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

7 nights from £424

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


Rural in feel, Higher Treluswell Barn is actually only a 10 minute drive from the bustling town and sailing waters of Falmouth, where ferries sail to St Mawes, Truro and the Helfor...

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

7 nights from £424

View
  • 20% off

    30 Mar 2019 - 6 Apr 2019

    £450.67 £360.54

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

7 nights from £425

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


Views stretch from the Penryn River across the water to the Roseland peninsula from almost every room in this immaculately presented home-from-home; even the patio looks towards th...

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

7 nights from £425

View
  • 25% off

    23 Mar 2019 - 30 Mar 2019

    £566.19 £424.50

  • 25% off

    30 Mar 2019 - 6 Apr 2019

    £566.19 £424.50

  • 25% off

    13 Apr 2019 - 20 Apr 2019

    £719.97 £540.00

  • 25% off

    20 Apr 2019 - 27 Apr 2019

    £638.35 £478.50

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

7 nights from £426

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


The Limes is nestled in a corner of St Helens Green overlooking the cricket pitch, with far reaching views from the rear master bedroom over Brading Marshes. The location is peacef...

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

7 nights from £426

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

7 nights from £427

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


Just minutes away from beautiful sandy beaches at Porthluney and Gorran Haven this lovely Grade II Listed cottage is perfect for those who appreciate the seamless blending of tradi...

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

7 nights from £427

View
  • 20% off

    30 Mar 2019 - 6 Apr 2019

    £400.62 £320.50

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

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

7 nights from £427

4 bedroom, dog friendly holiday cottage near St Ives, West Cornwall.


Light and airy Lanrest stands beside an ancient Tinners’ Way within an Area of Outstanding Natural Beauty just two miles from St Ives. Built using granite from the nearby engine ho...

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

7 nights from £427

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

7 nights from £432

3 bedroom, dog friendly holiday cottage in Beaworthy, North Devon.


Imagine yourself slinking back into a bubbling hot tub and gazing out over the beautiful rolling countryside whilst the younger members of the group play merrily within your enclos...

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

7 nights from £432

View
  • 20% off

    5 Apr 2019 - 12 Apr 2019

    £582.62 £466.40

  • 20% off

    12 Apr 2019 - 19 Apr 2019

    £582.62 £466.40

  • 20% off

    19 Apr 2019 - 26 Apr 2019

    £540.23 £432.00

  • Sleeps 6 + cot
  • Dogs welcome
  • Changeover Fri

7 nights from £433

3 bedroom, dog friendly cottage with sea views near Boscastle.


Located in the small hamlet of Bossiney, Bossiney View is a spacious property set back on the old coastal road between Boscastle and Tintagel and is only a five minute walk from th...

  • Sleeps 6 + cot
  • Dogs welcome
  • Changeover Fri

7 nights from £433

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

7 nights from £433

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


1 Harbour Strand is a town house with jaunty decor, attractive furnishings and interesting prints, including some of the owners own artwork. It offers a games-room, with table-tenn...

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

7 nights from £433

View
  • 20% off

    5 Apr 2019 - 12 Apr 2019

    £968.98 £775.19

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

7 nights from £435

3 bedroom self catering cottage near the beach in Seaview.


This modern, well-presented townhouse situated in a small development in the centre of Seaview would suit a family, a couple or several friends traveling together. It really is...

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

7 nights from £435

View
  • 10% off

    22 Mar 2019 - 29 Mar 2019

    £482.98 £434.68

  • 10% off

    5 Apr 2019 - 12 Apr 2019

    £626.00 £563.40

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

7 nights from £435

3 bedroom self catering cottage near the beach in Shanklin.


25 Palmerston Road is a bright, cheerfully decorated, family home and is one of our most popular properties. This property is a real find for a family looking for a home both close...

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

7 nights from £435

We’ve been raising the standards of self catering holidays since 1977.

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