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 617 cottages that sleep 5 people

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


Coastal Retreat is a gorgeous architect-designed contemporary split-level house furnished and appointed to exemplary standards, tucked into a peaceful cul-de-sac and providing all ...

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

Price per week £552 - £1380

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

3 bedroom, rural cottage with sea views in Polzeath, North Cornwall.


Only minutes from the rolling surf of the north Cornish coast, Atlantic View is a mid-terrace cottage enjoying superb views of the sea over the golf course at The Point. This is a ...

  • Sleeps 6
  • Regret no pets
  • Changeover Fri

Price per week £553 - £1546

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

Dog friendly safari tent glamping for six persons near Shaftesbury, Dorset.


Glamping at Black Pig Retreats allows you to escape the everyday; park your car, load your luggage onto the farm's all-terrain vehicle and your countryside adventure begins, canvas...

  • Sleeps 6 + cot
  • Dogs welcome
  • Changeover Fri

Price per week £555 - £1275

Dog friendly safari tent glamping for six near Shaftesbury, Dorset.


Glamping at Black Pig Retreats allows you to escape the everyday and enjoy a fabulous holiday with a difference, where you can cook with fire, collect logs, listen to birdsong and ...

  • Sleeps 6 + cot
  • Dogs welcome
  • Changeover Fri

Price per week £555 - £1275

3 bedroom, dog friendly cottage with sea views near St Mawes.


There are fabulous views over the sailing waters around St Mawes from both the garden and first floor living-room of this contemporary eco-house, set on the edge of St Just in Rose...

  • Sleeps 6 + cot
  • Dogs welcome
  • Changeover Fri

Price per week £555 - £1415

20% off for parties up to 2 + cot on selected dates. Bedrooms 1 and 2 are excluded at the discounted rate.

3 bedroom, dog friendly cottage near Port Isaac, North Cornwall.


Set in an idyllic country estate, Trewane Cottage is a detached, 17th Century, beautifully-styled retreat and the ideal place to recharge your batteries. The gorgeous kitchen/break...

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

Price per week £557 - £1525

3 bedroom, dog friendly cottage near Port Isaac, North Cornwall.


Immaculately transformed into a stylish retreat, this detached former flour mill, just three miles from Port Isaac, is approached down a lane in a private wooded valley on the beau...

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

Price per week £557 - £1525

4 bedroom, rural self catering cottage near Honiton, South Devon.


Lakeview House is a stunning new holiday property in east Devon, inland from the World Heritage Jurassic Coast from Budleigh Salterton and Sidmouth in east Devon through to Lyme Re...

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

Price per week £557 - £1602 *

* Includes 20% off for parties up to 6 + cot. Bedroom 4 is excluded at the discounted rate. 30% off for parties up to 4 + cot. Bedrooms 3 and 4 are excluded at the discounted rate.

Each and every one of our cottages is fully equipped with everything you’ll need on holiday.

4 bedroom, rural self catering cottage near Honiton, South Devon.


This stunning family-sized holiday home with private hot tub, large enclosed garden and wonderful stocked fishing lake is in east Devon, a short and easy drive from the World Herit...

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

Price per week £557 - £1602 *

* Includes 20% off for parties up to 6 + cot. Bedroom 4 is excluded at the discounted rate. 30% off for parties up to 4 + cot. Bedrooms 3 and 4 are excluded at the discounted rate.

3 bedroom, dog friendly holiday cottage in Dartmouth, South Devon.


The Barn is a real home-from-home, offering comfort and quirkiness; this attractive property is a great holiday venue whatever the occasion. It’s bright and airy, certain to put a ...

  • Sleeps 6 + 2 cots
  • Dogs welcome (1 only)
  • Changeover Fri

Price per week £558 - £1395

Loading more