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 934 self catering holiday cottages for rent in 2021

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

7 nights from £540

The Pigsty

4538

2 bedroom, dog friendly cottage near the beach near Brighstone, Isle of Wight.


The Pigsty is a detached barn with parking for two cars and two private seating areas alongwith a spacious communal area. There are two bedrooms, a double and a twin, each beau...

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

7 nights from £540

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

7 nights from £595

The Dairy

4536

2 bedroom, dog friendly cottage near the beach near Brighstone, Isle of Wight.


The Dairy is the largest of all four barns and is closest to The Cattle Byre. It has a spacious kitchen and dining area making it a social space for the family to gather and make p...

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

7 nights from £595

  • Sleeps 3 + cot
  • Dogs welcome (1 only)
  • Changeover Sat

7 nights from £495

The Cattle Byre

4535

2 bedroom, dog friendly self catering cottage near Brighstone, Isle of Wight.


The Cattle Byre has accommodation for three guests across two bedrooms, a double and a single. It has two private outdoor seating areas, the rear enclosed garden can only be access...

  • Sleeps 3 + cot
  • Dogs welcome (1 only)
  • Changeover Sat

7 nights from £495

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

7 nights from £728

Nelson's Retreat

4533

3 bedroom, dog friendly cottage near the beach in Brixham, Devon.


Welcome to Nelson's Retreat, a fabulously refurbished holiday home offering everything you will need to enjoy a truly special holiday in the beautiful fishing town of Brixham. This...

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

7 nights from £728

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

  • Sleeps 8 + 3 cots
  • Regret no pets
  • Changeover Fri

7 nights from £730 *

The Mowhay

4527

4 bedroom barn conversion near Holsworthy, North Devon.


From its humble beginnings as three farm buildings, this is now one impressive pad! Beautifully converted creating a truly comfortable and welcoming retreat, with some of its agric...

  • Sleeps 8 + 3 cots
  • Regret no pets
  • Changeover Fri

7 nights from £730 *

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

7 nights from £607

Pheasant Cottage

4530

2 bedroom self catering cottage near Helford, West Cornwall.


Nestled in the heart of the Lizard peninsula this boutique farm cottage offers luxurious living, perfect for couples and families alike – complete with a hot tub. From the moment y...

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

7 nights from £607

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

7 nights from £901 *

Bayview

4519

4 bedroom holiday cottage with sea views near Fowey, South Cornwall.


With breathtaking views that stretch out towards the shimmering waters of St Austell Bay, this charming cottage really does live up to its name. Set in an Area of Outstanding Natur...

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

7 nights from £901 *

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

7 nights from £470

The Green House

4529

2 bedroom, dog friendly self catering cottage near Frome, Somerset.


Enjoy a glass of fizz overlooking the peaceful stream, or curl up in a cosy sitting-room in front of the fire, whichever takes your fancy, this gorgeous retreat will deliver! This ...

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

7 nights from £470

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

7 nights from £540

Sea View

4526

3 bedroom, dog friendly cottage with sea views in Portscatho.


Set in an enviable position in the centre of the village, Sea View boasts the most incredible views over Gerrans Bay with its sandy beaches, pretty harbour, and Gull Rock and Nare ...

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

7 nights from £540

  • Sleeps 16 + 2 cots
  • Dogs welcome
  • Changeover Sat

7 nights from £2465 *

St Catherine's House

4518

8 bedroom, dog friendly home with sea views in Tenby.


Set above one of Tenby’s five glorious Blue Flag beaches sits the magnificent Georgian St Catherine’s House, an elegant beach side period property, which effortlessly combines sump...

  • Sleeps 16 + 2 cots
  • Dogs welcome
  • Changeover Sat

7 nights from £2465 *

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