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. 

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. 

We have 617 cottages that sleep 5 people

3 bedroom, dog friendly cottage near Falmouth, South Cornwall.


Coast is a superb luxury eco-house set in a fabulously tranquil location close to the marinas and beaches of maritime Falmouth. With three bedrooms and three bath or shower-rooms, ...

  • Sleeps 6 + cot
  • Dogs welcome
  • Changeover Sat

Price per week £958 - £2690

20% off for parties up to 4 + cot on selected dates.

3 bedroom, dog friendly cottage near Falmouth, South Cornwall.


Drift is an outstanding luxury eco-house set in a tranquil countryside location close to the beaches and marinas of Falmouth. There are three bedrooms, three bath or shower-rooms, ...

  • Sleeps 6 + cot
  • Dogs welcome
  • Changeover Sat

Price per week £958 - £2690

20% off for parties up to 4 + cot on selected dates.

3 bedroom, dog friendly apartment with sea views in Mullion.


This legendary name befits the magical location of this superb apartment which spans the whole of the ground floor of this former harbour Cellar House. Ideal for a family or group ...

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

Price per week £980 - £2649

3 bedroom, dog friendly self catering cottage in Wells, Somerset.


Wellesley Park is something really special, a cluster of beautifully presented individual properties in the gentle countryside just outside Somerset’s historic Cathedral City of We...

  • Sleeps 6 + cot
  • Dogs welcome
  • Changeover Fri

Price per week £989 - £1998

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

7 bedroom, dog friendly home with sea views in Shaldon, South Devon.


Set in one and a half acres of enclosed rolling grounds and landscaped gardens, Meadowcliff is without doubt the most amazing house for any family or large group gathering, with a ...

  • Sleeps 14 + 2 cots
  • Dogs welcome
  • Changeover Fri

Price per week £1037 - £3985 *

5 bedroom self catering home with sea views in Shaldon, South Devon.


Glenside House is the most magnificent building, with origins dating back to the 1700s. Located a stone's throw from the Teign Estuary in Shaldon, this beautiful house stands proud...

  • Sleeps 11 + 2 cots
  • Regret no pets
  • Changeover Sat

Price per week £1057 - £2967 *

* Includes 25% off for parties up to 6 + cot on selected dates. Bedrooms 3 and 5 are excluded at the discounted rate.

5 bedroom, dog friendly cottage near the beach near Lyme Regis.


Less than half a mile from the World Heritage Jurassic Coast, The Old Manor House is a beautiful 16th Century, Grade II Listed house, full of character with a delightful enclosed g...

  • Sleeps 10 + 2 cots
  • Dogs welcome
  • Changeover Fri

Price per week £1074 - £3196 *

* Includes 20% off for parties up to 6 + 2 cots on selected dates. Bedrooms 3 and 5 are excluded at the discounted rate.

3 bedroom cottage with sea views in Portreath, North Cornwall.


This is a beach house in every sense of the word, with light, bright open spaces, indoor-outdoor living on the private roof-deck lounge and views to leave you speechless. Giant win...

  • Sleeps 6 + cot
  • Regret no pets
  • Changeover Sat

Price per week £1267 - £2560

20% off for parties up to 4 + cot on selected dates. 30% off for parties up to 2 + cot on selected dates.

3 bedroom cottage with sea views in Portreath, North Cornwall.


This stunningly designed contemporary beach house with unobstructed views over Portreath beach is likely to take your breath away. The liberal use of glass floods the living space ...

  • Sleeps 6 + cot
  • Regret no pets
  • Changeover Sat

Price per week £1267 - £2560

20% off for parties up to 4 + cot on selected dates. 30% off for parties up to 2 + cot on selected dates.

4 bedroom holiday cottage with sea views in St Mawes, South Cornwall.


This impressive, recently-built eco-house is situated in a commanding elevated position on one of St Mawes' most exclusive roads. Enjoying panoramic sea views over the whole of Fal...

  • Sleeps 8 + cot
  • Regret no pets
  • Changeover Fri

Price per week £1441 - £3260 *

* Includes 15% off for parties up to 6 + cot on selected dates. 30% off for parties up to 4 + cot on selected dates.

Choose from our exclusive collection at the best prices with real time availability.

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