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 616 cottages that sleep 5 people

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


Bay Cottage is a lovely three bedroom detached property on the outskirts of Seaview village, located in Seagrove Manor Road, a quiet spot yet just a few minutes walk into the villa...

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

Price per week £575 - £1250

3 bedroom holiday cottage with sea views in Falmouth, South Cornwall.


There are superb views over Falmouth harbour from this lovely family house, perfect for watching the yachts, dinghies, cruise liners and naval ships out on the water and coming and...

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

Price per week £577 - £1595

3 bedroom thatched, dog friendly cottage in Tolpuddle, Dorset.


This very pretty thatched cottage is in the tranquil historic village of Tolpuddle, surrounded by beautiful countryside and just 15 miles from the World Heritage Jurassic Coast. Wi...

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

Price per week £580 - £1260

3 bedroom, rural self catering cottage near Wellington, Somerset.


You will think you are in a five star hotel at The Coach House Stables – a converted original stable building with a huge south-facing courtyard on a country estate in the gentle S...

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

Price per week £580 - £1260

3 bedroom self catering cottage with sea views in Seaview, Isle of Wight


A seaside sanctuary, Shore House is a three-storey beautifully decorated house, with its own private heated swimming pool. Making the most of the far reaching views over the Solent...

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

Price per week £580 - £1474

4 bedroom cottage with sea views near St Just In Roseland.


With wonderful views looking out above the romantic creekside church at St Just in Roseland with it's sub tropical gardens and beyond towards the sailing waters of the renowned Fal...

  • Sleeps 8 + cot
  • Dogs welcome (1 only)
  • Changeover Fri

Price per week £580 - £1870 *

View

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

  • 50% off

    20 Jul 2018 - 27 Jul 2018

    £1870.00 £935.00

  • 50% off

    27 Jul 2018 - 3 Aug 2018

    £1870.00 £935.00

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

3 bedroom, dog friendly cottage near the sea near St Mawes, Cornwall.


This lovingly updated 18th Century cottage is found in the picturesque village of St Just-in-Roseland, only a couple of miles from the beaches and sailing waters of St Mawes on the...

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

Price per week £580 - £1622

3 bedroom, rural holiday cottage near Port Isaac, North Cornwall.


Two miles from the picturesque fishing village of Port Isaac and just minutes from the sandy beaches at Polzeath, Daymer Bay and Rock, Orchard Barn is a detached single-storey barn...

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

Price per week £582 - £1595

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


This handsome whitewashed house has an enviable position in St Mawes close to Tavern beach, with far reaching sea views from many of the rooms and the spacious paved front terrace....

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

Price per week £583 - £1910

3 bedroom cottage near the beach in Carlyon Bay, South Cornwall.


Tredhowr is a spacious detached contemporary house just 10 minutes’ walk from the beach, the coastal footpath and championship golf course at Carlyon Bay, and the wonderful tall sh...

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

Price per week £584 - £1490

20% off for parties up to 2 + cot on selected dates. The first floor is excluded at the discounted rate.

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