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

Fulmar is a 5 bedroom, dog friendly cottage with sea views near Whitsand Bay.
  • Sleeps 10 + cot
  • Dogs welcome
  • Changeover Fri

7 nights from £895

Fulmar

4872

5 bedroom, dog friendly cottage with sea views near Whitsand Bay.


Oh my, Fulmar is an epic coastal retreat for 10, with beautiful breathtaking sea views, stylish interiors, the ultimate roof terrace with a bubbly hot tub and it's dog-friendly too...

  • Sleeps 10 + cot
  • Dogs welcome
  • Changeover Fri

7 nights from £895

Mera Ghar is a 5 bedroom, dog friendly holiday cottage near Plymouth, South Devon.
  • Sleeps 10 + 3 cots
  • Dogs welcome
  • Changeover Fri

7 nights from £946

Mera Ghar

5713

5 bedroom, dog friendly holiday cottage near Plymouth, South Devon.


Escape to a south west holiday abode of dreams, on the outskirts of the maritime city of Plymouth, with the beauty of Dartmoor on your doorstep. From style to fun, no detail has be...

  • Sleeps 10 + 3 cots
  • Dogs welcome
  • Changeover Fri

7 nights from £946

View
  • 15% off

    2 Dec 2024 - 6 Dec 2024

    £1001.70 £851.45

  • 15% off

    9 Dec 2024 - 13 Dec 2024

    £1001.70 £851.45

  • 15% off

    13 Dec 2024 - 20 Dec 2024

    From £1113.00 £946.05

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

Twelve Steps is a 5 bedroom cottage with sea views in Mawgan Porth, North Cornwall.
  • Sleeps 10 + 2 cots
  • No pets
  • Changeover Fri

7 nights from £1074

Twelve Steps

2001

5 bedroom cottage with sea views in Mawgan Porth, North Cornwall.


A detached, coastal holiday home with beautiful sea views which is perfect for multi-family/extended family vacations. Located just off the coast road leading down to Mawgan Porth,...

  • Sleeps 10 + 2 cots
  • No pets
  • Changeover Fri

7 nights from £1074

Walnut Barn is a 5 bedroom, dog friendly holiday cottage near Honiton, South Devon.
  • Sleeps 10 + 2 cots
  • Dogs welcome
  • Changeover Sat

7 nights from £1113

Walnut Barn

4709

5 bedroom, dog friendly holiday cottage near Honiton, South Devon.


Welcome to Walnut Barn, a superbly renovated detached barn surrounded by magnificent countryside views which stretch for miles over the beautiful rolling Devon countryside. Soaking...

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

7 nights from £1113

Orchard House is a 4 bedroom, dog friendly holiday cottage near the beach in Bembridge, Isle of Wight
  • Sleeps 10 + cot
  • Dogs welcome (1 only)
  • Changeover Sat

7 nights from £1176

Orchard House

3641

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


Orchard House is a wonderful property for an extended family looking for a sprawling holiday home near the beach in Bembridge. The downstairs living areas are inviting - no doubt t...

  • Sleeps 10 + cot
  • Dogs welcome (1 only)
  • Changeover Sat

7 nights from £1176

Rosteague Farmhouse is a 5 bedroom, rural cottage near the beach in Portscatho, Cornwall.
  • Sleeps 10 + 2 cots
  • No pets
  • Changeover Fri

7 nights from £1222

Rosteague Farmhouse

4030

5 bedroom, rural cottage near the beach in Portscatho, Cornwall.


Tucked away at the end of a Cornish country lane, this lovely old farmhouse is set in idyllic surroundings, overlooking adjacent farmland to the sea beyond. Imaginatively restor...

  • Sleeps 10 + 2 cots
  • No pets
  • Changeover Fri

7 nights from £1222

Rull Granary is a 5 bedroom, dog friendly holiday cottage near Honiton, South Devon.
  • Sleeps 10 + 2 cots
  • Dogs welcome
  • Changeover Thu

7 nights from £1236

Rull Granary

5066

5 bedroom, dog friendly holiday cottage near Honiton, South Devon.


Make your way to the glorious Devonshire countryside where you will find Rull Granary, a rather fabulous rural retreat. With magical countryside views and the most divine unique in...

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

7 nights from £1236

Churchstyle Barn is a 5 bedroom self catering cottage in Honiton, South Devon.
  • Sleeps 10 + 2 cots
  • No pets
  • Changeover Sat

7 nights from £1299

Churchstyle Barn

5697

5 bedroom self catering cottage in Honiton, South Devon.


This beautiful barn has been finished to the highest of standards, offering the ideal retreat for that special family gathering or that long awaited break with friends. This countr...

  • Sleeps 10 + 2 cots
  • No pets
  • Changeover Sat

7 nights from £1299

Choose our flexible booking option and have the ability to cancel anytime.

Lambs Lawn is a 5 bedroom, dog friendly holiday cottage with hot tub in Honiton, South Devon.
  • Sleeps 10 + cot
  • Dogs welcome
  • Changeover Fri

7 nights from £1302

Lambs Lawn

2831

5 bedroom, dog friendly holiday cottage with hot tub in Honiton, South Devon.


This fabulous 'grand design' barn conversion, near east Devon's famous market town of Honiton, is just a short drive inland from the breathtaking Jurassic Coast between Sidmouth an...

  • Sleeps 10 + cot
  • Dogs welcome
  • Changeover Fri

7 nights from £1302

Seaside House is a 5 bedroom, dog friendly cottage with sea views in Little Haven, Pembrokeshire
  • Sleeps 10 + 2 cots
  • Dogs welcome
  • Changeover Sat

7 nights from £1351

Seaside House

4426

5 bedroom, dog friendly cottage with sea views in Little Haven, Pembrokeshire


With breathtaking, spectacular sea views from almost every room, spacious, elegant accommodation, a luxurious eight person hot tub with amazing sea views and just a stroll to the b...

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

7 nights from £1351

Loading more