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 632 cottages that sleep 5 people

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

Price per week £311 - £959

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

Price per week £334 - £755

Don’t miss out; reserve your favourite 2019 holiday cottage for just £30

3 bedroom, dog friendly cottage near the beach in Praa Sands.


As its name suggests, this delightful cottage overlooks the pretty 14th Century church in the quaint village of Germoe and is only a mile from the child-friendly sandy beach at Pra...

  • Sleeps 5 + cot
  • Dogs welcome
  • Changeover Sat

Price per week £334 - £995

View
  • 20% off

    27 Oct 2018 - 3 Nov 2018

    £417.90 £334.40

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


1 The Saltings is a lovely three bedroom, lower ground floor apartment - perfect for those with young children and buggies - and it's just a hop, skip and a jump away from the pebb...

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

Price per week £337 - £735

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

Price per week £338 - £865

3 bedroom cottage near the beach near Portscatho, South Cornwall.


Seashells is a great family holiday home set on the hill above the charming village of Portscatho. Take a morning stroll to pick up provisions for the day from the village shop and...

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

Price per week £340 - £840

2 bedroom, dog-friendly cottage near Launceston, South Cornwall.


Amidst lovely unspoilt countryside, approached by narrow lanes, is Woodcutters Barn. Although built in the past 15 years, it has the feeling of a bygone age, with lots of seasoned ...

  • Sleeps 5 + cot
  • Dogs welcome
  • Changeover Sat

Price per week £341 - £860

View
  • 20% off

    22 Sep 2018 - 29 Sep 2018

    £425.70 £340.56

3 bedroom, cottage near South Molton, North Devon.


Oak Cottage is in a peaceful rural setting at Greendown Farm, an easy drive inland from some of north Devon's most lovely sandy beaches. This family-run farm is in a hilltop positi...

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

Price per week £345 - £750

Our property managers are local experts who handpick perfect places to stay.

3 bedroom, dog friendly holiday cottage near Ivybridge, South Devon.


This charming retreat makes for the perfect adventurer's bolthole. Whether seeking out new and exciting destinations by car, or exploring this idyllic area on foot, this property i...

  • Sleeps 5 + cot
  • Dogs welcome
  • Changeover Fri

Price per week £347 - £830

2 bedroom self catering cottage at Island Harbour, near Newport.


Spring Tide is a delightful holiday cottage situated in a small development at Island Harbour Marina on the banks of the River Medina. The marina is set in a beautiful secluded val...

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

Price per week £351 - £806

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