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 616 cottages that sleep 5 people

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


Nestled in a wooded valley, and just over a mile from the stunning scenery of the Helford River, this former water powered corn mill is bordered by the Durra stream and the cottage...

  • Sleeps 6 + cot
  • Dogs welcome
  • Changeover Sat

Price per week £696 - £1600

20% off for parties up to 2 + cot on selected dates. Bedroom 3 is excluded at the discounted rate.

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


A gorgeous Victorian three bedroom house on the outskirts of Shanklin with a lovely secluded garden and a private swimming pool. Beautifully decorated throughout, the Owner has tak...

  • Sleeps 6
  • Regret no pets
  • Changeover Fri

Price per week £706 - £1595

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


Avon Beach, Christchurch Harbour, the New Forest National Park and the Jurassic Coast are all nearby to this recently renovated holiday bolthole. The cool shades of blue and the pl...

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

Price per week £725 - £1465

6 bedroom, rural holiday home near Bude, North Cornwall.


Woodlands Manor retains many original features including slate floors, magnificent fireplaces and low lintels (tall guests be aware). This is a terrific house for family gatherings...

  • Sleeps 12 + 2 cots
  • Regret no pets
  • Changeover Sat

Price per week £733 - £3774 *

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* Includes 40% off for parties up to 6 + cot on selected dates.

  • 30% off

    4 Aug 2018 - 11 Aug 2018

    £3700.00 £2590.00

3 bedroom, dog friendly cottage near St Mawes, South Cornwall.


This gorgeous rural barn conversion tucked away on the Roseland peninsula is truly a hidden treasure in this Area of Outstanding Natural Beauty. Beautifully presented and exception...

  • Sleeps 6 + cot
  • Dogs welcome
  • Changeover Fri

Price per week £740 - £1850

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

3 bedroom self catering cottage near Taunton, Somerset.


This fabulous Somerset property set in the lovely village of West Bagborough in the Quantock Hills, has panoramic views which will take your breath away. Bashford Lodge is ideal fo...

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

Price per week £743 - £1401

We are Gold accredited with the Green Tourism Business Scheme.

3 bedroom, dog friendly cottage near the beach near Lyme Regis.


What a fabulous location, part of the Rousdon Estate; 350 acres of beautiful grounds that border the World Heritage Jurassic Coast. Hobnob is an elegant Grade II Listed, semi-detac...

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

Price per week £781 - £1795

3 bedroom holiday cottage with sea views in Falmouth, South Cornwall.


What a fabulous holiday home this is, a gorgeous mix of early Victorian terraced townhouse elegance and 21st Century luxuries, topped off with superb panoramic views. Big bay windo...

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

Price per week £783 - £1800

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


The Old Granary sympathetically mixes original character with understated vintage furnishings and is a simply fabulous luxury retreat for a family or group of friends. A large firs...

  • Sleeps 6 + cot
  • Dogs welcome
  • Changeover Fri

Price per week £790 - £1628

20% off for parties up to 2 + cot on selected dates. Bedroom 3 is excluded at the discounted rate.

3 bedroom cottage with hot tub and sea views in Ryde, Isle of Wight


This absolutely stunning property is laid over five mezzanine floors, has two sea-facing balconies and a hot tub with a sea view! Beautifully decorated throughout, The Lodge offers...

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

Price per week £795 - £1500

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