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

Our exclusive ferry discounts of up to 25% will make your island trip with Classic plain sailing.

We have 1345 holiday cottages available in September

Fisherman's View is a 2 bedroom, dog friendly apartment with sea views in Saundersfoot.
  • Sleeps 4 + cot
  • Dogs welcome
  • Changeover Sat

7 nights from £524

Fisherman's View

6181

2 bedroom, dog friendly apartment with sea views in Saundersfoot.


For a seaside holiday, the beach doesn't get any closer than this! Step from the garden onto the sand. Fisherman's View is a superbly located ground floor apartment, sleeping up to...

  • Sleeps 4 + cot
  • Dogs welcome
  • Changeover Sat

7 nights from £524

Marina View is a 3 bedroom apartment with sea views in Falmouth, South Cornwall.
  • Sleeps 6 + cot
  • No pets
  • Changeover Fri

7 nights from £1008

Marina View

6153

3 bedroom apartment with sea views in Falmouth, South Cornwall.


A stunning, elegant waterside apartment in the heart of the marina in Falmouth overlooking bobbing boats within a gated development. A wonderful location for exploring the town on ...

  • Sleeps 6 + cot
  • No pets
  • Changeover Fri

7 nights from £1008

St Hubert's Lodge is a 3 bedroom, dog friendly self catering cottage near Yarmouth.
  • Sleeps 6 + 2 cots
  • Dogs welcome
  • Changeover Sat

7 nights from £1696

St Hubert's Lodge

6057

3 bedroom, dog friendly self catering cottage near Yarmouth.


Surrounded by tranquil countryside on the edge of the Isle of Wight National Landscape and close to the charming seaside island towns of Yarmouth and Cowes, St Hubert's Lodge is a ...

  • Sleeps 6 + 2 cots
  • Dogs welcome
  • Changeover Sat

7 nights from £1696

Out West Pembrokeshire is a 7 bedroom holiday home near the beach near Newport, Pembrokeshire.
  • Sleeps 13 + 3 cots
  • No pets
  • Changeover Fri

7 nights from £3750

Out West Pembrokeshire

6185

7 bedroom holiday home near the beach near Newport, Pembrokeshire.


Nestled within the spectacular landscape of north Pembrokeshire, this collection of three gorgeous, beautifully restored Welsh cottages, with two wood-fired hot tubs and a sauna, o...

  • Sleeps 13 + 3 cots
  • No pets
  • Changeover Fri

7 nights from £3750

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Blaen is a 2 bedroom holiday cottage near the beach near Newport, Pembrokeshire.
  • Sleeps 4 + cot
  • No pets
  • Changeover Fri

7 nights from £1350

Blaen

6183

2 bedroom holiday cottage near the beach near Newport, Pembrokeshire.


Nestled close to the picturesque hamlet and sheltered cove of Cwm yr Eglwys on the stunning north Pembrokeshire coast, this gorgeous recently renovated two-bedroom cottage offers a...

  • Sleeps 4 + cot
  • No pets
  • Changeover Fri

7 nights from £1350

Nol is a 2 bedroom holiday cottage near the beach near Newport, Pembrokeshire.
  • Sleeps 4 + cot
  • No pets
  • Changeover Fri

7 nights from £1550

Nol

6182

2 bedroom holiday cottage near the beach near Newport, Pembrokeshire.


Welcome to Nol, a beautifully restored Welsh cottage, offering a wood-fired hot tub and outdoor sauna, nestling near Cwm yr Eglwys beach on the spectacular north Pembrokeshire coas...

  • Sleeps 4 + cot
  • No pets
  • Changeover Fri

7 nights from £1550

Canol is a 3 bedroom holiday cottage near the beach near Newport, Pembrokeshire.
  • Sleeps 5 + cot
  • No pets
  • Changeover Fri

7 nights from £1450

Canol

6184

3 bedroom holiday cottage near the beach near Newport, Pembrokeshire.


An unforgettable Pembrokeshire holiday awaits in this exceptional retreat, nestling in the Pembrokeshire Coast National Park, within a mile of the pretty sheltered cove at Cwm yr E...

  • Sleeps 5 + cot
  • No pets
  • Changeover Fri

7 nights from £1450

The Bowjy is a 4 bedroom, dog friendly holiday cottage near Looe, South Cornwall.
  • Sleeps 8 + 2 cots
  • Dogs welcome
  • Changeover Sat

7 nights from £1656

The Bowjy

6172

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


Come and create cherished holiday memories with family and friends at this stunning barn conversion. Tucked away along a quiet country lane, it is ideally located within easy reach...

  • Sleeps 8 + 2 cots
  • Dogs welcome
  • Changeover Sat

7 nights from £1656

Grey Gulls is a 4 bedroom self catering cottage with sea views in Seaview.
  • Sleeps 8 + 2 cots
  • No pets
  • Changeover Sat

7 nights from £790 *

Grey Gulls

6159

4 bedroom self catering cottage with sea views in Seaview.


This beautifully presented, semi-detached, three-storey townhouse is set in the sought-after village of Seaview, just a stone's throw away from stunning beaches with crystal clear ...

  • Sleeps 8 + 2 cots
  • No pets
  • Changeover Sat

7 nights from £790 *

Bluebell is a 2 bedroom, dog friendly holiday cottage near Exeter, Devon.
  • Sleeps 2 + cot
  • Dogs welcome
  • Changeover Fri

7 nights from £890

Bluebell

6178

2 bedroom, dog friendly holiday cottage near Exeter, Devon.


Whether you're looking for coast or countryside, this beautiful semi-detached cottage is located perfectly. Boasting a bubbling hot tub, tree-top terrace, tennis court and a fabulo...

  • Sleeps 2 + cot
  • Dogs welcome
  • Changeover Fri

7 nights from £890

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

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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.