Holiday Cottages for 5 People

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. 

Our exclusive ferry discounts will make your island trip with Classic plain sailing.

We have 706 cottages that sleep 5 people

Barn Owls Cottage is a 3 bedroom, dog friendly cottage near Bridport, Dorset.
  • Sleeps 6 + cot
  • Dogs welcome
  • Changeover Fri

7 nights from £690

Barn Owls Cottage

3015

3 bedroom, dog friendly cottage near Bridport, Dorset.


Barn Owls Cottage is a semi-detached cottage that has been converted from an 18th Century stone barn. Despite having stylish modern fittings, it has still retained much of its orig...

  • Sleeps 6 + cot
  • Dogs welcome
  • Changeover Fri

7 nights from £690

Netherway is a 3 bedroom, dog friendly cottage with sea views in Mevagissey.
  • Sleeps 6 + cot
  • Dogs welcome (1 only)
  • Changeover Sat

7 nights from £690

Netherway

2170

3 bedroom, dog friendly cottage with sea views in Mevagissey.


Perched high above sandy Portmellon cove, the views from this modern, single-storey detached property are stunning. Large picture windows in the spacious open plan living-room let ...

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

7 nights from £690

Trevenna is a 3 bedroom self catering cottage near the beach in Seaview, Isle of Wight.
  • Sleeps 6 + cot
  • No pets
  • Changeover Fri

7 nights from £691

Trevenna

3686

3 bedroom self catering cottage near the beach in Seaview, Isle of Wight.


Trevenna is a thoughtfully designed holiday home in Seaview that really delivers when it comes to space, charm and comfort. It would be ideal for a family or couples travelling tog...

  • Sleeps 6 + cot
  • No pets
  • Changeover Fri

7 nights from £691

Ida Cottage is a 3 bedroom, dog friendly holiday cottage near Tavistock, Dartmoor.
  • Sleeps 6 + cot
  • Dogs welcome
  • Changeover Sat

7 nights from £700

Ida Cottage

3293

3 bedroom, dog friendly holiday cottage near Tavistock, Dartmoor.


Stunning can be an over-used term but Ida Cottage really lives up to the description. Under-floor heating throughout, toasty slate-flooring downstairs and oak-flooring upstairs, th...

  • Sleeps 6 + cot
  • Dogs welcome
  • Changeover Sat

7 nights from £700

Bythmoy is a 3 bedroom, dog friendly holiday cottage near Penzance, West Cornwall.
  • Sleeps 6 + cot
  • Dogs welcome
  • Changeover Sat

7 nights from £700

Bythmoy

5218

3 bedroom, dog friendly holiday cottage near Penzance, West Cornwall.


Surrounded by tranquil countryside and in one of the best places in the world to view the sky at night, Bythmoy is a fabulous cottage which marries traditional features with contem...

  • Sleeps 6 + cot
  • Dogs welcome
  • Changeover Sat

7 nights from £700

Riverwood is a 3 bedroom holiday cottage near the sea in Boscastle, North Cornwall.
  • Sleeps 6 + cot
  • No pets
  • Changeover Sat

7 nights from £700

Riverwood

5661

3 bedroom holiday cottage near the sea in Boscastle, North Cornwall.


For scenery-packed coastal walks, exploring fishing villages and historic harbours, as well as fun days on some fabulous beaches, this idyllic haven is just the ticket for a great ...

  • Sleeps 6 + cot
  • No pets
  • Changeover Sat

7 nights from £700

Stellan is a 3 bedroom cottage near the beach in Port Isaac, North Cornwall.
  • Sleeps 6 + cot
  • No pets
  • Changeover Sat

7 nights from £700

Stellan

5765

3 bedroom cottage near the beach in Port Isaac, North Cornwall.


Stellan is a retreat for all seasons, whether you are seeking time to relax and reset or explore and discover, it's an absolute dream. Set at the top of the village of Port Isaac, ...

  • Sleeps 6 + cot
  • No pets
  • Changeover Sat

7 nights from £700

Tresco is a 3 bedroom cottage near the beach in Portscatho, South Cornwall.
  • Sleeps 6 + cot
  • No pets
  • Changeover Fri

7 nights from £700

Tresco

3172

3 bedroom cottage near the beach in Portscatho, South Cornwall.


All on one level, this beautifully appointed property lies just above the picturesque harbour village of Portscatho, and is within easy walking distance of the sea and village amen...

  • Sleeps 6 + cot
  • No pets
  • Changeover Fri

7 nights from £700

The Garden Lodge is a 3 bedroom, dog friendly cottage near Wadebridge, North Cornwall.
  • Sleeps 6 + cot
  • Dogs welcome (1 only)
  • Changeover Sat

7 nights from £705

The Garden Lodge

5248

3 bedroom, dog friendly cottage near Wadebridge, North Cornwall.


If you love the sound of birdsong and a wonderfully peaceful location, book an escape to this wonderful rural retreat. Tucked away in the Cornish countryside, surrounded by fields ...

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

7 nights from £705

Creek Cottage is a 3 bedroom, rural cottage with sea views near Falmouth, West Cornwall.
  • Sleeps 6 + cot
  • No pets
  • Changeover Fri

7 nights from £706

Creek Cottage

4120

3 bedroom, rural cottage with sea views near Falmouth, West Cornwall.


Hidden in the secluded hamlet of Lower Calamansack along narrow leafy Cornish lanes, Creek Cottage is discovered down a long private lane, with a stunning outlook across the pretti...

  • Sleeps 6 + cot
  • No pets
  • Changeover Fri

7 nights from £706

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