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 638 cottages that sleep 5 people

3 bedroom, dog friendly holiday cottage near Bude, North Cornwall.


Lovers of the countryside and wildlife enthusiasts will find their own little piece of heaven on earth at Moreton Mill. Beautifully renovated from its origins as a corn mill, this ...

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

Price per week £500 - £1250

View

20% off for parties up to 2 + cot on selected dates. Only one bedroom is available at the discounted rate, please let us know which bedroom you wish to use.

  • 20% off

    19 Oct 2018 - 26 Oct 2018

    £737.50 £590.00

3 bedroom self catering cottage with sea views in Cowes, Isle of Wight.


Right in the heart of the bustling sailing town of Cowes, 9 Crown Court offers great accommodation with a stunning roof terrace boasting uninterrupted views across the rooftops to ...

  • Sleeps 6
  • Regret no pets
  • Changeover Sat

Price per week £500 - £1050

3 bedroom, dog friendly holiday cottage near Dulverton, Somerset.


Oliver’s Cottage is a pretty period property in Withypool, a traditional village at the heart of Exmoor National Park with a shop, seasonal tea-room, riverside picnic-area and pub ...

  • Sleeps 6 + cot
  • Dogs welcome
  • Changeover Fri

Price per week £500 - £1380

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

Price per week £500 - £1398

4 bedroom, dog friendly holiday cottage near Fowey, South Cornwall.


This lovingly converted granite barn is set in tranquil countryside adjacent to the magnificent Luxulyan Valley, a World Heritage Site of outstanding beauty that just begs to be ex...

  • Sleeps 6 + cot
  • Dogs welcome
  • Changeover Sat

Price per week £500 - £1370

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

3 bedroom, dog friendly holiday cottage near Wells, Somerset.


The Coach House is in a tranquil hilltop position with countryside views over Somerset, Dorset and Wiltshire and is close to historic Glastonbury, Wells and Bruton. French windows ...

  • Sleeps 6 + cot
  • Dogs welcome
  • Changeover Fri

Price per week £500 - £1150

View

30% off for parties up to 4 + cot on selected dates. 30% off for parties up to 1 + cot between 5 Jan and 13 Jul 2019. One of the ground floor bedrooms is excluded at the discounted rate.

  • 10% off

    19 Oct 2018 - 26 Oct 2018

    £511.17 £460.06

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

3 bedroom, rural self catering cottage in Ivybridge, South Devon.


Nestled in an Area of Outstanding Natural Beauty, at the end of a long driveway, Oak Cottage is based within the grounds of Swainstone Manor and provides one of the most peaceful s...

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

Price per week £502 - £1280

3 bedroom, rural holiday cottage near Portreath, South Cornwall.


Downalong's private hot tub is sheer luxury, day or night, and this spacious, light-filled single-storey cottage is stylishly furnished with contemporary and homely finishing touch...

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

Price per week £502 - £1375

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

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


Primrose Cottage is a fully modernised and beautifully furnished Victorian three bedroom cottage situated just off the green in St Helens and offering everything you might need for...

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

Price per week £504 - £1275

3 bedroom thatched cottage with cosy wood burner near Okehampton, Devon.


This gorgeous thatched cottage is a welcoming countryside home nestled in the charming village of Exbourne. Town Farm House has been decorated and furnished with style and comfort ...

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

Price per week £504 - £1095

Loading more