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 563 cottages that sleep 5 people

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

7 nights from £394

3 bedroom holiday cottage near the beach in Brixham, South Devon.


If you are looking for a holiday home which offers parking and a fully enclosed garden, within easy reach of some of the most popular features and hotspots Brixham has to offer, lo...

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

7 nights from £394

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  • 10% off

    26 Apr 2019 - 3 May 2019

    £438.12 £394.20

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

7 nights from £399

4 bedroom holiday cottage near Port Isaac, North Cornwall.


In the peaceful country hamlet of Trewalder, just a short drive from the wild cliffs and sandy beaches of the north Cornish coast and the fishing village of Port Isaac of 'Doc Mart...

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

7 nights from £399

View
  • 20% off

    30 Mar 2019 - 6 Apr 2019

    £498.15 £398.52

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

7 nights from £399

3 bedroom, dog friendly cottage near the beach in Portscatho.


This light and bright ground floor apartment is quietly situated just above the square in the charming village of Portscatho and only minutes from the harbour and stunning Gerrans ...

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

7 nights from £399

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

7 nights from £400

3 bedroom, dog friendly holiday cottage near the beach in St Helens, Isle of Wight


Located in a quiet side street just off the village green in St Helens, this cosy cottage offers great accommodation with a good sized garden, spacious decking and outdoor seating ...

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

7 nights from £400

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

7 nights from £403

4 bedroom, dog friendly cottage with sea views near Marazion.


Yellow Blossom Cottage is truly secluded! Approached by an unmade track and with fabulous views of St Michael’s Mount, this enchanting detached retreat is surrounded by enclosed ga...

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

7 nights from £403

View
  • 20% off

    30 Mar 2019 - 6 Apr 2019

    £504.23 £403.38

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

7 nights from £405

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


Whether seeking beaches, coves, countryside or Cornish culture, this former barn is the perfect base from which to discover Cornwall's north and south coasts and everything in betw...

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

7 nights from £405

View
  • 20% off

    30 Mar 2019 - 6 Apr 2019

    £506.25 £405.00

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

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

7 nights from £406

4 bedroom self catering cottage near Bovey Tracey, Dartmoor.


Nestled in the picture perfect village of Ilsington on the eastern edge of Dartmoor, The Old Post Office is perfectly located and exceptionally furnished making this cottage a real...

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

7 nights from £406

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

7 nights from £407

3 bedroom holiday cottage near the beach in Seaview, Isle of Wight.


30 Seaview Bay is a lovely three bedroom apartment set over two levels, offering sea views from the master bedroom balcony. Doors from the sitting-room lead to a decked area and pr...

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

7 nights from £407

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

7 nights from £408

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 £408

View
  • 20% off

    30 Mar 2019 - 6 Apr 2019

    £510.30 £408.24

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

7 nights from £410

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


Jacaranda is a spacious bungalow with an apartment below Jacaranda Apartment (3136), in an elevated position in a quiet cul-de-sac in the pretty fishing village of Portscatho. The ...

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

7 nights from £410

View
  • 25% off

    12 Apr 2019 - 19 Apr 2019

    £573.64 £430.50

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