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

7 Sandpipers is a 3 bedroom, dog friendly holiday cottage near the beach in Seaview, Isle of Wight.
  • Sleeps 5 + cot
  • Dogs welcome
  • Changeover Fri

7 nights from £654

7 Sandpipers

3568

3 bedroom, dog friendly holiday cottage near the beach in Seaview, Isle of Wight.


Perfectly situated in the heart of the popular sailing village of Seaview on the eastern side of the Isle of Wight, 7 Sandpipers is a well-equipped town house set across three floo...

  • Sleeps 5 + cot
  • Dogs welcome
  • Changeover Fri

7 nights from £654

Mimosa Cottage is a 3 bedroom, dog friendly cottage with sea views in St Mawes, Cornwall.
  • Sleeps 5 + cot
  • Dogs welcome (1 only)
  • Changeover Sat

7 nights from £660

Mimosa Cottage

3294

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


Set at the end of a quiet lane in the heart of St Mawes, with wonderful views over the Percuil River, this single-storey cottage is a perfect holiday bolthole. Accessed by a couple...

  • Sleeps 5 + cot
  • Dogs welcome (1 only)
  • Changeover Sat

7 nights from £660

Bobbins Cottage is a 3 bedroom self catering cottage near Cenarth.
  • Sleeps 5
  • No pets
  • Changeover Sat

7 nights from £662

Bobbins Cottage

5519

3 bedroom self catering cottage near Cenarth.


Once formerly part of a woollen mill dating back to 1870, Bobbins Cottage is an exquisitely renovated Welsh retreat nestling in the midst of enchanting woodland, just a short drive...

  • Sleeps 5
  • No pets
  • Changeover Sat

7 nights from £662

Gilly Barn is a 3 bedroom, rural holiday cottage near Falmouth, West Cornwall.
  • Sleeps 5 + cot
  • Dogs welcome (1 only)
  • Changeover Sat

7 nights from £685

Gilly Barn

2005

3 bedroom, rural holiday cottage near Falmouth, West Cornwall.


If you are seeking a luxury rural retreat for a relaxing much needed holiday or short break then look no further than the welcome waiting for you at Gilly Barn. Step away from ever...

  • Sleeps 5 + cot
  • Dogs welcome (1 only)
  • Changeover Sat

7 nights from £685

White Hart Cottage is a 3 bedroom, dog friendly holiday cottage in Colyton, South Devon.
  • Sleeps 5 + cot
  • Dogs welcome (1 only)
  • Changeover Fri

7 nights from £715

White Hart Cottage

4961

3 bedroom, dog friendly holiday cottage in Colyton, South Devon.


Perfectly situated on a quiet street in the centre of the pretty town of Colyton, White Hart Cottage is a lovingly restored Devonshire cottage, furnished with gorgeous contemporary...

  • Sleeps 5 + cot
  • Dogs welcome (1 only)
  • Changeover Fri

7 nights from £715

Apple Loft Cottage is a 2 bedroom, dog friendly cottage near the beach near Mousehole.
  • Sleeps 5 + cot
  • Dogs welcome
  • Changeover Sat

7 nights from £718

Apple Loft Cottage

3017

2 bedroom, dog friendly cottage near the beach near Mousehole.


Apple Loft Cottage is a charming and delightful solid stone building, converted in 2016 into a spacious family holiday home for five. It is located within the grounds of Nancea...

  • Sleeps 5 + cot
  • Dogs welcome
  • Changeover Sat

7 nights from £718

Need more time? Reserve any cottage for up to 24 hours before booking.

Ash is a 2 bedroom, dog friendly cottage near the beach near Falmouth.
  • Sleeps 5 + cot
  • Dogs welcome
  • Changeover Fri

7 nights from £728

Ash

5474

2 bedroom, dog friendly cottage near the beach near Falmouth.


Nestled amongst rolling countryside on the outskirts of Swanpool, close to sandy beaches such as Maenporth and Swanpool and within walking distance of Falmouth Golf Course and Club...

  • Sleeps 5 + cot
  • Dogs welcome
  • Changeover Fri

7 nights from £728

Albatross is a 3 bedroom, dog friendly cottage with sea views in Sennen, Cornwall.
  • Sleeps 5 + cot
  • Dogs welcome (1 only)
  • Changeover Sat

7 nights from £733

Albatross

2857

3 bedroom, dog friendly cottage with sea views in Sennen, Cornwall.


Perched high above the harbour at Sennen Cove with commanding views of the Atlantic Ocean, Albatross is a stylish three-storey terraced coastal retreat, perfect come rain or shine....

  • Sleeps 5 + cot
  • Dogs welcome (1 only)
  • Changeover Sat

7 nights from £733

Bank Cottage is a 3 bedroom, dog friendly cottage with sea views in Porthallow.
  • Sleeps 5 + cot
  • Dogs welcome (1 only)
  • Changeover Fri

7 nights from £739

Bank Cottage

4407

3 bedroom, dog friendly cottage with sea views in Porthallow.


This traditional terraced cottage has glorious sea views and is located right on the South West Coast Path. In fact, your adventure begins as soon as you arrive with a very short w...

  • Sleeps 5 + cot
  • Dogs welcome (1 only)
  • Changeover Fri

7 nights from £739

Pink Cottage is a 3 bedroom thatched cottage with sea views in Cadgwith, West Cornwall.
  • Sleeps 5 + cot
  • No pets
  • Changeover Sun

7 nights from £742

Pink Cottage

4862

3 bedroom thatched cottage with sea views in Cadgwith, West Cornwall.


If you are looking for the quintessential picture-perfect Cornish thatched cottage, with fabulous seascape views and in the heart of the delightful fishing village of Cadgwith, the...

  • Sleeps 5 + cot
  • No pets
  • Changeover Sun

7 nights from £742

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