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

Belle Isle is a 4 bedroom, dog friendly cottage near the beach in Crantock, Cornwall.
  • Sleeps 8 + cot
  • Dogs welcome
  • Changeover Fri

7 nights from £950

Belle Isle

4923

4 bedroom, dog friendly cottage near the beach in Crantock, Cornwall.


Make your way to the idyllic village of Crantock on the north Cornwall coast where you will find Belle Isle, a gorgeous end of terrace Cornish cottage. Situated in a truly fabulous...

  • Sleeps 8 + cot
  • Dogs welcome
  • Changeover Fri

7 nights from £950

Park Farm Cottage is a 4 bedroom, dog friendly holiday cottage near Malmesbury, Wiltshire
  • Sleeps 8 + 2 cots
  • Dogs welcome
  • Changeover Fri

7 nights from £955

Park Farm Cottage

4558

4 bedroom, dog friendly holiday cottage near Malmesbury, Wiltshire


If uninterrupted countryside views enjoyed from a beautiful farmhouse with space for all the family sounds appealing, then look no further than Park Farm Cottage. This delightful, ...

  • Sleeps 8 + 2 cots
  • Dogs welcome
  • Changeover Fri

7 nights from £955

Choose our flexible booking option and have the ability to cancel anytime.

Golden Cock Cottage is a 5 bedroom, dog friendly holiday cottage near St Ives, West Cornwall.
  • Sleeps 8 + cot
  • Dogs welcome
  • Changeover Sat

7 nights from £958

Golden Cock Cottage

897

5 bedroom, dog friendly holiday cottage near St Ives, West Cornwall.


Originally an 1830s woodman's cottage, this unique detached house is set in 13 acres of private woodland - yet is just two miles from the stunning beaches and charming galleries an...

  • Sleeps 8 + cot
  • Dogs welcome
  • Changeover Sat

7 nights from £958

Uplands is a 4 bedroom holiday cottage with sea views in St Mawes, South Cornwall.
  • Sleeps 8 + cot
  • No pets
  • Changeover Sat

7 nights from £958

Uplands

3174

4 bedroom holiday cottage with sea views in St Mawes, South Cornwall.


Uplands is a very spacious dormer bungalow set in large mature gardens with superb views over St Mawes harbour. Situated in a quiet location, the property provides comfortable acco...

  • Sleeps 8 + cot
  • No pets
  • Changeover Sat

7 nights from £958

Alcantara is a 3 bedroom, dog friendly holiday cottage near the beach in Seaview, Isle of Wight.
  • Sleeps 8 + cot
  • Dogs welcome (1 only)
  • Changeover Fri

7 nights from £962

Alcantara

3574

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


Beautifully decorated in neutral tones throughout, Alcantara is a well-presented, spacious property offering flexible family accommodation in the heart of Seaview. This detache...

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

7 nights from £962

Robley Farmhouse is a 4 bedroom, dog friendly cottage with hot tub near Lostwithiel, North Cornwall.
  • Sleeps 8 + 2 cots
  • Dogs welcome
  • Changeover Sat

7 nights from £977

Robley Farmhouse

4227

4 bedroom, dog friendly cottage with hot tub near Lostwithiel, North Cornwall.


Tucked away down a little lane affording the most gorgeous views stretching out across open countryside to the wooded hillsides of the Glynn Valley beyond, you will unwind and rela...

  • Sleeps 8 + 2 cots
  • Dogs welcome
  • Changeover Sat

7 nights from £977

Wharemoana is a 4 bedroom cottage near the beach near St Agnes, North Cornwall.
  • Sleeps 8 + cot
  • Dogs welcome
  • Changeover Fri

7 nights from £989

Wharemoana

4620

4 bedroom cottage near the beach near St Agnes, North Cornwall.


Luscious interiors await you at this stunning dog-friendly retreat for eight lucky people set in hip and very trendy St Agnes on the north Cornwall coast. This stunning detached ho...

  • Sleeps 8 + cot
  • Dogs welcome
  • Changeover Fri

7 nights from £989

The Mill Farm is a 5 bedroom holiday cottage near the beach near Bude, North Cornwall.
  • Sleeps 8 + 2 cots
  • No pets
  • Changeover Fri

7 nights from £989

The Mill Farm

5508

5 bedroom holiday cottage near the beach near Bude, North Cornwall.


Nestled in the Dizzard Valley on the north Cornish coast this age-old farmhouse oozes character and charm offering an idyllic coastal retreat away from the hustle and bustle of nor...

  • Sleeps 8 + 2 cots
  • No pets
  • Changeover Fri

7 nights from £989

Each and every one of our cottages is fully equipped with everything you’ll need on holiday.

Pink Door at 54 is a 5 bedroom, dog friendly holiday cottage near the beach in Fishguard.
  • Sleeps 8 + cot
  • Dogs welcome
  • Changeover Sat

7 nights from £990

Pink Door at 54

4544

5 bedroom, dog friendly holiday cottage near the beach in Fishguard.


A Visit Wales 5 star graded property situated in the heart of the pretty town of Fishguard, this charming terraced coastal townhouse, which has been exquisitely renovated, offers a...

  • Sleeps 8 + cot
  • Dogs welcome
  • Changeover Sat

7 nights from £990

Wavecrest is a 4 bedroom self catering cottage with sea views in Hunstanton.
  • Sleeps 8 + 2 cots
  • Dogs welcome
  • Changeover Fri

7 nights from £990

Wavecrest

5739

4 bedroom self catering cottage with sea views in Hunstanton.


Nestled in an exceptional location, just beyond the dunes and sandy beaches of South Beach you will discover Wavecrest, a gorgeous dog-friendly retreat that can be enjoyed year-rou...

  • Sleeps 8 + 2 cots
  • Dogs welcome
  • Changeover Fri

7 nights from £990

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