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 638 cottages that sleep 5 people

4 bedroom, rural holiday cottage near Fowey, South Cornwall.


A meandering driveway leads to this detached architect-designed property, one of three set in eleven acres of spectacular private woodland. Trelengor, a short drive from Fowey, the...

  • Sleeps 7 + cot
  • Regret no pets
  • Changeover Sat

Price per week £591 - £1653

20% off for parties up to 4 + cot on selected dates.

4 bedroom dog-friendly holiday cottage with sea views near Helston, West Cornwall.


With an enviable position overlooking the pretty seaside village of Cadgwith, Sea View could just be the perfect holiday cottage in this beautiful and unspoilt area of Cornwall. Th...

  • Sleeps 7 + cot
  • Dogs welcome
  • Changeover Fri

Price per week £598 - £1525

20% off for parties up to 4 + cot between 23 Feb and 22 Jun 2019. Bedroom 4 on the second floor is excluded at the discounted rate.

4 bedroom, dog friendly holiday cottage near Tavistock, Dartmoor.


On the banks of the River Tavy nestled in the Owner's 80 acre estate, Ludbrook Cottage lies just outside the village of Buckland Monachorum. Guests can enjoy the wooded grounds and...

  • Sleeps 7 + cot
  • Dogs welcome
  • Changeover Fri

Price per week £611 - £1850

30% off for parties up to 4 + cot on selected dates.

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


Close to the delights of Padstow, the Camel Trail and the glorious beaches of north Cornwall, Hooter’s Rest is a real find. Totally separate from the Owners’ home and two other cot...

  • Sleeps 7 + cot
  • Regret no pets
  • Changeover Sat

Price per week £612 - £1560

25% off for parties up to 4 + cot on selected dates. 35% off for parties up to 2 + cot on selected dates. Only Bedroom 4 is available at the discounted rate.

We’re a Visit England Quality Accredited Agency for our high standards in holiday letting.

4 bedroom self catering cottage near Bigbury-on-Sea, South Devon.


Just outside the village of Kingston, semi-detached Hooppells Barn is within striking distance of the secluded beach at Wonwell. Within an enclosed garden, you enter straight into ...

  • Sleeps 7 + cot
  • Regret no pets
  • Changeover Sat

Price per week £630 - £1760

4 bedroom holiday cottage near the sea near St Mawes, South Cornwall.


Overlooking the village green in oh-so-pretty Veryan on the beautiful Roseland peninsula, End Cottage is a lovely Victorian cottage that has been updated with the greatest skill to...

  • Sleeps 7 + cot
  • Regret no pets
  • Changeover Fri

Price per week £638 - £1625

3 bedroom, dog friendly cottage near the beach near Old Freshwater, Isle of Wight.


If you're after a period property that is full of character, then Afton Thatch is the place for you. With its thatched roof, oak beams, open fireplaces and glorious river views, th...

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

Price per week £655 - £1535

4 bedroom, rural self catering cottage on the outskirts of Wootton, Isle of Wight


This gorgeous stone cottage is tucked away in the most idyllic and tranquil location, surrounded by fields and woodland, this is the perfect holiday setting to truly escape from it...

  • Sleeps 7 + cot
  • Regret no pets
  • Changeover Fri

Price per week £670 - £1556

4 bedroom, holiday cottage near Colyton, South Devon with a hot tub


Stable Tallet is in an Area of Outstanding Natural Beauty close to east Devon’s stunning Jurassic Coast. Set on a friendly working farm, this detached home-from-home has the bonus ...

  • Sleeps 7 + 2 cots
  • Regret no pets
  • Changeover Fri

Price per week £681 - £1885

30% off for parties up to 4 + cot on selected dates. Bedrooms 1 and 3 are excluded at the discounted rate.

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


Right on the water's edge near the National Maritime Museum Cornwall, Harbour House has stunning views across Falmouth harbour from its windows and balconies. Part of the security-...

  • Sleeps 7 + cot
  • Regret no pets
  • Changeover Fri

Price per week £686 - £1915

Readymade beds and fluffy towels; this simple but appreciated welcome is standard with us.

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