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

Bennerley House is a 3 bedroom holiday cottage with sea views in St Mawes, South Cornwall.
  • Sleeps 6 + cot
  • No pets
  • Changeover Fri

7 nights from £998

Bennerley House

5521

3 bedroom holiday cottage with sea views in St Mawes, South Cornwall.


With uninterrupted views across the blue waters of the Percuil River across to St Anthony Head, enjoy a very special holiday at Bennerley House. Sit on the balcony watching the eve...

  • Sleeps 6 + cot
  • No pets
  • Changeover Fri

7 nights from £998

Rose Cottage is a 3 bedroom holiday cottage with sea views in St Mawes, South Cornwall.
  • Sleeps 6 + 2 cots
  • No pets
  • Changeover Fri

7 nights from £998

Rose Cottage

5373

3 bedroom holiday cottage with sea views in St Mawes, South Cornwall.


Located in one of the most sought-after elevated positions in the fishing village of St Mawes and enjoying spectacular views, you will find a very special welcome at Rose Cottage. ...

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

7 nights from £998

Sea Poppy is a 3 bedroom, dog friendly cottage with sea views in Thurlestone, Devon.
  • Sleeps 6 + 2 cots
  • Dogs welcome
  • Changeover Sat

7 nights from £1000

Sea Poppy

5047

3 bedroom, dog friendly cottage with sea views in Thurlestone, Devon.


Welcome to Sea Poppy, a delightful holiday home with panoramic sea views from almost every room. This spacious home-from-home comfortably sleeps six and benefits from the use of a ...

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

7 nights from £1000

Condurro House is a 3 bedroom, dog friendly cottage with sea views near Truro, Cornwall.
  • Sleeps 6 + cot
  • Dogs welcome (1 only)
  • Changeover Fri

7 nights from £1002

Condurro House

5767

3 bedroom, dog friendly cottage with sea views near Truro, Cornwall.


With tranquil views of the mesmerising flow of the ebbing tide, this really is a relaxing retreat. Set in the heart of the peaceful village of St Clement on the Tresillian river, y...

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

7 nights from £1002

Greystones is a 4 bedroom, dog friendly holiday cottage near Bovey Tracey, Dartmoor.
  • Sleeps 8 + 2 cots
  • Dogs welcome
  • Changeover Sat

7 nights from £1006

Greystones

4980

4 bedroom, dog friendly holiday cottage near Bovey Tracey, Dartmoor.


Make your way to Lustleigh, an idyllic village in south Devon with the wild beauty of Dartmoor on your doorstep, to find Greystones; a grand, dog friendly countryside retreat, sure...

  • Sleeps 8 + 2 cots
  • Dogs welcome
  • Changeover Sat

7 nights from £1006

Whitsand Bay View is a 3 bedroom cottage with sea views near Whitsand Bay, South Cornwall.
  • Sleeps 6 + cot
  • No pets
  • Changeover Sat

7 nights from £1019

Whitsand Bay View

4418

3 bedroom cottage with sea views near Whitsand Bay, South Cornwall.


Set in a plum elevated position, in the pretty village of Portwrinkle, this stylish retreat invites you to immerse yourself in the very best of luxury coastal living. Aptly named, ...

  • Sleeps 6 + cot
  • No pets
  • Changeover Sat

7 nights from £1019

We’re a Visit England Quality Accredited Agency for our high standards in holiday letting.

Clifftops is a 3 bedroom self catering cottage with sea views in Hunstanton.
  • Sleeps 6 + cot
  • No pets
  • Changeover Sat

7 nights from £1025

Clifftops

5758

3 bedroom self catering cottage with sea views in Hunstanton.


Clifftops is perfectly placed in a sought-after location in Hunstanton enjoying fabulous views of the lighthouse and changing tides, with front row seats to experience the amazing ...

  • Sleeps 6 + cot
  • No pets
  • Changeover Sat

7 nights from £1025

Owlacombe Bridge Cottage is a 3 bedroom, dog friendly self catering cottage in Ashburton, Dartmoor.
  • Sleeps 6
  • Dogs welcome
  • Changeover Sat

7 nights from £1028

Owlacombe Bridge Cottage

4362

3 bedroom, dog friendly self catering cottage in Ashburton, Dartmoor.


This beautifully renovated cottage offers the perfect combination of style, luxury and comfort. If you and your friends or family are looking for a picture-perfect retreat, both in...

  • Sleeps 6
  • Dogs welcome
  • Changeover Sat

7 nights from £1028

Turner Hall is a 4 bedroom, dog friendly cottage near Widecombe in the Moor, Dartmoor.
  • Sleeps 8 + 2 cots
  • Dogs welcome
  • Changeover Fri

7 nights from £1030 *

Turner Hall

4981

4 bedroom, dog friendly cottage near Widecombe in the Moor, Dartmoor.


Nestled in a gorgeous glade, Turner Hall is a beautiful woodland cottage, elegantly furnished and perfectly positioned in a tranquil setting with a dreamy hot tub, oodles of space ...

  • Sleeps 8 + 2 cots
  • Dogs welcome
  • Changeover Fri

7 nights from £1030 *

Apple Cottage is a 4 bedroom, dog friendly holiday cottage near Ivybridge, South Devon.
  • Sleeps 8 + 2 cots
  • Dogs welcome
  • Changeover Sat

7 nights from £1034 *

Apple Cottage

4844

4 bedroom, dog friendly holiday cottage near Ivybridge, South Devon.


Apple Cottage is a fabulous family home; spacious, welcoming and beautifully furnished. Location is key to the success of any multi-generational holiday home, and locations don't g...

  • Sleeps 8 + 2 cots
  • Dogs welcome
  • Changeover Sat

7 nights from £1034 *

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