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

Orchard Cottage is a 4 bedroom self catering cottage near Falmouth, West Cornwall.
  • Sleeps 6 + cot
  • No pets
  • Changeover Fri

7 nights from £596

Orchard Cottage

4883

4 bedroom self catering cottage near Falmouth, West Cornwall.


Found in an Area of Outstanding Natural Beauty (now known as National Lanscapes) is the charming Orchard Cottage. Set in the grounds of an old orchard and on the edge of the deligh...

  • Sleeps 6 + cot
  • No pets
  • Changeover Fri

7 nights from £596

Sunnyside Lodge is a 3 bedroom self catering cottage near Wells-next-the-Sea.
  • Sleeps 6 + 2 cots
  • No pets
  • Changeover Sat

7 nights from £598

Sunnyside Lodge

5630

3 bedroom self catering cottage near Wells-next-the-Sea.


Perfect for families and friends who wish to holiday together in a quiet unspoilt countryside location. This single-storey lodge sits under the big Norfolk skies and is located jus...

  • Sleeps 6 + 2 cots
  • No pets
  • Changeover Sat

7 nights from £598

25 Palmerston Road is a 3 bedroom self catering cottage near the beach in Shanklin.
  • Sleeps 6 + cot
  • No pets
  • Changeover Fri

7 nights from £599

25 Palmerston Road

3538

3 bedroom self catering cottage near the beach in Shanklin.


Welcome to 25 Palmerston Road, a delightful holiday home perfectly situated in the charming town of Shanklin and just a short stroll away from the golden sandy beach and a good sel...

  • Sleeps 6 + cot
  • No pets
  • Changeover Fri

7 nights from £599

Lawn End is a 3 bedroom self catering cottage near the beach in Seaview, Isle of Wight.
  • Sleeps 6 + cot
  • No pets
  • Changeover Fri

7 nights from £600

Lawn End

3617

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


Tucked away in a quiet corner of the delightful village of Seaview, Lawn end is a quirky island retreat, tastefully furnished to offer contemporary living for families or a group o...

  • Sleeps 6 + cot
  • No pets
  • Changeover Fri

7 nights from £600

We’re here to help you find your perfect place to stay 7 days a week.

Forest View is a 3 bedroom, dog friendly holiday cottage near Holsworthy, North Devon.
  • Sleeps 6 + 2 cots
  • Dogs welcome
  • Changeover Sat

7 nights from £605

Forest View

4195

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


This amazing reverse level house offers you the most incredible views from its extremely lavish raised decked area. Sit back and relax on the comfy patio furniture with a glass of ...

  • Sleeps 6 + 2 cots
  • Dogs welcome
  • Changeover Sat

7 nights from £605

Sunday House West is a 3 bedroom dog-friendly self catering cottage near the beach in Gerrans.
  • Sleeps 6 + cot
  • Dogs welcome
  • Changeover Fri

7 nights from £606

Sunday House West

3165

3 bedroom dog-friendly self catering cottage near the beach in Gerrans.


Originally the village chapel, Sunday House West has been sympathetically converted. Imaginatively designed and furnished to a high standard, this impressive property is situated i...

  • Sleeps 6 + cot
  • Dogs welcome
  • Changeover Fri

7 nights from £606

Sweet Briar Cottage is a 3 bedroom self catering cottage near Fowey, South Cornwall.
  • Sleeps 6 + 2 cots
  • No pets
  • Changeover Sat

7 nights from £606

Sweet Briar Cottage

4109

3 bedroom self catering cottage near Fowey, South Cornwall.


Located in the heart of picture perfect Lerryn, Sweet Briar Cottage is an absolute beauty. Lovingly and impeccably presented, this 150 year old cottage is the epitome of country ch...

  • Sleeps 6 + 2 cots
  • No pets
  • Changeover Sat

7 nights from £606

The Linney is a 3 bedroom, dog friendly cottage near Wadebridge, North Cornwall.
  • Sleeps 6 + 3 cots
  • Dogs welcome
  • Changeover Fri

7 nights from £608

The Linney

5586

3 bedroom, dog friendly cottage near Wadebridge, North Cornwall.


With far reaching views over rolling fields and historic woodland, this fabulous barn conversion situated in north Cornwall is the perfect escape away from it all. With large floor...

  • Sleeps 6 + 3 cots
  • Dogs welcome
  • Changeover Fri

7 nights from £608

Alicia's Barn is a 3 bedroom cottage near the beach near Portscatho, South Cornwall.
  • Sleeps 6 + cot
  • No pets
  • Changeover Sat

7 nights from £608

Alicia's Barn

3109

3 bedroom cottage near the beach near Portscatho, South Cornwall.


This fabulous converted detached barn is less than a mile from the safe and sandy beach at Porthcurnick and close to the National Trust coastal footpath, and the shops, galleries a...

  • Sleeps 6 + cot
  • No pets
  • Changeover Sat

7 nights from £608

Primrose Cottage is a 4 bedroom, dog friendly holiday cottage near Gwithian, West Cornwall.
  • Sleeps 8 + cot
  • Dogs welcome
  • Changeover Sat

7 nights from £616 *

Primrose Cottage

4379

4 bedroom, dog friendly holiday cottage near Gwithian, West Cornwall.


Set in the peaceful hamlet of Trevoole, ideally situated for exploring both the north and south Cornish coasts, the ever so charming Primrose Cottage awaits you. This absolutely de...

  • Sleeps 8 + cot
  • Dogs welcome
  • Changeover Sat

7 nights from £616 *

We’re a Visit England Quality Accredited Agency for our high standards in holiday letting.

Loading more