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

Cliff Cottage is a 5 bedroom self catering cottage near Lincoln.
  • Sleeps 10 + cot
  • No pets
  • Changeover Fri

7 nights from £1402 *

Cliff Cottage

5479

5 bedroom self catering cottage near Lincoln.


Welcome to the wonderfully tranquil Cliff Cottage, situated in the Lincolnshire countryside on a working farm. Approached by a long private lane, this welcoming detached house offe...

  • Sleeps 10 + cot
  • No pets
  • Changeover Fri

7 nights from £1402 *

Rock is a 3 bedroom cottage with sea views in Portreath, North Cornwall.
  • Sleeps 6 + cot
  • No pets
  • Changeover Sat

7 nights from £1465

Rock

3325

3 bedroom cottage with sea views in Portreath, North Cornwall.


This is a beach house in every sense of the word, with light, bright open spaces, indoor-outdoor living on the private roof-deck lounge and views to leave you speechless. Giant win...

  • Sleeps 6 + cot
  • No pets
  • Changeover Sat

7 nights from £1465

Rockaway is a 3 bedroom cottage with sea views and a hot tub in Portreath, North Cornwall.
  • Sleeps 6 + cot
  • No pets
  • Changeover Sat

7 nights from £1465

Rockaway

3315

3 bedroom cottage with sea views and a hot tub in Portreath, North Cornwall.


This stunningly designed contemporary beach house with unobstructed views over Portreath beach is likely to take your breath away. The liberal use of glass floods the living space ...

  • Sleeps 6 + cot
  • No pets
  • Changeover Sat

7 nights from £1465

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

7 nights from £1499 *

Marnylunn

4717

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


A luxurious residence with far reaching sea views offering a real home-from-home any time of year, and in the idyllic and tranquil setting of Gillan Creek, Marnylunn means 'mariner...

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

7 nights from £1499 *

Pepita is a 5 bedroom dog friendly cottage with sea views in Seaview.
  • Sleeps 9 + 2 cots
  • Dogs welcome (1 only)
  • Changeover Fri

7 nights from £1555 *

Pepita

5719

5 bedroom dog friendly cottage with sea views in Seaview.


With breathtaking sea views and the beach only a few steps from the front door, two former coastguard cottages and the adjoining boathouse have been transformed into an island gem,...

  • Sleeps 9 + 2 cots
  • Dogs welcome (1 only)
  • Changeover Fri

7 nights from £1555 *

Sea Breeze is a 5 bedroom, dog friendly holiday cottage near Eastbourne.
  • Sleeps 10 + 2 cots
  • Dogs welcome
  • Changeover Fri

7 nights from £1573 *

Sea Breeze

5363

5 bedroom, dog friendly holiday cottage near Eastbourne.


This fabulous contemporary house, complete with hot tub, is the perfect getaway for larger groups. It is situated in an exclusive area of Meads in Eastbourne, at the foot of the So...

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

7 nights from £1573 *

Arrive at your handpicked holiday home safe in the knowledge it’s been fully inspected.

Deer Park is a 5 bedroom, dog friendly cottage with stunning coastal views nr Port Isaac.
  • Sleeps 10 + 2 cots
  • Dogs welcome
  • Changeover Sat

7 nights from £1606 *

Deer Park

5605

5 bedroom, dog friendly cottage with stunning coastal views nr Port Isaac.


Spellbinding coastal views, a secluded setting, magical charm and tremendous character - let us introduce you to Deer Park. Tucked away on the dramatic north Cornwall coast, at the...

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

7 nights from £1606 *

Welloe Rock is a 4 bedroom, dog friendly cottage with sea views near the beach at Rinsey.
  • Sleeps 8 + 2 cots
  • Dogs welcome
  • Changeover Sat

7 nights from £1617

Welloe Rock

4478

4 bedroom, dog friendly cottage with sea views near the beach at Rinsey.


The 'wow' when you walk in, will be audible! This quintessential and very spacious cottage by the sea at Rinsey is absolutely stunning. Be it the games barn with table-tennis, the ...

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

7 nights from £1617

Silver Spray is a 7 bedroom, dog friendly home with sea views in Port Isaac, Cornwall.
  • Sleeps 14 + 2 cots
  • Dogs welcome
  • Changeover Fri

7 nights from £1678

Silver Spray

202

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


Silver Spray's clifftop location has to be one of the most breathtaking in Cornwall! Overlooking Port Gaverne cove and Port Isaac – famous for the television programme Doc Martin, ...

  • Sleeps 14 + 2 cots
  • Dogs welcome
  • Changeover Fri

7 nights from £1678

Penfoye is a 3 bedroom, dog friendly cottage with sea views near Fowey, Cornwall.
  • Sleeps 6 + cot
  • Dogs welcome
  • Changeover Fri

7 nights from £1682

Penfoye

5728

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


If there was a definition of 'heaven on earth' then Penfoye would be it. With spellbinding waterside scenes, beautifully curated interiors and glorious gardens, this extra-special ...

  • Sleeps 6 + cot
  • Dogs welcome
  • Changeover Fri

7 nights from £1682

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