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

Aveton Farmhouse is a 7 bedroom, holiday home with an indoor pool near Totnes, South Devon.
  • Sleeps 14 + 2 cots
  • No pets
  • Changeover Fri

7 nights from £2467 *

Aveton Farmhouse

1891

7 bedroom, holiday home with an indoor pool near Totnes, South Devon.


Aveton Farmhouse, found in a gorgeous Devonshire valley a few miles from the coast, is set within 134 acres of farmland. Part of the farmhouse dates back centuries but over the yea...

  • Sleeps 14 + 2 cots
  • No pets
  • Changeover Fri

7 nights from £2467 *

Trafalgar Barton is a 6 bedroom, dog friendly home with sea views in Branscombe, Devon
  • Sleeps 12 + 2 cots
  • Dogs welcome
  • Changeover Sat

7 nights from £2624

Trafalgar Barton

5011

6 bedroom, dog friendly home with sea views in Branscombe, Devon


Enjoy an unforgettable holiday with your loved ones at Trafalgar Barton, a majestic country house that sleeps 12 and overlooks the gorgeous rolling hills and gentle coastline that ...

  • Sleeps 12 + 2 cots
  • Dogs welcome
  • Changeover Sat

7 nights from £2624

Thanckes House is a 6 bedroom, dog friendly home with indoor pool and sea views near Whitsand Bay.
  • Sleeps 12 + 4 cots
  • Dogs welcome
  • Changeover Sat

7 nights from £2698

Thanckes House

5191

6 bedroom, dog friendly home with indoor pool and sea views near Whitsand Bay.


This super-size coastal retreat is a feast of family fun located on the stunning Rame peninsula, only moments from the beach and with breathtaking views out across the shimmering w...

  • Sleeps 12 + 4 cots
  • Dogs welcome
  • Changeover Sat

7 nights from £2698

St Andrews is a 6 bedroom, dog friendly holiday home with hot tub near the beach in Yarmouth, Isle of Wight.
  • Sleeps 12 + cot
  • Dogs welcome
  • Changeover Fri

7 nights from £2727

St Andrews

4641

6 bedroom, dog friendly holiday home with hot tub near the beach in Yarmouth, Isle of Wight.


Wow! This spectacular converted church has the makings for the most amazing holiday, set in an elevated position with panoramic views across the surrounding countryside and a glimp...

  • Sleeps 12 + cot
  • Dogs welcome
  • Changeover Fri

7 nights from £2727

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

Moonstone is a Dog friendly 6 bedroom house Cheltenham, indoor pool, spa and cinema-room
  • Sleeps 12 + 2 cots
  • Dogs welcome
  • Changeover Fri

7 nights from £3067

Moonstone

5128

Dog friendly 6 bedroom house Cheltenham, indoor pool, spa and cinema-room


Moonstone is a stunning state-of-the-art home, offering opulent contemporary living and fantastic facilities including a spectacular indoor swimming pool, sauna, steam room, cinema...

  • Sleeps 12 + 2 cots
  • Dogs welcome
  • Changeover Fri

7 nights from £3067

Edrics Farmhouse is a 5 bedroom self catering home near Lyme Regis, South Devon.
  • Sleeps 12 + 2 cots
  • No pets
  • Changeover Sat

7 nights from £3950

Edrics Farmhouse

5526

5 bedroom self catering home near Lyme Regis, South Devon.


Welcome to Edrics Farmhouse, this majestic Grade II Listed house provides the utmost in splendour and comfort, guaranteeing that 'wow!' factor the moment you arrive. Built in the e...

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

7 nights from £3950

King John's Palace is a 6 bedroom self catering home near Burford
  • Sleeps 12 + 2 cots
  • Dogs welcome
  • Changeover Fri

7 nights from £5500

King John's Palace

5730

6 bedroom self catering home near Burford


Stay in style at King John's Palace, a beautiful historic home close to the quintessential Cotswold town of Burford. This unique hidden gem is an historic Grade II* Listed farmhous...

  • Sleeps 12 + 2 cots
  • Dogs welcome
  • Changeover Fri

7 nights from £5500

Mintons is a 6 bedroom, dog friendly home with sea views in Shaldon, South Devon.
  • Sleeps 13 + 2 cots
  • Dogs welcome
  • Changeover Fri

7 nights from £1872

Mintons

4528

6 bedroom, dog friendly home with sea views in Shaldon, South Devon.


Welcome to Mintons a spacious 3,400 square feet waterside property, with spectacular views in the heart of Shaldon. Perfect for large family gatherings, this seven bedroom, four sh...

  • Sleeps 13 + 2 cots
  • Dogs welcome
  • Changeover Fri

7 nights from £1872

Landsker House is a 6 bedroom, dog friendly self catering home with sea views in Tenby.
  • Sleeps 14 + 2 cots
  • Dogs welcome
  • Changeover Thu

7 nights from £1650

Landsker House

4934

6 bedroom, dog friendly self catering home with sea views in Tenby.


A 5 star Visit Wales graded property, a warm welcome awaits in gorgeous Landsker House, a beautifully presented, luxurious coastal holiday property which sits in the heart of the p...

  • Sleeps 14 + 2 cots
  • Dogs welcome
  • Changeover Thu

7 nights from £1650

Cuilan is a 6 bedroom holiday home near the beach near St Mawes, South Cornwall.
  • Sleeps 14 + cot
  • No pets
  • Changeover Fri

7 nights from £2006

Cuilan

3121

6 bedroom holiday home near the beach near St Mawes, South Cornwall.


Cuilan is situated overlooking the Percuil River in what can only be described as one of the most idyllic spots on the Roseland. A large house built to a very high specification, o...

  • Sleeps 14 + cot
  • No pets
  • Changeover Fri

7 nights from £2006

Choose from our exclusive collection at the best prices with real time availability.

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