Holiday Cottages for 5 People

Gather your family or herd up your friends, a holiday in a luxury self-catering cottage for 5 people awaits. Providing the perfect base for adventure in the day and offering total comfort for long afternoons and evenings relaxing together, our cottages combine home-comforts with modern luxuries. Secure your favourite now and get ready to make memories to last a lifetime. Read more

There's no better time to secure your dream holiday cottage than the present. Cosy winter breaks help vanquish the winter blues and summer getaways provide the subject for photo albums packed with happy memories. Out of season holidays are great for both short breaks and longer holidays, providing tranquillity away from busier times. Book a spontaneous short break and then pencil in a longer holiday to look forward to. With so many beautiful places to visit and luxury cottages to choose from, you'll be spoilt for choice.  

Whether you're looking for a rural retreat in the heart of lush countryside, a seaside bolthole with stunning ocean views, or a town hub combining home-comforts with great access to local amenities, we'll help you find a holiday cottage that ticks all the boxes. From quaint thatched cottages to clifftop nests, our self-catering properties are diverse in nature and consistent in quality.

Holiday Cottages for 5 People

At Classic Cottages, we pride ourselves on marketing only the highest quality cottages. Understanding the importance of accommodation in making or breaking your holiday, we ensure only the best cottages are on our books. Regularly inspected and fully equipped with everything you could need and more, holidays with Classic Cottages takes the stress out of your whole experience. 

We have 556 cottages that sleep 5 people

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

7 nights from £360 *

3 bedroom holiday cottage near Fowey, South Cornwall.


Lostwithiel is the ancient capital of Cornwall, full of history with an enchanting mix of stone buildings, antiques shops and independent retailers. Old Quay Cottage is a sympathet...

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

7 nights from £360 *

  • Sleeps 8 + cot
  • Dogs welcome
  • Changeover Sat

7 nights from £360 *

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


Beautifully maintained gardens and a private meadow surround Chy-an-Hobi, a quintessential detached cottage in idyllic countryside where peace and privacy are assured. The spac...

  • Sleeps 8 + cot
  • Dogs welcome
  • Changeover Sat

7 nights from £360 *

  • Sleeps 5 + cot
  • Regret no pets
  • Changeover Sat

7 nights from £360 *

3 bedroom apartment with sea views in Falmouth, South Cornwall.


Superb views over the water to Flushing and the Roseland peninsula are guaranteed from this beautifully decorated contemporary first floor apartment, part of the renowned Admiral's...

  • Sleeps 5 + cot
  • Regret no pets
  • Changeover Sat

7 nights from £360 *

  • Sleeps 5 + cot
  • Dogs welcome (1 only)
  • Changeover Fri

7 nights from £366 *

3 bedroom, dog friendly cottage near the beach near Looe, Cornwall.


There are tantalising glimpses of the sparkling waters of Talland Bay through the trees surrounding Fred's House, where the big sheltered garden is perfect for outdoor meals and th...

  • Sleeps 5 + cot
  • Dogs welcome (1 only)
  • Changeover Fri

7 nights from £366 *

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

  • Sleeps 5 + cot
  • Regret no pets
  • Changeover Sat

7 nights from £366 *

2 bedroom holiday cottage near the beach in Fowey, South Cornwall.


This gorgeous Victorian cottage is an absolute delight; updated with gentle sympathy to offer the modern necessities of central heating, drench-head shower and a granite-topped kit...

  • Sleeps 5 + cot
  • Regret no pets
  • Changeover Sat

7 nights from £366 *

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

7 nights from £368 *

3 bedroom, rural holiday cottage near Helston, West Cornwall.


Pebble Cottage has an open plan living area complete with a large range cooker, well-equipped kitchen and a cosy wood-burner. Upstairs, three pretty bedrooms all have views across ...

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

7 nights from £368 *

  • Sleeps 5 + cot
  • Regret no pets
  • Changeover Fri

7 nights from £382 *

Gorgeous cottage style yurt sleeping 5 near Bude, Devon.


If you yearn for the romance of living under canvas but don't want to give up your creature comforts then this could definitely be the holiday for you. Situated close to the Cornwa...

  • Sleeps 5 + cot
  • Regret no pets
  • Changeover Fri

7 nights from £382 *

  • Sleeps 5
  • Regret no pets
  • Changeover Sat

7 nights from £387 *

3 bedroom apartment with sea views in Mevagissey, South Cornwall.


You can indeed see the harbour lights from this immaculate cliffside apartment set above bustling Mevagissey harbour, and watch the fishing fleet as they come and go. This ancient,...

  • Sleeps 5
  • Regret no pets
  • Changeover Sat

7 nights from £387 *

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

7 nights from £392 *

3 bedroom, dog friendly luxury safari tent nr Launceston, North Cornwall.


Spacious and comfortable, Celandine is a luxury safari tent set in gloriously unspoilt and pretty countryside. This gorgeous retreat is the middle of three that share communal picn...

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

7 nights from £392 *

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

7 nights from £392 *

3 bedroom, dog friendly luxury safari tent nr Launceston, North Cornwall.


Unspoilt countryside, buttercup-filled fields and a burbling river - a stay at Honeysuckle truly is get-away-from-it-all glamping. Inside, a log-fired range provides cooking and he...

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

7 nights from £392 *

We’ve been raising the standards of self catering holidays since 1977.

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