Holiday Cottages for 5 People

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. 

Our exclusive ferry discounts will make your island trip with Classic plain sailing.

We have 707 cottages that sleep 5 people

The Old Manor House is a 5 bedroom, dog friendly cottage close to the beach near Lyme Regis.
  • Sleeps 10 + 2 cots
  • Dogs welcome
  • Changeover Fri

7 nights from £1853

The Old Manor House

4124

5 bedroom, dog friendly cottage close to the beach near Lyme Regis.


Less than half a mile from the World Heritage Jurassic Coast, The Old Manor House is a beautiful 16th Century, Grade II Listed house, full of character with a delightful enclosed g...

  • Sleeps 10 + 2 cots
  • Dogs welcome
  • Changeover Fri

7 nights from £1853

Weatheroak and The Sail Loft is a 7 bedroom, dog friendly cottage with sea views in Portscatho.
  • Sleeps 10 + 2 cots
  • Dogs welcome
  • Changeover Thu

7 nights from £1900

Weatheroak and The Sail Loft

4261

7 bedroom, dog friendly cottage with sea views in Portscatho.


Set above the banks of the beautiful Percuil estuary, this outstanding period property enjoys fabulous views over the water from nearly all the rooms in Weatheroak. The south-facin...

  • Sleeps 10 + 2 cots
  • Dogs welcome
  • Changeover Thu

7 nights from £1900

Lavethan Mill is a Stunning 5 bedroom rural property near Bodmin, North Cornwall.
  • Sleeps 10 + 2 cots
  • No pets
  • Changeover Sun

7 nights from £1911

Lavethan Mill

2865

Stunning 5 bedroom rural property near Bodmin, North Cornwall.


How do we begin to eulogise about Lavethan Mill? Should we start with the location, the privacy, or the loving restoration and exemplary standard of furnishing in this award-wi...

  • Sleeps 10 + 2 cots
  • No pets
  • Changeover Sun

7 nights from £1911

Solent Heights is a 5 bedroom dog-friendly self catering cottage near the beach in Cowes, Isle of Wight
  • Sleeps 10 + cot
  • Dogs welcome (1 only)
  • Changeover Fri

7 nights from £2006

Solent Heights

3946

5 bedroom dog-friendly self catering cottage near the beach in Cowes, Isle of Wight


A beautifully designed, contemporary home in the popular sailing town of Cowes, Solent Heights boasts sea views and quality finishes throughout. Set over four floors - including ba...

  • Sleeps 10 + cot
  • Dogs welcome (1 only)
  • Changeover Fri

7 nights from £2006

Ridge House is a 5 bedroom, dog friendly holiday home close to the beach, near Lymington.
  • Sleeps 10 + 2 cots
  • Dogs welcome
  • Changeover Fri

7 nights from £2038

Ridge House

3991

5 bedroom, dog friendly holiday home close to the beach, near Lymington.


On the edge of the New Forest this fabulous home is the perfect summer escape. Set in the stylish seaside village of Milford on Sea and within a 10 minute walk of the beach, Ridge ...

  • Sleeps 10 + 2 cots
  • Dogs welcome
  • Changeover Fri

7 nights from £2038

Cara Cottage is a 5 bedroom, dog friendly holiday cottage near the beach in Bembridge, Isle of Wight.
  • Sleeps 10 + cot
  • Dogs welcome (1 only)
  • Changeover Fri

7 nights from £2226

Cara Cottage

4846

5 bedroom, dog friendly holiday cottage near the beach in Bembridge, Isle of Wight.


Welcome to Cara Cottage, a stunning detached property located in the heart of Bembridge village. This eye-catching holiday home with soft pink 'Spanish inspired' exterior is beauti...

  • Sleeps 10 + cot
  • Dogs welcome (1 only)
  • Changeover Fri

7 nights from £2226

Wold House is a 5 bedroom, dog friendly self catering cottage in Blockley
  • Sleeps 10 + 2 cots
  • Dogs welcome
  • Changeover Fri

7 nights from £2310

Wold House

5638

5 bedroom, dog friendly self catering cottage in Blockley


Beautifully situated in an elevated position overlooking the serene Cotswold village of Blockley, experience exquisite luxury and charm in this breathtaking five bedroom holiday ho...

  • Sleeps 10 + 2 cots
  • Dogs welcome
  • Changeover Fri

7 nights from £2310

Willows Rest is a 6 bedroom, holiday cottage with swimming pool and hot tub near Totnes, South Devon.
  • Sleeps 12 + 2 cots
  • No pets
  • Changeover Fri

7 nights from £2317 *

Willows Rest

4232

6 bedroom, holiday cottage with swimming pool and hot tub near Totnes, South Devon.


Tucked away down a secluded lane in a beautiful corner of south Devon lies Willows Rest, a relaxing haven for all ages and occasions. This stunning 300 year old Grade II Listed bar...

  • Sleeps 12 + 2 cots
  • No pets
  • Changeover Fri

7 nights from £2317 *

Sunnynook is a 4 bedroom cottage with sea views in Bigbury-on-Sea, South Devon.
  • Sleeps 10 + 2 cots
  • No pets
  • Changeover Fri

7 nights from £2695

Sunnynook

4157

4 bedroom cottage with sea views in Bigbury-on-Sea, South Devon.


Sunnynook is a true beachside retreat, boasting the most incredible, unrivalled sea and beach views over Bigbury-on-Sea, Bantham and Burgh Island. This wonderful home also has a fa...

  • Sleeps 10 + 2 cots
  • No pets
  • Changeover Fri

7 nights from £2695

Stroma is a 7 bedroom holiday home with sea views in Port Isaac, North Cornwall.
  • Sleeps 11 + cot
  • No pets
  • Changeover Fri

7 nights from £1155

Stroma

2000

7 bedroom holiday home with sea views in Port Isaac, North Cornwall.


Stroma is a much loved Victorian semi-detached house perched above the cove at Port Isaac overlooking Port Gaverne and its sheltered beach. With stunning sea views from the sitting...

  • Sleeps 11 + cot
  • No pets
  • Changeover Fri

7 nights from £1155

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