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 556 cottages that sleep 5 people

  • Sleeps 8 + 2 cots
  • Dogs welcome
  • Changeover Sat

7 nights from £536

5 bedroom, dog friendly holiday cottage in Okehampton, North Devon.


This wonderfully large, spacious house is set in the most peaceful and attractive setting, providing the ideal venue for that special occasion, or perhaps that long awaited family ...

  • Sleeps 8 + 2 cots
  • Dogs welcome
  • Changeover Sat

7 nights from £536

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

7 nights from £540

3 bedroom self catering cottage near Falmouth, West Cornwall.


This fabulous retreat is located in the grounds of the four star Budock Vean Hotel and is named after the romantic novel by Daphne Du Maurier. With stunning views across the 9 hole...

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

7 nights from £540

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

7 nights from £545

3 bedroom, Rural holiday cottage with sea views in Brook, Isle of Wight


This pretty detached cottage can be found on a quiet lane in Brook on the south west coast. With its large, mature garden overlooking adjacent farmland, and close proximity to mile...

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

7 nights from £545

  • Sleeps 8 + 2 cots
  • Dogs welcome (1 only)
  • Changeover Fri

7 nights from £555

4 bedroom, dog friendly holiday cottage near Looe, South Cornwall.


Part of a very large traditional country house Butterwell House is the perfect place for family gatherings, celebrations and out-of-season escapes. There are seaside towns and pict...

  • Sleeps 8 + 2 cots
  • Dogs welcome (1 only)
  • Changeover Fri

7 nights from £555

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

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

7 nights from £559

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


A smart town house, with well presented accommodation for eight set over three floors, Lucaya offers a great space with a pretty enclosed rear patio and lawn for an extended family...

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

7 nights from £559

  • Sleeps 8 + cot
  • Dogs welcome
  • Changeover Fri

7 nights from £568

4 bedroom, dog friendly holiday cottage near Bude, North Cornwall.


Hidden away in the peaceful rural hamlet of Eastcott, within striking distance of the north Cornish coast and the Devon and Cornwall border, charming Eastcott Cottage is the finest...

  • Sleeps 8 + cot
  • Dogs welcome
  • Changeover Fri

7 nights from £568

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

7 nights from £575

4 bedroom self catering apartment near the beach in Seaview.


Crowsteps is on the first and second floor of a property tucked away in Seaview in a semi detached property. Boasting a stunning roof terrace with far reaching views over the Solen...

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

7 nights from £575

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

7 nights from £591

4 bedroom, rural holiday cottage near Falmouth, South Cornwall.


Set in a large tree-lined garden in a tranquil countryside location, Higher Carnon Farmhouse offers peace, seclusion and privacy. This lovely old house is just five miles from Falm...

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

7 nights from £591

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

7 nights from £599

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


How many properties can boast views of St Michael’s Mount and the shimmering Atlantic Ocean in the distance? Sitting high above fields that meander down to Marazion, and adjacent t...

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

7 nights from £599

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

7 nights from £611

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


This bright, spacious detached house, on a quiet lane is just a 10 minute walk from the beautiful beach at Seagrove Bay. Furnished to a high standard, with four good-sized bedrooms...

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

7 nights from £611

We’re a Visit England Quality Accredited Agency for our high standards in holiday letting.

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