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 618 cottages that sleep 5 people

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

View
  • 20% off

    27 Jul 2018 - 3 Aug 2018

    £1880.00 £1504.00

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 - £2250 *

* 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.

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 £759 - £1990

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


Right in the heart of Seaview village, this semi-detached property has been completely renovated, with a Skandi theme, to offer a wonderful place to stay on the Isle of Wight. With...

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

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 - £825

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 - £870

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

Price per week £360 - £995

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

Price per week £375 - £830

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


24 Tollgate Cottages is a comfortable property just a stone's throw away from the beach, and a short walk from the local shops and dining in Seaview village. Situated on a small de...

  • Sleeps 6 + cot
  • Dogs welcome
  • Changeover Fri

Price per week £375 - £830

Our property managers are local experts who handpick perfect places to stay.

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