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. 

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. 

We have 616 cottages that sleep 5 people

4 bedroom self catering apartment near the beach in Shanklin, Isle of Wight.


Set within a converted Victorian villa, Eversley Apartment is a large, contemporary split level apartment. With modern furnishings, this property offers a luxury option for a coast...

  • Sleeps 8 + cot
  • Regret no pets
  • Changeover Fri

Price per week £720 - £1850

4 bedroom, rural holiday cottage near Lostwithiel, North Cornwall.


Wooda is a truly beautiful property set in the idyllic moorland hamlet of Warleggan, which according to the sign is twinned with Narnia, and given the magical setting, this would b...

  • Sleeps 8 + 2 cots
  • Regret no pets
  • Changeover Fri

Price per week £720 - £1800

25% off for parties up to 4 + cot on selected dates.

4 bedroom, dog friendly cottage near Wadebridge, North Cornwall.


Ideally placed for exploring all the treasures north Cornwall has to offer and less than a mile from the pretty village of St Tudy, this wonderful barn conversion is ideal for fami...

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

Price per week £720 - £1800

20% off for parties up to 4 + cot on selected dates. Bedrooms 3 and 4 are excluded at the discounted rate.

4 bedroom, rural self catering cottage near the beach near Ventnor, Isle of Wight


Located in the village of Chale, in an area of outstanding natural beauty, The Mission is a truly unique property well worth a visit. The current owners have lovingly restored this...

  • Sleeps 8 + cot
  • Dogs welcome (1 only)
  • Changeover Fri

Price per week £725 - £1550

Choose from our exclusive collection at the best prices with real time availability.

4 bedroom, dog friendly holiday cottage near Okehampton, North Devon.


Nestled amongst the idyllic hills of rural Devon, Four Chimneys is a cob built, period cottage brimming with character, which offers peace and tranquility along with action and adv...

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

Price per week £726 - £1466

25% off for parties up to 4 + cot on selected dates. Bedrooms 3 and 4 are excluded at the discounted rate.

4 bedroom cottage with sea views near Padstow, North Cornwall.


It will be hard to tear yourself away from the windows at Gwel-an-Keynvor – Cornish for ‘view of the ocean’. From all the rooms at the back of the house you can gaze out across Tre...

  • Sleeps 8 + cot
  • Regret no pets
  • Changeover Fri

Price per week £726 - £2244

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


Hillside is a traditionally furnished Victorian holiday home located conveniently close to the pretty beaches at Seagrove and Priory Bay. Spread over four floors, there is enough s...

  • Sleeps 8 + cot
  • Regret no pets
  • Changeover Fri

Price per week £729 - £1530

4 bedroom cottage in Portscatho, South Cornwall.


The location of this traditional Cornish house can only be described as fabulous. Perfectly situated with an uninterrupted outlook over Gerrans Bay, it lies in the heart of the sma...

  • Sleeps 8
  • Regret no pets
  • Changeover Fri

Price per week £731 - £2030

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


Less than three miles from beautiful Talland Bay and the historic fishing village of Polperro, this gorgeous Grade II Listed, 17th Century farmhouse is a truly wonderful holiday ba...

  • Sleeps 8 + cot
  • Dogs welcome (1 only)
  • Changeover Sat

Price per week £734 - £2050

4 bedroom, dog friendly rural cottage near Liskeard.


Polwrath is delightful, found down a narrow lane on the edge of Tremar village. The Owners live next door and nurture marvellous gardens, which spread out in front of the property....

  • Sleeps 8 + cot
  • Dogs welcome (1 only)
  • Changeover Sat

Price per week £734 - £2270

40% off for parties up to 4 + cot between 8 Sep and 8 Dec 2018. 35% off for parties up to 4 + cot on selected dates.

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

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