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 Shippen is a 3 bedroom self catering cottage in Ashburton, South Devon.
  • Sleeps 6 + 2 cots
  • No pets
  • Changeover Fri

7 nights from £955

The Shippen

4532

3 bedroom self catering cottage in Ashburton, South Devon.


Welcome to The Shippen, a truly stunning hideaway nestled in the breathtaking south Devon countryside, on the edge of Dartmoor and near the lively historical town of Ashburton. Thi...

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

7 nights from £955

Underwood Cabin is a 3 bedroom, dog friendly self catering cottage near Yarmouth, Isle of Wight.
  • Sleeps 6 + cot
  • Dogs welcome
  • Changeover Sat

7 nights from £956

Underwood Cabin

4995

3 bedroom, dog friendly self catering cottage near Yarmouth, Isle of Wight.


Nestled in the beautiful grounds of St Hubert's Lodge and surrounded by tranquil woodlands and green pastures, Underwood Cabin is a delightful island retreat, perfectly situated be...

  • Sleeps 6 + cot
  • Dogs welcome
  • Changeover Sat

7 nights from £956

Bower Cottage is a 3 bedroom dog friendly holiday cottage near the beach in St Agnes, North Cornwall.
  • Sleeps 6 + 2 cots
  • Dogs welcome (1 only)
  • Changeover Sat

7 nights from £958

Bower Cottage

4457

3 bedroom dog friendly holiday cottage near the beach in St Agnes, North Cornwall.


Beautifully restored Bower Cottage is all about luxury, comfort, and style from the moment you pull up in your car. Located down a little lane, yet still in the heart of laid-back ...

  • Sleeps 6 + 2 cots
  • Dogs welcome (1 only)
  • Changeover Sat

7 nights from £958

View
  • 20% off

    30 Nov 2024 - 7 Dec 2024

    From £1017.45 £813.96

  • 20% off

    7 Dec 2024 - 14 Dec 2024

    From £1017.45 £813.96

Mandalay is a 3 bedroom, dog friendly holiday cottage near Bodmin, North Cornwall.
  • Sleeps 6 + cot
  • Dogs welcome
  • Changeover Fri

7 nights from £960

Mandalay

5432

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


Come and spoil yourself at Mandalay - our super stylish retreat with stunning interiors, far reaching views, a bubbling hot tub, cosy wood-burner and three gorgeous bedrooms each w...

  • Sleeps 6 + cot
  • Dogs welcome
  • Changeover Fri

7 nights from £960

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

Nolands Ho! is a 4 bedroom, dog friendly cottage with sea views in Westward Ho!.
  • Sleeps 8 + 2 cots
  • Dogs welcome
  • Changeover Fri

7 nights from £967 *

Nolands Ho!

5168

4 bedroom, dog friendly cottage with sea views in Westward Ho!.


Welcome to Nolands Ho! - a luxurious dog friendly retreat with stunning sea views, taking in Westward Ho! beach, Northam Burrows Country Park and Lundy Island beyond. This upside d...

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

7 nights from £967 *

Smugglers Barn is a 3 bedroom, dog friendly cottage near the beach in Praa Sands.
  • Sleeps 6 + cot
  • Dogs welcome
  • Changeover Fri

7 nights from £969

Smugglers Barn

5379

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


Set in extensive grounds, less than 500 metres from the beach, Smugglers Barn is a beautiful hideaway ready to welcome six lucky guests looking for a laid-back coastal escape and i...

  • Sleeps 6 + cot
  • Dogs welcome
  • Changeover Fri

7 nights from £969

Beach House is a 4 bedroom, dog friendly cottage with sea views in Wembury, Devon.
  • Sleeps 10 + cot
  • Dogs welcome
  • Changeover Fri

7 nights from £979 *

Beach House

2775

4 bedroom, dog friendly cottage with sea views in Wembury, Devon.


Beach House is a sleek, contemporary house only minutes from the beach with sea views from the living-room and two of the bedrooms. An enclosed sea-facing deck wraps around the bac...

  • Sleeps 10 + cot
  • Dogs welcome
  • Changeover Fri

7 nights from £979 *

View
  • 20% off

    29 Nov 2024 - 3 Dec 2024

    From £791.14 £632.91

  • 20% off

    6 Dec 2024 - 13 Dec 2024

    From £1055.00 £844.00

  • 20% off

    13 Dec 2024 - 20 Dec 2024

    From £1241.00 £992.80

The Dairy is a 3 bedroom holiday cottage near the beach in Seaview.
  • Sleeps 6 + 2 cots
  • No pets
  • Changeover Fri

7 nights from £982

The Dairy

5631

3 bedroom holiday cottage near the beach in Seaview.


Set in the pretty village of Seaview, moments from the seafront, this delightful home-from-home is waiting to welcome you. The village centre is a short stroll away, here you will ...

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

7 nights from £982

Acorns is a 3 bedroom cottage in Corfe Castle, Dorset.
  • Sleeps 6 + 2 cots
  • No pets
  • Changeover Fri

7 nights from £983

Acorns

4828

3 bedroom cottage in Corfe Castle, Dorset.


Set on a private, secluded plot, Acorns is a wonderful family holiday home. Recently renovated to a very high standard, this detached house in the historic village of Corfe Castle ...

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

7 nights from £983

Windsmeet is a 3 bedroom, dog friendly cottage with sea views in St Mawes, Cornwall.
  • Sleeps 6 + cot
  • Dogs welcome
  • Changeover Sat

7 nights from £995

Windsmeet

5426

3 bedroom, dog friendly cottage with sea views in St Mawes, Cornwall.


Enjoying far reaching views across the garden to the sea and St Anthony Head beyond, Windsmeet sits in an elevated position on an exclusive road just above the pretty fishing villa...

  • Sleeps 6 + cot
  • Dogs welcome
  • Changeover Sat

7 nights from £995

We are Gold accredited with the Green Tourism Business Scheme.

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