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

Seascape is a 4 bedroom self catering cottage with sea views in Hunstanton.
  • Sleeps 8 + cot
  • No pets
  • Changeover Sat

7 nights from £1099

Seascape

5781

4 bedroom self catering cottage with sea views in Hunstanton.


Seascape is a beautifully presented home away from home in a sought-after location just a short stroll from the soft sandy beaches of Old Hunstanton, with views across to the disti...

  • Sleeps 8 + cot
  • No pets
  • Changeover Sat

7 nights from £1099

The Lodge is a 4 bedroom, dog friendly cottage near Kingsbridge, South Devon.
  • Sleeps 8 + 2 cots
  • Dogs welcome
  • Changeover Fri

7 nights from £1102

The Lodge

4211

4 bedroom, dog friendly cottage near Kingsbridge, South Devon.


This beautiful house is simply stunning, oozing style and luxury throughout. If you are looking to treat yourself and your family to a holiday retreat that is simply out of this wo...

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

7 nights from £1102

Low Shaw Farmhouse is a 4 bedroom, dog friendly self catering cottage in Hawes.
  • Sleeps 8 + 2 cots
  • Dogs welcome
  • Changeover Sat

7 nights from £1120

Low Shaw Farmhouse

5794

4 bedroom, dog friendly self catering cottage in Hawes.


As you approach the hamlet of Simonstone and look up to the hill on your right you will see Low Shaw Farmhouse nestled on the hillside, surrounded by sheep enclosed by the wonderfu...

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

7 nights from £1120

Cobb Cottage is a 4 bedroom, dog friendly cottage with sea views in Lyme Regis, Dorset.
  • Sleeps 8 + cot
  • Dogs welcome (1 only)
  • Changeover Fri

7 nights from £1133

Cobb Cottage

3243

4 bedroom, dog friendly cottage with sea views in Lyme Regis, Dorset.


Escape to the coast and this fabulous cottage where you can watch the seascape change all day long. Just minutes from the harbour at Lyme Regis and its iconic Cobb, this Grade I...

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

7 nights from £1133

Tredore is a 3 bedroom, dog friendly cottage near the beach in Charlestown.
  • Sleeps 8 + cot
  • Dogs welcome
  • Changeover Sat

7 nights from £1140

Tredore

5291

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


A warm Cornish welcome awaits you at Tredore, a stunning historic home, nestled in the heart of the charming village of Charlestown. Tucked away along a private lane, it's such a p...

  • Sleeps 8 + cot
  • Dogs welcome
  • Changeover Sat

7 nights from £1140

Barnell Cottage is a 4 bedroom, dog friendly cottage near the beach in Branscombe, Devon.
  • Sleeps 8 + cot
  • Dogs welcome
  • Changeover Fri

7 nights from £1145

Barnell Cottage

4001

4 bedroom, dog friendly cottage near the beach in Branscombe, Devon.


Set in its own mature gardens on a south-facing hillside, Barnell Cottage has views over Branscombe Vale and out to the World Heritage Jurassic Coast at Branscombe mouth. This beau...

  • Sleeps 8 + cot
  • Dogs welcome
  • Changeover Fri

7 nights from £1145

Our property managers are local experts who handpick perfect places to stay.

The New House is a 4 bedroom self catering cottage in Godshill, Isle of Wight
  • Sleeps 8 + 2 cots
  • Dogs welcome (1 only)
  • Changeover Fri

7 nights from £1146

The New House

4025

4 bedroom self catering cottage in Godshill, Isle of Wight


Nestled in the heart of the chocolate-box village of Godshill, this detached house has beautiful secluded gardens to the rear and everything the village can offer within a few minu...

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

7 nights from £1146

The Observatory is a 4 bedroom apartment with beautiful views in Seaview.
  • Sleeps 8 + cot
  • Dogs welcome (1 only)
  • Changeover Fri

7 nights from £1149

The Observatory

5693

4 bedroom apartment with beautiful views in Seaview.


What a view! The most perfect seascape vistas will be found from this pretty apartment in the heart of the traditional seaside village of Seaview. This quirky home-from-home is the...

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

7 nights from £1149

Anchorage is a 6 bedroom, dog friendly home with sea views in Port Isaac, Cornwall.
  • Sleeps 12 + cot
  • Dogs welcome
  • Changeover Sat

7 nights from £1152 *

Anchorage

2305

6 bedroom, dog friendly home with sea views in Port Isaac, Cornwall.


Situated up above Port Isaac, Anchorage nestles amongst its elegant neighbours in a popular terrace overlooking Port Gaverne cove on the north Cornish coast. From its elevated ...

  • Sleeps 12 + cot
  • Dogs welcome
  • Changeover Sat

7 nights from £1152 *

Mordros is a 4 bedroom cottage with sea views near Marazion, West Cornwall.
  • Sleeps 8 + 2 cots
  • No pets
  • Changeover Fri

7 nights from £1157

Mordros

5575

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


The sea beckons you as you wind your way along the country lanes to arrive at the idyllic hamlet of Trenowin, tucked away on the breathtaking Cornish coast. Sleeping eight lucky gu...

  • Sleeps 8 + 2 cots
  • No pets
  • Changeover Fri

7 nights from £1157

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