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 629 cottages that sleep 5 people

3 bedroom, dog friendly cottage near the beach in Cadgwith, Cornwall.


In the quiet village of Ruan Minor, this modern light-filled house is ideally located with an easy stroll to the local shop and Cadgwith Cove's friendly, picturesque pub is just a ...

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

Price per week £424 - £1080

40% off for parties up to 2 + cot on selected dates. Bedrooms 2 and 3 are excluded at the discounted rate.

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

Price per week £424 - £1082

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

Price per week £424 - £1220

View
  • 20% off

    21 Sep 2018 - 28 Sep 2018

    £610.49 £488.39

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

Price per week £426 - £980

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

Price per week £427 - £939

3 bedroom holiday cottage near the beach in Appledore, North Devon.


Tydemans Cottage is at the heart of the pretty north Devon fishing village of Appledore, close to some of north Devon's most fabulous sandy beaches. This beautifully renovated cott...

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

Price per week £428 - £1070

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

3 bedroom, dog friendly, luxury safari tent near the beach near Lamorna Cove.


Who could resist Buttercup's picture-postcard location, close to Cornwall's picturesque Lamorna Cove and set in an eight acre field with delicious sea glimpses? Spacious and luxuri...

  • Sleeps 6 + cot
  • Dogs welcome
  • Changeover Fri

Price per week £428 - £1286

View
  • 20% off

    21 Sep 2018 - 28 Sep 2018

    £535.50 £428.40

Safari tent luxury glamping near St Agnes, North Cornwall.


Looking for a get-away-from-it-all escape? Then look no further! Swahili for Giraffe, gorgeous Twiga is set in a tree-lined meadow at the end of a long, unmade track (where the adv...

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

Price per week £428 - £1260

View
  • 20% off

    22 Sep 2018 - 29 Sep 2018

    £535.50 £428.40

3 bedroom, dog friendly holiday cottage near Bovey Tracey, Dartmoor.


The Cob, the largest of the three cottages, has slate flagstones in the hallway and wooden floors in the sitting-room and dining-room, with a wood-burner providing cosy warmth. The...

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

Price per week £434 - £1045

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


Nestled in the heart of Seaview village this lovely ground floor apartment is a stone’s throw from the sea front and all the village amenities. Seaview is an idyllic Edwardian reso...

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

Price per week £435 - £1020

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