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
  • Dogs welcome (1 only)
  • Changeover Sat

7 nights from £259 *

3 bedroom, dog friendly cottage near the beach in Cadgwith, Cornwall.


In the quiet village of Ruan Minor, this modern light-filled house is ideally located with an easy stroll to the local shop and Cadgwith Cove's friendly, picturesque pub is just a ...

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

7 nights from £259 *

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

7 nights from £315 *

Luxury glamping in a beautiful yurt for 5 people near Dartmouth, South Devon.


Conjure up in your mind a small piece of south Devon rural heaven. Four and a half acres of wildflower meadows, woodlands, a stream and a large lake - and then think of a bit of 'g...

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

7 nights from £315 *

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

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

7 nights from £317 *

3 bedroom holiday cottage near the beach in Mousehole, West Cornwall.


Rubble Cottage is a stunning 18th Century Grade II Listed terraced property set in the oldest street in Newlyn; it has been completely restored in conjunction with English Heritage...

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

7 nights from £317 *

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

7 nights from £325 *

3 bedroom, dog friendly cottage near the beach near Coverack.


This traditional stone cottage, built in 1900, has enjoyed life as a corn chandler, a cobblers and even a venue for the local band practice, and it is now a lovely holiday cottage....

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

7 nights from £325 *

  • Sleeps 8 + cot
  • Dogs welcome (1 only)
  • Changeover Sat

7 nights from £336 *

4 bedroom, dog friendly cottage with sea views in Marazion, Cornwall.


There is indeed a sea view – right across the railway to Mount’s Bay to St Michael’s Mount! A spacious, contemporary semi-detached property with reverse level accommodation, Sea Vi...

  • Sleeps 8 + cot
  • Dogs welcome (1 only)
  • Changeover Sat

7 nights from £336 *

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

7 nights from £342 *

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


This lovely cottage is just a minute’s walk from the waterside shops and restaurants on Fowey’s picturesque harbourside. Beautifully decorated in understated colours with touches o...

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

7 nights from £342 *

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

7 nights from £345 *

2 bedroom, dog friendly house with a pool near Perranporth, Cornwall


Nanteague House is semi-detached with its own south-facing sun-trap patio to the front, the perfect place for evening drinks as it overlooks the central courtyard and heated swimmi...

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

7 nights from £345 *

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

7 nights from £347 *

4 bedroom, dog friendly cottage near Mevagissey, South Cornwall.


This wonderfully homely farmhouse is found in a tranquil rural setting at the end of a private lane. There are countryside views and an enclosed south-facing garden, and guests can...

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

7 nights from £347 *

Our property managers are local experts who handpick perfect places to stay.

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

7 nights from £350 *

Cabin and Safari Tent sleeping up to 6 near St Mawes, South Cornwall.


What could be more enchanting than this beautifully styled cabin with its carved African dark wood furniture enhanced by flashes of gorgeously bright colour in the rugs, cushions a...

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

7 nights from £350 *

  • Sleeps 5 + cot
  • Dogs welcome
  • Changeover Fri

7 nights from £352 *

Shepherds Hut sleeping 5, dog friendly near Tiverton, North Devon.


Shepherd's Sky Super Hut is truly unique. This huge shepherd's hut, measuring 36' long, has been lovingly treated to a bespoke make-over, and offers two bedrooms at either end whic...

  • Sleeps 5 + cot
  • Dogs welcome
  • Changeover Fri

7 nights from £352 *

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