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 of up to 25% will make your island trip with Classic plain sailing.

We have 708 cottages that sleep 5 people

The Parlour is a 2 bedroom cottage with views of Golden Cap near Bridport, Dorset
  • Sleeps 5 + cot
  • No pets
  • Changeover Sat

7 nights from £546

The Parlour

2662

2 bedroom cottage with views of Golden Cap near Bridport, Dorset


The Parlour is an excellent choice for a family, with French doors opening out onto an enclosed gravelled patio, comfortable accommodation for five guests – one of the three single...

  • Sleeps 5 + cot
  • No pets
  • Changeover Sat

7 nights from £546

Belle Vue Cottage is a 3 bedroom, dog friendly self catering cottage in Totnes, South Devon.
  • Sleeps 5 + cot
  • Dogs welcome
  • Changeover Sat

7 nights from £550

Belle Vue Cottage

4657

3 bedroom, dog friendly self catering cottage in Totnes, South Devon.


Nestled in the village of Rattery, only a short distance from Totnes and the glorious south Devon coast, this beautiful cottage is furnished with real charm and style. With an e...

  • Sleeps 5 + cot
  • Dogs welcome
  • Changeover Sat

7 nights from £550

Trevennen Cottage is a 3 bedroom, dog friendly cottage near the beach in Flushing, Cornwall.
  • Sleeps 5 + cot
  • Dogs welcome
  • Changeover Fri

7 nights from £552

Trevennen Cottage

5298

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


Perfectly situated in the idyllic waterside village of Flushing, Trevennen Cottage is a traditional Cornish cottage, beautifully restored and stylishly furnished to capture the ver...

  • Sleeps 5 + cot
  • Dogs welcome
  • Changeover Fri

7 nights from £552

Shepherd's Sky Super Hut is a Shepherds Hut sleeping 5, dog friendly near Tiverton, North Devon.
  • Sleeps 5 + cot
  • Dogs welcome
  • Changeover Fri

7 nights from £553

Shepherd's Sky Super Hut

3334

Shepherds Hut sleeping 5, dog friendly near Tiverton, North Devon.


Shepherd's Sky Super Hut is truly unique. This huge shepherd's hut, measuring 36' long, has been lovingly treated to a bespoke make-over, and offers two bedrooms at either end whic...

  • Sleeps 5 + cot
  • Dogs welcome
  • Changeover Fri

7 nights from £553

Fisherton Cottage at Poughill is a 3 bedroom, dog friendly cottage near the beach in Bude, Cornwall.
  • Sleeps 5 + 2 cots
  • Dogs welcome (1 only)
  • Changeover Sat

7 nights from £557

Fisherton Cottage at Poughill

5169

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


Situated in the pretty village of Poughill, on the road to Northcott Mouth Beach, you will find this delightful holiday abode. Perfectly placed for the fabulous beaches of Bude wit...

  • Sleeps 5 + 2 cots
  • Dogs welcome (1 only)
  • Changeover Sat

7 nights from £557

Spring View is a 3 bedroom rural cottage near the sea and close to Dorchester, Dorset.
  • Sleeps 5 + cot
  • No pets
  • Changeover Fri

7 nights from £565

Spring View

5686

3 bedroom rural cottage near the sea and close to Dorchester, Dorset.


A family friendly holiday home situated in a beautiful rural Dorset hamlet with countryside views galore. Recently renovated throughout, Spring View, offers a peaceful escape from ...

  • Sleeps 5 + cot
  • No pets
  • Changeover Fri

7 nights from £565

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

Chyvounder is a 3 bedroom, dog friendly cottage near the beach in Falmouth, Cornwall.
  • Sleeps 5 + cot
  • Dogs welcome
  • Changeover Fri

7 nights from £572

Chyvounder

5117

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


A picturesque cottage set in an idyllic location close to the banks of Restronguet Creek. This 17th Century Grade II Listed cottage is full of warmth and charm, and has an abundanc...

  • Sleeps 5 + cot
  • Dogs welcome
  • Changeover Fri

7 nights from £572

Frogwell Cottage is a 3 bedroom, dog friendly holiday cottage near Dulverton, Somerset.
  • Sleeps 5 + cot
  • Dogs welcome
  • Changeover Sat

7 nights from £575

Frogwell Cottage

4714

3 bedroom, dog friendly holiday cottage near Dulverton, Somerset.


Under the spectacle of Exmoor National Park International Dark Sky Reserve, picture yourself on holiday with a glass of bubbly in hand, surrounded by nothing but fields and country...

  • Sleeps 5 + cot
  • Dogs welcome
  • Changeover Sat

7 nights from £575

Sea Tang is a 3 bedroom holiday cottage with sea views in Brixham, South Devon.
  • Sleeps 5 + cot
  • No pets
  • Changeover Fri

7 nights from £575

Sea Tang

3982

3 bedroom holiday cottage with sea views in Brixham, South Devon.


The immaculately presented Sea Tang is a delightfully attractive home-from-home, with the most spectacular views over bustling Brixham harbour and out to sea. This lovingly maintai...

  • Sleeps 5 + cot
  • No pets
  • Changeover Fri

7 nights from £575

Seaclusion is a 3 bedroom apartment with sea views in Westward Ho!, North Devon.
  • Sleeps 5 + cot
  • No pets
  • Changeover Sat

7 nights from £577

Seaclusion

2862

3 bedroom apartment with sea views in Westward Ho!, North Devon.


Nassau Court is a striking building which has pride of place right on the seafront with the sea a stone's throw away and the stunning north Devon beaches curving away into the dist...

  • Sleeps 5 + cot
  • No pets
  • Changeover Sat

7 nights from £577

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