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

Sea View is a 4 bedroom dog-friendly holiday cottage with sea views near Cadgwith.
  • Sleeps 7 + cot
  • Dogs welcome
  • Changeover Fri

7 nights from £1054

Sea View

2776

4 bedroom dog-friendly holiday cottage with sea views near Cadgwith.


With an enviable position overlooking the pretty seaside village of Cadgwith, Sea View could just be the perfect holiday cottage in this beautiful and unspoilt area of Cornwall. Th...

  • Sleeps 7 + cot
  • Dogs welcome
  • Changeover Fri

7 nights from £1054

Mount Pleasant is a 4 bedroom cottage with sea views near Port Isaac, North Cornwall.
  • Sleeps 7 + cot
  • No pets
  • Changeover Fri

7 nights from £1092

Mount Pleasant

4640

4 bedroom cottage with sea views near Port Isaac, North Cornwall.


If you are looking for a room with a view, well stop and look no further, this one is out to impress. Tucked away down a quiet country lane, in an area of the most outstanding natu...

  • Sleeps 7 + cot
  • No pets
  • Changeover Fri

7 nights from £1092

Seaward is a 6 bedroom, dog friendly home with sea views in Port Isaac, Cornwall.
  • Sleeps 11 + 2 cots
  • Dogs welcome (1 only)
  • Changeover Sat

7 nights from £1219 *

Seaward

4896

6 bedroom, dog friendly home with sea views in Port Isaac, Cornwall.


Oh my, what a wonderful home this is, for family and friends to gather and create treasured holiday memories. With breathtaking sea views stretching out across the ocean, cliffs an...

  • Sleeps 11 + 2 cots
  • Dogs welcome (1 only)
  • Changeover Sat

7 nights from £1219 *

View
  • 40% off

    21 Dec 2024 - 28 Dec 2024

    £3007.00 £1804.20

The Coach House is a 4 bedroom, dog friendly cottage near the beach in Branscombe, Devon.
  • Sleeps 7 + 2 cots
  • Dogs welcome
  • Changeover Sat

7 nights from £1341

The Coach House

5528

4 bedroom, dog friendly cottage near the beach in Branscombe, Devon.


Set in the magical grounds of Trafalgar Barton Estate, nestled on a south-facing hillside, The Coach House has magical views over Branscombe Vale and out to the World Heritage Jura...

  • Sleeps 7 + 2 cots
  • Dogs welcome
  • Changeover Sat

7 nights from £1341

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

Firestone Lodge is a 4 bedroom, dog friendly holiday cottage near the beach near Ryde, Isle of Wight.
  • Sleeps 7 + cot
  • Dogs welcome
  • Changeover Sat

7 nights from £1374

Firestone Lodge

5494

4 bedroom, dog friendly holiday cottage near the beach near Ryde, Isle of Wight.


Set back from the road and only a short walk from the pretty tidal estuary at Wootton Creek, Firestone Lodge sets the scene for your luxury holiday with family, friends and your mu...

  • Sleeps 7 + cot
  • Dogs welcome
  • Changeover Sat

7 nights from £1374

Primrose Hill is a 4 bedroom, dog friendly cottage with sea views in St Mawes, Cornwall.
  • Sleeps 7
  • Dogs welcome (1 only)
  • Changeover Fri

7 nights from £1968

Primrose Hill

5356

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


The picturesque harbour village of St Mawes, on the eastern side of the Fal Estuary, has long been one of Cornwall's most desirable and exclusive destinations. Situated on a privat...

  • Sleeps 7
  • Dogs welcome (1 only)
  • Changeover Fri

7 nights from £1968

Appledore is a 4 bedroom, dog friendly apartment with sea views near Braunton.
  • Sleeps 7 + 2 cots
  • Dogs welcome
  • Changeover Fri

From £458 per night

Appledore

5541

4 bedroom, dog friendly apartment with sea views near Braunton.


Sitting on the clifftop, with breathtaking views of the golden sands of Saunton and over the Atlantic Ocean, a dreamy coastal escape awaits at Appledore. Sleeping seven and dog-...

  • Sleeps 7 + 2 cots
  • Dogs welcome
  • Changeover Fri

From £458 per night

Pulborough House is a 4 bedroom, dog friendly holiday cottage near Tavistock, Dartmoor.
  • Sleeps 8 + 2 cots
  • Dogs welcome
  • Changeover Fri

7 nights from £490

Pulborough House

5256

4 bedroom, dog friendly holiday cottage near Tavistock, Dartmoor.


Welcome to Pulborough House, a lovingly restored detached white farmhouse in the centre of the much sough-after village of Lydford, including Devon Pub of the Year 2024, The Castle...

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

7 nights from £490

View
  • 15% off

    29 Nov 2024 - 6 Dec 2024

    From £576.00 £489.60

  • 15% off

    6 Dec 2024 - 11 Dec 2024

    From £391.85 £333.07

  • 15% off

    15 Dec 2024 - 20 Dec 2024

    From £489.60 £416.16

Seascape is a 4 bedroom, dog friendly self catering cottage near St Davids.
  • Sleeps 8 + cot
  • Dogs welcome
  • Changeover Fri

7 nights from £680

Seascape

4886

4 bedroom, dog friendly self catering cottage near St Davids.


Take in the spellbinding, panoramic sea views and experience the joy of Pembrokeshire from Seascape, an exquisitely and lovingly restored 18th Century traditional stone cottage, wh...

  • Sleeps 8 + cot
  • Dogs welcome
  • Changeover Fri

7 nights from £680

Lucaya is a 4 bedroom self catering cottage near the beach in Ryde, Isle of Wight.
  • Sleeps 8 + cot
  • No pets
  • Changeover Sat

7 nights from £686

Lucaya

3621

4 bedroom self catering cottage near the beach in Ryde, Isle of Wight.


Welcome to Lucaya a smart town house for eight, set over three floors a great space with a pretty enclosed rear patio, and lawn, the ideal stay for a family looking for a seaside b...

  • Sleeps 8 + cot
  • No pets
  • Changeover Sat

7 nights from £686

Choose our flexible booking option and have the ability to cancel anytime.

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