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. Read more

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 558 cottages that sleep 5 people

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

7 nights from £686

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

7 nights from £686

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

7 nights from £734 *

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

7 nights from £734 *

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

7 nights from £752

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

7 nights from £752

View
  • 20% off

    23 Feb 2019 - 2 Mar 2019

    £939.88 £751.90

  • Sleeps 5
  • Regret no pets
  • Changeover Fri

7 nights from £768

3 bedroom cottage with sea views near Falmouth, 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

7 nights from £768

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

  • Sleeps 6 + cot
  • Dogs welcome
  • Changeover Fri

7 nights from £306

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


6 Tollgate Cottages is a bright and cheery cottage set in a small, gated development near the pretty village of Seaview. Close to the beach, local shops and bars, and with Cafe Blu...

  • Sleeps 6 + cot
  • Dogs welcome
  • Changeover Fri

7 nights from £306

View
  • 20% off

    22 Feb 2019 - 1 Mar 2019

    £382.51 £306.00

  • Sleeps 6 + cot
  • Dogs welcome
  • Changeover Fri

7 nights from £306

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


10 Tollgate Cottages is a pastel coloured, beach bungalow set in a small gated development close to the waterfront. Clean, neutral decor and its close proximity to the beach make t...

  • Sleeps 6 + cot
  • Dogs welcome
  • Changeover Fri

7 nights from £306

View
  • 20% off

    22 Feb 2019 - 1 Mar 2019

    £382.51 £306.00

  • Sleeps 6 + cot
  • Dogs welcome
  • Changeover Fri

7 nights from £306

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


27 Tollgate Cottages is one of a number of well presented, beachfront holiday bungalows situated in Salterns Village, a small gated development located opposite Seaview Duver and b...

  • Sleeps 6 + cot
  • Dogs welcome
  • Changeover Fri

7 nights from £306

View
  • 20% off

    22 Feb 2019 - 1 Mar 2019

    £382.51 £306.00

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

7 nights from £330

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


Ledge View is a beautifully renovated semi-detached home just steps away from Forelands beach, lined with quirky beach huts, stretches of white sand, rock pools and an acclaimed ca...

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

7 nights from £330

View
  • 50% off

    2 Mar 2019 - 9 Mar 2019

    £660.74 £330.50

  • 50% off

    9 Mar 2019 - 16 Mar 2019

    £660.74 £330.50

  • 50% off

    16 Mar 2019 - 23 Mar 2019

    £660.74 £330.50

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

7 nights from £341

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

7 nights from £341

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

7 nights from £363

3 bedroom holiday cottage with sea views near Mousehole, West Cornwall.


Perched high above the harbour in bustling Newlyn, Number 4 enjoys uninterrupted sea views across Mount’s Bay. This terraced fisherman’s cottage is accessed along a pedestrian lane...

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

7 nights from £363

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

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