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. Read more

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 563 cottages that sleep 5 people

  • Sleeps 10 + cot
  • Dogs welcome (1 only)
  • Changeover Fri

7 nights from £1610

5 bedroom self catering cottage near the beach in Cowes, Isle of Wight


A truly amazing, contemporary home with views directly out to sea, in the popular sailing town of Cowes. Offering exceptional quality throughout the whole home this is a superb bas...

  • Sleeps 10 + cot
  • Dogs welcome (1 only)
  • Changeover Fri

7 nights from £1610

  • Sleeps 10 + 2 cots
  • Regret no pets
  • Changeover Fri

7 nights from £1807

5 bedroom, holiday cottage with swimming pool and hot tub near Totnes, South Devon.


Tucked away down a secluded lane in a beautiful corner of south Devon lies Willows Rest, a relaxing haven for all ages and occasions. This stunning 300 year old Grade II Listed bar...

  • Sleeps 10 + 2 cots
  • Regret no pets
  • Changeover Fri

7 nights from £1807

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

  • Sleeps 10 + 2 cots
  • Dogs welcome
  • Changeover Sat

7 nights from £1996

5 bedroom, dog friendly cottage near Falmouth, South Cornwall.


What a superb family get-together house this is, stunningly attractive both inside and out with masses of space, a private hot tub and shared use of an indoor heated swimming pool,...

  • Sleeps 10 + 2 cots
  • Dogs welcome
  • Changeover Sat

7 nights from £1996

  • Sleeps 10 + 2 cots
  • Regret no pets
  • Changeover Fri

7 nights from £2198

4 bedroom cottage with sea views near Bigbury-On-Sea, South Devon.


Sunnynook is a true beachside retreat, boasting the most incredible, unrivalled sea and beach views over Bigbury-on-Sea, Bantham and Burgh Island. This wonderful home also has a fa...

  • Sleeps 10 + 2 cots
  • Regret no pets
  • Changeover Fri

7 nights from £2198

  • Sleeps 11 + cot
  • Regret no pets
  • Changeover Fri

7 nights from £985

7 bedroom holiday home with sea views in Port Isaac, North Cornwall.


Stroma is a Victorian semi-detached house perched above the cove at Port Isaac overlooking Port Gaverne and its sheltered beach. With stunning sea views from the sitting-area and f...

  • Sleeps 11 + cot
  • Regret no pets
  • Changeover Fri

7 nights from £985

  • Sleeps 11 + 2 cots
  • Dogs welcome
  • Changeover Sun

7 nights from £1093

5 bedroom, dog friendly home near the beach in Crantock, Cornwall.


The Malt House, built in 1825 and Grade II Listed, is situated in the centre of Crantock, a short distance from the village green and just half a mile from the sandy, dog-friendly ...

  • Sleeps 11 + 2 cots
  • Dogs welcome
  • Changeover Sun

7 nights from £1093

  • Sleeps 12 + cot
  • Regret no pets
  • Changeover Sat

7 nights from £968

6 bedroom holiday home near the beach in Portscatho, South Cornwall.


This gorgeous Victorian double-fronted village house is set in the heart of the pretty fishing village of Portscatho with the beach, harbour, shops and galleries all within five mi...

  • Sleeps 12 + cot
  • Regret no pets
  • Changeover Sat

7 nights from £968

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  • 20% off

    30 Mar 2019 - 6 Apr 2019

    £1210.00 £968.00

  • Sleeps 12 + cot
  • Regret no pets
  • Changeover Sat

7 nights from £1033

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


A beautiful Edwardian villa, with evident period charm, West Ingle boasts sea views from almost every room. Spacious, light and airy, many original features have been retained. Bot...

  • Sleeps 12 + cot
  • Regret no pets
  • Changeover Sat

7 nights from £1033

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

  • Sleeps 12 + cot
  • Regret no pets
  • Changeover Fri

7 nights from £1170

6 bedroom, rural self catering home with sea views in Seaview, Isle of Wight.


Bay House is an incredibly spacious and stylish Edwardian villa offering great sea views from many of its rooms. Lovingly refurbished throughout, the property is the ideal choice f...

  • Sleeps 12 + cot
  • Regret no pets
  • Changeover Fri

7 nights from £1170

  • Sleeps 12 + 4 cots
  • Regret no pets
  • Changeover Thu

7 nights from £1195

6 bedroom holiday home with sea views in Polzeath, North Cornwall.


Only a hop, skip and a jump from the stunning beach at Polzeath, this ultimate get together home will delight beach crazy individuals and those wanting to indulge in this very spec...

  • Sleeps 12 + 4 cots
  • Regret no pets
  • Changeover Thu

7 nights from £1195

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