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

Wetley Abbey Cottage is a 4 bedroom, dog friendly holiday cottage near Leek.
  • Sleeps 8 + 2 cots
  • Dogs welcome
  • Changeover Fri

7 nights from £695

Wetley Abbey Cottage

5782

4 bedroom, dog friendly holiday cottage near Leek.


This stylish and contemporary four bedroom cottage, located in Wetley Rocks on the edge of the Peak District National Park, offers the perfect retreat for those seeking outdoor adv...

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

7 nights from £695

Wootton Lodge is a 4 bedroom, dog friendly cottage near South Molton, North Devon.
  • Sleeps 8 + 2 cots
  • Dogs welcome
  • Changeover Fri

7 nights from £708

Wootton Lodge

5550

4 bedroom, dog friendly cottage near South Molton, North Devon.


Discover Wootton Lodge nestled in a north Devon nook and set within 90 acres of woodland, meadows and streams - all waiting to be explored! Just a short drive away you will discove...

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

7 nights from £708

Kumasi is a 4 bedroom, dog friendly holiday cottage near Marazion, West Cornwall.
  • Sleeps 8 + cot
  • Dogs welcome
  • Changeover Sat

7 nights from £735

Kumasi

4100

4 bedroom, dog friendly holiday cottage near Marazion, West Cornwall.


A short lane leads up to Kumasi, a plantation-style detached house, with a south-facing verandah and a second terrace, housing a large teak table. This property is very spaciou...

  • Sleeps 8 + cot
  • Dogs welcome
  • Changeover Sat

7 nights from £735

Tolver Dairy is a 4 bedroom, rural cottage with sea views near Marazion, West Cornwall.
  • Sleeps 8 + cot
  • No pets
  • Changeover Sat

7 nights from £738

Tolver Dairy

1285

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
  • No pets
  • Changeover Sat

7 nights from £738

Bentinck is a 3 bedroom cottage near the beach in Ventnor.
  • Sleeps 8 + cot
  • No pets
  • Changeover Sat

7 nights from £743

Bentinck

5724

3 bedroom cottage near the beach in Ventnor.


With everything you could wish for on your doorstep for a blissful Isle of Wight holiday experience with family or friends, Bentinck is a great base to explore all that this Island...

  • Sleeps 8 + cot
  • No pets
  • Changeover Sat

7 nights from £743

5 Green Edge is a 4 bedroom, dog friendly town house with sea views in Beaumaris.
  • Sleeps 8 + cot
  • Dogs welcome
  • Changeover Fri

7 nights from £750

5 Green Edge

5787

4 bedroom, dog friendly town house with sea views in Beaumaris.


Set along the picturesque Anglesey coastline, 5 Green Edge is a substantial three-storey, Grade II Listed Georgian home blending historic charm with modern comfort. Step inside int...

  • Sleeps 8 + cot
  • Dogs welcome
  • Changeover Fri

7 nights from £750

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

Dannett Farmhouse is a 4 bedroom, dog friendly holiday cottage near Looe, South Cornwall.
  • Sleeps 8 + 2 cots
  • Dogs welcome
  • Changeover Fri

7 nights from £760

Dannett Farmhouse

4962

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


Dannett Farmhouse is quite simply charming! Approached along leafy lanes in an idyllic countryside setting, with far reaching views of rolling fields and pastures, this semi-detach...

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

7 nights from £760

Spinnakers is a 4 bedroom cottage with sea views near St Just In Roseland.
  • Sleeps 8 + cot
  • Dogs welcome (1 only)
  • Changeover Fri

7 nights from £766

Spinnakers

3162

4 bedroom cottage with sea views near St Just In Roseland.


With wonderful views looking out above the romantic creekside church at St Just in Roseland with its sub tropical gardens and beyond towards the sailing waters of the renowned Fal ...

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

7 nights from £766

The Bear is a 4 bedroom, dog friendly holiday cottage near Clovelly, North Devon.
  • Sleeps 8 + cot
  • Dogs welcome (1 only)
  • Changeover Thu

7 nights from £769

The Bear

4159

4 bedroom, dog friendly holiday cottage near Clovelly, North Devon.


The Bear is a wonderful historic cottage in a picturesque hamlet, just a mile from the dramatic north Devon coast at Hartland Quay. This family-sized holiday home is dog-friendly, ...

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

7 nights from £769

West Millbrook Cottage is a 4 bedroom self catering cottage near South Molton, North Devon.
  • Sleeps 8 + 2 cots
  • Dogs welcome (1 only)
  • Changeover Sat

7 nights from £800

West Millbrook Cottage

5087

4 bedroom self catering cottage near South Molton, North Devon.


A peaceful countryside getaway awaits at West Millbrook Cottage, a lovely single-storey cottage in a gorgeous rural and private setting in north Devon. Sleeping eight, this welcomi...

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

7 nights from £800

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