Holiday cottages for 2021 in South Devon

Ready to start planning your 2021 adventure? Now's a great time to get ahead of the crowd. Snap up your 2021 holiday for just £30 this August and we will hold your reservation for you until the 1st October. Read more

Reserve your 2021 holiday for £30 - How it works

Choose your favourite cottage and preferred 2021 holiday dates and complete the reservation form. We will then email you with a reservation confirmation and invite you to take up our £30 reservation offer. All that's left to do is opt in via email and you're set! The full deposit will then be due on the 1 October 2020. And don't worry, there's no catch. This offer simply allows us to extend your reservation until 1 October for you. Please see our blog for further details.

Head to Cornwall, Devon, Somerset, Dorset, SussexIsle of Wight, Pembrokeshire or Kent with Classic in 2021. We have a portfolio of properties ready and waiting for you to start planning your next self catering holiday. Why not now and then relax later, knowing you've got your holiday for next year sorted. 

We have 82 Self catering holiday cottages for rent in 2021

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

7 nights from £724

2 bedroom, dog friendly holiday cottage in Dartmouth, South Devon.


Nestling in a completely rural and tranquil valley you will find the stunning Fern Barn, part of the Wood Farm estate. This beautiful barn offers the utmost in style, luxury and sp...

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

7 nights from £724

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

7 nights from £724

2 bedroom, dog friendly holiday cottage in Dartmouth, South Devon.


This fabulous barn is nestled within the most glorious countryside setting. Not only are you surrounded by the most magical countryside views and walks, this beautiful property boa...

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

7 nights from £724

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

  • Sleeps 10 + 2 cots
  • Dogs welcome
  • Changeover Sat

7 nights from £1284

5 bedroom, dog friendly cottage with sea views in Bigbury-on-Sea.


Located only moments from the fabulous golden sands of Bigbury Beach, just minutes from the beautiful Burgh island, this magnificent detached house is situated perfectly, making th...

  • Sleeps 10 + 2 cots
  • Dogs welcome
  • Changeover Sat

7 nights from £1284

  • Sleeps 2
  • Regret no pets
  • Changeover Fri

7 nights from £370

Shepherds hut with hot tub near Totnes, South Devon.


Simply wow! Set in the most idyllic location, Rosie's Hut is a beautifully appointed retreat, surrounded by uninterrupted countryside views. The icing on the cake is the glorious w...

  • Sleeps 2
  • Regret no pets
  • Changeover Fri

7 nights from £370

  • Sleeps 6 + cot
  • Dogs welcome
  • Changeover Sat

7 nights from £581

3 bedroom, dog friendly cottage with sea views in Bigbury-on-Sea.


Welcome to Ferrycombe, this characterful barn conversion is perfectly situated within a private complex which hugs the edge of Bigbury-on-Sea and the beautiful golden sandy beaches...

  • Sleeps 6 + cot
  • Dogs welcome
  • Changeover Sat

7 nights from £581

  • Sleeps 6 + cot
  • Dogs welcome
  • Changeover Sat

7 nights from £705

3 bedroom, dog friendly cottage with sea views in Bigbury-on-Sea.


The Beacon is a beautiful barn conversion, full of character and nestled in a small private complex on the edge of Bigbury-on-Sea, with beautiful views of Bantham to the southeast ...

  • Sleeps 6 + cot
  • Dogs welcome
  • Changeover Sat

7 nights from £705

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

7 nights from £321 *

2 bedroom holiday cottage with sea views in Brixham, South Devon.


Welcome to one of Brixham’s most charming cottage-style town houses. Only moments from the bustling harbourside, this beautifully presented retreat provides everything you could wi...

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

7 nights from £321 *

  • Sleeps 7 + 2 cots
  • Dogs welcome
  • Changeover Sat

7 nights from £922

4 bedroom, dog friendly holiday cottage in Shaldon, South Devon.


Stylish, welcoming and nestled on the outskirts of the prime period beachfront village of Shaldon, this wonderfully refurbished cottage is perfect for large and small families or a...

  • Sleeps 7 + 2 cots
  • Dogs welcome
  • Changeover Sat

7 nights from £922

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  • 10% off

    20 Aug 2020 - 22 Aug 2020

    £1304.10 £1173.69

Choose from our exclusive collection at the best prices with real time availability.

  • Sleeps 4 + 2 cots
  • Dogs welcome (1 only)
  • Changeover Fri

7 nights from £644 *

2 bedroom, dog friendly holiday cottage near Sidmouth, South Devon.


Surrounded by stunning rolling green Devon countryside, this spacious and stylish open plan barn is the perfect rural retreat. Escape to this Area of Outstanding Natural Beauty, si...

  • Sleeps 4 + 2 cots
  • Dogs welcome (1 only)
  • Changeover Fri

7 nights from £644 *

  • Sleeps 6 + cot
  • Regret no pets
  • Changeover Sat

7 nights from £550 *

3 bedroom holiday cottage with sea views in Brixham, South Devon.


This beautifully renovated house is truly one of a kind; its location is second to none, complemented by the luxurious fixtures and fittings which lie within. If you are looking fo...

  • Sleeps 6 + cot
  • Regret no pets
  • Changeover Sat

7 nights from £550 *

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