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, dog friendly apartment near the beach in Seaview, Isle of Wight.


1 Astra House is a comfortable, light and bright ground floor apartment set within a charming Victorian property in Seaview. Featuring an open plan layout, the dining-area, kitchen...

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

Price per week £398 - £895

4 bedroom, dog friendly cottage with sea views in Marazion, Cornwall.


Reverse living with one of the most spectacular views across Mount’s Bay to St Michael’s Mount. Relax in a comfortable corner suite indoors or better still, sit on the balcony and ...

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

Price per week £398 - £1056

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

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


30 Seaview Bay is a lovely three bedroom apartment set over two levels, offering sea views from the master bedroom balcony. Doors from the sitting-room lead to a decked area and pr...

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

Price per week £399 - £860

View
  • 10% off

    1 Sep 2018 - 8 Sep 2018

    £576.80 £519.12

3 bedroom self catering cottage in Lostwithiel, South Cornwall.


Tucked along a little pedestrian lane in the pretty waterside town of Lostwithiel, Astrantia is a delightful Victorian cottage that is hidden away from the sound of traffic in an u...

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

Price per week £400 - £999

10% off for parties up to 4 + cot on selected dates. Bedroom 3 is excluded at the discounted rate.

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


Rose Villa is a little gem of a home in Yarmouth with its open plan kitchen and dining-table close to the doors to the garden, capturing the light nicely on a sunny day. Continuing...

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

Price per week £400 - £1160

View
  • 30% off

    15 Sep 2018 - 22 Sep 2018

    £571.30 £399.70

3 bedroom apartment near the beach near St Ives, West Cornwall.


Riverside, an attractive apartment enjoying views of the tidal Hayle estuary, is happily situated close to St Ives in the village of Lelant. Set above the Owner's Victorian home, t...

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

Price per week £401 - £1120

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


Jacaranda is a spacious bungalow with an apartment below Jacaranda Apartment (3136), in an elevated position in a quiet cul-de-sac in the pretty fishing village of Portscatho. The ...

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

Price per week £402 - £913

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


This lovely semi-detached Victorian house is tucked away just off the village square in the picturesque village of Portscatho, on the beautiful Roseland peninsula. The reversed lev...

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

Price per week £408 - £1046

We’ve been raising the standards of self catering holidays since 1977.

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


Merries is a traditional beachside bungalow conveniently situated between Puckpool Park and Seaview village centre. It would suit a family in need an easy, convenient holiday exper...

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

Price per week £410 - £850

3 bedroom, dog friendly holiday cottage near Crediton, North Devon.


If you want to get away from the madding crowd, be off the beaten track surrounded by the Devon countryside yet with that something special that a great holiday deserves, Great Ash...

  • Sleeps 6 + cot
  • Dogs welcome
  • Changeover Fri

Price per week £412 - £895

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