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

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

7 nights from £825

1 The Brakeyard

4662

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


Perfectly located just a stone's throw from the centre of the beautiful harbourside village of St Mawes, 1 The Brakeyard is a luxury holiday home, ideal for families or groups of f...

  • Sleeps 6 + cot
  • No pets
  • Changeover Sat

7 nights from £825

Dairy House is a 3 bedroom self catering cottage in Lostwithiel, South Cornwall.
  • Sleeps 6 + 2 cots
  • No pets
  • Changeover Fri

7 nights from £830

Dairy House

5398

3 bedroom self catering cottage in Lostwithiel, South Cornwall.


Wrap yourself in the lap of luxury in this country retreat, that peacefully resides in the heart of this historic estate, surrounded by breathtaking Cornish countryside, ancient wo...

  • Sleeps 6 + 2 cots
  • No pets
  • Changeover Fri

7 nights from £830

Olive Tree is a 3 bedroom self catering cottage near Port Isaac, North Cornwall.
  • Sleeps 6 + 2 cots
  • No pets
  • Changeover Sat

7 nights from £832

Olive Tree

4618

3 bedroom self catering cottage near Port Isaac, North Cornwall.


For a wonderful holiday in north Cornwall, book yourself a break at Olive Tree. Tucked away in the village of St Teath within walking distance of the village centre you are only a ...

  • Sleeps 6 + 2 cots
  • No pets
  • Changeover Sat

7 nights from £832

Llanamor is a Stunning 3 bedroom homestay with sea views near Whitsand Bay, South Cornwall.
  • Sleeps 6 + cot
  • No pets
  • Changeover Fri

7 nights from £833

Llanamor

5789

Stunning 3 bedroom homestay with sea views near Whitsand Bay, South Cornwall.


Come and fall under the spell of our stunning coastal retreat, set on the gorgeous Rame peninsula in the tiny hamlet of Portwrinkle. With endless sea views, incredible interiors an...

  • Sleeps 6 + cot
  • No pets
  • Changeover Fri

7 nights from £833

Old Bembridge House is a 3 bedroom, dog friendly holiday cottage near the beach in Bembridge, Isle of Wight.
  • Sleeps 6
  • Dogs welcome (1 only)
  • Changeover Sat

7 nights from £835

Old Bembridge House

4791

3 bedroom, dog friendly holiday cottage near the beach in Bembridge, Isle of Wight.


Tucked away on an unmade track just a few yards from the sea and Bembridge Yacht club, Old Bembridge House has all the makings of a perfect holiday idyll. Laid across three floors,...

  • Sleeps 6
  • Dogs welcome (1 only)
  • Changeover Sat

7 nights from £835

Ledge View is a 3 bedroom, dog friendly cottage near the beach in Bembridge, Isle of Wight.
  • Sleeps 6 + cot
  • Dogs welcome (1 only)
  • Changeover Sat

7 nights from £839

Ledge View

3764

3 bedroom, dog friendly cottage near the beach in Bembridge, Isle of Wight.


Ledge View is a beautifully renovated semi-detached home just steps away from Forelands beach, lined with quirky beach huts, stretches of white sand, rock pools and an acclaimed ca...

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

7 nights from £839

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

Lowenna House is a 4 bedroom holiday cottage with sea views in Coverack, West Cornwall.
  • Sleeps 8 + cot
  • No pets
  • Changeover Sat

7 nights from £845 *

Lowenna House

5112

4 bedroom holiday cottage with sea views in Coverack, West Cornwall.


Perfectly positioned just a hop, skip and a jump away from the village centre and beautiful sheltered bay with crystal clear waters and sandy/pebble beach is Lowenna House. This go...

  • Sleeps 8 + cot
  • No pets
  • Changeover Sat

7 nights from £845 *

High Corner Cottage is a 3 bedroom holiday cottage with sea views in Thurlestone, South Devon.
  • Sleeps 6 + cot
  • No pets
  • Changeover Fri

7 nights from £845

High Corner Cottage

4907

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


Perfectly located in the pretty south Devon village of Thurlestone with two gorgeous sandy beaches on your doorstep and surrounded by rolling countryside, High Corner Cottage is a ...

  • Sleeps 6 + cot
  • No pets
  • Changeover Fri

7 nights from £845

Troed-y-Rhiw (At the foot of the hill) is a 3 bedroom holiday cottage with sea views near Newport, Pembrokeshire.
  • Sleeps 6 + cot
  • No pets
  • Changeover Fri

7 nights from £846

Troed-y-Rhiw (At the foot of the hill)

5205

3 bedroom holiday cottage with sea views near Newport, Pembrokeshire.


Within a stone's throw of the sandy, sheltered cove at picturesque Cwm yr Eglws, nestles Troed-y-Rhiw, a traditional fisherman's cottage brimming with seafaring character, exposed ...

  • Sleeps 6 + cot
  • No pets
  • Changeover Fri

7 nights from £846

Stowaway is a 3 bedroom self catering cottage near the beach near Portscatho.
  • Sleeps 6 + cot
  • No pets
  • Changeover Fri

7 nights from £846

Stowaway

3163

3 bedroom self catering cottage near the beach near Portscatho.


Approached by a flight of open-tread wooden steps, this luxurious seafront apartment is tucked away near the slipway to the beach at Portscatho. The large glass walled dining-room ...

  • Sleeps 6 + cot
  • No pets
  • Changeover Fri

7 nights from £846

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