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 638 cottages that sleep 5 people

4 bedroom, rural self catering cottage in Cadgwith, West Cornwall.


This spectacular holiday home, located in the heart of the Lizard peninsula, is perfectly proportioned for a large family group or friends. Situated a short drive from one of the m...

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

Price per week £1000 - £2550

25% off for parties up to 4 + cot on selected dates. The first floor bedrooms 3 and 4 are excluded at the discounted rate. 30% off for parties up to 2 + cot on selected dates. The first floor bedrooms 3 and 4 are excluded at the discounted rate.

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


This pretty attached Victorian cottage sits in the grounds of the Priory Estate and comes with use of its many diversions. With 70 acres of grounds to explore, plus a stunning priv...

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

Price per week £1013 - £2610

View
  • 20% off

    19 Oct 2018 - 26 Oct 2018

    £1530.24 £1224.19

6 bedroom thatched, dog friendly home near Lyme Regis, South Devon.


Buddlewall is an historic east Devon farmhouse, in a beautiful hidden rural setting, a short drive inland from the spectacular World Heritage east Devon and Dorset Jurassic Coast. ...

  • Sleeps 12 + 2 cots
  • Dogs welcome
  • Changeover Fri

Price per week £1037 - £2850 *

* Includes 30% off for parties up to 8 + 2 cots between 1 Sep and 15 Dec 2018. Bedroom 1 and the single bed in Bedroom 3 are excluded at this rate

4 bedroom holiday cottage with sea views in Coverack, West Cornwall.


Wow, what a view! This beautiful cottage enjoys fabulous sea views which will leave you mesmerised. Aptly named Chy an Mor, meaning 'house by the sea' in Cornish and originally a c...

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

Price per week £1040 - £2150

25% off for parties up to 4 + cot on selected dates.

We’re a Visit England Quality Accredited Agency for our high standards in holiday letting.

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


A spectacular waterfront three-storey house situated on Seaview duver with uninterrupted sea views from the kitchen/dining-room and the first floor balcony. Just a few steps from y...

  • Sleeps 8 + 2 cots
  • Regret no pets
  • Changeover Sat

Price per week £1100 - £2700

4 bedroom, dog friendly cottage near Wadebridge, North Cornwall.


As soon as you step inside Bamboo, you will instantly feel your heart lift. This gorgeous, contemporary reverse level home is the ideal place to spend quality time with your family...

  • Sleeps 8 + cot
  • Dogs welcome
  • Changeover Sat

Price per week £1130 - £2990

View
  • 10% off

    20 Oct 2018 - 27 Oct 2018

    £1764.10 £1587.69

5 bedroom, rural holiday cottage near South Molton, North Devon.


Lower Upcott farmhouse and its detached 'grand design' barn conversion together create a unique and breathtaking holiday property for eight guests, if you only want to book the far...

  • Sleeps 10 + 2 cots
  • Regret no pets
  • Changeover Sat

Price per week £1140 - £2880 *

* Includes 20% off for parties up to 8 + 2 cots between 11 Aug and 29 Dec 2018. The barn is excluded at the discounted rate.

4 bedroom, dog friendly holiday cottage near Beaminster, Dorset.


This tranquil and elegant period farmhouse has a luxurious contemporary interior, spacious flexible accommodation and a beautiful enclosed garden. The glorious west Dorset location...

  • Sleeps 8
  • Dogs welcome
  • Changeover Fri

Price per week £1158 - £2185

4 bedroom, rural self catering cottage with estuary views near Newport, Isle of Wight


This superb property overlooks the River Medina from its corner plot in the exclusive Island Harbour development. Laid over four storeys offering stunning views across the River Me...

  • Sleeps 8
  • Regret no pets
  • Changeover Sat

Price per week £1200 - £2800

7 bedroom thatched, dog friendly home near Lyme Regis, South Devon.


This beautiful country house and attached linked cottage are just eight miles inland from the seaside at Lyme Regis and the stunning beaches of the east Devon and Dorset Jurassic C...

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

Price per week £1206 - £2900 *

* Includes 20% off for parties up to 10 + 2 cots between 3 Nov and 8 Dec 2018. The cottage is not available at the discounted rate.

Each and every one of our cottages is fully equipped with everything you’ll need on holiday.

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