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 641 cottages that sleep 5 people

3 bedroom, dog friendly cottage with hot tub near Falmouth, South Cornwall.


Drift is an outstanding luxury eco-house set in a tranquil countryside location close to the beaches and marinas of Falmouth. There are three bedrooms, three bath or shower-rooms, ...

  • Sleeps 6 + cot
  • Dogs welcome
  • Changeover Sat

Price per week £767 - £2745

View

20% off for parties up to 4 + cot on selected dates.

  • 20% off

    17 Nov 2018 - 24 Nov 2018

    £766.76 £613.60

  • 20% off

    24 Nov 2018 - 1 Dec 2018

    £766.76 £613.60

3 bedroom, dog friendly cottage near the beach near Lyme Regis.


What a fabulous location, part of the Rousdon Estate; 350 acres of beautiful grounds that border the World Heritage Jurassic Coast. Hobnob is an elegant Grade II Listed, semi-detac...

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

Price per week £781 - £1795

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


What a fabulous holiday home this is, a gorgeous mix of early Victorian terraced townhouse elegance and 21st Century luxuries, topped off with superb panoramic views. Big bay windo...

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

Price per week £783 - £1800

3 bedroom cottage with hot tub and sea views in Ryde, Isle of Wight


This absolutely stunning property is laid over five mezzanine floors, has two sea-facing balconies and a hot tub with a sea view! Beautifully decorated throughout, The Lodge offers...

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

Price per week £795 - £1500

Readymade beds and fluffy towels; this simple but appreciated welcome is standard with us.

4 bedroom thatched, dog-friendly cottage near South Molton, Devon.


Hidden deep in the truly peaceful, unspoilt mid-Devon countryside, in the grounds of an historic castle, lies Affeton Barton; a 16th Century farmhouse, newly renovated to a very hi...

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

Price per week £796 - £1800 *

* Includes 15% off for parties up to 6 + cot between 28 Jul and 27 Oct 2018. Bedroom 4 is excluded at the discounted rate.

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

Price per week £798 - £2950 *

* Includes 20% off for parties up to 6 + cot on selected dates. Only three bedrooms are available at this discounted rate, please let us know which rooms you require. 30% off for parties up to 4 + cot on selected dates. Only two bedrooms are available at this discounted rate, please let us know which rooms you require.

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

Price per week £801 - £1776

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

4 bedroom, dog friendly holiday cottage in Holsworthy, North Devon.


Hope Farm is a magnificent house set in the most superb location, with the highest of green credentials. Over the years Hope Farm has been awarded nine gold awards from the Devon W...

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

Price per week £806 - £2235 *

* Includes 25% off for parties up to 4 + cot on selected dates. Two bedrooms are excluded at the discounted rate, please let us know which rooms you wish to use. 20% off for parties up to 6 + cot on selected dates. One bedroom is excluded at the discounted rate, please let us know which rooms you wish to use.

3 bedroom, rural self catering cottage near Tavistock, Dartmoor.


The School House is incredibly special and the perfect retreat for those who want to get away from it all and completely unwind and relax. Originally the village school, The School...

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

Price per week £808 - £1525

4 bedroom cottage with sea views in Praa Sands, West Cornwall.


Feel the sand, made from seashells, between your toes on the family-friendly, mile-long sandy beach at Praa Sands which is a mere hop skip and a jump from this fabulously spacious ...

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

Price per week £842 - £2480 *

* Includes 30% off for parties up to 4 + cot on selected dates. The first floor is excluded at the discounted rate. 20% off for parties up to 6 + cot on selected dates. The first floor is excluded at the discounted rate.

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

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