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

Grand View is a 3 bedroom, dog friendly, rural holiday cottage near Newton Abbot, South Devon.
  • Sleeps 6 + cot
  • Dogs welcome
  • Changeover Fri

7 nights from £897

Grand View

3345

3 bedroom, dog friendly, rural holiday cottage near Newton Abbot, South Devon.


Grand View really does live up to its name. The garden wraps around this gorgeous modern house with views across to Dartmoor and to the west. Tucked away down a lane, only a mile f...

  • Sleeps 6 + cot
  • Dogs welcome
  • Changeover Fri

7 nights from £897

Sandy Days is a 3 bedroom, dog friendly cottage near the beach in Christchurch.
  • Sleeps 6 + cot
  • Dogs welcome (1 only)
  • Changeover Fri

7 nights from £898

Sandy Days

3215

3 bedroom, dog friendly cottage near the beach in Christchurch.


Avon beach, Christchurch Harbour, the New Forest National Park and the Jurassic Coast are all nearby to this holiday bolthole. The cool shades of blue and the plantation shutters e...

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

7 nights from £898

The Old Presbytery is a 4 bedroom self catering cottage in Braunton, North Devon.
  • Sleeps 8 + 2 cots
  • No pets
  • Changeover Sat

7 nights from £898 *

The Old Presbytery

4722

4 bedroom self catering cottage in Braunton, North Devon.


The simply stunning Old Presbytery sits in an enviable secluded position above the beautiful village of Braunton in north Devon, famed for its fabulous surf scene and miles of gold...

  • Sleeps 8 + 2 cots
  • No pets
  • Changeover Sat

7 nights from £898 *

Well Cottage is a Stylish 4 bedroom, dog friendly cottage near Padstow, North Cornwall.
  • Sleeps 8 + cot
  • Dogs welcome
  • Changeover Fri

7 nights from £898 *

Well Cottage

4672

Stylish 4 bedroom, dog friendly cottage near Padstow, North Cornwall.


Nestled in a charming Cornish hamlet and surrounded by beautiful countryside and views over historic woodland, is this a really stylish, pretty as a picture, dog-friendly cottage. ...

  • Sleeps 8 + cot
  • Dogs welcome
  • Changeover Fri

7 nights from £898 *

Seaholm is a 5 bedroom, dog friendly cottage with sea views near St Davids.
  • Sleeps 10 + cot
  • Dogs welcome (1 only)
  • Changeover Sat

7 nights from £899 *

Seaholm

5468

5 bedroom, dog friendly cottage with sea views near St Davids.


A 5 star Visit Wales graded property, perfectly positioned to enjoy the mesmerising ocean views, just a stroll from the rolling surf and spectacular endless golden sands of Newgale...

  • Sleeps 10 + cot
  • Dogs welcome (1 only)
  • Changeover Sat

7 nights from £899 *

Forget Me Not Cottage is a 3 bedroom self catering cottage near the beach in Bembridge, Isle of Wight
  • Sleeps 6 + cot
  • No pets
  • Changeover Sat

7 nights from £900

Forget Me Not Cottage

5167

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


Welcome to the delightfully named Forget Me Not Cottage, a charming three bedroom getaway in the pretty coastal town of Bembridge. With its homely interiors and great location, thi...

  • Sleeps 6 + cot
  • No pets
  • Changeover Sat

7 nights from £900

Choose from our exclusive collection at the best prices with real time availability.

Grenville is a 3 bedroom, dog friendly cottage with sea views near Whitsand Bay.
  • Sleeps 6 + cot
  • Dogs welcome
  • Changeover Sat

7 nights from £900

Grenville

4875

3 bedroom, dog friendly cottage with sea views near Whitsand Bay.


Set in the pretty coastal hamlet of Portwrinkle, a mere hop and a skip to the water's edge and with sea vistas to delight, Grenville is the perfect escape for those who want to dis...

  • Sleeps 6 + cot
  • Dogs welcome
  • Changeover Sat

7 nights from £900

Number 4 Coastguard Cottages is a 3 bedroom cottage with sea views near Ilfracombe, North Devon.
  • Sleeps 6 + cot
  • No pets
  • Changeover Sat

7 nights from £900

Number 4 Coastguard Cottages

5078

3 bedroom cottage with sea views near Ilfracombe, North Devon.


Number 4 Coastguard Cottages is a dreamy holiday abode with breathtaking sea views overlooking the crystal-clear waters of the Atlantic Ocean and perfectly positioned to take in th...

  • Sleeps 6 + cot
  • No pets
  • Changeover Sat

7 nights from £900

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

7 nights from £901

Laurel Cottage

3138

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


This handsome whitewashed house has an enviable position in St Mawes close to Tavern beach, with far reaching sea views from many of the rooms and the spacious paved front terrace....

  • Sleeps 6 + cot
  • No pets
  • Changeover Sat

7 nights from £901

The Summer House is a 3 bedroom cottage near the beach near Marazion, West Cornwall.
  • Sleeps 6 + cot
  • No pets
  • Changeover Fri

7 nights from £901

The Summer House

2889

3 bedroom cottage near the beach near Marazion, West Cornwall.


With its safe, sandy, rock-pooly beach and a great gastro pub, Perranuthnoe is an idyllic, peaceful village by the sea. The Summer House, sleeping four or six guests, is set in the...

  • Sleeps 6 + cot
  • No pets
  • Changeover Fri

7 nights from £901

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