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

Challadene is a 5 bedroom cottage with sea views in Bigbury-on-Sea, South Devon.
  • Sleeps 10 + 2 cots
  • No pets
  • Changeover Fri

7 nights from £1120 *

Challadene

4610

5 bedroom cottage with sea views in Bigbury-on-Sea, South Devon.


Challadene is a fantastic beachside property which offers panoramic sea views, a glorious outside space and beautiful interiors, not forgetting that the beach is literally a stone'...

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

7 nights from £1120 *

Dalgover Farmhouse is a 3 bedroom, dog friendly cottage near Portreath, North Cornwall.
  • Sleeps 6 + cot
  • Dogs welcome (1 only)
  • Changeover Sat

7 nights from £1121

Dalgover Farmhouse

5688

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


This magical detached and recently refurbished grand farmhouse is set within three and a half acres of private, stunningly maintained grounds. Tucked away from the hustle and bustl...

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

7 nights from £1121

Carne Haven is a 3 bedroom, dog friendly cottage with sea views near Helford.
  • Sleeps 6 + cot
  • Dogs welcome
  • Changeover Sat

7 nights from £1151

Carne Haven

4338

3 bedroom, dog friendly cottage with sea views near Helford.


If you are looking for a holiday off the beaten track, you will find a little slice of Cornish heaven at Carne Haven. Tucked away down a half a mile long private unmade lane, this ...

  • Sleeps 6 + cot
  • Dogs welcome
  • Changeover Sat

7 nights from £1151

Blue Seas is a 4 bedroom, rural cottage with sea views near Marazion, West Cornwall.
  • Sleeps 6 + cot
  • No pets
  • Changeover Fri

7 nights from £1151

Blue Seas

2770

4 bedroom, rural cottage with sea views near Marazion, West Cornwall.


With stunning panoramic sea views across Mount's Bay towards St Michael's Mount, Blue Seas is an idyllic holiday retreat, perfectly situated to make the most of arguably the best v...

  • Sleeps 6 + cot
  • No pets
  • Changeover Fri

7 nights from £1151

Stenor is a 4 bedroom, dog friendly cottage with sea views near Padstow.
  • Sleeps 8 + 2 cots
  • Dogs welcome (1 only)
  • Changeover Fri

7 nights from £1167 *

Stenor

5134

4 bedroom, dog friendly cottage with sea views near Padstow.


Perfectly located in the charming village of Harlyn Bay with a beautiful sandy cove just a short stroll away, Stenor is a stunning holiday home where contemporary furnishings marry...

  • Sleeps 8 + 2 cots
  • Dogs welcome (1 only)
  • Changeover Fri

7 nights from £1167 *

The Cottage At Maugersbury is a 3 bedroom, dog friendly self catering cottage in Stow-on-the-Wold.
  • Sleeps 6 + 2 cots
  • Dogs welcome
  • Changeover Fri

7 nights from £1168

The Cottage At Maugersbury

5576

3 bedroom, dog friendly self catering cottage in Stow-on-the-Wold.


If you are after the perfect child and dog-friendly stay in the Cotswolds, then you will fall in love with The Cottage at Maugersbury. The property benefits from rare unobstructed ...

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

7 nights from £1168

Daydream Cottage is a 3 bedroom, dog friendly cottage near Port Isaac, Cornwall.
  • Sleeps 6 + 2 cots
  • Dogs welcome
  • Changeover Fri

7 nights from £1178

Daydream Cottage

2066

3 bedroom, dog friendly cottage near Port Isaac, Cornwall.


Set down a country lane only a few minutes’ drive from Port Isaac on the north coast of Cornwall, Daydream Cottage is just perfection. Beautifully furnished and presented to a high...

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

7 nights from £1178

No 28 St Agnes is a 3 bedroom, dog friendly cottage with sea views in St Agnes, Cornwall.
  • Sleeps 6 + cot
  • Dogs welcome
  • Changeover Sat

7 nights from £1189

No 28 St Agnes

5336

3 bedroom, dog friendly cottage with sea views in St Agnes, Cornwall.


Tucked into a stunning and unspoilt spot on the north Cornish coast, St Agnes sits in both a designated Area of Outstanding Beauty (now known as National Landscapes) and a world he...

  • Sleeps 6 + cot
  • Dogs welcome
  • Changeover Sat

7 nights from £1189

Goofyfoot is a 4 bedroom, dog friendly cottage with sea views in St Agnes, Cornwall.
  • Sleeps 8 + 2 cots
  • Dogs welcome
  • Changeover Fri

7 nights from £1197 *

Goofyfoot

4321

4 bedroom, dog friendly cottage with sea views in St Agnes, Cornwall.


Nestled on the cliffs of Trevaunance Cove and commanding one of the most desirable locations in St Agnes, this gorgeous holiday home is simply the most perfect family retreat. Goof...

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

7 nights from £1197 *

Dale Cottage is a 3 bedroom holiday cottage near the beach in St Agnes, North Cornwall.
  • Sleeps 6 + cot
  • Dogs welcome
  • Changeover Sat

7 nights from £1200

Dale Cottage

5309

3 bedroom holiday cottage near the beach in St Agnes, North Cornwall.


Dreamy Dale Cottage is the quintessential getaway and is all about relaxation, comfort and style from the moment you pull up in your car. Located down a little lane in laid back St...

  • Sleeps 6 + cot
  • Dogs welcome
  • Changeover Sat

7 nights from £1200

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