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. 

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 626 cottages that sleep 5 people

3 bedroom self catering apartment near the beach in Seaview.


A ground floor apartment housed within an exclusive development, you'll feel an air of grandeur to a holiday at 3 Springfield Court with an impressive driveway just off the Seaview...

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

Price per week £470 - £1082

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  • 20% off

    1 Sep 2018 - 8 Sep 2018

    £663.67 £530.93

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


A fabulous holiday home, Trevenna is contemporary in style and many thoughtful touches are provided for guests. The interior is clean and fresh, there are wooden floors throughout ...

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

Price per week £471 - £1194

Don’t miss out; reserve your favourite 2019 holiday cottage for just £30

3 bedroom, dog friendly cottage near Falmouth, South Cornwall.


Rural in feel, Higher Treluswell Barn is actually only a 10 minute drive from the bustling town and sailing waters of Falmouth, where ferries sail to St Mawes, Truro and the Helfor...

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

Price per week £472 - £1205

15% off for parties up to 2 + cot on selected dates. Bedroom 3 is excluded at the discounted rate.

3 bedroom, dog friendly cottage near the beach near St Ives.


Set in the centre of the bustling village of Lelant just over two miles from St Ives, Driftwood is a stylish, year-round retreat. The open plan kitchen/diner leads through to the l...

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

Price per week £473 - £1322

3 bedroom, rural holiday cottage near Mevagissey, South Cornwall.


Just minutes away from beautiful sandy beaches at Porthluney and Gorran Haven this lovely Grade II Listed cottage is perfect for those who appreciate the seamless blending of tradi...

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

Price per week £476 - £1214

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25% off for parties up to 4 + cot on selected dates.

  • 20% off

    1 Sep 2018 - 8 Sep 2018

    £737.80 £590.24

3 bedroom, rural self catering cottage near Helford, West Cornwall.


This large modern and beautifully designed Eco house is nestled in the Gillan Creek valley between Manaccan and St Martin on the Lizard peninsula, and surrounded by wonderful count...

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

Price per week £479 - £1450

3 bedroom, rural cottage with sea views near Kingsand, Cornwall.


Situated in an acre of beautifully landscaped gardens in the heart of the Rame peninsula, with views across the rolling countryside to the waters of Plymouth Sound and Dartmoor in ...

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

Price per week £479 - £1479

3 bedroom, dog friendly cottage near the sea near Sennen, Cornwall.


This spacious, detached barn conversion is the ideal retreat. Set close to the pretty town of St Just and the South West Coast Path, on the edge of rugged moorland it’s a walker’s ...

  • Sleeps 6 + cot
  • Dogs welcome
  • Changeover Sat

Price per week £479 - £1197

Our guests rate us 4.8/5 on Feefo, the independent review site.

3 bedroom self catering apartment with sea views in Seaview.


They say location is everything, and this property does not disappoint! Situated on the first floor, 2 Quay Rocks is a light-filled, modestly furnished apartment with a balcony, of...

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

Price per week £480 - £913

3 bedroom self catering cottage in Dulverton, Somerset.


This spacious period house is on the edge of Dulverton, the gateway to Exmoor National Park, seconds from the riverside walk into this lovely little town. Andrew’s House is on the ...

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

Price per week £480 - £1220

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