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

Oystercatcher is a 3 bedroom houseboat in Bembridge, Isle of Wight.
  • Sleeps 6
  • No pets
  • Changeover Fri

7 nights from £1201

Oystercatcher

4869

3 bedroom houseboat in Bembridge, Isle of Wight.


Set in picturesque Bembridge Harbour with far reaching views out to the Solent, Oystercatcher is a luxurious houseboat, beautifully furnished and just waiting to welcome you on boa...

  • Sleeps 6
  • No pets
  • Changeover Fri

7 nights from £1201

Bossiney Cabin is a 3 bedroom, dog friendly cottage with sea views near Boscastle.
  • Sleeps 6 + cot
  • Dogs welcome
  • Changeover Fri

7 nights from £1222

Bossiney Cabin

4761

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


Wow! Bossiney Cabin is utterly gorgeous, very special and totally unique! Situated on the coastal road in the little hamlet of Bossiney, between the popular villages of Tintagel an...

  • Sleeps 6 + cot
  • Dogs welcome
  • Changeover Fri

7 nights from £1222

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

Rydon is a 3 bedroom, dog friendly cottage near Bovey Tracey, South Devon.
  • Sleeps 6 + 2 cots
  • Dogs welcome
  • Changeover Fri

7 nights from £1230

Rydon

5505

3 bedroom, dog friendly cottage near Bovey Tracey, South Devon.


Introducing Rydon, a 15th Century barn which has been restored and crafted into this most luxurious and comfortable retreat. This 'once upon a time' flower store has been architect...

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

7 nights from £1230

Traboe Cottage is a 3 bedroom, dog friendly holiday cottage near Coverack, West Cornwall.
  • Sleeps 6 + cot
  • Dogs welcome
  • Changeover Sat

7 nights from £1248

Traboe Cottage

4461

3 bedroom, dog friendly holiday cottage near Coverack, West Cornwall.


This charming detached cottage is set within a pretty cottage garden in a picturesque and quiet hamlet close to the Helford River. Beautifully refurbished and contemporary in desig...

  • Sleeps 6 + cot
  • Dogs welcome
  • Changeover Sat

7 nights from £1248

Great Eckworthy - The Barn is a 3 bedroom, dog friendly holiday cottage near Bideford, North Devon.
  • Sleeps 6
  • Dogs welcome
  • Changeover Fri

From £179 per night

Great Eckworthy - The Barn

4942

3 bedroom, dog friendly holiday cottage near Bideford, North Devon.


Great Eckworthy - The Barn is a stunning barn conversion, beautifully crafted and perfectly positioned in the rural hamlet of Buckland Brewer in the north Devon countryside yet onl...

  • Sleeps 6
  • Dogs welcome
  • Changeover Fri

From £179 per night

Lower Manor Farm is a 5 bedroom, dog friendly cottage with sea views in Bigbury-on-Sea.
  • Sleeps 10 + 2 cots
  • Dogs welcome
  • Changeover Sat

7 nights from £1253 *

Lower Manor Farm

5154

5 bedroom, dog friendly cottage with sea views in Bigbury-on-Sea.


Welcome to Lower Manor Farm, set within the pretty village of Ringmore and with the picturesque National Trust footpath right on your doorstep (literally), the stunning Ayrmer Cove...

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

7 nights from £1253 *

Churchtown Farmhouse is a 5 bedroom holiday cottage near the beach near Hayle, West Cornwall.
  • Sleeps 10 + cot
  • No pets
  • Changeover Sat

7 nights from £1255 *

Churchtown Farmhouse

5080

5 bedroom holiday cottage near the beach near Hayle, West Cornwall.


Welcome to Churchtown Farmhouse, a very special retreat nestled in the heart of the idyllic village of Gwithian. If you're looking for just the place to switch off and sink into la...

  • Sleeps 10 + cot
  • No pets
  • Changeover Sat

7 nights from £1255 *

Rose House is a 4 bedroom, dog friendly holiday cottage with sea views near Pembroke.
  • Sleeps 8 + 2 cots
  • Dogs welcome
  • Changeover Fri

7 nights from £1264 *

Rose House

5498

4 bedroom, dog friendly holiday cottage with sea views near Pembroke.


Imagine relaxing in a heavenly, luxurious hot tub overlooking the shimmering expanse of the Haven Waterway, one of Pembrokeshire's most spectacular, idyllic views. Nestling in t...

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

7 nights from £1264 *

Our guests rate us 4.8/5 on Feefo, the independent review site.

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

7 nights from £1272

Sandpiper

4697

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


This delightful house has marvellous views across the Teign estuary from the enclosed patio and garden, and from almost every room in the house. For those wanting to relax, thi...

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

7 nights from £1272

Lavethan Mill House is a 3 bedroom self catering cottage near Bodmin, North Cornwall.
  • Sleeps 6 + 2 cots
  • No pets
  • Changeover Sun

7 nights from £1293

Lavethan Mill House

4380

3 bedroom self catering cottage near Bodmin, North Cornwall.


If you are looking for that little bit of luxury for family and friends to gather in the most idyllic of settings, then look no further than Lavethan Mill House - it really is a ve...

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

7 nights from £1293

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