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 641 cottages that sleep 5 people

3 bedroom self catering cottage near Bruton, Somerset.


Greenhills is, quite simply, a beautiful period cottage in a beautiful unspoilt Somerset village, renovated with vision and style to create the most fabulous and welcoming retreat....

  • Sleeps 5 + cot
  • Dogs welcome
  • Changeover Fri

Price per week £564 - £1140

3 bedroom, dog friendly cottage near Port Isaac, North Cornwall.


Secreted away down a private lane, sheltering within its own south-facing walled garden and overlooking a beautiful wooded valley, this immaculately presented barn conversion is su...

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

Price per week £566 - £1581

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

3 bedroom self catering cottage with sea views in Seaview, Isle of Wight.


The Old Boat House is an attractive period cottage set in a fantastic waterfront location on the edge of the beach at Seagrove Bay. This is a charming family home and can be rented...

  • Sleeps 5 + cot
  • Regret no pets
  • Changeover Fri

Price per week £567 - £1240

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


The Old Boat House is an attractive period cottage set in a fantastic waterfront location on the edge of the beach at Seagrove Bay. This is a charming family home and can be rented...

  • Sleeps 9 + cot
  • Regret no pets
  • Changeover Fri

Price per week £570 - £2408 *

* Includes 40% off for parties up to 5 + cot on selected dates. The annexe is excluded at the discounted rate.

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


This beautifully presented terraced cottage in the heart of St Ives has sea views and an enclosed garden, and a small private parking space just 100 yards away. Set down a quiet la...

  • Sleeps 5 + cot
  • Regret no pets
  • Changeover Sat

Price per week £570 - £1765

Spectacular cedar yurt with all mod-cons and hot tub sleeps 5 in woodland nr Dartmouth, south Devon


Spacious, comfortable and furnished to an extremely high standard, Owl Cedar Yurt really has got the 'wow factor'. In a wonderfully tranquil woodland setting, it boasts fabulous vi...

  • Sleeps 5 + cot
  • Regret no pets
  • Changeover Fri

Price per week £578 - £1474

Spectacular cedar yurt with all mod-cons and hot tub sleeps 5 in woodland nr Dartmouth, south Devon


You will be thrilled with the comfort found in this luxurious cedar-clad yurt, with under-floor heating and a wood-burner to keep you warm and toasty all year round. Pheasant Cedar...

  • Sleeps 5 + cot
  • Regret no pets
  • Changeover Fri

Price per week £578 - £1474

Beautiful cedar yurt with hot tub sleeping 5 in woodland near Dartmouth, South Devon


Venture down the narrow hedge-lined lane to Little Coombe Cedar Yurts and you will be delighted once you drive in. A shared private parking-area for all four of the yurts has wheel...

  • Sleeps 5 + cot
  • Regret no pets
  • Changeover Fri

Price per week £578 - £1474

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

Stunning cedar yurt with hot tub sleeping 5 in woodland near Dartmouth


From the moment you turn into this little piece of heaven from the narrow Devon lane you will be amazed. From the shared private parking-area you transport your luggage with a whee...

  • Sleeps 5 + cot
  • Regret no pets
  • Changeover Fri

Price per week £578 - £1474

3 bedroom holiday cottage with sea views in Falmouth, South Cornwall.


Sitting beside the lock that protects the inner marina at the prestigious Port Pendennis development, Lock House has superb views across the waters of Falmouth harbour from almost ...

  • Sleeps 5 + cot
  • Regret no pets
  • Changeover Fri

Price per week £588 - £1630

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