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

Fairview is a 3 bedroom, dog friendly cottage with sea views near Fowey, Cornwall.
  • Sleeps 5
  • Dogs welcome (1 only)
  • Changeover Fri

7 nights from £749

Fairview

2750

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


With fabulous panoramic views over the rooftops of Polruan and the sparkling water of the River Fowey, and Fowey itself on the other side of the estuary, this lovely Victorian seas...

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

7 nights from £749

The Old School Room is a 3 bedroom, dog friendly cottage near the beach in Marazion, Cornwall.
  • Sleeps 5 + cot
  • Dogs welcome (1 only)
  • Changeover Fri

7 nights from £764

The Old School Room

4101

3 bedroom, dog friendly cottage near the beach in Marazion, Cornwall.


This upside down, contemporary abode sits right in the very heart of Marazion, set back from the road and a short walk to the glorious safe, sandy beach, shops, restaurants, pubs a...

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

7 nights from £764

Our property managers are local experts who handpick perfect places to stay.

Restormel Cottage is a 3 bedroom, dog friendly cottage in Lostwithiel, South Cornwall.
  • Sleeps 5 + cot
  • Dogs welcome
  • Changeover Sat

7 nights from £765

Restormel Cottage

5405

3 bedroom, dog friendly cottage in Lostwithiel, South Cornwall.


Tucked along a country lane in a woodland setting, yet close to the sheltered coves and bays of the south Cornish coast, Restormel Cottage sets the scene for your luxury country ho...

  • Sleeps 5 + cot
  • Dogs welcome
  • Changeover Sat

7 nights from £765

Sunnyside is a 3 bedroom, dog friendly holiday cottage near the beach in Seaview, Isle of Wight.
  • Sleeps 5 + cot
  • Dogs welcome (1 only)
  • Changeover Sat

7 nights from £767

Sunnyside

4960

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


Perfectly situated in the much sought-after village of Seaview on the Isle of Wight, Sunnyside is an appealing dog friendly holiday abode fully refurbished in 2021/22. It is set in...

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

7 nights from £767

Chyvean is a 3 bedroom, dog friendly cottage near the beach near Porthleven.
  • Sleeps 5 + cot
  • Dogs welcome (1 only)
  • Changeover Sat

7 nights from £768

Chyvean

4724

3 bedroom, dog friendly cottage near the beach near Porthleven.


In the heart of a quintessential Cornish village and only 500 yards from the sea you will find the charming Chyvean. Nestled in Gunwalloe on the Lizard peninsula, this delightful s...

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

7 nights from £768

Penlyne is a 3 bedroom, dog friendly cottage in Lostwithiel, South Cornwall.
  • Sleeps 5 + cot
  • Dogs welcome
  • Changeover Fri

7 nights from £795

Penlyne

5440

3 bedroom, dog friendly cottage in Lostwithiel, South Cornwall.


What a handsome house this is, located across the valley from Restormel Castle, Penlyne is simply a stunning detached period property surrounded by woodland, and for many guests, t...

  • Sleeps 5 + cot
  • Dogs welcome
  • Changeover Fri

7 nights from £795

Little Bovey Farmhouse Retreat is a 3 bedroom, dog friendly holiday cottage in Bovey Tracey, Dartmoor.
  • Sleeps 5 + 2 cots
  • Dogs welcome
  • Changeover Fri

7 nights from £805

Little Bovey Farmhouse Retreat

5696

3 bedroom, dog friendly holiday cottage in Bovey Tracey, Dartmoor.


Whether you're looking for coast or countryside, this beautiful semi-detached cottage is located perfectly. Boasting a bubbling hot tub, pizza oven, a fabulous enclosed courtyard, ...

  • Sleeps 5 + 2 cots
  • Dogs welcome
  • Changeover Fri

7 nights from £805

Goose Chase is a 3 bedroom holiday cottage with sea views in Penzance, West Cornwall.
  • Sleeps 5 + cot
  • No pets
  • Changeover Fri

7 nights from £806

Goose Chase

5136

3 bedroom holiday cottage with sea views in Penzance, West Cornwall.


Found deep in the heart of the stunning countryside of west Cornwall, just on the outskirts of the pretty village of Madron, Goose Chase is a fabulous holiday retreat, perfect for ...

  • Sleeps 5 + cot
  • No pets
  • Changeover Fri

7 nights from £806

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

Stone Lodge is a 3 bedroom self catering cottage in Totnes, South Devon.
  • Sleeps 5 + cot
  • No pets
  • Changeover Sat

7 nights from £809

Stone Lodge

5695

3 bedroom self catering cottage in Totnes, South Devon.


For the loveliest rural escape nestled in the most beautiful south Devon countryside, let us introduce you to Stone Lodge. If you're searching for peace and tranquility, a remote l...

  • Sleeps 5 + cot
  • No pets
  • Changeover Sat

7 nights from £809

3 Porthilly is a 3 bedroom dog-friendly holiday cottage near the beach in Rock, North Cornwall.
  • Sleeps 5 + cot
  • Dogs welcome (1 only)
  • Changeover Fri

7 nights from £817

3 Porthilly

2304

3 bedroom dog-friendly holiday cottage near the beach in Rock, North Cornwall.


Rock is a very special destination and, coupled with the comfort and deceptively spacious interior of this charming Cornish terraced cottage, guests are assured a wonderful holiday...

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

7 nights from £817

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