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 649 cottages that sleep 5 people

4 bedroom self catering cottage in Godshill, Isle of Wight


Nestled in the heart of the chocolate-box village of Godshill, this detached house has beautiful secluded gardens to the rear and everything the village can offer within a few minu...

  • Sleeps 8 + 2 cots
  • Dogs welcome (1 only)
  • Changeover Fri

Price per week £765 - £1675

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


Spread over three floors The Swallows really is a beautiful family holiday home. The ground floor is very fresh, light and modern and has bi-folding doors leading out onto the pati...

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

Price per week £765 - £1796

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

4 bedroom, dog friendly holiday cottage near Truro, South Cornwall.


Quietly tucked away in the pretty village of Ladock, The Coach House is a traditionally styled English country home. Open the front door and revel in the comfort and warmth this lo...

  • Sleeps 8 + cot
  • Dogs welcome
  • Changeover Fri

Price per week £783 - £1800

3 bedroom self catering apartment with sea views in Shanklin, Isle of Wight.


Cromwell Apartment is a high end, beautifully presented, first floor apartment in a Victorian villa in Shanklin. Not your average beachfront apartment, the Cromwell comes with a de...

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

Price per week £795 - £1990

4 bedroom self catering cottage near the beach in Ryde, Isle of Wight.


Rosa Monte is a semi-detached property with three double bedrooms and a children's bunk bedroom, accommodating eight in total. Situated just off Ryde esplanade it’s a short walk in...

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

Price per week £795 - £1581

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


Perched above Marazion with magnificent views of St Michael’s Mount and the Atlantic Ocean, Chy Morvah East is a home-from-home for family and friends. The bubbling hot tub on the ...

  • Sleeps 8 + cot
  • Dogs welcome
  • Changeover Fri

Price per week £796 - £2245

6 bedroom, dog friendly holiday home near South Molton, North Devon.


In a wonderful south-facing hilltop position with far reaching views across the north Devon countryside to Exmoor, with fabulous golden sandy beaches an easy drive away, Greendown ...

  • Sleeps 12 + 2 cots
  • Dogs welcome (1 only)
  • Changeover Sat

Price per week £809 - £1944 *

* Includes 20% off for parties up to 8 + 2 cots between 1 Sep and 22 Dec 2018. Bedrooms 5 and 6 are excluded at the discounted rate.

4 bedroom thatched cottage with estuary views in Shaldon.


Shaldon is a lovely village lining the banks of the River Teign with its own small sandy beach. Just a half-mile from the hub of the village itself, a conservation area, is a small...

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

Price per week £812 - £2512

Our guests rate us 4.8/5 on Feefo, the independent review site.

4 bedroom, dog friendly holiday cottage with sea views in Seaview, Isle of Wight


With stunning sea views from not one but two balconies Solent View Road is a wonderful holiday destination within a few minutes' walk from Seagrove Bay. Located just on the outskir...

  • Sleeps 8 + 2 cots
  • Dogs welcome (1 only)
  • Changeover Fri

Price per week £825 - £1887

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


Walnut Cottage is a real find if you're looking for a spot of luxury on holiday. Tucked away in central Seaview village Walnut offers spacious accommodation over two floors and an ...

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

Price per week £835 - £2137

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