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 654 cottages that sleep 5 people

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

7 nights from £799 *

3 bedroom, dog friendly apartment with sea views in Mullion.


This legendary name befits the magical location of this superb apartment which spans the whole of the ground floor of this former harbour Cellar House. Ideal for a family or group ...

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

7 nights from £799 *

View
  • 10% off

    15 Dec 2018 - 22 Dec 2018

    £1098.86 £989.10

  • Sleeps 8 + cot
  • Dogs welcome (1 only)
  • Changeover Sat

7 nights from £805 *

4 bedroom, dog friendly house with a hot tub and golf course near Porthleven.


A fabulous home-from-home that promises everything a family holiday could wish for to create memories to cherish for a lifetime. A very warm welcome awaits you at Wheal Jane – a su...

  • Sleeps 8 + cot
  • Dogs welcome (1 only)
  • Changeover Sat

7 nights from £805 *

  • Sleeps 8 + cot
  • Dogs welcome
  • Changeover Fri

7 nights from £831

4 bedroom, dog friendly cottage near the beach in Branscombe, Devon.


Set in its own mature gardens on a south-facing hillside, Barnell Cottage has views over Branscombe Vale and out to the World Heritage Jurassic Coast at Branscombe mouth. This beau...

  • Sleeps 8 + cot
  • Dogs welcome
  • Changeover Fri

7 nights from £831

  • Sleeps 10 + cot
  • Dogs welcome
  • Changeover Sat

7 nights from £924 *

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


Oh my, what a lovely family home this is! From the approach through the dappled lanes flanked with moss-covered trees to the fabulous countryside views, and the spacious living acc...

  • Sleeps 10 + cot
  • Dogs welcome
  • Changeover Sat

7 nights from £924 *

  • Sleeps 8
  • Dogs welcome
  • Changeover Fri

7 nights from £1106

4 bedroom, dog friendly holiday cottage near Beaminster, Dorset.


This tranquil and elegant period farmhouse has a luxurious contemporary interior, spacious flexible accommodation and a beautiful enclosed garden. The glorious west Dorset location...

  • Sleeps 8
  • Dogs welcome
  • Changeover Fri

7 nights from £1106

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

7 nights from £1187 *

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


This impressive, recently-built eco-house is situated in a commanding elevated position on one of St Mawes' most exclusive roads. Enjoying panoramic sea views over the whole of Fal...

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

7 nights from £1187 *

We are Gold accredited with the Green Tourism Business Scheme.

  • Sleeps 5 + cot
  • Dogs welcome
  • Changeover Sat

7 nights from £311

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


A deceptively spacious semi-detached Victorian property, Red House has a lovely large kitchen with both a breakfast-bar and a separate dining-area from which the enclosed garden ca...

  • Sleeps 5 + cot
  • Dogs welcome
  • Changeover Sat

7 nights from £311

  • Sleeps 5 + cot
  • Dogs welcome
  • Changeover Fri

7 nights from £334

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


A Victorian property set on a quiet road and yards from the beach. Oaks is a well-equipped property, decorated to a high standard and perfect for families with open plan seating an...

  • Sleeps 5 + cot
  • Dogs welcome
  • Changeover Fri

7 nights from £334

  • Sleeps 5 + cot
  • Regret no pets
  • Changeover Fri

7 nights from £337

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


1 The Saltings is a three-bedroom, lower ground floor apartment boasting a lovely beachfront location. It would ideally suit a family with children keen to enjoy the delights of th...

  • Sleeps 5 + cot
  • Regret no pets
  • Changeover Fri

7 nights from £337

  • Sleeps 5 + cot
  • Regret no pets
  • Changeover Fri

7 nights from £338

3 bedroom, rural holiday apartment near Marazion, West Cornwall.


The views from Moonbeam, across the countryside to St Michael's Mount and Mount's Bay, are wonderful. Relax on the south-facing balcony, wine in hand and enjoy the sound of silence...

  • Sleeps 5 + cot
  • Regret no pets
  • Changeover Fri

7 nights from £338

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