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. 

Isle of Wight Ferry Booking Our exclusive ferry discounts will make your island trip with Classic plain sailing.

We have 1033 holiday cottages available in September

Pitt Corner is a 4 bedroom self catering cottage near the beach in Bembridge, Isle of Wight.
  • Sleeps 10 + cot
  • Dogs welcome (1 only)
  • Changeover Fri

7 nights from £1350 *

Pitt Corner

3644

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


A wonderfully modern property, beautifully furnished and housed in an American-style cladded exterior, Pitt Corner is a roomy retreat, with plenty of space for the family to spread...

  • Sleeps 10 + cot
  • Dogs welcome (1 only)
  • Changeover Fri

7 nights from £1350 *

The Beach Retreat is a 2 bedroom self catering cottage near the beach in Seaview, Isle of Wight.
  • Sleeps 4
  • No pets
  • Changeover Fri

7 nights from £342

The Beach Retreat

3665

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


This delightful, stylish seafront bungalow is located in a front row position with wonderful views of the Solent and the beach is practically on the doorstep. Days at the seaside o...

  • Sleeps 4
  • No pets
  • Changeover Fri

7 nights from £342

Trevenna is a 3 bedroom self catering cottage near the beach in Seaview, Isle of Wight.
  • Sleeps 6 + cot
  • No pets
  • Changeover Fri

7 nights from £768

Trevenna

3686

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


Trevenna is a thoughtfully designed holiday home in Seaview that really delivers when it comes to space, charm and comfort. It would be ideal for a family or couples travelling tog...

  • Sleeps 6 + cot
  • No pets
  • Changeover Fri

7 nights from £768

Yardley is a 2 bedroom self catering cottage near the beach in Seaview, Isle of Wight.
  • Sleeps 4 + cot
  • No pets
  • Changeover Fri

7 nights from £655

Yardley

3697

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


Yardley is a charming Victorian cottage, set in the centre of the pretty sailing village of Seaview. The beach and local shops are only a few minutes from your doorstep making this...

  • Sleeps 4 + cot
  • No pets
  • Changeover Fri

7 nights from £655

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

1 Starboard House is a 2 bedroom, rural self catering cottage near the beach in Seaview, Isle of Wight.
  • Sleeps 4
  • No pets
  • Changeover Sat

7 nights from £751

1 Starboard House

3507

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


If you're looking for a property that's practically on the beach, then this is it! 1 Starboard House perches just opposite the beach in the centre of Seaview village and enjoys uni...

  • Sleeps 4
  • No pets
  • Changeover Sat

7 nights from £751

1 Thatched Cottage is a 2 bedroom thatched, self catering cottage with sea views in Seaview, Isle of Wight.
  • Sleeps 4 + cot
  • No pets
  • Changeover Sat

7 nights from £718

1 Thatched Cottage

3508

2 bedroom thatched, self catering cottage with sea views in Seaview, Isle of Wight.


If the restorative power of the sea appeals to you, 1 Thatched Cottage with its uninterrupted views is an ideal holiday home. This 19th Century semi-detached property combines old ...

  • Sleeps 4 + cot
  • No pets
  • Changeover Sat

7 nights from £718

Frenchman's Creek is a 3 bedroom self catering cottage near Falmouth, West Cornwall.
  • Sleeps 8 + cot
  • No pets
  • Changeover Sun

7 nights from £1360 *

Frenchman's Creek

3344

3 bedroom self catering cottage near Falmouth, West Cornwall.


This fabulous retreat is located in the grounds of the four star Budock Vean Hotel and is named after the romantic novel by Daphne Du Maurier. With stunning views across the 9 h...

  • Sleeps 8 + cot
  • No pets
  • Changeover Sun

7 nights from £1360 *

August Rock is a 3 bedroom self catering cottage near Falmouth, West Cornwall.
  • Sleeps 6 + cot
  • No pets
  • Changeover Sun

7 nights from £1280 *

August Rock

3355

3 bedroom self catering cottage near Falmouth, West Cornwall.


Set in a secluded woodland corner of a country house estate – the Budock Vean Hotel – and with wonderful views across the hotel grounds and gardens, this fabulous detached retreat ...

  • Sleeps 6 + cot
  • No pets
  • Changeover Sun

7 nights from £1280 *

Grebe is a 3 bedroom self catering cottage near Falmouth, West Cornwall.
  • Sleeps 6 + cot
  • Dogs welcome (1 only)
  • Changeover Sun

7 nights from £1280 *

Grebe

3356

3 bedroom self catering cottage near Falmouth, West Cornwall.


This fabulous detached holiday home is named after a small sandy beach that can be found a short walk away. Set in a secluded woodland corner of a country house estate – the Budock...

  • Sleeps 6 + cot
  • Dogs welcome (1 only)
  • Changeover Sun

7 nights from £1280 *

The Wagon with Faraway Views is a Dog friendly glamping with a hot tub in a gorgeous wagon near Crediton, North Devon.
  • Sleeps 4 + cot
  • Dogs welcome (1 only)
  • Changeover Fri

7 nights from £498

The Wagon with Faraway Views

3354

Dog friendly glamping with a hot tub in a gorgeous wagon near Crediton, North Devon.


The Wagon with Faraway Views takes glamping to a really high standard and is a great choice for a couple or a family with young children. Dogs are very much welcome here and there ...

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

7 nights from £498

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

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