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 8 + cot
  • Regret no pets
  • Changeover Fri

7 nights from £850

4 bedroom self catering cottage near the beach in Bembridge, Isle of Wight.


A wonderful contemporary beach house, offering accommodation for eight, within a few minutes walk to the beach and Bembridge village. There is a spacious kitchen/diner with doors o...

  • Sleeps 8 + cot
  • Regret no pets
  • Changeover Fri

7 nights from £850

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

7 nights from £860

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


Step outside the sitting-room onto the magnificent decked terrace – take in the fabulous sea views stretching from Hayle Towans to beyond Godrevy Lighthouse. A spacious, contempora...

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

7 nights from £860

  • Sleeps 8 + 2 cots
  • Regret no pets
  • Changeover Sat

7 nights from £867

4 bedroom self catering cottage with sea views in Seaview, Isle of Wight


Tides Reach is a wonderful, newly modernised family house along the Seaview Duver just a short walk into Seaview Village and the Yacht Club. Tides Reach has a stylish open plan sit...

  • Sleeps 8 + 2 cots
  • Regret no pets
  • Changeover Sat

7 nights from £867

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

7 nights from £868

4 bedroom, dog friendly cottage with sea views in Lyme Regis, Dorset.


Escape to the coast and this fabulous cottage where you can watch the seascape change all day long. Just minutes from the harbour at Lyme Regis and its iconic Cobb, this Grade I...

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

7 nights from £868

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

  • Sleeps 8 + cot
  • Regret no pets
  • Changeover Sat

7 nights from £914

4 bedroom holiday cottage near the beach in Falmouth, South Cornwall.


Winwood is a spacious and beautiful home nestled in a private garden and just a short walk from the centre of Falmouth and two stunning beaches. The owners recently refurbished thi...

  • Sleeps 8 + cot
  • Regret no pets
  • Changeover Sat

7 nights from £914

  • Sleeps 8 + cot
  • Regret no pets
  • Changeover Fri

7 nights from £918

4 bedroom holiday cottage with sea views near Fowey, South Cornwall.


Oh my, this really is a special house, perfect for family gatherings and groups of friends. From watching fishing boats, yachts and dolphins in summer to crashing waves in winter, ...

  • Sleeps 8 + cot
  • Regret no pets
  • Changeover Fri

7 nights from £918

  • Sleeps 8 + cot
  • Regret no pets
  • Changeover Sat

7 nights from £949

4 bedroom holiday cottage with sea views in Marazion, West Cornwall.


What a truly wonderful house this is, with stunning sea views, four acres of garden, paddock and woodland to explore and a hot tub to soak in while watching the sun glisten on the ...

  • Sleeps 8 + cot
  • Regret no pets
  • Changeover Sat

7 nights from £949

  • Sleeps 12 + cot
  • Dogs welcome
  • Changeover Sat

7 nights from £949 *

6 bedroom, dog friendly home with sea views in Port Isaac, Cornwall.


Situated up above Port Isaac, Anchorage nestles amongst its elegant neighbours in a popular terrace overlooking Port Gaverne cove on the north Cornish coast. From its elevated posi...

  • Sleeps 12 + cot
  • Dogs welcome
  • Changeover Sat

7 nights from £949 *

View
  • 20% off

    23 Feb 2019 - 2 Mar 2019

    £1093.26 £874.61

  • Sleeps 8
  • Regret no pets
  • Changeover Sat

7 nights from £953

4 bedroom, rural cottage with sea views in Lamorna Cove, Cornwall.


Gorgeous Ros an Dinas sits high above Lamorna, the view across the Cornish countryside to the sea is breathtaking. This peaceful location is far from the madding crowd, relax in th...

  • Sleeps 8
  • Regret no pets
  • Changeover Sat

7 nights from £953

  • Sleeps 8 + 2 cots
  • Dogs welcome (1 only)
  • Changeover Fri

7 nights from £988

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


'Stunning retreat' is the perfect definition of The Ship House and its enclosed acre of private, well-established gardens and covered ponds. This lovely detached property lies ...

  • Sleeps 8 + 2 cots
  • Dogs welcome (1 only)
  • Changeover Fri

7 nights from £988

Arrive at your handpicked holiday home safe in the knowledge it’s been fully inspected.

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