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. Browse our list of 899 available cottages. Plus, if you reserve your holiday now for just £30 we will hold your dates until the 5th October when your full deposit is due. Tempted yet? Here's a little more information about the promotion below. Read more

First thing's first; find your perfect property and preferred dates for your 2020 holiday. 

Then, click on "Book or Reserve Now" and enter a few details.

Once complete you'll receive a reservation confirmation email inviting you to opt into our £30 promotion. 

Then simply follow these easy steps to complete your booking or £30 reservation and then sit back, relax and enjoy your summer knowing you've got next year's covered!

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 899 holiday cottages for 2020 you to choose from...

 

*Terms and Conditions:

The £30 offer extends your reservation until the 5th October when your full deposit is due and your booking confirmed. Prior to a full deposit our booking terms and conditions do not apply. 

 

*Click here for terms and conditions.

We have 899 self catering holiday cottages for rent in 2020

  • Sleeps 2
  • Regret no pets
  • Changeover Fri

7 nights from £260

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


Located on the first floor of Shanklin Villa, a lovely Victorian property, this small studio apartment packs a punch despite its size. Enjoying beautiful sea views from its elevate...

  • Sleeps 2
  • Regret no pets
  • Changeover Fri

7 nights from £260

  • Sleeps 2
  • Regret no pets
  • Changeover Fri

7 nights from £260

1 bedroom, rural holiday cottage near St Ives, West Cornwall.


A hop, skip and a jump from wonderful beaches, galleries and restaurants, Bay Tree Barn is a delightful semi-detached cottage in a small hamlet on the edge of dramatic moorland, ju...

  • Sleeps 2
  • Regret no pets
  • Changeover Fri

7 nights from £260

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

7 nights from £262

Rural shepherds hut near the beach at Porthtowan, North Cornwall.


Situated in a quiet rural little spot just two miles from Porthtowan you'll find Hannah's Haven. Named after the owners' daughter, this quirky shepherd's hut offers comfortable acc...

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

7 nights from £262

  • 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

View
  • 15% off

    20 Sep 2019 - 27 Sep 2019

    £302.10 £256.78

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 £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 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 *

  • 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 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 *

View
  • 30% off

    28 Sep 2019 - 5 Oct 2019

    £502.20 £351.40

  • 20% off

    5 Oct 2019 - 12 Oct 2019

    £502.20 £401.60

  • 10% off

    12 Oct 2019 - 19 Oct 2019

    £502.20 £451.80

  • 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

    28 Sep 2019 - 5 Oct 2019

    £306.90 £260.87

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

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