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

Oystercatcher is a 3 bedroom holiday cottage with sea views in Sennen, West Cornwall.
  • Sleeps 5
  • No pets
  • Changeover Sat

7 nights from £419

Oystercatcher

99

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


Oystercatcher is located in an enviable position overlooking the Atlantic Ocean and is just a few steps away from glorious Sennen Cove, a haven for surfers and beach lovers alike. ...

  • Sleeps 5
  • No pets
  • Changeover Sat

7 nights from £419

View
  • 50% off

    23 Nov 2024 - 30 Nov 2024

    £838.00 £419.00

Church Cottage is a 3 bedroom, dog friendly cottage near the beach in Praa Sands.
  • Sleeps 5 + cot
  • Dogs welcome
  • Changeover Sat

7 nights from £426

Church Cottage

2886

3 bedroom, dog friendly cottage near the beach in Praa Sands.


As its name suggests, this delightful cottage overlooks the pretty 14th Century church in the quaint village of Germoe and is only a mile from the child-friendly sandy beach at Pra...

  • Sleeps 5 + cot
  • Dogs welcome
  • Changeover Sat

7 nights from £426

Old Forge Cottage is a 3 bedroom, dog friendly holiday cottage near Ivybridge, South Devon.
  • Sleeps 5 + cot
  • Dogs welcome (1 only)
  • Changeover Fri

7 nights from £438

Old Forge Cottage

4184

3 bedroom, dog friendly holiday cottage near Ivybridge, South Devon.


This charming retreat makes for the perfect adventurer’s bolthole. Whether seeking out new and exciting destinations by car, or exploring this idyllic area on foot, this property i...

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

7 nights from £438

2 Old School Cottages is a 3 bedroom cottage near the beach near Gerrans, South Cornwall.
  • Sleeps 5
  • No pets
  • Changeover Sat

7 nights from £468

2 Old School Cottages

3104

3 bedroom cottage near the beach near Gerrans, South Cornwall.


This traditionally designed modern cottage, with period-style furnishings and fittings, is set close to the lovely village green at Gerrans in the heart of the beautiful Roseland p...

  • Sleeps 5
  • No pets
  • Changeover Sat

7 nights from £468

The Old Stone Workshop is a 3 bedroom, dog friendly cottage near the beach near Coverack.
  • Sleeps 5 + cot
  • Dogs welcome (1 only)
  • Changeover Fri

7 nights from £478

The Old Stone Workshop

3295

3 bedroom, dog friendly cottage near the beach near Coverack.


This traditional stone cottage, built in 1900, has enjoyed life as a corn chandler, a cobblers and even a venue for the local band practice, and it is now a lovely holiday cottage....

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

7 nights from £478

Cobble Cottage is a 3 bedroom, dog friendly holiday cottage near Bude, North Cornwall.
  • Sleeps 5 + 2 cots
  • Dogs welcome
  • Changeover Sat

7 nights from £489

Cobble Cottage

5283

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


Kilkhampton is a charming Cornish village, perfectly placed for exploring the delights of north Cornwall and Cobble Cottage is a lovely terraced abode, situated in a quiet courtyar...

  • Sleeps 5 + 2 cots
  • Dogs welcome
  • Changeover Sat

7 nights from £489

View
  • 15% off

    23 Nov 2024 - 30 Nov 2024

    £575.00 £488.75

  • 15% off

    30 Nov 2024 - 7 Dec 2024

    From £575.00 £488.75

  • 15% off

    7 Dec 2024 - 14 Dec 2024

    From £489.00 £415.65

  • 15% off

    14 Dec 2024 - 21 Dec 2024

    From £575.00 £488.75

Forge Cottage is a 3 bedroom self catering cottage near Mawgan Porth, North Cornwall.
  • Sleeps 5 + cot
  • No pets
  • Changeover Sat

7 nights from £490

Forge Cottage

4103

3 bedroom self catering cottage near Mawgan Porth, North Cornwall.


Set in the heart of the pretty village of St Mawgan and only a five minute drive from the golden sands and stunning coastline of Watergate Bay and Mawgan Porth; Forge Cottage is a ...

  • Sleeps 5 + cot
  • No pets
  • Changeover Sat

7 nights from £490

Trevail is a 3 bedroom holiday cottage near the beach near St Ives, West Cornwall.
  • Sleeps 5 + 2 cots
  • No pets
  • Changeover Sat

7 nights from £501

Trevail

2866

3 bedroom holiday cottage near the beach near St Ives, West Cornwall.


The well-maintained enclosed gardens and terrace will entice you to Trevail on the outskirts of Carbis Bay, renowned for its beautiful family beach and restaurants. Trevail is a...

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

7 nights from £501

We’ve been raising the standards of self catering holidays since 1977.

Holly Cottage is a 3 bedroom thatched, dog friendly cottage in Yealmpton, South Devon.
  • Sleeps 5 + 2 cots
  • Dogs welcome (1 only)
  • Changeover Fri

7 nights from £504

Holly Cottage

4728

3 bedroom thatched, dog friendly cottage in Yealmpton, South Devon.


Tucked away in the beautiful hamlet of Dunstone in the glorious South Hams you will discover Holly Cottage, a gorgeous getaway dating back to the mid-18th Century. The Grade II Lis...

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

7 nights from £504

Captains Cottage is a 3 bedroom, dog friendly cottage with sea views in Brixham, Devon.
  • Sleeps 5 + cot
  • Dogs welcome
  • Changeover Fri

7 nights from £510

Captains Cottage

5444

3 bedroom, dog friendly cottage with sea views in Brixham, Devon.


Captains Cottage sits in an enviable position just moments away from the bustling Brixham harbourside, perfectly placed for family holidays or groups of friends looking for a coast...

  • Sleeps 5 + cot
  • Dogs welcome
  • Changeover Fri

7 nights from £510

View
  • 15% off

    22 Nov 2024 - 29 Nov 2024

    £624.00 £530.40

  • 15% off

    29 Nov 2024 - 6 Dec 2024

    £624.00 £530.40

  • 15% off

    6 Dec 2024 - 13 Dec 2024

    £624.00 £530.40

  • 15% off

    13 Dec 2024 - 20 Dec 2024

    From £624.00 £530.40

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