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 558 cottages that sleep 5 people

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

7 nights from £442

2 bedroom, rural cottage near the beach near Bridport, Dorset.


The Parlour is an excellent choice for a family, with French windows opening out onto an enclosed gravelled patio, comfortable accommodation for five guests – one of the three sing...

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

7 nights from £442

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

7 nights from £442

3 bedroom self catering cottage near Falmouth, West Cornwall.


A traditional Cornish cottage, Old Walls is set in the heart of the pretty village of Constantine, surrounded by the beautiful countryside of the north side of the Helford River. S...

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

7 nights from £442

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

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

7 nights from £444

2 bedroom, rural holiday cottage near Shaftesbury, Dorset.


Semi-detached Hatts Barn is a contemporary, reversed level barn conversion on a wide south-facing terrace. The large en suite master bedroom and a twin bedded family room (the beds...

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

7 nights from £444

View
  • 20% off

    22 Feb 2019 - 1 Mar 2019

    £554.65 £443.72

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

7 nights from £450

3 bedroom cottage with sea views near Boscastle, North Cornwall.


Bloomers' is a charming cottage with stunning sea views over the Cornish coast. It sits in idyllic countryside and provides a peaceful space to escape the stresses of everyday life...

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

7 nights from £450

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

7 nights from £452

3 bedroom, rural cottage with sea views in St Just, West Cornwall.


The Bowjey is a short walk up the lane from the spectacular Cape Cornwall peninsula and Priest’s Cove, with the bustling village of St Just and the beach at Sennen just a short dri...

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

7 nights from £452

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

7 nights from £457

2 bedroom self catering cottage near Dartmouth, South Devon.


This beautiful cottage sits proudly within 20 acres of the most stunning private grounds. Little Coombe Cottage has been furnished to the highest of standards; with every last deta...

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

7 nights from £457

  • Sleeps 5 + cot
  • Dogs welcome
  • Changeover Fri

7 nights from £458

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


Trefusis Lodge is just outside the delightfully pretty waterside village of Flushing, across the Penryn River from bustling maritime Falmouth. This lovely semi-detached Victorian c...

  • Sleeps 5 + cot
  • Dogs welcome
  • Changeover Fri

7 nights from £458

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

7 nights from £464

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


Gilly Barn is the perfect base from which to discover Cornwall’s infinitely diverse, very special magic on the north and south coasts and everywhere in between. With wonderful far ...

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

7 nights from £464

Readymade beds and fluffy towels; this simple but appreciated welcome is standard with us.

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

7 nights from £465

3 bedroom apartment with sea views in Westward Ho!, North Devon.


Nassau Court is a striking building which has pride of place right on the seafront with the sea a stone's throw away and the stunning north Devon beaches curving away into the dist...

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

7 nights from £465

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

7 nights from £474

3 bedroom, dog friendly cottage near the sea in Boscastle, Cornwall.


Boscastle needs little introduction, its picturesque harbour being a well-known Cornish landmark. A mere two minute stroll back from the fishing boats tucked below the harbour wall...

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

7 nights from £474

View
  • 20% off

    22 Feb 2019 - 1 Mar 2019

    £591.96 £473.56

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