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

Coombe Cottage is a 2 bedroom, rural holiday cottage near Launceston, North Cornwall.
  • Sleeps 4 + 2 cots
  • No pets
  • Changeover Sat

7 nights from £491

Coombe Cottage

3858

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


Tucked away along a country lane, in 23 acres of Cornish meadows, woodland and streams, Coombe Cottage is the perfect retreat for those who want to get away from it all and enjoy a...

  • Sleeps 4 + 2 cots
  • No pets
  • Changeover Sat

7 nights from £491

Little Tregerry is a 1 bedroom, rural holiday cottage near Launceston, North Cornwall.
  • Sleeps 2 + cot
  • No pets
  • Changeover Fri

7 nights from £383

Little Tregerry

3859

1 bedroom, rural holiday cottage near Launceston, North Cornwall.


If you're looking for a peaceful break for two, you need look no further than Little Tregerry. Located down a country lane, in the heart of the Cornish countryside, with meadows, s...

  • Sleeps 2 + cot
  • No pets
  • Changeover Fri

7 nights from £383

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  • 10% off

    4 Oct 2024 - 11 Oct 2024

    £375.00 £337.50

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

The Studio is a 2 bedroom, dog friendly cottage near the beach in Mousehole.
  • Sleeps 3 + cot
  • Dogs welcome
  • Changeover Fri

7 nights from £697

The Studio

3853

2 bedroom, dog friendly cottage near the beach in Mousehole.


Welcome to The Studio, a gorgeous holiday abode nestled in beautiful countryside yet close to the stunning beaches and breath-taking scenery of the far west of Cornwall. Former...

  • Sleeps 3 + cot
  • Dogs welcome
  • Changeover Fri

7 nights from £697

Lee Cottage is a 2 bedroom, dog friendly, rural holiday cottage near Looe, South Cornwall.
  • Sleeps 4 + cot
  • Dogs welcome (1 only)
  • Changeover Fri

7 nights from £541

Lee Cottage

3842

2 bedroom, dog friendly, rural holiday cottage near Looe, South Cornwall.


What a delightful getaway this is, set down a tree-lined lane amid the tranquility of beautiful countryside. With rustling leaves and birdsong as a background lullaby, you will rel...

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

7 nights from £541

6 St Josephs is a 2 bedroom self catering apartment with sea views in Ventnor, Isle of Wight
  • Sleeps 4 + 2 cots
  • No pets
  • Changeover Fri

7 nights from £557

6 St Josephs

3846

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


6 St Josephs is a top floor apartment with stunning panoramic sea views, which you can admire from the balcony, sitting-room and main bedroom! Ideally positioned between Bonchurch ...

  • Sleeps 4 + 2 cots
  • No pets
  • Changeover Fri

7 nights from £557

The Chocolate House is a 1 bedroom holiday cottage near the beach in Penzance, West Cornwall.
  • Sleeps 2
  • No pets
  • Changeover Sat

7 nights from £725

The Chocolate House

3794

1 bedroom holiday cottage near the beach in Penzance, West Cornwall.


A perfect retreat for a couple to relax, The Chocolate House is a beautifully renovated 18th Century cottage set in iconic Chapel Street in Penzance. Although located close to the ...

  • Sleeps 2
  • No pets
  • Changeover Sat

7 nights from £725

Tregwelan Shepherd's Hut is a Shepherds Hut with outstanding sea views near Padstow, North Cornwall.
  • Sleeps 2 + cot
  • No pets
  • Changeover Fri

7 nights from £662

Tregwelan Shepherd's Hut

3819

Shepherds Hut with outstanding sea views near Padstow, North Cornwall.


"Wow!" will definitely be your first word when you arrive at gorgeous Tregwelan Shepherd's Hut. With spectacular views of the Camel Estuary and the delights of Padstow just a 20 mi...

  • Sleeps 2 + cot
  • No pets
  • Changeover Fri

7 nights from £662

4 The Beach is a 2 bedroom, dog friendly apartment with panoramic sea views in Cadgwith.
  • Sleeps 4 + cot
  • Dogs welcome (1 only)
  • Changeover Fri

7 nights from £665

4 The Beach

3814

2 bedroom, dog friendly apartment with panoramic sea views in Cadgwith.


These are the views you come to Cornwall for; fabulous, far reaching and expansive sea vistas with ever-changing colours of blue and green with magical skies to match. Floor to...

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

7 nights from £665

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

Elvan Loft is a 1 bedroom apartment with sea views, near the beach in Mousehole, West Cornwall.
  • Sleeps 2 + cot
  • No pets
  • Changeover Sat

7 nights from £499

Elvan Loft

3821

1 bedroom apartment with sea views, near the beach in Mousehole, West Cornwall.


With far reaching views over Mount's Bay towards St Michael's Mount and Mousehole Harbour, Elvan Loft is perfectly placed for exploring the delights of west Cornwall and beyond. Th...

  • Sleeps 2 + cot
  • No pets
  • Changeover Sat

7 nights from £499

Cockleshells is a 2 bedroom, dog friendly holiday cottage near the beach in Seaview, Isle of Wight
  • Sleeps 4
  • Dogs welcome (1 only)
  • Changeover Sat

7 nights from £470

Cockleshells

3815

2 bedroom, dog friendly holiday cottage near the beach in Seaview, Isle of Wight


Cockleshells is one of the charming Salterns bungalows situated along the Seaview Duver within a short walk to the Yacht Club and Seaview Village. The accommodation offers a double...

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

7 nights from £470

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