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 557 cottages that sleep 5 people

  • Sleeps 12 + 2 cots in 2 properties
  • Changeover Fri

7 nights from £931


Glamping at Chymder Farm offers the finest luxury camping set a few minutes' drive from two fabulous beaches and within an Area of Outstanding Natural Beauty. Set in a meadow of se...

  • Sleeps 12 + 2 cots in 2 properties
  • Changeover Fri

7 nights from £931

  • Sleeps 12 + 2 cots in 2 properties
  • Changeover Fri

7 nights from £1006


Unique in its seclusion and romantic setting, Rosteague is a 200 acre privately-owned estate made up of surrounding pastures that undulate gently down to its own mile of coastline ...

  • Sleeps 12 + 2 cots in 2 properties
  • Changeover Fri

7 nights from £1006

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

  • Sleeps 12 + 3 cots in 3 properties
  • Changeover Sat

7 nights from £1114


Leigh Farm cottages are set in the beautiful Teign Valley on the south eastern edge of Dartmoor National Park. Close to Bovey Tracey, known as the gateway to Dartmoor, these are pe...

  • Sleeps 12 + 3 cots in 3 properties
  • Changeover Sat

7 nights from £1114

  • Sleeps 12 + 3 cots in 3 properties
  • Changeover Fri

7 nights from £1116


Mattingley Farm is made up of three beautiful cottages, each sleeping up to four guests, and is the perfect getaway for a family or friends holiday. Dairy Cottage (3912) and Orchar...

  • Sleeps 12 + 3 cots in 3 properties
  • Changeover Fri

7 nights from £1116

  • Sleeps 12 + 2 cots in 3 properties
  • Changeover Fri

7 nights from £1453


Nestling in the heart of Poldark Cornwall, this is our idea of an idyllic escape to the country…with a difference. Just a short drive from Prussia Cove, Middle Colenso offers th...

  • Sleeps 12 + 2 cots in 3 properties
  • Changeover Fri

7 nights from £1453

  • Sleeps 13 + 3 cots in 3 properties
  • Changeover Fri

7 nights from £1274


The Old School House Holiday Cottages are situated in beautiful St Gennys, surrounded by National Trust land and in an Area of Outstanding Natural Beauty. The cottages are set in a...

  • Sleeps 13 + 3 cots in 3 properties
  • Changeover Fri

7 nights from £1274

  • Sleeps 14 + 2 cots in 2 properties
  • Changeover Fri

7 nights from £1815


The location, surroundings and splendour that these fabulous cottages offer makes holidaying in the grounds of Meadowcliff the perfect destination for that super special family occ...

  • Sleeps 14 + 2 cots in 2 properties
  • Changeover Fri

7 nights from £1815

  • Sleeps 16 + 3 cots in 3 properties
  • Changeover Fri

7 nights from £1322 *


In the same family for 150 years, Grade II Listed Wringworthy Farm, mentioned in the Domesday Book, is set in a gorgeous spot in Dartmoor National Park. Dating back to the early 15...

  • Sleeps 16 + 3 cots in 3 properties
  • Changeover Fri

7 nights from £1322 *

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

  • Sleeps 16 + 3 cots in 3 properties
  • Changeover Fri

7 nights from £1927


The most spectacular 180 degree views across Mounts Bay, your own private hot tub and en suite facilities are just a few of the amazing features on offer at Mount View Luxury Glamp...

  • Sleeps 16 + 3 cots in 3 properties
  • Changeover Fri

7 nights from £1927

  • Sleeps 16 + 4 cots in 4 properties
  • Changeover Sat

7 nights from £2637


Nestled into a rocky cove and sheltered by the stone harbour walls in one of Cornwall's oldest fishing harbours, these fabulous apartments in the Old Cellar House offer a truly uni...

  • Sleeps 16 + 4 cots in 4 properties
  • Changeover Sat

7 nights from £2637

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