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

The Malt House is a 5 bedroom, dog friendly home near the beach in Crantock, Cornwall.
  • Sleeps 11 + 2 cots
  • Dogs welcome
  • Changeover Sun

7 nights from £1530

The Malt House

1320

5 bedroom, dog friendly home near the beach in Crantock, Cornwall.


Situated in the centre of pretty Crantock, a short distance from the village green and just half a mile from the sandy, dog-friendly beach and rolling surf - this makes for the per...

  • Sleeps 11 + 2 cots
  • Dogs welcome
  • Changeover Sun

7 nights from £1530

West Ingle is a 5 bedroom self catering home near the beach in Seaview, Isle of Wight.
  • Sleeps 11 + cot
  • No pets
  • Changeover Sat

7 nights from £1701

West Ingle

3693

5 bedroom self catering home near the beach in Seaview, Isle of Wight.


A beautiful Edwardian house, brimming with charm and original features, with magnificent sea views from almost every room, the terrace and garden. The open plan kitchen/dining-room...

  • Sleeps 11 + cot
  • No pets
  • Changeover Sat

7 nights from £1701

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Redworth is a 5 bedroom self catering home near the beach in Bembridge, Isle of Wight.
  • Sleeps 11 + cot
  • Dogs welcome (1 only)
  • Changeover Sat

7 nights from £2032

Redworth

4541

5 bedroom self catering home near the beach in Bembridge, Isle of Wight.


This impressive five bedroom house is located on Ducie Avenue, a charming unmade road leading to the beach, in the village of Bembridge. Located within a few minutes walk of the lo...

  • Sleeps 11 + cot
  • Dogs welcome (1 only)
  • Changeover Sat

7 nights from £2032

Captain's Walk is a 6 bedroom holiday home near the beach in Newquay, North Cornwall.
  • Sleeps 12 + 2 cots
  • No pets
  • Changeover Fri

7 nights from £1411

Captain's Walk

5008

6 bedroom holiday home near the beach in Newquay, North Cornwall.


A detached, home-from-home within easy walking distance to beautiful sandy beaches, restaurants and bars - the ultimate seaside retreat. This spacious and this welcoming house is i...

  • Sleeps 12 + 2 cots
  • No pets
  • Changeover Fri

7 nights from £1411

Lexhayne Mill is a 6 bedroom, dog friendly holiday home near Lyme Regis, South Devon.
  • Sleeps 12 + 2 cots
  • Dogs welcome
  • Changeover Fri

7 nights from £1545

Lexhayne Mill

5740

6 bedroom, dog friendly holiday home near Lyme Regis, South Devon.


Introducing Lexhayne Mill, a stunning rural retreat which oozes splendour and comfort, set in one of the most magical waterside locations, within 22 acres of glorious countryside. ...

  • Sleeps 12 + 2 cots
  • Dogs welcome
  • Changeover Fri

7 nights from £1545

Hillside House is a 6 bedroom holiday home near the beach in Portscatho, South Cornwall.
  • Sleeps 12 + cot
  • No pets
  • Changeover Sat

7 nights from £1636

Hillside House

3135

6 bedroom holiday home near the beach in Portscatho, South Cornwall.


This gorgeous Georgian double-fronted village house is set in the heart of the pretty fishing village of Portscatho with the beach, harbour, shops and galleries all within five min...

  • Sleeps 12 + cot
  • No pets
  • Changeover Sat

7 nights from £1636

Buddlewall is a 6 bedroom thatched, dog friendly home near Lyme Regis, South Devon.
  • Sleeps 12 + 2 cots
  • Dogs welcome
  • Changeover Thu

7 nights from £1651

Buddlewall

3979

6 bedroom thatched, dog friendly home near Lyme Regis, South Devon.


Buddlewall is an historic east Devon farmhouse, in a beautiful hidden rural setting, a short drive inland from the spectacular World Heritage east Devon and Dorset Jurassic Coast. ...

  • Sleeps 12 + 2 cots
  • Dogs welcome
  • Changeover Thu

7 nights from £1651

Meadowcliff is a 8 bedroom, dog friendly home with hot tubs and sea views in Shaldon, South Devon.
  • Sleeps 18 + 2 cots
  • Dogs welcome
  • Changeover Fri

7 nights from £1685 *

Meadowcliff

4096

8 bedroom, dog friendly home with hot tubs and sea views in Shaldon, South Devon.


**Meadowcliff is even bigger and better for the coming 2024 summer season. Now equipped to accommodate 18 guests, offering a second larger hot tub in addition to the existing tub, ...

  • Sleeps 18 + 2 cots
  • Dogs welcome
  • Changeover Fri

7 nights from £1685 *

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

Sundown is a 6 bedroom, dog friendly home with sea views near Kingsand, Cornwall.
  • Sleeps 12 + 2 cots
  • Dogs welcome
  • Changeover Sat

7 nights from £1813

Sundown

2181

6 bedroom, dog friendly home with sea views near Kingsand, Cornwall.


Fabulous sea views from this exceptionally spacious, south-facing detached house extend from the Rame peninsula in one direction, to St George's Island at Looe in the other. A gate...

  • Sleeps 12 + 2 cots
  • Dogs welcome
  • Changeover Sat

7 nights from £1813

Cliff Farmhouse is a 8 bedroom self catering home near Lincoln.
  • Sleeps 16 + cot
  • No pets
  • Changeover Fri

7 nights from £2304 *

Cliff Farmhouse

5481

8 bedroom self catering home near Lincoln.


Set in rural Lincolnshire on a working farm, five miles north of Lincoln city centre, Cliff Farmhouse is in the perfect location to visit this historic city or just relax in the be...

  • Sleeps 16 + cot
  • No pets
  • Changeover Fri

7 nights from £2304 *

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