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

Strand Causeway is a 3 bedroom holiday cottage with sea views near Exeter, South Devon.
  • Sleeps 5 + 2 cots
  • No pets
  • Changeover Fri

7 nights from £829

Strand Causeway

5571

3 bedroom holiday cottage with sea views near Exeter, South Devon.


Introducing a very special Topsham house indeed. Steeped in history and nestled on the riverbank of the river Exe. Boasting oodles of charm and external space, two private parking ...

  • Sleeps 5 + 2 cots
  • No pets
  • Changeover Fri

7 nights from £829

10 Shanklin Manor is a 3 bedroom, apartment with roof terrace near the beach in Shanklin, Isle of Wight.
  • Sleeps 5
  • No pets
  • Changeover Sat

7 nights from £834

10 Shanklin Manor

3511

3 bedroom, apartment with roof terrace near the beach in Shanklin, Isle of Wight.


This superb two-storey, first floor apartment dating back to 1863 is located on the outskirts of Shanklin. 10 Shanklin Manor has an elegant, monochrome interior and the use of a la...

  • Sleeps 5
  • No pets
  • Changeover Sat

7 nights from £834

Candlelight Cottage is a 3 bedroom, dog friendly cottage with sea views near Porthleven.
  • Sleeps 5 + cot
  • Dogs welcome (1 only)
  • Changeover Sat

7 nights from £844

Candlelight Cottage

4331

3 bedroom, dog friendly cottage with sea views near Porthleven.


High above the cliffs at Rinsey, Candlelight Cottage is the ideal location from which to explore this spectacular Cornish coastline and with sea views from its enclosed garden, wha...

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

7 nights from £844

Limpets  is a 3 bedroom self catering apartment with sea views in Seaview, Isle of Wight.
  • Sleeps 5 + cot
  • No pets
  • Changeover Sat

7 nights from £845

Limpets

4622

3 bedroom self catering apartment with sea views in Seaview, Isle of Wight.


This gorgeous home, just a stone's throw from the seafront, has sea views from the sitting-room and the luxury of your very own private garden, giving it all the ingredients for a ...

  • Sleeps 5 + cot
  • No pets
  • Changeover Sat

7 nights from £845

We’re here to help you find your perfect place to stay 7 days a week.

Tanglewood is a 3 bedroom cottage with sea views near Lostwithiel, South Cornwall.
  • Sleeps 5 + 2 cots
  • No pets
  • Changeover Fri

7 nights from £858

Tanglewood

4268

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


Set in the creekside village of Lerryn, considered to be one of the prettiest villages in Cornwall, Tanglewood is a very special holiday home in a truly magical setting. It sits in...

  • Sleeps 5 + 2 cots
  • No pets
  • Changeover Fri

7 nights from £858

The Flint Coach House is a 3 bedroom, dog friendly cottage near Budleigh Salterton, South Devon.
  • Sleeps 5 + cot
  • Dogs welcome (1 only)
  • Changeover Fri

7 nights from £874

The Flint Coach House

5331

3 bedroom, dog friendly cottage near Budleigh Salterton, South Devon.


Perfectly situated in the east Devon Area of Outstanding Natural Beauty, with stunning beaches and the Jurassic Coast just moments away, The Flint Coach House is a beautifully rest...

  • Sleeps 5 + cot
  • Dogs welcome (1 only)
  • Changeover Fri

7 nights from £874

Dreamcatcher Cottage is a 3 bedroom holiday cottage with sea views in Marazion, West Cornwall.
  • Sleeps 5 + cot
  • No pets
  • Changeover Sat

7 nights from £917

Dreamcatcher Cottage

4435

3 bedroom holiday cottage with sea views in Marazion, West Cornwall.


If you're looking for a beautifully appointed house to soak up one of Cornwall's most picturesque scenes, this gem certainly fits the bill. Tucked away on the outskirts of Maraz...

  • Sleeps 5 + cot
  • No pets
  • Changeover Sat

7 nights from £917

The Barn at Yeoland House is a 3 bedroom, dog friendly holiday cottage near Tavistock, Dartmoor.
  • Sleeps 5 + cot
  • Dogs welcome (1 only)
  • Changeover Fri

7 nights from £918

The Barn at Yeoland House

4513

3 bedroom, dog friendly holiday cottage near Tavistock, Dartmoor.


A perfectly positioned 17th Century upside-down barn that has been sympathetically and beautifully restored. You can immerse yourself in nature's wonderful glade with the backdrop ...

  • Sleeps 5 + cot
  • Dogs welcome (1 only)
  • Changeover Fri

7 nights from £918

Bay Cottage is a 2 bedroom, dog friendly house with sea views, Shaldon.
  • Sleeps 5 + cot
  • Dogs welcome
  • Changeover Sat

7 nights from £927

Bay Cottage

2561

2 bedroom, dog friendly house with sea views, Shaldon.


Bay Cottage is just steps from the beach in Shaldon, which lines the south shore of the beautiful Teign estuary, and this fabulous house caters for all parties young and old. From ...

  • Sleeps 5 + cot
  • Dogs welcome
  • Changeover Sat

7 nights from £927

St Annes is a 3 bedroom, dog friendly clifftop cottage near Looe, Cornwall.
  • Sleeps 5 + cot
  • Dogs welcome (1 only)
  • Changeover Fri

7 nights from £930

St Annes

5250

3 bedroom, dog friendly clifftop cottage near Looe, Cornwall.


With breathtaking coastal views that stretch as far as the eye can see, direct access to the coastal path and within walking distance of two beaches, this heavenly seaside retreat ...

  • Sleeps 5 + cot
  • Dogs welcome (1 only)
  • Changeover Fri

7 nights from £930

Arrive at your handpicked holiday home safe in the knowledge it’s been fully inspected.

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