Holiday Cottages for 5 People

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. 

Our exclusive ferry discounts will make your island trip with Classic plain sailing.

We have 707 cottages that sleep 5 people

The Granary is a 4 bedroom, dog friendly cottage near Kingsbridge, South Devon.
  • Sleeps 8 + 2 cots
  • Dogs welcome
  • Changeover Sat

7 nights from £868 *

The Granary

4599

4 bedroom, dog friendly cottage near Kingsbridge, South Devon.


The Granary is a delightfully furnished barn conversion nestled in the hamlet of Goveton near Kingsbridge. Located in the rolling South Hams countryside, this fabulous terraced bar...

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

7 nights from £868 *

65 Lower Maen Cottage is a 3 bedroom cottage with sea views near Falmouth, South Cornwall.
  • Sleeps 6 + cot
  • No pets
  • Changeover Sat

7 nights from £869

65 Lower Maen Cottage

5597

3 bedroom cottage with sea views near Falmouth, South Cornwall.


Welcome to this lovely, light-filled holiday home with delightful sea views, situated just a short stroll away from a pretty, sandy cove and the harbourside town of Falmouth. Set i...

  • Sleeps 6 + cot
  • No pets
  • Changeover Sat

7 nights from £869

The Blue Hemmel is a 3 bedroom, dog friendly self catering cottage near Hexham.
  • Sleeps 6 + 2 cots
  • Dogs welcome
  • Changeover Sat

7 nights from £875

The Blue Hemmel

5450

3 bedroom, dog friendly self catering cottage near Hexham.


This truly rural barn conversion has a contemporary modern interior offering everything you could want from a get away from it all holiday. The Blue Hemmel is situated in the depth...

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

7 nights from £875

Once Upon a Tide is a 3 bedroom, dog friendly cottage near the beach in Brixham, Devon.
  • Sleeps 6 + cot
  • Dogs welcome
  • Changeover Sat

7 nights from £880

Once Upon a Tide

4576

3 bedroom, dog friendly cottage near the beach in Brixham, Devon.


'Once Upon a Tide' is a charming home-from-home, nestled moments away from the beautiful harbourside of Brixham. You are so close to the historic harbour and all the hustle and bus...

  • Sleeps 6 + cot
  • Dogs welcome
  • Changeover Sat

7 nights from £880

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

The Saltbox is a 3 bedroom cottage with sea views in Port Isaac, North Cornwall.
  • Sleeps 6 + cot
  • No pets
  • Changeover Fri

7 nights from £882

The Saltbox

4825

3 bedroom cottage with sea views in Port Isaac, North Cornwall.


Tucked away at the top of the oh-so-popular village of Port Isaac, with wonderful views stretching out across the ocean, we invite you to set yourself to Cornish time as you check ...

  • Sleeps 6 + cot
  • No pets
  • Changeover Fri

7 nights from £882

Trewane Barn is a 3 bedroom, dog friendly cottage near Port Isaac, North Cornwall.
  • Sleeps 6 + cot
  • Dogs welcome (1 only)
  • Changeover Fri

7 nights from £883

Trewane Barn

2243

3 bedroom, dog friendly cottage near Port Isaac, North Cornwall.


Oh my! Trewane Barn is simply stunning! Secreted away down a private lane, sheltering within its own south-facing walled garden, with a fabulous balcony overlooking a beautiful woo...

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

7 nights from £883

Sheldonia is a 3 bedroom self catering cottage with sea views in Ventnor, Isle of Wight.
  • Sleeps 6
  • No pets
  • Changeover Sat

7 nights from £884

Sheldonia

5109

3 bedroom self catering cottage with sea views in Ventnor, Isle of Wight.


Welcome to Sheldonia, a hidden gem in the delightful seaside town of Ventnor and within touching distance of Steephill Cove - one of the Island's prettiest beaches, featured in The...

  • Sleeps 6
  • No pets
  • Changeover Sat

7 nights from £884

Quay Cottage is a 3 bedroom, rural cottage near Portscatho, South Cornwall.
  • Sleeps 6
  • No pets
  • Changeover Fri

7 nights from £893

Quay Cottage

3150

3 bedroom, rural cottage near Portscatho, South Cornwall.


Quay Cottage is all about location, location, location and wow, have they got it right! Situated at the end of a private track, perched at the edge of the woods above the tidal Per...

  • Sleeps 6
  • No pets
  • Changeover Fri

7 nights from £893

Little Trehan is a 3 bedroom holiday cottage with sea views in St Mawes, South Cornwall.
  • Sleeps 6 + cot
  • No pets
  • Changeover Fri

7 nights from £893

Little Trehan

5573

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


Located within a short walk of sandy Summers beach and all that picturesque St Mawes has to offer, this little gem of a property enjoys the most wonderful views from its elevated p...

  • Sleeps 6 + cot
  • No pets
  • Changeover Fri

7 nights from £893

High Lea is a 3 bedroom, dog friendly cottage with sea views in Bigbury-on-Sea
  • Sleeps 6 + 2 cots
  • Dogs welcome
  • Changeover Fri

7 nights from £895

High Lea

4047

3 bedroom, dog friendly cottage with sea views in Bigbury-on-Sea


High Lea is a beautifully refurbished family house, nestled in the heart of an Area of Outstanding Natural Beauty and boasting the most breathtaking and unrivalled sea views. This ...

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

7 nights from £895

We are Gold accredited with the Green Tourism Business Scheme.

Loading more