 only)
  • Changeover Sat

Price per week £886 - £1516 *

* Includes 20% off for parties up to 8 + 2 cots between 1 Sep and 22 Dec 2018. Bedrooms 5 and 6 are excluded at the discounted rate.

Arrive at your handpicked holiday home safe in the knowledge it’s been fully inspected.

4 bedroom, dog friendly holiday cottage near Truro, South Cornwall.


Quietly tucked away in the pretty village of Ladock, The Coach House is a traditionally styled English country home. Open the front door and revel in the comfort and warmth this lo...

  • Sleeps 8 + cot
  • Dogs welcome
  • Changeover Fri

Price per week £891 - £1197

4 bedroom self catering apartment near the beach in Shanklin, Isle of Wight.


Set within a converted Victorian villa, Eversley Apartment is a large, contemporary split level apartment. With modern furnishings, this property offers a luxury option for a coast...

  • Sleeps 8 + cot
  • Regret no pets
  • Changeover Fri

Price per week £925 - £1295

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