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

An Morah is a 4 bedroom, dog friendly cottage with sea views in Portscatho.
  • Sleeps 7 + cot
  • Dogs welcome (1 only)
  • Changeover Sat

7 nights from £721

An Morah

3110

4 bedroom, dog friendly cottage with sea views in Portscatho.


An Morah – The Dolphin – is a contemporary detached house with stunning views of Gerrans Bay and Nare Head. This lovely property has a large living-room with a wood-burner and flat...

  • Sleeps 7 + cot
  • Dogs welcome (1 only)
  • Changeover Sat

7 nights from £721

Rose Lodge is a 3 bedroom, dog friendly holiday cottage near Bodmin, North Cornwall.
  • Sleeps 7 + cot
  • Dogs welcome
  • Changeover Fri

7 nights from £723

Rose Lodge

4368

3 bedroom, dog friendly holiday cottage near Bodmin, North Cornwall.


Rose Lodge is simply stunning! Nestling in the pretty rural village of Blisland, with its traditional village pub and ancient church set around the village green, this little tucke...

  • Sleeps 7 + cot
  • Dogs welcome
  • Changeover Fri

7 nights from £723

Prynn's House is a 4 bedroom, dog friendly holiday cottage near Fowey, South Cornwall.
  • Sleeps 7 + cot
  • Dogs welcome
  • Changeover Sat

7 nights from £733

Prynn's House

4297

4 bedroom, dog friendly holiday cottage near Fowey, South Cornwall.


Set in the heart of the idyllic creekside village of Lerryn with the most wonderful views from the garden across the river, this delightful cottage is the perfect retreat for famil...

  • Sleeps 7 + cot
  • Dogs welcome
  • Changeover Sat

7 nights from £733

Sea Breeze is a 4 bedroom, dog friendly cottage with sea views near Little Haven.
  • Sleeps 7 + cot
  • Dogs welcome (1 only)
  • Changeover Fri

7 nights from £746

Sea Breeze

4797

4 bedroom, dog friendly cottage with sea views near Little Haven.


Gaze out to sea, you can enjoy this spectacular stretch of coastline from almost every room in this beautifully presented seaside holiday cottage. Step inside and soak up the relax...

  • Sleeps 7 + cot
  • Dogs welcome (1 only)
  • Changeover Fri

7 nights from £746

Ivy House is a 4 bedroom, dog friendly self catering cottage near Thirsk.
  • Sleeps 7 + 2 cots
  • Dogs welcome
  • Changeover Fri

7 nights from £790

Ivy House

5611

4 bedroom, dog friendly self catering cottage near Thirsk.


Nestled in the picturesque Yorkshire village of Borrowby, Ivy House is a beautifully renovated farmhouse steeped in history and with bags of character which gives a nod to its hist...

  • Sleeps 7 + 2 cots
  • Dogs welcome
  • Changeover Fri

7 nights from £790

Bridge Cottage is a 4 bedroom, dog friendly cottage with sea views near Truro, Cornwall.
  • Sleeps 7 + 2 cots
  • Dogs welcome
  • Changeover Sat

7 nights from £795

Bridge Cottage

5751

4 bedroom, dog friendly cottage with sea views near Truro, Cornwall.


A charming and tranquil creekside cottage making the perfect escape, allowing one to wind down and appreciate the simpler things in life. Days can be enjoyed at a slower pace, in a...

  • Sleeps 7 + 2 cots
  • Dogs welcome
  • Changeover Sat

7 nights from £795

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

Our Cottage is a 4 bedroom holiday cottage with sea views in St Mawes, South Cornwall.
  • Sleeps 7 + cot
  • No pets
  • Changeover Sat

7 nights from £808

Our Cottage

4989

4 bedroom holiday cottage with sea views in St Mawes, South Cornwall.


Stunning St Mawes is a much sought-after harbourside village on the Roseland peninsula and Our Cottage is perfectly placed just a moment's stroll away from the centre of the villag...

  • Sleeps 7 + cot
  • No pets
  • Changeover Sat

7 nights from £808

Morvoren is a 4 bedroom dog friendly cottage with sea views in Portscatho, South Cornwall.
  • Sleeps 7 + cot
  • Dogs welcome (1 only)
  • Changeover Sat

7 nights from £817

Morvoren

5378

4 bedroom dog friendly cottage with sea views in Portscatho, South Cornwall.


Sitting in an elevated position and enjoying the most captivating sea views, this lovely whitewashed house with a blue door, is a welcoming holiday retreat. Morvoren, Cornish for M...

  • Sleeps 7 + cot
  • Dogs welcome (1 only)
  • Changeover Sat

7 nights from £817

Pendrea is a 4 bedroom, dog friendly cottage with sea views in Portscatho.
  • Sleeps 7 + cot
  • Dogs welcome (1 only)
  • Changeover Sat

7 nights from £817

Pendrea

5691

4 bedroom, dog friendly cottage with sea views in Portscatho.


Nestled in the heart of the charming fishing village of Portscatho moments from the beach, this handsome double fronted home offers a perfect blend of coastal serenity with vibrant...

  • Sleeps 7 + cot
  • Dogs welcome (1 only)
  • Changeover Sat

7 nights from £817

Dickens Cottage is a 4 bedroom self catering cottage near the beach in Seaview, Isle of Wight.
  • Sleeps 7 + cot
  • No pets
  • Changeover Fri

7 nights from £827

Dickens Cottage

3591

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


This light, beautifully presented holiday home offers quality accommodation with wooden floors, whitewashed walls and interesting prints and furnishings lending splashes of colour ...

  • Sleeps 7 + cot
  • No pets
  • Changeover Fri

7 nights from £827

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