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 5 + cot
  • Regret no pets
  • Changeover Fri

7 nights from £590

Spectacular cedar yurt with all mod-cons and hot tub sleeps 5 in woodland nr Dartmouth, south Devon


Spacious, comfortable and furnished to an extremely high standard, Owl Cedar Yurt really has got the 'wow factor'. In a wonderfully tranquil woodland setting, it boasts fabulous vi...

  • Sleeps 5 + cot
  • Regret no pets
  • Changeover Fri

7 nights from £590

  • Sleeps 5 + cot
  • Regret no pets
  • Changeover Fri

7 nights from £590

Beautiful cedar yurt with hot tub sleeping 5 in woodland near Dartmouth, South Devon


Venture down the narrow hedge-lined lane to Little Coombe Cedar Yurts and you will be delighted once you drive in. A shared private parking-area for all four of the yurts has wheel...

  • Sleeps 5 + cot
  • Regret no pets
  • Changeover Fri

7 nights from £590

  • Sleeps 5 + cot
  • Regret no pets
  • Changeover Fri

7 nights from £590

Stunning cedar yurt with hot tub sleeping 5 in woodland near Dartmouth


From the moment you turn into this little piece of heaven from the narrow Devon lane you will be amazed. From the shared private parking-area you transport your luggage with a whee...

  • Sleeps 5 + cot
  • Regret no pets
  • Changeover Fri

7 nights from £590

  • Sleeps 5 + cot
  • Regret no pets
  • Changeover Fri

7 nights from £595

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


Sitting beside the lock that protects the inner marina at the prestigious Port Pendennis development, Lock House has superb views across the waters of Falmouth harbour from almost ...

  • Sleeps 5 + cot
  • Regret no pets
  • Changeover Fri

7 nights from £595

  • Sleeps 5 + cot
  • Regret no pets
  • Changeover Sat

7 nights from £600

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


A very charming house overlooking The Green in the picturesque village of St Helens, on the east side of the Island, within a short and scenic walk to the beach. A footpath startin...

  • Sleeps 5 + cot
  • Regret no pets
  • Changeover Sat

7 nights from £600

  • Sleeps 5
  • Regret no pets
  • Changeover Sat

7 nights from £609

3 bedroom, rural self catering apartment near the beach in Shanklin, Isle of Wight.


Dating back to 1863 and converted in 2011, this superb two-storey apartment is located on the outskirts of Shanklin. 10 Shanklin Manor has an elegant, monochrome interior and the u...

  • Sleeps 5
  • Regret no pets
  • Changeover Sat

7 nights from £609

View
  • 10% off

    30 Mar 2019 - 6 Apr 2019

    £676.52 £608.87

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

  • Sleeps 5 + cot
  • Dogs welcome (1 only)
  • Changeover Thu

7 nights from £617

3 bedroom, dog friendly cottage near the beach in Portscatho.


Beautifully situated just above the picturesque harbour in Portscatho, from the garden Cliff Cottage enjoys incredible panoramic sea views of Gerrans Bay including Porthcurnick Bea...

  • Sleeps 5 + cot
  • Dogs welcome (1 only)
  • Changeover Thu

7 nights from £617

View
  • 20% off

    28 Mar 2019 - 4 Apr 2019

    £771.12 £616.90

  • Sleeps 5 + cot
  • Dogs welcome (1 only)
  • Changeover Fri

7 nights from £632

3 bedroom, dog friendly cottage with sea views in St Agnes, Cornwall.


If you dream of spectacular, uninterrupted views across an iconic Cornish cove, this gorgeous cottage, sleeping six, is definitely the holiday home for you. Set in a fabulous locat...

  • Sleeps 5 + cot
  • Dogs welcome (1 only)
  • Changeover Fri

7 nights from £632

View
  • 20% off

    22 Apr 2019 - 3 May 2019

    £789.78 £632.00

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

7 nights from £734 *

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


The glittering water of Talland Bay is seen in all its glory from both the decking and house at Phoenix; a stunning view that is utterly mesmerising on sunny days. With plenty of s...

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

7 nights from £734 *

View
  • 20% off

    29 Mar 2019 - 5 Apr 2019

    £1009.80 £807.84

  • Sleeps 5 + cot
  • Dogs welcome (1 only)
  • Changeover Sat

7 nights from £736

3 bedroom, dog friendly cottage with sea views in St Austell.


Sitting right above the tiny harbour at Charlestown with views of the tall ships moored below, The Captain's Gig is a lovely 18th Century terraced cottage sympathetically updated t...

  • Sleeps 5 + cot
  • Dogs welcome (1 only)
  • Changeover Sat

7 nights from £736

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