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

Towyn Cottage is a 3 bedroom self catering cottage with sea views near St Davids.
  • Sleeps 6 + cot
  • No pets
  • Changeover Fri

7 nights from £912

Towyn Cottage

4888

3 bedroom self catering cottage with sea views near St Davids.


It doesn't get better than this, Towyn Cottage is a beautiful rustic cottage in a magical setting, sitting only yards from Abereiddy beach, with stunning views of the sea from the ...

  • Sleeps 6 + cot
  • No pets
  • Changeover Fri

7 nights from £912

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

7 nights from £922

Bussillion

3773

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


What a fabulous holiday home this is, a gorgeous mix of early Victorian terraced townhouse elegance and 21st Century luxuries, topped off with superb panoramic views. Big bay w...

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

7 nights from £922

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

Oak Tree Cottage is a 3 bedroom self catering cottage with sea views in Seaview, Isle of Wight
  • Sleeps 6 + 2 cots
  • No pets
  • Changeover Fri

7 nights from £926

Oak Tree Cottage

4212

3 bedroom self catering cottage with sea views in Seaview, Isle of Wight


With a stunning spacious sea facing balcony, Oak Tree Cottage is in a superb location just steps from the beach and a short walk along the seafront into Seaview Village. An outdoor...

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

7 nights from £926

Beachscape is a 3 bedroom self catering apartment with sea views in Tenby.
  • Sleeps 6 + 2 cots
  • No pets
  • Changeover Fri

7 nights from £927

Beachscape

5436

3 bedroom self catering apartment with sea views in Tenby.


Enjoy beachside living, mesmerising views of the endless sea, golden sands, the enchanting Pembrokeshire coastline and the colourful hues of the harbour from gorgeous Beachscape. A...

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

7 nights from £927

Puffin Place is a 3 bedroom self catering cottage near the beach in St Davids.
  • Sleeps 6 + cot
  • No pets
  • Changeover Sat

7 nights from £927

Puffin Place

5301

3 bedroom self catering cottage near the beach in St Davids.


If you're a beach lover, a walker, a surfer, someone who loves exploring the great outdoors, has a passion for culture and heritage or you're simply looking for a peaceful retreat,...

  • Sleeps 6 + cot
  • No pets
  • Changeover Sat

7 nights from £927

The Swallows is a 3 bedroom, dog friendly holiday cottage near Chagford, Dartmoor.
  • Sleeps 6 + 2 cots
  • Dogs welcome
  • Changeover Sat

7 nights from £930

The Swallows

5294

3 bedroom, dog friendly holiday cottage near Chagford, Dartmoor.


The Swallows, a fabulous rural retreat awaits. Nestled in the most picturesque countryside, surrounded by the most special sights and sounds mother nature can offer, along with bei...

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

7 nights from £930

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

7 nights from £941

Spinneywood

5514

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


Perhaps the most astounding views one would be lucky enough to experience on the Cornish coastline, this beautifully appointed cottage sits in an elevated position overlooking Gill...

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

7 nights from £941

Roughtor Barn is a 3 bedroom self catering cottage near Port Isaac, North Cornwall.
  • Sleeps 6 + cot
  • Dogs welcome (1 only)
  • Changeover Fri

7 nights from £945

Roughtor Barn

4631

3 bedroom self catering cottage near Port Isaac, North Cornwall.


This is one very special home in one very special location - welcome to Roughtor Barn. Surrounded by acres of open moorland, at the base of majestic Roughtor (Cornwall's second hig...

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

7 nights from £945

We’re here to help you find your perfect place to stay 7 days a week.

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

7 nights from £949 *

Westward

1432

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


Right at the water’s edge on the beautiful Percuil River and tucked at the end of a quiet lane, Westward’s tranquil location and stunning views are sublime. Nearly all the rooms ha...

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

7 nights from £949 *

Greycott is a 4 bedroom, dog friendly cottage near the beach in Crantock, Cornwall.
  • Sleeps 8 + 2 cots
  • Dogs welcome
  • Changeover Sat

7 nights from £954 *

Greycott

5030

4 bedroom, dog friendly cottage near the beach in Crantock, Cornwall.


If you're craving the golden sand and turquoise waters of Cornwall, and a gorgeous cottage to return to at the end of the day, then look no further than Greycott. An oh so beautifu...

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

7 nights from £954 *

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