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
  • 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
  • 20% off

    12 Apr 2019 - 19 Apr 2019

    £573.64 £459.20

  • Sleeps 6 + cot
  • Dogs welcome
  • Changeover Fri

7 nights from £412

3 bedroom, dog friendly holiday cottage near Crediton, North Devon.


If you want to get away from the madding crowd, be off the beaten track surrounded by the Devon countryside yet with that something special that a great holiday deserves, Great Ash...

  • Sleeps 6 + cot
  • Dogs welcome
  • Changeover Fri

7 nights from £412

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

  • Sleeps 6 + cot
  • Dogs welcome
  • Changeover Fri

7 nights from £417

3 bedroom, dog friendly, luxury safari tent near the beach near Lamorna Cove.


An idyllic location makes this spacious and luxurious safari tent hard to resist. Set a stone's throw from the gorgeous Lamorna Cove, Bluebell is located on the edge of an eight ac...

  • Sleeps 6 + cot
  • Dogs welcome
  • Changeover Fri

7 nights from £417

View
  • 20% off

    29 Mar 2019 - 5 Apr 2019

    £520.83 £416.66

  • Sleeps 6 + cot
  • Dogs welcome
  • Changeover Fri

7 nights from £417

3 bedroom, dog friendly, luxury safari tent near the beach near Lamorna Cove.


Who could resist Buttercup's picture-postcard location, close to Cornwall's picturesque Lamorna Cove and set in an eight acre field with delicious sea glimpses? Spacious and luxuri...

  • Sleeps 6 + cot
  • Dogs welcome
  • Changeover Fri

7 nights from £417

View
  • 20% off

    29 Mar 2019 - 5 Apr 2019

    £520.83 £416.66

  • Sleeps 6 + cot
  • Dogs welcome
  • Changeover Fri

7 nights from £417

3 bedroom, dog friendly, luxury safari tent near the beach near Lamorna Cove.


Beautiful views and total tranquility are the hallmarks of a stay at Foxglove, where you can choose between roaming acres of peaceful farmland, strolling the coastal path, enjoying...

  • Sleeps 6 + cot
  • Dogs welcome
  • Changeover Fri

7 nights from £417

View
  • 20% off

    29 Mar 2019 - 5 Apr 2019

    £520.83 £416.66

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

7 nights from £422

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


Reverse living with one of the most spectacular views across a single track railway to Mount's Bay and St Michael's Mount. Relax in a comfortable corner suite indoors or better sti...

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

7 nights from £422

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

7 nights from £424

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


East Gull Sands is an attached, comfortably furnished, beachfront holiday home in Seaview. Sitting right opposite the beach this property has sea views from the upstairs double bed...

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

7 nights from £424

View
  • 20% off

    30 Mar 2019 - 6 Apr 2019

    £529.64 £423.72

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

7 nights from £424

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


This gorgeous property is a stylishly converted coastguard cottage and really is a gem. Beautifully decorated throughout, in greys, blues and whites, it is an oasis of calm and has...

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

7 nights from £424

View
  • 20% off

    29 Mar 2019 - 5 Apr 2019

    £529.98 £423.98

Choose from our exclusive collection at the best prices with real time availability.

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

7 nights from £424

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

7 nights from £424

View
  • 20% off

    30 Mar 2019 - 6 Apr 2019

    £450.67 £360.54

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

7 nights from £425

3 bedroom holiday cottage with sea views in Falmouth, South Cornwall.


Views stretch from the Penryn River across the water to the Roseland peninsula from almost every room in this immaculately presented home-from-home; even the patio looks towards th...

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

7 nights from £425

View
  • 25% off

    30 Mar 2019 - 6 Apr 2019

    £566.19 £424.50

  • 25% off

    13 Apr 2019 - 20 Apr 2019

    £719.97 £540.00

  • 25% off

    20 Apr 2019 - 27 Apr 2019

    £638.35 £478.50

Loading more