Holiday Cottages for 2021

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 October and we will hold your reservation for you until the 1st December.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 December 2020. And don't worry, there's no catch. This offer simply allows us to extend your reservation until 1 December for you. Please see our blog for further details.

Head to CornwallDevonSomersetDorsetSussexIsle of WightPembrokeshire 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 973 self catering holiday cottages for rent in 2021

  • Sleeps 10 + cot
  • Regret no pets
  • Changeover Sat

7 nights from £2000

Mystra

4561

5 bedroom self catering cottage with sea views in Seaview, Isle of Wight.


This wonderfully spacious family home with spectacular sea views is within a few minutes' walk from both the idyllic Seagrove Bay and Seaview Village. With an upside down layout th...

  • Sleeps 10 + cot
  • Regret no pets
  • Changeover Sat

7 nights from £2000

  • Sleeps 4
  • Dogs welcome
  • Changeover Sat

7 nights from £448 *

North Beer Cottage

4545

2 bedroom, dog friendly cottage near Launceston, North Cornwall.


Tucked away down leafy lanes where time slows down a notch or two, this glorious dog-friendly retreat is perfect for escaping the everyday and exploring this special and unspoilt p...

  • Sleeps 4
  • Dogs welcome
  • Changeover Sat

7 nights from £448 *

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

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

7 nights from £600

The Clock House

4559

2 bedroom self catering cottage near the beach in Yaverland, Isle of Wight.


This beautifully decorated converted former stable, in the grounds of the Old Rectory in Yaverland just outside Bembridge, is a real gem. The owner has created a stylish and indivi...

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

7 nights from £600

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

7 nights from £678

Homeleigh

4409

3 bedroom self catering cottage near Perranporth, North Cornwall.


You've ambled your way through the leafy lanes and lush green Cornish countryside, passed through 'lost in time' traditional villages along the way, ooh-ed and ahh-ed at the vibran...

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

7 nights from £678

  • Sleeps 8 + cot
  • Regret no pets
  • Changeover Sat

7 nights from £900

Culver View

4555

4 bedroom self catering cottage near the beach in St Helens, Isle of Wight.


Located down a single-track road off the lower Green in the village of St Helens, Culver View has a beautiful garden and far reaching views over Culver Downs. A spacious and light ...

  • Sleeps 8 + cot
  • Regret no pets
  • Changeover Sat

7 nights from £900

  • Sleeps 4 + cot
  • Dogs welcome
  • Changeover Fri

7 nights from £331 *

Woon Summer

4553

2 bedroom, dog friendly holiday cottage near St Ives, West Cornwall.


Nestled on the outskirts of the pretty Cornish village of Nancledra, this gorgeous bespoke barn is the ideal 'get away from it all' destination. Woon Summer (Cornish for Summer Dwe...

  • Sleeps 4 + cot
  • Dogs welcome
  • Changeover Fri

7 nights from £331 *

  • Sleeps 4
  • Dogs welcome
  • Changeover Fri

7 nights from £758

Tresahor Lodge

4551

Lodge in unique and tranquil setting near Falmouth, South Cornwall.


Nestled in the most unique, tranquil and breathtakingly beautiful setting (in an old quarry, no less!), Tresahor Lodge is the perfect getaway for couples and families alike, within...

  • Sleeps 4
  • Dogs welcome
  • Changeover Fri

7 nights from £758

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

7 nights from £729 *

Cormorant

4549

5 bedroom, dog friendly cottage with sea views near Whitsand Bay.


Wow - what a house, what a setting, what a view!!! Looking for the ultimate excuse to gather family and friends for the perfect seaside escape? Then head down to Cormorant - it is ...

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

7 nights from £729 *

Our guests rate us 4.8/5 on Feefo, the independent review site.

  • Sleeps 7 + cot
  • Dogs welcome (1 only)
  • Changeover Sat

7 nights from £1096

Chynhalls Farm House

4502

4 bedroom thatched, dog friendly cottage with sea views in Coverack.


A divine luxury, thatched cottage set in an Area of Outstanding Natural Beauty on Coverack Headland, this is a charmingly chic and elegantly furnished, classic Cornish cottage. Sit...

  • Sleeps 7 + cot
  • Dogs welcome (1 only)
  • Changeover Sat

7 nights from £1096

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

7 nights from £351

Little Whitford

4542

1 bedroom, dog friendly self catering cottage near Taunton, Somerset.


Nestled in the Blackdown Hills, in an Area of Outstanding Natural Beauty, you will find super cute Little Whitford. All on one level, this small but perfectly formed bolthole for t...

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

7 nights from £351

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