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 6 + 2 cots
  • Dogs welcome
  • Changeover Sat

7 nights from £570 *

3 bedroom, dog friendly cottage with sea views in Bigbury-on-Sea


High Lea is a beautifully refurbished family house, nestled in the heart of an Area of Outstanding Natural Beauty and boasting the most breathtaking and unrivalled sea views. This ...

  • Sleeps 6 + 2 cots
  • Dogs welcome
  • Changeover Sat

7 nights from £570 *

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

7 nights from £592 *

3 bedroom holiday cottage near the beach in Flushing, South Cornwall.


This delightful property is found down an Cornish ope in the gorgeous, waterside village of Flushing. The deceptively large cottage will have you saying 'wow!' as soon as you walk ...

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

7 nights from £592 *

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

7 nights from £666 *

3 bedroom, rural holiday cottage near Newton Abbot, South Devon.


Grand View really does live up to its name. The garden wraps around this gorgeous modern house with views across to Dartmoor and to the west. Tucked away down a lane, only a mile f...

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

7 nights from £666 *

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

7 nights from £667 *

3 bedroom, rural self catering cottage near Dartmouth, South Devon.


Set into the side of a hill within 20 acres of the Owners’ private grounds of meadows and woodland, including a large wildlife pond, Little Coombe Barn is gorgeous. Furnished and e...

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

7 nights from £667 *

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

  • Sleeps 11 + 4 cots
  • Regret no pets
  • Changeover Fri

7 nights from £668 *

5 bedroom, rural self catering home near Newquay, North Cornwall.


Tucked away off the beaten track, this fabulous detached house lies in the countryside yet is only minutes from many of the county's most popular beaches and family attractions. Pr...

  • Sleeps 11 + 4 cots
  • Regret no pets
  • Changeover Fri

7 nights from £668 *

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

7 nights from £669 *

4 bedroom cottage with sea views near Marazion, West Cornwall.


Fancy relaxing in a hot tub, perched on the cliff top overlooking Perranuthnoe beach? Well, this one is for you! Cliff House is a warm, stylish detached retreat set high above Perr...

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

7 nights from £669 *

  • Sleeps 7 + 2 cots
  • Dogs welcome
  • Changeover Fri

7 nights from £671 *

4 bedroom, dog-friendly cottage with sea views near Bridport, Dorset.


Snuggled into the hillside with Golden Cap behind, The Guardhouse stands watch over this stunning part of the Jurassic Coast at Seatown, with sea views from the master bedroom and ...

  • Sleeps 7 + 2 cots
  • Dogs welcome
  • Changeover Fri

7 nights from £671 *

  • Sleeps 8 + 2 cots
  • Dogs welcome
  • Changeover Fri

7 nights from £681 *

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


Right at the water’s edge on the beautiful Percuil River and tucked at the end of a quiet lane, Westward’s tranquil location and stunning views are sublime. Nearly all the rooms ha...

  • Sleeps 8 + 2 cots
  • Dogs welcome
  • Changeover Fri

7 nights from £681 *

View
  • 30% off

    15 Feb 2019 - 22 Feb 2019

    £1121.00 £784.70

  • 30% off

    22 Feb 2019 - 1 Mar 2019

    £1121.00 £784.70

  • 30% off

    1 Mar 2019 - 8 Mar 2019

    £973.50 £681.80

  • 30% off

    8 Mar 2019 - 15 Mar 2019

    £973.50 £681.80

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

7 nights from £689 *

4 bedroom cottage with sea views in the Lizard, West Cornwall.


Hidden down a lane on the fringes of the Lizard is a grand Victorian house with spectacular, panoramic sea views across to Old Lizard Head and Kynance Cove. At any time of year...

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

7 nights from £689 *

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

7 nights from £695 *

4 bedroom, rural holiday cottage near Lostwithiel, North Cornwall.


Wooda is a truly beautiful property set in the idyllic moorland hamlet of Warleggan, which according to the sign is twinned with Narnia, and given the magical location this would b...

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

7 nights from £695 *

Our property managers are local experts who handpick perfect places to stay.

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