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 626 cottages that sleep 5 people

3 bedroom, Pet friendly holiday cottage near the beach in Bembridge, Isle of Wight.


3 Harbour Strand is a comfortable, neutrally decorated holiday home in a small, quiet development close to Bembridge village and the harbour. It's an easy property in which to holi...

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

Price per week £450 - £995

3 bedroom, rural holiday cottage near Helston, West Cornwall.


Pebble Cottage has an open plan living area complete with a large range cooker, well-equipped kitchen and a cosy wood-burner. Upstairs, three pretty bedrooms all have views across ...

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

Price per week £451 - £1260

25% off for parties up to 2 between 3 Nov and 15 Dec 2018. 20% off for parties up to 2 on selected dates. The twin bedroom is excluded at the discounted rate.

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


A hidden gem tucked away on Bluett Avenue in the peaceful Victorian village of Seaview, Lawn End makes great use of accent colours in its interior decor presenting a beautiful holi...

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

Price per week £453 - £1060

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


Where to start in describing this picture-perfect property in Ventnor? Originally built in 1868 and part of Ventnor Botanic Gardens the cottage now affords all modern conveniences ...

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

Price per week £453 - £1140

Don’t miss out; reserve your favourite 2019 holiday cottage for just £30

4 bedroom, dog friendly cottage with sea views near Marazion.


Yellow Blossom Cottage is truly secluded! Approached by an unmade track and with fabulous views of St Michael’s Mount, this enchanting detached retreat is surrounded by enclosed ga...

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

Price per week £454 - £1245

3 bedroom, rural holiday cottage near Falmouth, West Cornwall.


Whether seeking beaches, coves, countryside or Cornish culture, this former barn is the perfect base from which to discover Cornwall's north and south coasts and everything in betw...

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

Price per week £456 - £1250

View
  • 20% off

    1 Sep 2018 - 8 Sep 2018

    £775.00 £620.00

3 bedroom, dog friendly holiday cottage in Colyton, South Devon.


Number 3 The Old Antiques Centre is in the heart of the small historic town of Colyton close to the beaches of the east Devon and west Dorset Jurassic Coast. This house has many qu...

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

Price per week £458 - £1281

3 bedroom, dog friendly, luxury safari tent near the beach near Lamorna Cove.


Beautiful views and total tranquility are the hallmarks of a stay at Foxglove, where you can choose between roaming acres of peaceful farmland, strolling the coastal path, enjoying...

  • Sleeps 6 + cot
  • Dogs welcome
  • Changeover Fri

Price per week £460 - £1286

3 bedroom, dog friendly, luxury safari tent near the beach near Lamorna Cove.


An idyllic location makes this spacious and luxurious safari tent hard to resist. Set a stone's throw from the gorgeous Lamorna Cove, Bluebell is located on the edge of an eight ac...

  • Sleeps 6 + cot
  • Dogs welcome
  • Changeover Fri

Price per week £460 - £1286

3 bedroom, dog friendly, luxury safari tent near the beach near Lamorna Cove.


Who could resist Buttercup's picture-postcard location, close to Cornwall's picturesque Lamorna Cove and set in an eight acre field with delicious sea glimpses? Spacious and luxuri...

  • Sleeps 6 + cot
  • Dogs welcome
  • Changeover Fri

Price per week £460 - £1286

Our guests rate us 4.8/5 on Feefo, the independent review site.

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