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 10 + 2 cots
  • Dogs welcome (1 only)
  • Changeover Fri

7 nights from £943 *

5 bedroom, dog friendly cottage with sea views in Portscatho.


Set above the banks of the beautiful Percuil estuary, this outstanding period property enjoys fabulous views over the water from nearly all the rooms in Weatheroak. The south-facin...

  • Sleeps 10 + 2 cots
  • Dogs welcome (1 only)
  • Changeover Fri

7 nights from £943 *

  • Sleeps 6 + 2 cots
  • Regret no pets
  • Changeover Fri

7 nights from £954

3 bedroom self catering cottage with sea views in Ryde, Isle of Wight


This absolutely stunning property is laid over five mezzanine floors, has two sea-facing balconies and a hot tub with a sea view! Beautifully decorated throughout, The Lodge offers...

  • Sleeps 6 + 2 cots
  • Regret no pets
  • Changeover Fri

7 nights from £954

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

7 nights from £999

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


Filled with luxurious furnishings and elegantly finished, this ground floor apartment is perfect for a holiday at any time of year. The open plan living space and master bedroom bo...

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

7 nights from £999

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

7 nights from £999

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


This is a newly-built, fabulous holiday home, spread over two floors to maximise the stunning views from this amazing location. Thoughtfully designed, guests have everything they m...

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

7 nights from £999

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

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

7 nights from £999

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


Open the balcony doors, breathe in the fresh sea air and just stop to admire your stunning view down to Mullion Cove and beyond. This first floor apartment has been caringly design...

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

7 nights from £999

  • Sleeps 10 + cot
  • Regret no pets
  • Changeover Fri

7 nights from £1030 *

5 bedroom, rural self catering cottage near Honiton, South Devon.


In the tranquil countryside inland from the east Devon Jurassic Coast, lies this lovely and secluded detached farmhouse. It sits within its own idyllic six acre grounds comprising ...

  • Sleeps 10 + cot
  • Regret no pets
  • Changeover Fri

7 nights from £1030 *

  • Sleeps 10 + 2 cots
  • Dogs welcome
  • Changeover Fri

7 nights from £1043 *

5 bedroom, dog friendly cottage near the beach near Lyme Regis.


Less than half a mile from the World Heritage Jurassic Coast, The Old Manor House is a beautiful 16th Century, Grade II Listed house, full of character with a delightful enclosed g...

  • Sleeps 10 + 2 cots
  • Dogs welcome
  • Changeover Fri

7 nights from £1043 *

View
  • 15% off

    22 Feb 2019 - 1 Mar 2019

    £1186.64 £1008.95

  • 10% off

    1 Mar 2019 - 8 Mar 2019

    £1043.20 £938.70

  • 10% off

    8 Mar 2019 - 15 Mar 2019

    £1043.20 £938.70

  • 10% off

    22 Mar 2019 - 29 Mar 2019

    £1147.52 £1033.20

  • Sleeps 6 + cot
  • Dogs welcome
  • Changeover Fri

7 nights from £1683

3 bedroom self catering cottage near the beach in Brook, Isle of Wight


Flackstead is a unique eco-friendly house which has breath-taking and uninterrupted coastal views across Compton Bay towards the Needles. Flackstead combines the very best of conte...

  • Sleeps 6 + cot
  • Dogs welcome
  • Changeover Fri

7 nights from £1683

  • Sleeps 7 + cot
  • Dogs welcome (1 only)
  • Changeover Fri

7 nights from £445

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


If you long for picturesque walks in the daytime and quiet nights under starry skies, then Ashmead Cottage is your holiday ideal. This lovely property would suit a family or even t...

  • Sleeps 7 + cot
  • Dogs welcome (1 only)
  • Changeover Fri

7 nights from £445

  • Sleeps 7 + cot
  • Dogs welcome (1 only)
  • Changeover Fri

7 nights from £520

3 bedroom, dog friendly cottage near the beach in Lamorna Cove.


Named after the renowned artist Laura Knight, Knights Cottage is a single-storey, semi-detached cottage. Ramps give easy access for wheelchair users or guests with limited mobility...

  • Sleeps 7 + cot
  • Dogs welcome (1 only)
  • Changeover Fri

7 nights from £520

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

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