Holiday Cottages for 2020

 Now's a great time to be booking for next year. Our portfolio gets better year after year, with all the old favourites and some stunning new additions, so get in there quick and book your 2020 holiday cottage before someone else does. Browse our list of 727 available cottages..Read more

Pay only £30 today and the remainder of your deposit is not due until 5th September, giving you all summer to sit back and relax, knowing that extra special place is all yours for 2020*. From Cornwall to Dorset, Devon to Somerset and even as far as the Isle of Wight, take a look at our collection now and start dreaming of your next holiday with Classic Cottages.

 

Pick a place close to the coast for that year-round holiday vibe, or book a holiday townhouse to be close to every convenience. Escape to the country for peace and quiet or take to the moors for walks through wide open spaces, we’ve got 727 holiday cottages for 2020 you to choose from...

*Click here for terms and conditions.

We have 727 self catering holiday cottages for rent in 2020

  • Sleeps 2 + cot
  • Regret no pets
  • Changeover Fri

7 nights from £262

Rural glamping wagon near the beach at Porthtowan, North Cornwall.


Situated just outside the delightful hamlet of Mawla, only two miles from Porthtowan's sandy beach, is Blackberry Jack's Wagon, a genuine and utterly charming former steam-engine d...

  • Sleeps 2 + cot
  • Regret no pets
  • Changeover Fri

7 nights from £262

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

7 nights from £262 *

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


Tucked down a leafy lane with birdsong in the air, the rural tranquility of this pretty semi-detached cottage will delight those looking for a break from busy daily lives. Just...

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

7 nights from £262 *

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

7 nights from £263 *

3 bedroom, dog friendly cottage near the beach in Cadgwith, Cornwall.


In the quiet village of Ruan Minor, this modern light-filled house is ideally located with an easy stroll to the local shop and Cadgwith Cove's friendly, picturesque pub is just a ...

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

7 nights from £263 *

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

7 nights from £263 *

Glamping pod with sea views near Penzance, West Cornwall.


Scenic Bay is a dream, set in a spacious meadow with a stunning view to match its name. This pretty pod is beautifully finished and kitted out for all of your holiday needs. There ...

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

7 nights from £263 *

Need more time? Reserve any cottage for up to 24 hours before booking.

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

7 nights from £263 *

Dog friendly glamping pod with sea views near Penzance, West Cornwall.


This beautifully situated pod has outstanding 180 degree views across Mounts Bay, running from the Lizard peninsula in the east, with majestic St Michael's Mount in the middle to M...

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

7 nights from £263 *

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

7 nights from £263 *

Dog friendly glamping pod with sea views near Penzance.


Mount Lookout does exactly what it says on the tin! You'll want for nothing at this cute-as-pie glamping pod, fully equipped for all of your holiday needs. Wonderfully fitted-out i...

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

7 nights from £263 *

  • Sleeps 4 + cot
  • Dogs welcome
  • Changeover Sat

7 nights from £269 *

2 bedroom, dog friendly holiday cottage in Portreath, North Cornwall.


The village of Bridge is a short drive from the sandy beaches of Portreath on the north Cornwall coast, and located on the outskirts of this little hamlet is Orchard Leigh Cottage....

  • Sleeps 4 + cot
  • Dogs welcome
  • Changeover Sat

7 nights from £269 *

View
  • 15% off

    3 Aug 2019 - 10 Aug 2019

    £825.00 £701.25

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

7 nights from £272 *

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 £272 *

  • Sleeps 2
  • Dogs welcome (1 only)
  • Changeover Fri

7 nights from £277

1 bedroom, dog friendly apartment with sea views in Falmouth.


This stylish contemporary apartment has views towards the sea at Swanpool beach on the outskirts of Falmouth. A 10 minute walk down through grassy playing fields and quiet lanes...

  • Sleeps 2
  • Dogs welcome (1 only)
  • Changeover Fri

7 nights from £277

  • Sleeps 2 + cot
  • Regret no pets
  • Changeover Sat

7 nights from £279

1 bedroom apartment near the beach in Penzance, West Cornwall.


Overlooking the beautiful sub-tropical Morrab Gardens, a short walk from the Penlee Gallery and just 200 yards from Penzance promenade, The Garden Flat is the perfect base for expl...

  • Sleeps 2 + cot
  • Regret no pets
  • Changeover Sat

7 nights from £279

View
  • 20% off

    3 Aug 2019 - 10 Aug 2019

    £698.00 £558.40

  • 20% off

    17 Aug 2019 - 24 Aug 2019

    £698.00 £558.40

  • 20% off

    24 Aug 2019 - 31 Aug 2019

    £698.00 £558.40

Readymade beds and fluffy towels; this simple but appreciated welcome is standard with us.

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