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 617 cottages that sleep 5 people

4 bedroom, dog friendly holiday cottage near Porthleven, West Cornwall.


Located in a quiet hamlet less than four miles from Porthleven and even closer to the spectacular coast at Rinsey where the old mine engines sit proudly looking out to sea, this co...

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

Price per week £740 - £1495

20% off for parties up to 4 + cot on selected dates. 30% off for parties up to 2 + cot on selected dates. Bedrooms 1 and 4 (the twin rooms) are excluded at the discounted rate.

4 bedroom cottage with sea views near Marazion, West Cornwall.


Fancy relaxing in a hot tub, perched on the cliff top overlooking Perranuthnoe beach? Well, this one is for you! Cliff House is a warm, stylish detached retreat set high above Perr...

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

Price per week £742 - £2292

20% off for parties up to 4 + cot on selected dates. Only two bedrooms are available at the discounted rate.

4 bedroom, dog friendly cottage with sea views near Kingsand.


Not for those who are afraid of the dark or the haunting sound of owls, Lady Emma’s Cottage will delight walkers and nature lovers. Standing alone on the edge of Mount Edgcumbe Est...

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

Price per week £751 - £2321

4 bedroom self catering cottage in Godshill, Isle of Wight


Nestled in the heart of the chocolate-box village of Godshill, this detached house has beautiful secluded gardens to the rear and everything the village can offer within a few minu...

  • Sleeps 8 + 2 cots
  • Dogs welcome (1 only)
  • Changeover Fri

Price per week £765 - £1675

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


Spread over three floors The Swallows really is a beautiful family holiday home. The ground floor is very fresh, light and modern and has bi-folding doors leading out onto the pati...

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

Price per week £765 - £1760

3 bedroom self catering apartment with sea views in Shanklin, Isle of Wight.


Cromwell Apartment is a high end, beautifully presented, first floor apartment in a Victorian villa in Shanklin. Not your average beachfront apartment, the Cromwell comes with a de...

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

Price per week £795 - £1990

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

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


Rosa Monte is a semi-detached property with three double bedrooms and a children's bunk bedroom, accommodating eight in total. Situated just off Ryde esplanade it’s a short walk in...

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

Price per week £795 - £1550

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


Perched above Marazion with magnificent views of St Michael’s Mount and the Atlantic Ocean, Chy Morvah East is a home-from-home for family and friends. The bubbling hot tub on the ...

  • Sleeps 8 + cot
  • Dogs welcome
  • Changeover Fri

Price per week £796 - £2245

View
  • 20% off

    20 Jul 2018 - 27 Jul 2018

    £1990.00 £1592.00

4 bedroom, dog friendly cottage with sea views near St Agnes.


Perfectly positioned on the clifftop overlooking Porthtowan, Sun View offers a wonderful backdrop for families and friends wanting to unwind and discover this stunning part of nort...

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

Price per week £798 - £1995

20% off for parties up to 4 + cot between 8 Sep and 3 Nov 2018.

4 bedroom, dog friendly cottage with sea views in Wembury, Devon.


Mewstone View is a sleek, contemporary house only minutes from the beach with sea views from the living-room and two of the bedrooms. An enclosed sea-facing deck wraps around the b...

  • Sleeps 8 + cot
  • Dogs welcome
  • Changeover Fri

Price per week £799 - £2234

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