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 640 cottages that sleep 5 people

3 bedroom, dog friendly cottage near the beach in Bembridge.


Ledge View is a beautifully renovated semi-detached home just steps away from Forelands beach, lined with quirky beach huts, stretches of white sand, rock pools and an acclaimed ca...

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

Price per week £559 - £1449

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35% off for parties up to 4 + cot on selected dates. Only two bedrooms are available at the discounted rate, please confirm which bedrooms you wish to use on booking.

  • 25% off

    20 Oct 2018 - 27 Oct 2018

    £928.54 £696.40

3 bedroom self catering cottage in Whitwell, Isle of Wight


Set in the rural village of Whitwell, less than three miles outside of Ventnor, Willow Tree Lodge would suit a family looking for extra space indoors and out or a couple wanting a ...

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

Price per week £559 - £1224

4 bedroom cottage with sea views near St Just In Roseland.


With wonderful views looking out above the romantic creekside church at St Just in Roseland with it's sub tropical gardens and beyond towards the sailing waters of the renowned Fal...

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

Price per week £560 - £1870 *

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* Includes 15% off for parties up to 6 + cot between 1 Sep and 8 Dec 2018. 30% off for parties up to 4 + cot on selected dates. 20% off for parties up to 6 + cot on selected dates. Bedroom 3 is excluded at the discounted rate.

  • 20% off

    19 Oct 2018 - 26 Oct 2018

    £676.88 £541.50

3 bedroom holiday cottage near the beach in Marazion, West Cornwall.


Step back in time in this 500 year old Grade II Listed stone house, set back in Marazion’s Market Place, close to the beach where the tidal causeway and boats cross to St Michael’s...

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

Price per week £560 - £1732

25% off for parties up to 4 + cot on selected dates. One of the bedrooms is excluded at the discounted rate.

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


This lovely and well-presented detached house is just moments away from the beautiful golden beaches of Ryde and mainland transport links, creating a perfect location for a base fo...

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

Price per week £565 - £1395

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


The Barn, a linked country cottage with a rustic interior and some exposed wooden beams, is located on the outskirts of Merstone and just minutes from the quaint village of Godshil...

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

Price per week £565 - £865

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

3 bedroom, dog friendly cottage with sea views in Mevagissey.


Perched high above sandy Portmellon cove, the views from this modern, single-storey detached property are stunning. Large picture windows in the spacious open plan living-room let ...

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

Price per week £568 - £1449

4 bedroom, rural cottage with sea views near Marazion, West Cornwall.


The glistening Atlantic Ocean and St Michael’s Mount are clearly visible from this south-facing property just off the South West Coast Path. Beautifully warm, the stylish sitti...

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

Price per week £569 - £1592

30% off for parties up to 2 + cot on selected dates. Only one bedroom is available at the discounted rate.

3 bedroom, dog friendly holiday cottage near Falmouth, West Cornwall.


This is a gorgeous cottage, in a secluded serene setting, in the perfect location for relaxing at home in the mature gardens or in front of the wood-burner after days out exploring...

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

Price per week £570 - £1895

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

  • 20% off

    20 Oct 2018 - 27 Oct 2018

    £984.25 £787.40

3 bedroom, dog friendly holiday cottage near Tavistock, Dartmoor.


Giles Cottage is an exceptionally attractive detached cottage, set within the stunning grounds of Wringworthy Farm. Staying in this beautiful Grade II Listed cottage you are guaran...

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

Price per week £572 - £1459

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

  • 10% off

    19 Oct 2018 - 26 Oct 2018

    £843.70 £759.33

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