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

Mount Wise Farmhouse is a 3 bedroom, dog friendly holiday cottage near Falmouth, West Cornwall.
  • Sleeps 6 + cot
  • Dogs welcome
  • Changeover Fri

7 nights from £557

Mount Wise Farmhouse

4396

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


Full of charm and character, Mount Wise Farmhouse is over 400 years old, and is centrally located within South West Cornwall. The warmest of welcomes awaits as you step through the...

  • Sleeps 6 + cot
  • Dogs welcome
  • Changeover Fri

7 nights from £557

View
  • 20% off

    24 Nov 2024 - 29 Nov 2024

    From £445.44 £356.35

  • 20% off

    29 Nov 2024 - 6 Dec 2024

    From £556.80 £445.44

  • 20% off

    6 Dec 2024 - 13 Dec 2024

    From £556.80 £445.44

  • 20% off

    20 Dec 2024 - 27 Dec 2024

    From £1500.00 £1200.00

Treburtle Cottage is a 3 bedroom, dog friendly cottage near Crackington Haven, Cornwall.
  • Sleeps 6 + cot
  • Dogs welcome
  • Changeover Fri

7 nights from £558

Treburtle Cottage

5029

3 bedroom, dog friendly cottage near Crackington Haven, Cornwall.


Surrounded by the stunning countryside and the joys of rural life a short drive from Cornwall's north coast, Treburtle Cottage's remote location makes it an absolute dream. This sp...

  • Sleeps 6 + cot
  • Dogs welcome
  • Changeover Fri

7 nights from £558

East Gull Sands is a 3 bedroom self catering cottage near the beach in Seaview, Isle of Wight.
  • Sleeps 6 + cot
  • No pets
  • Changeover Sat

7 nights from £565

East Gull Sands

3595

3 bedroom self catering cottage near the beach in Seaview, Isle of Wight.


Seaview is a much sought-after and very charming village on the Isle of Wight and East Gull Sands sits in a magical position overlooking the beach, just a short stroll away from th...

  • Sleeps 6 + cot
  • No pets
  • Changeover Sat

7 nights from £565

Great Ash Barn is a 3 bedroom, dog friendly holiday cottage near Crediton, North Devon.
  • Sleeps 6 + cot
  • Dogs welcome
  • Changeover Fri

7 nights from £566

Great Ash Barn

3751

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


If you want to get away from the madding crowd, be off the beaten track surrounded by the Devon countryside yet with that something special that a great holiday deserves, Great Ash...

  • Sleeps 6 + cot
  • Dogs welcome
  • Changeover Fri

7 nights from £566

View
  • 15% off

    22 Nov 2024 - 29 Nov 2024

    £666.00 £566.10

  • 15% off

    29 Nov 2024 - 6 Dec 2024

    £666.00 £566.10

  • 15% off

    6 Dec 2024 - 13 Dec 2024

    £666.00 £566.10

  • 15% off

    13 Dec 2024 - 20 Dec 2024

    From £666.00 £566.10

10 The Quay is a 3 bedroom self catering apartment with sea views near the beach near Portscatho.
  • Sleeps 6 + cot
  • No pets
  • Changeover Fri

7 nights from £568

10 The Quay

3108

3 bedroom self catering apartment with sea views near the beach near Portscatho.


This spacious first floor apartment is in the very heart of this lovely coastal village, with two tempting art galleries below it, the picturesque harbour with its fishing boats an...

  • Sleeps 6 + cot
  • No pets
  • Changeover Fri

7 nights from £568

Seabrook is a 3 bedroom, dog friendly cottage near the beach in Portscatho.
  • Sleeps 6 + cot
  • Dogs welcome (1 only)
  • Changeover Sat

7 nights from £572

Seabrook

3155

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


This light and bright ground floor apartment is quietly situated just above the square in the charming village of Portscatho and only minutes from the harbour and stunning Gerrans ...

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

7 nights from £572

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Oyster Cottage is a 3 bedroom, dog friendly cottage near the sea in Mevagissey, Cornwall.
  • Sleeps 6 + cot
  • Dogs welcome (1 only)
  • Changeover Sat

7 nights from £574

Oyster Cottage

1859

3 bedroom, dog friendly cottage near the sea in Mevagissey, Cornwall.


Oyster Cottage provides unexpectedly spacious and peaceful accommodation, tucked away from the hustle and bustle of Mevagissey's historic centre but just a three minute level walk ...

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

7 nights from £574

River View Terrace is a 3 bedroom holiday cottage with sea views near Fowey, South Cornwall.
  • Sleeps 6 + cot
  • No pets
  • Changeover Sat

7 nights from £578

River View Terrace

5667

3 bedroom holiday cottage with sea views near Fowey, South Cornwall.


Come and treat yourself to a wonderful holiday in the peaceful creekside village of Golant on the banks of the River Fowey. With the most gorgeous views of the tidal waters over to...

  • Sleeps 6 + cot
  • No pets
  • Changeover Sat

7 nights from £578

Pentillie is a 3 bedroom cottage near the beach near St Mawes, South Cornwall.
  • Sleeps 6 + cot
  • No pets
  • Changeover Sat

7 nights from £579

Pentillie

4775

3 bedroom cottage near the beach near St Mawes, South Cornwall.


Perfectly placed in the delightful village of Veryan Green on the beautiful Roseland peninsula, this gorgeous traditional semi-detached Cornish cottage is waiting to welcome you an...

  • Sleeps 6 + cot
  • No pets
  • Changeover Sat

7 nights from £579

The Old Sunday School is a 3 bedroom self catering cottage near St Mawes, South Cornwall.
  • Sleeps 6 + cot
  • No pets
  • Changeover Fri

7 nights from £580

The Old Sunday School

4790

3 bedroom self catering cottage near St Mawes, South Cornwall.


Beautifully restored The Old Sunday School is a gorgeous holiday home with bags of character and oodles of space for everyone. Situated in the heart of the pretty village of Tregon...

  • Sleeps 6 + cot
  • No pets
  • Changeover Fri

7 nights from £580

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