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 707 cottages that sleep 5 people

Jubilee House is a 5 bedroom, dog friendly cottage near the beach in St Agnes, Cornwall.
  • Sleeps 10 + 2 cots
  • Dogs welcome
  • Changeover Sat

7 nights from £1037 *

Jubilee House

5025

5 bedroom, dog friendly cottage near the beach in St Agnes, Cornwall.


The much sought-after village of St Agnes is a magical place for a Cornish holiday and Jubilee House is an elegant double fronted, terraced, Victorian home, just a short stroll awa...

  • Sleeps 10 + 2 cots
  • Dogs welcome
  • Changeover Sat

7 nights from £1037 *

Seaway House is a 3 bedroom holiday cottage with sea views near Dartmouth, South Devon.
  • Sleeps 6 + 2 cots
  • No pets
  • Changeover Sat

7 nights from £1039

Seaway House

5295

3 bedroom holiday cottage with sea views near Dartmouth, South Devon.


Welcome to Seaway House, a fabulous holiday retreat perched overlooking the beautiful south Devon countryside and out to sea, locations don't get more special than this. Nestled...

  • Sleeps 6 + 2 cots
  • No pets
  • Changeover Sat

7 nights from £1039

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

Heron's Lea is a 3 bedroom cottage with sea views in Portscatho, South Cornwall.
  • Sleeps 6 + cot
  • No pets
  • Changeover Fri

7 nights from £1045

Heron's Lea

4419

3 bedroom cottage with sea views in Portscatho, South Cornwall.


This gorgeous seaside home is situated in the sought-after location of Rosevine, within walking distance of the glorious sandy Porthcurnick Beach. Set in large gardens with stunnin...

  • Sleeps 6 + cot
  • No pets
  • Changeover Fri

7 nights from £1045

Chynhalls Farm House is a 4 bedroom thatched, dog friendly cottage with sea views in Coverack.
  • Sleeps 7 + cot
  • Dogs welcome (1 only)
  • Changeover Sat

7 nights from £1047 *

Chynhalls Farm House

4502

4 bedroom thatched, dog friendly cottage with sea views in Coverack.


Chynhalls Farm House is a charming 300 year old, Grade II Listed, Cornish thatched cottage in the beautiful fishing village of Coverack, recently restored into a fine example of an...

  • Sleeps 7 + cot
  • Dogs welcome (1 only)
  • Changeover Sat

7 nights from £1047 *

Trebarvah Farmhouse is a 5 bedroom, dog friendly cottage with sea views near Marazion.
  • Sleeps 9 + 2 cots
  • Dogs welcome
  • Changeover Fri

7 nights from £1054 *

Trebarvah Farmhouse

5589

5 bedroom, dog friendly cottage with sea views near Marazion.


Tucked away down a quiet country lane just minutes from the coast, with gorgeous views of St Michael's Mount, Trebarvah Farmhouse is situated in the sleepy hamlet of Trebarvah, whi...

  • Sleeps 9 + 2 cots
  • Dogs welcome
  • Changeover Fri

7 nights from £1054 *

The Retreat is a 3 bedroom holiday apartment with sea views in Shaldon, South Devon.
  • Sleeps 6 + cot
  • No pets
  • Changeover Sat

7 nights from £1056

The Retreat

5338

3 bedroom holiday apartment with sea views in Shaldon, South Devon.


Welcome to The Retreat, a gorgeous family holiday home, nestled in the beautiful village of Shaldon. Shaldon and The Retreat offer something special for all ages, from the sandy be...

  • Sleeps 6 + cot
  • No pets
  • Changeover Sat

7 nights from £1056

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

7 nights from £1057

The Lookout House

4413

3 bedroom, dog friendly cottage with sea views in The Lizard.


Kynance Cove is the wonderful outlook for your Cornish holiday, no matter what time of year. The dramatic coastline of The Lizard is an Area of Outstanding Natural Beauty and inclu...

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

7 nights from £1057

The Homestead is a 3 bedroom, dog friendly cottage near Crantock, North Cornwall.
  • Sleeps 6 + 2 cots
  • Dogs welcome
  • Changeover Fri

7 nights from £1060

The Homestead

4671

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


Follow the leafy lanes just a few miles from the north Cornish coast and arrive within the tranquil private setting of The Homestead. Hidden away from the bustle of the sand and se...

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

7 nights from £1060

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

Tretawny is a 3 bedroom, dog friendly cottage near the beach in Perranporth.
  • Sleeps 6 + cot
  • Dogs welcome
  • Changeover Fri

7 nights from £1060

Tretawny

5485

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


Just a mile from the superb surfing waves and glorious sandy beaches at Perranporth, this beautiful chocolate box thatched cottage is the perfect holiday location for family gather...

  • Sleeps 6 + cot
  • Dogs welcome
  • Changeover Fri

7 nights from £1060

Merivale is a 4 bedroom, dog friendly holiday cottage near the beach in Seaview, Isle of Wight
  • Sleeps 6 + cot
  • Dogs welcome
  • Changeover Sat

7 nights from £1061

Merivale

4240

4 bedroom, dog friendly holiday cottage near the beach in Seaview, Isle of Wight


This lovely, light and spacious detached house located on Fairy Road in Seaview, just a short stroll from the seafront, makes a fantastic base for a wonderful holiday on the Isle o...

  • Sleeps 6 + cot
  • Dogs welcome
  • Changeover Sat

7 nights from £1061

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