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

3 bedroom, dog friendly cottage near the beach in East Cowes, Isle of Wight.


This truly lovely holiday home, with a wood-burner, is a great choice whatever the season. 1 Barton Lodge is a beautiful property which has been lovingly restored with your comfort...

  • Sleeps 6 + cot
  • Dogs welcome
  • Changeover Sat

Price per week £544 - £1190

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 - £1490

View
  • 20% off

    21 Jul 2018 - 28 Jul 2018

    £1490.00 £1192.00

3 bedroom self catering cottage in Totnes, South Devon.


Harmony Cottage is a stylish, spacious yet friendly semi-detached cottage located in the centre of Totnes. If you are looking for a holiday which offers history, culture and charm ...

  • Sleeps 6 + 2 cots
  • Dogs welcome
  • Changeover Fri

Price per week £545 - £1100

3 bedroom, rural holiday cottage near Looe, South Cornwall.


Meadows is a truly delightful stone-built barn now lovingly converted into a gorgeous holiday cottage. The open plan living-room is the sociable hub of the house, where floor to ce...

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

Price per week £548 - £1370

15% off for parties up to 4 + cot between 15 Sep and 8 Dec 2018. The first floor is excluded at the discounted rate.

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

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

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 - £1510

Loading more