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

3 bedroom, rural holiday cottage near Sennen, West Cornwall.


This wonderful detached hideaway provides comfortable, spacious accommodation for guests wishing to enjoy the peace and quiet of the surrounding countryside. Bosanketh Cottage sits...

  • Sleeps 6 + cot
  • Regret no pets
  • Changeover Fri

Price per week £443 - £1107

3 bedroom dog-friendly self catering cottage near the beach in Gerrans.


Originally the village chapel, Sunday House West has been sympathetically converted. Imaginatively designed and furnished to a high standard, Sunday House West is situated in the c...

  • Sleeps 6 + cot
  • Dogs welcome (1 only)
  • Changeover Fri

Price per week £443 - £1336

Arrive at your handpicked holiday home safe in the knowledge it’s been fully inspected.

4 bedroom cottage near Portscatho, South Cornwall.


Situated in a prime and enviable secluded position on the beautiful Trewince Manor Estate this is the ideal get away from it all holiday base. With spectacular uninterrupted views ...

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

Price per week £444 - £1479 *

* Includes 15% off for parties up to 6 + cot on selected dates. 30% off for parties up to 4 + cot on selected dates.

3 bedroom holiday cottage in Rock, North Cornwall.


Greenaway nestles in amongst its neighbours in Pityme near Rock, close to the banks of the River Camel. This spotlessly presented bungalow is ideal for guests looking for a bolthol...

  • Sleeps 6 + cot
  • Regret no pets
  • Changeover Sat

Price per week £444 - £1110

3 bedroom, rural holiday cottage near Helford, West Cornwall.


Close to the head of Bunnell Creek, a tranquil tree-lined estuary originating from the Helford River, this delightful, traditionally furnished former farmhouse is perfect for a tru...

  • Sleeps 6 + cot
  • Regret no pets
  • Changeover Sat

Price per week £444 - £1110

20% off for parties up to 2 + cot on selected dates. 10% off for parties up to 4 + cot between 29 Sep and 13 Oct 2018.

3 bedroom apartment near the beach in Newquay, North Cornwall.


The Pentire peninsula is well-known for Newquay's fabulous surfing beaches and the quieter sandy creeks of the Gannel Estuary. Headland View is one of 14 apartments set off the roa...

  • Sleeps 6 + cot
  • Regret no pets
  • Changeover Fri

Price per week £446 - £1115

3 bedroom, Pet friendly holiday cottage near the beach in Bembridge, Isle of Wight.


3 Harbour Strand is a comfortable, neutrally decorated holiday home in a small, quiet development close to Bembridge village and the harbour. It's an easy property in which to holi...

  • Sleeps 6 + cot
  • Dogs welcome (1 only)
  • Changeover Sat

Price per week £450 - £995

3 bedroom, rural holiday cottage near Helston, West Cornwall.


Pebble Cottage has an open plan living area complete with a large range cooker, well-equipped kitchen and a cosy wood-burner. Upstairs, three pretty bedrooms all have views across ...

  • Sleeps 6 + cot
  • Regret no pets
  • Changeover Sat

Price per week £451 - £1260

25% off for parties up to 2 between 3 Nov and 15 Dec 2018. 20% off for parties up to 2 on selected dates. The twin bedroom is excluded at the discounted rate.

Each and every one of our cottages is fully equipped with everything you’ll need on holiday.

3 bedroom self catering cottage near the beach in Seaview, Isle of wight.


East Gull Sands is an attached, comfortably furnished, beachfront holiday home in Seaview. Sitting right opposite the beach this property has sea views from the upstairs double bed...

  • Sleeps 6 + cot
  • Regret no pets
  • Changeover Sat

Price per week £451 - £990

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


A hidden gem tucked away on Bluett Avenue in the peaceful Victorian village of Seaview, Lawn End makes great use of accent colours in its interior decor presenting a beautiful holi...

  • Sleeps 6 + cot
  • Regret no pets
  • Changeover Fri

Price per week £453 - £1060

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