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

Bashford Lodge is a 3 bedroom lodge with far reaching countryside views near Taunton, Somerset.
  • Sleeps 6 + cot
  • No pets
  • Changeover Fri

7 nights from £727

Bashford Lodge

3226

3 bedroom lodge with far reaching countryside views near Taunton, Somerset.


This fabulous Somerset property has panoramic views that will take your breath away. Set on the edge of the Quantock Hills National Landscape, in the very picturesque village of We...

  • Sleeps 6 + cot
  • No pets
  • Changeover Fri

7 nights from £727

Swn Y Mor (Sound of the Sea) is a 3 bedroom, dog friendly cottage with sea views near St Davids.
  • Sleeps 6
  • Dogs welcome (1 only)
  • Changeover Fri

7 nights from £733

Swn Y Mor (Sound of the Sea)

4893

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


Swn y Mor is the perfect traditional Pembrokeshire stone cottage, nestling in the pretty coastal village of Trefin. In an Area of Outstanding Natural Beauty in the Pembrokeshire Co...

  • Sleeps 6
  • Dogs welcome (1 only)
  • Changeover Fri

7 nights from £733

Ferrycombe is a 3 bedroom, dog friendly cottage with sea views in Bigbury-on-Sea.
  • Sleeps 6 + cot
  • Dogs welcome
  • Changeover Sat

7 nights from £733

Ferrycombe

4482

3 bedroom, dog friendly cottage with sea views in Bigbury-on-Sea.


Welcome to Ferrycombe, this characterful barn conversion is perfectly situated within a private complex which hugs the edge of Bigbury-on-Sea and the beautiful golden sandy beaches...

  • Sleeps 6 + cot
  • Dogs welcome
  • Changeover Sat

7 nights from £733

The Barn is a 3 bedroom self catering cottage near Colyton, South Devon.
  • Sleeps 6 + 2 cots
  • No pets
  • Changeover Thu

7 nights from £737

The Barn

4982

3 bedroom self catering cottage near Colyton, South Devon.


Make your way to an idyllic working farm nestled in an Area of Outstanding Natural Beauty in east Devon, where you will find The Barn. If you're looking for a rural escape tucked a...

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

7 nights from £737

Kinsale is a 3 bedroom thatched, dog friendly cottage with sea views in Cadgwith.
  • Sleeps 6 + cot
  • Dogs welcome
  • Changeover Sat

7 nights from £737

Kinsale

2036

3 bedroom thatched, dog friendly cottage with sea views in Cadgwith.


Arguably the most picturesque cove on the Lizard peninsula and still a thriving fishing community, friendly Cadgwith welcomes visitors all year round. At Kinsale, a pretty, deta...

  • Sleeps 6 + cot
  • Dogs welcome
  • Changeover Sat

7 nights from £737

Threshing Barn is a 4 bedroom, dog friendly holiday cottage near Tavistock, North Devon.
  • Sleeps 8 + 2 cots
  • Dogs welcome
  • Changeover Fri

7 nights from £738 *

Threshing Barn

4654

4 bedroom, dog friendly holiday cottage near Tavistock, North Devon.


This beautiful dog-friendly retreat is nestled in a small hamlet on an exclusive development of barns within touching distance of the wonders of Dartmoor and the best of outdoor li...

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

7 nights from £738 *

View
  • 20% off

    22 Nov 2024 - 29 Nov 2024

    From £784.00 £627.20

  • 20% off

    29 Nov 2024 - 6 Dec 2024

    From £784.00 £627.20

  • 20% off

    6 Dec 2024 - 13 Dec 2024

    From £784.00 £627.20

Readymade beds and fluffy towels; this simple but appreciated welcome is standard with us.

Blackberries is a 3 bedroom, dog friendly holiday cottage near the beach in Seaview, Isle of Wight.
  • Sleeps 6 + cot
  • Dogs welcome (1 only)
  • Changeover Sat

7 nights from £739

Blackberries

3583

3 bedroom, dog friendly holiday cottage near the beach in Seaview, Isle of Wight.


A warm Isle of Wight welcome awaits you at Blackberries, a pretty coastal cottage which offers a peaceful escape for families, small groups or couples alike, in the delightful sail...

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

7 nights from £739

Valdora is a 3 bedroom self catering cottage near the beach in Seaview, Isle of Wight.
  • Sleeps 6 + cot
  • No pets
  • Changeover Sat

7 nights from £739

Valdora

4959

3 bedroom self catering cottage near the beach in Seaview, Isle of Wight.


Perfectly situated in the heart of the charming village of Seaview, Valdora is a gorgeous holiday retreat, beautifully styled to offer the very best in contemporary living. Seaview...

  • Sleeps 6 + cot
  • No pets
  • Changeover Sat

7 nights from £739

Grove Cottage is a 3 bedroom, dog friendly cottage near the beach in St Agnes, Cornwall.
  • Sleeps 6 + cot
  • Dogs welcome (1 only)
  • Changeover Fri

7 nights from £740

Grove Cottage

5660

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


A beautiful cottage in the heart of the village of St Agnes yet only a short walk to the beach, what more could you ask for? This pretty detached property was built in the 1700s an...

  • Sleeps 6 + cot
  • Dogs welcome (1 only)
  • Changeover Fri

7 nights from £740

2 Tregarth Cottages is a 3 bedroom cottage near the beach in St Mawes, South Cornwall.
  • Sleeps 6 + cot
  • No pets
  • Changeover Fri

7 nights from £741

2 Tregarth Cottages

3105

3 bedroom cottage near the beach in St Mawes, South Cornwall.


This superb property is in an exclusive row of three individually designed houses just a five minute walk down the hill to St Mawes' picturesque harbour and village centre with its...

  • Sleeps 6 + cot
  • No pets
  • Changeover Fri

7 nights from £741

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