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

3 bedroom, rural cottage with sea views near Falmouth, West Cornwall.


Hidden in the secluded hamlet of Lower Calamansack, Creek Cottage is discovered down a long private lane and has a stunning outlook across the prettiest part of the Helford River t...

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

Price per week £544 - £1250

3 bedroom self catering cottage near Fowey, South Cornwall.


Located in the heart of picture perfect Lerryn, Sweet Briar Cottage is an absolute beauty. Lovingly and impeccably presented, this 150 year old cottage is the epitome of country ch...

  • Sleeps 6 + 2 cots
  • Regret no pets
  • Changeover Sat

Price per week £544 - £1500

We’ve been raising the standards of self catering holidays since 1977.

3 bedroom, dog friendly holiday cottage near the beach in Seaview, Isle of Wight


A lovely three bedroom house in the heart of Seaview village within a few minutes walk to the seafront and Seaview Yacht Club. Beautifully decorated throughout with an open plan li...

  • Sleeps 6 + 2 cots
  • Dogs welcome (1 only)
  • Changeover Sat

Price per week £550 - £1200

3 bedroom, dog friendly self catering cottage near Bridport, Dorset.


This beautiful barn conversion at the heart of a working dairy farm is just inland from Dorset's spectacular Jurassic Coast and its beaches. The rural setting will please all the f...

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

Price per week £550 - £1403

3 bedroom, dog friendly holiday cottage in Somerset, near Honiton.


This luxury farmhouse in the Blackdown Hills, with wonderful garden hot tub, is in an idyllic rural setting on the edge of the village of Bishopswood, within walking distance of th...

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

Price per week £551 - £1541

20% off for parties up to 4 + cot on selected dates. Bedroom 2 is excluded at the discounted rate.

4 bedroom holiday cottage with sea views in Newquay, North Cornwall.


Watersmeet sits high above the Gannel Estuary, on the Pentire Headland. This quiet area of Newquay boasts beautiful views, provides a full range of activities such as canoeing, hor...

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

Price per week £551 - £1540

3 bedroom, dog friendly cottage with sea views near Port Isaac.


Trerubies is a delightful detached barn conversion with a sunny, south-facing garden and spectacular sea views inside and out! This charming retreat has been recently renovated to ...

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

Price per week £551 - £1541

3 bedroom holiday cottage near the beach in Falmouth, South Cornwall.


A gorgeous and contemporary split-level house tucked in away in a peaceful cul-de-sac, this property has been furnished and appointed to an exemplary standard. Set over four floors...

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

Price per week £552 - £1435

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

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

3 bedroom, rural holiday cottage near Port Isaac, North Cornwall.


Two miles from the picturesque fishing village of Port Isaac and just minutes from the sandy beaches at Polzeath, Daymer Bay and Rock, Orchard Barn is a detached single-storey barn...

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

Price per week £553 - £1595

View
  • 10% off

    20 Oct 2018 - 27 Oct 2018

    £861.30 £775.17

3 bedroom, rural cottage with sea views in Polzeath, North Cornwall.


Only minutes from the rolling surf of the north Cornish coast, Atlantic View is a mid-terrace cottage enjoying superb views of the sea over the golf course at The Point. This is a ...

  • Sleeps 6
  • Regret no pets
  • Changeover Fri

Price per week £553 - £1546

View
  • 20% off

    19 Oct 2018 - 26 Oct 2018

    £818.10 £654.48

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