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

Seabreeze is a 4 bedroom cottage with sea views in Portscatho, South Cornwall.
  • Sleeps 8 + cot
  • No pets
  • Changeover Sat

7 nights from £855

Seabreeze

5530

4 bedroom cottage with sea views in Portscatho, South Cornwall.


Enjoy the most spectacular sea views from this fabulous house located on one of the most desirable roads in Portscatho. The jewel in this crown must be the large, light filled open...

  • Sleeps 8 + cot
  • No pets
  • Changeover Sat

7 nights from £855

The Fold is a 4 bedroom, dog friendly cottage with sea views near St Davids.
  • Sleeps 8 + cot
  • Dogs welcome
  • Changeover Fri

7 nights from £865

The Fold

5219

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


**We are pleased to advise that a hot tub will be available for stays over Christmas and New Year 2024. Guests will also have access to a games-room, which is equipped with a table...

  • Sleeps 8 + cot
  • Dogs welcome
  • Changeover Fri

7 nights from £865

The Qube is a 4 bedroom, dog friendly cottage near the beach in Bigbury-on-Sea, South Devon.
  • Sleeps 8 + 2 cots
  • Dogs welcome
  • Changeover Sat

7 nights from £869

The Qube

4781

4 bedroom, dog friendly cottage near the beach in Bigbury-on-Sea, South Devon.


Welcome to The Qube. This stylish yet welcoming holiday retreat is perfectly located within a stone's throw of the beach, offering a great outdoor space coupled with super stylish ...

  • Sleeps 8 + 2 cots
  • Dogs welcome
  • Changeover Sat

7 nights from £869

View
  • 20% off

    30 Nov 2024 - 7 Dec 2024

    £1155.00 £924.00

  • 20% off

    7 Dec 2024 - 14 Dec 2024

    From £1155.00 £924.00

  • 20% off

    14 Dec 2024 - 21 Dec 2024

    From £1364.00 £1091.20

  • 20% off

    21 Dec 2024 - 28 Dec 2024

    £1929.00 £1543.20

Eastcott Cottage is a 4 bedroom, dog friendly holiday cottage near Bude, North Cornwall.
  • Sleeps 8 + cot
  • Dogs welcome
  • Changeover Fri

7 nights from £875

Eastcott Cottage

3763

4 bedroom, dog friendly holiday cottage near Bude, North Cornwall.


Hidden away in the peaceful rural hamlet of Eastcott, within striking distance of the north Cornish coast and the Devon and Cornwall border, charming Eastcott Cottage is the finest...

  • Sleeps 8 + cot
  • Dogs welcome
  • Changeover Fri

7 nights from £875

Each and every one of our cottages is fully equipped with everything you’ll need on holiday.

Tangle Cottage is a 4 bedroom family home close to the beach in Seaview.
  • Sleeps 8 + cot
  • No pets
  • Changeover Fri

7 nights from £875

Tangle Cottage

5669

4 bedroom family home close to the beach in Seaview.


Nestled at the end of Ryde Road, just a short walk from the beach and Seaview village, with off-street parking and a lovely large garden to the rear, semi-detached Tangle Cottage i...

  • Sleeps 8 + cot
  • No pets
  • Changeover Fri

7 nights from £875

Nancealverne House is a 4 bedroom, dog friendly cottage near the sea in Penzance, Cornwall.
  • Sleeps 8 + cot
  • Dogs welcome
  • Changeover Sat

7 nights from £876

Nancealverne House

1895

4 bedroom, dog friendly cottage near the sea in Penzance, Cornwall.


Step back to an era of grandeur! Nancealverne House is a Grade II Listed (starred) manor set within 14 acres of parkland with a lake and rowing boat. The accommodation (sleeping ei...

  • Sleeps 8 + cot
  • Dogs welcome
  • Changeover Sat

7 nights from £876

Mallards is a 5 bedroom dog friendly self catering cottage near the beach in Seaview, Isle of Wight.
  • Sleeps 8 + cot
  • Dogs welcome (1 only)
  • Changeover Sat

7 nights from £878

Mallards

3627

5 bedroom dog friendly self catering cottage near the beach in Seaview, Isle of Wight.


Mallards is a spacious, three-storey Edwardian house in Seaview village and a much-loved family home. Enjoying a great location just yards from the seafront, it's the perfect choic...

  • Sleeps 8 + cot
  • Dogs welcome (1 only)
  • Changeover Sat

7 nights from £878

Wreath Farmhouse is a 4 bedroom, dog friendly holiday cottage near Lyme Regis, Dorset.
  • Sleeps 8 + cot
  • Dogs welcome (1 only)
  • Changeover Fri

7 nights from £881

Wreath Farmhouse

4445

4 bedroom, dog friendly holiday cottage near Lyme Regis, Dorset.


Wreath Farm is in a rural setting overlooking open countryside, just 10 miles inland from the beach at Lyme Regis and the stunning Jurassic Coast. The farmstead now has a new li...

  • Sleeps 8 + cot
  • Dogs welcome (1 only)
  • Changeover Fri

7 nights from £881

Manor Barn is a 4 bedroom, dog friendly cottage near Wadebridge, North Cornwall.
  • Sleeps 8 + 2 cots
  • Dogs welcome
  • Changeover Sat

7 nights from £888

Manor Barn

4113

4 bedroom, dog friendly cottage near Wadebridge, North Cornwall.


Ideally placed for exploring all the treasures north Cornwall has to offer and less than a mile from the pretty village of St Tudy, this wonderful barn conversion is ideal for fami...

  • Sleeps 8 + 2 cots
  • Dogs welcome
  • Changeover Sat

7 nights from £888

St Albans House is a 4 bedroom self catering cottage with sea views near Ventnor, Isle of Wight
  • Sleeps 8 + cot
  • No pets
  • Changeover Fri

7 nights from £888

St Albans House

3980

4 bedroom self catering cottage with sea views near Ventnor, Isle of Wight


This large detached house is situated in an elevated position as you enter the town of Ventnor, with the most breathtaking views from virtually every room. The beautiful tiered...

  • Sleeps 8 + cot
  • No pets
  • Changeover Fri

7 nights from £888

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

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