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 640 cottages that sleep 5 people

3 bedroom, rural self catering apartment near the beach in Shanklin, Isle of Wight.


Dating back to 1863 and converted in 2011, this superb two-storey apartment is located on the outskirts of Shanklin. 10 Shanklin Manor has an elegant, monochrome interior and the u...

  • Sleeps 5
  • Regret no pets
  • Changeover Sat

Price per week £612 - £1301

2 bedroom holiday apartment with sea views in St Ives, West Cornwall.


Designed to complement the most spectacular views over Porthminster beach, St Ives harbour and beyond, these security-gated apartments are stylish, contemporary and exceedingly com...

  • Sleeps 5 + cot
  • Regret no pets
  • Changeover Sat

Price per week £638 - £1990

View
  • 20% off

    20 Oct 2018 - 27 Oct 2018

    £1039.97 £831.98

3 bedroom, dog friendly cottage near the beach in Portscatho.


Beautifully situated just above the picturesque harbour in Portscatho, from the garden Cliff Cottage enjoys incredible panoramic sea views of Gerrans Bay including Porthcurnick Bea...

  • Sleeps 5 + cot
  • Dogs welcome (1 only)
  • Changeover Thu

Price per week £656 - £1797

20% off for parties up to 2 + cot on selected dates. 20% off for parties up to 2 between 2 Mar and 30 Mar 2019.

3 bedroom, dog friendly cottage with sea views in St Agnes, Cornwall.


If you dream of spectacular, uninterrupted views across an iconic Cornish cove, this gorgeous cottage, sleeping six, is definitely the holiday home for you. Set in a fabulous locat...

  • Sleeps 5 + cot
  • Dogs welcome (1 only)
  • Changeover Fri

Price per week £672 - £1714

Arrive at your handpicked holiday home safe in the knowledge it’s been fully inspected.

3 bedroom cottage with estuary views near Truro, South Cornwall.


The superb location of this gorgeous cottage gives unrestricted views over Restronguet Creek from every room, with the glass-fronted first floor sitting-room and balcony providing ...

  • Sleeps 5
  • Regret no pets
  • Changeover Fri

Price per week £686 - £1920

4 bedroom holiday cottage with sea views near Looe, South Cornwall.


The glittering water of Talland Bay is seen in all its glory from both the decking and house at Phoenix; a stunning view that is utterly mesmerising on sunny days. With plenty of s...

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

Price per week £720 - £2295 *

* Includes 20% off for parties up to 5 + cot on selected dates. The first floor is excluded at the discounted rate.

3 bedroom, dog friendly cottage with sea views in St Austell.


Sitting right above the tiny harbour at Charlestown with views of the tall ships moored below, The Captain's Gig is a lovely 18th Century terraced cottage sympathetically updated t...

  • Sleeps 5 + cot
  • Dogs welcome (1 only)
  • Changeover Sat

Price per week £722 - £1570

20% off for parties up to 2 + cot on selected dates. Bedrooms 2 and 3 are excluded at the discounted rate.

3 Astra House is a comfortable first floor apartment within a converted Victorian House


3 Astra House is a comfortable first floor apartment within a converted, red brick Victorian house, located on a quiet residential no-through road in Seaview. Offering light and sp...

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

Price per week £334 - £842

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


In the quiet village of Ruan Minor, this modern light-filled house is ideally located with an easy stroll to the local shop and Cadgwith Cove's friendly, picturesque pub is just a ...

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

Price per week £356 - £1080

View

40% off for parties up to 2 + cot on selected dates. Bedrooms 2 and 3 are excluded at the discounted rate.

  • 20% off

    20 Oct 2018 - 27 Oct 2018

    £625.40 £500.32

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


1 Yarborough Cottage is a wonderfully quaint end of terrace property facing St Helens Green on the east side of the island, with far reaching views over Culver Downs. The owners ha...

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

Price per week £358 - £888

Need more time? Reserve any cottage for up to 24 hours before booking.

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