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

Southleigh House is a 4 bedroom, dog friendly cottage with sea views near Charlestown.
  • Sleeps 8 + 2 cots
  • Dogs welcome
  • Changeover Sat

7 nights from £1298

Southleigh House

4938

4 bedroom, dog friendly cottage with sea views near Charlestown.


For those seeking a very special country retreat that's oh-so-close to the crystal clear waters and sheltered beaches of Cornwall's south coast, then look no further than Southleig...

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

7 nights from £1298

Castlemans Coach House is a 4 bedroom self catering cottage near Battle.
  • Sleeps 8 + 2 cots
  • Dogs welcome
  • Changeover Fri

7 nights from £1322

Castlemans Coach House

5124

4 bedroom self catering cottage near Battle.


In the heart of 1066 country and within walking distance of the pretty village of Sedlescombe, this former coach house is the perfect place for families and friends looking for a l...

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

7 nights from £1322

Farfield is a 4 bedroom, dog friendly cottage with sea views in Portscatho.
  • Sleeps 8 + cot
  • Dogs welcome
  • Changeover Fri

7 nights from £1343

Farfield

5492

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


Perched high on the hill with the most wonderful and panoramic sea views and surrounded by the beautiful landscaped gardens, sits Farfield, a very special holiday home. Accesse...

  • Sleeps 8 + cot
  • Dogs welcome
  • Changeover Fri

7 nights from £1343

Channel View is a 4 bedroom, rural self catering cottage in Cadgwith, West Cornwall.
  • Sleeps 8 + cot
  • No pets
  • Changeover Fri

7 nights from £1355

Channel View

3722

4 bedroom, rural self catering cottage in Cadgwith, West Cornwall.


This spectacular holiday home, located in the heart of the Lizard peninsula, is perfectly proportioned for a large family group or friends. Situated a short drive from one of t...

  • Sleeps 8 + cot
  • No pets
  • Changeover Fri

7 nights from £1355

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

Springfields is a 4 bedroom, dog friendly home with on-site spa facilities near Wells, Somerset.
  • Sleeps 8 + 2 cots
  • Dogs welcome
  • Changeover Fri

7 nights from £1357

Springfields

5249

4 bedroom, dog friendly home with on-site spa facilities near Wells, Somerset.


Tucked away in the pretty countryside just outside of Wells and set over two floors, Springfields offers fresh and bright accommodation, with views over the surrounding fields. Sit...

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

7 nights from £1357

Neptune Cottage is a 4 bedroom, self catering cottage near the beach in Seaview, Isle of Wight.
  • Sleeps 8 + cot
  • No pets
  • Changeover Fri

7 nights from £1378

Neptune Cottage

3636

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


Just a few steps from your front door to the sea, this stunning newly refurbished seafront cottage is an exceptional place to stay in Seaview. With many of the rooms boasting wonde...

  • Sleeps 8 + cot
  • No pets
  • Changeover Fri

7 nights from £1378

Cliff House is a 4 bedroom cottage with hot tub and sea views near Marazion, West Cornwall.
  • Sleeps 8 + cot
  • No pets
  • Changeover Fri

7 nights from £1387

Cliff House

2789

4 bedroom cottage with hot tub and sea views near Marazion, West Cornwall.


Fancy relaxing in a hot tub, perched on the clifftop overlooking Perranuthnoe beach? Well, this one is for you! Cliff House is a warm, stylish detached retreat set high above Perra...

  • Sleeps 8 + cot
  • No pets
  • Changeover Fri

7 nights from £1387

The Newstead is a 4 bedroom, dog friendly house with cinema-room and sauna, near the beach in Crantock, Cornwall.
  • Sleeps 8 + 2 cots
  • Dogs welcome
  • Changeover Fri

7 nights from £1406

The Newstead

4441

4 bedroom, dog friendly house with cinema-room and sauna, near the beach in Crantock, Cornwall.


Nestled in the pretty rural coastal village of Crantock, just a five minute walk from the beach, with its traditional village pub and ancient church, this absolutely divine house i...

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

7 nights from £1406

Newclose Houseboat is a 4 bedroom houseboat with sea views in Bembridge, Isle of Wight
  • Sleeps 8
  • No pets
  • Changeover Sat

7 nights from £1428

Newclose Houseboat

5200

4 bedroom houseboat with sea views in Bembridge, Isle of Wight


Welcome aboard Newclose Houseboat, a beautifully restored contemporary houseboat located in picturesque Bembridge harbour on the Isle of Wight, just a short stroll away from the st...

  • Sleeps 8
  • No pets
  • Changeover Sat

7 nights from £1428

Dolphin Cottage is a 4 bedroom self catering cottage near the beach in Bembridge, Isle of Wight
  • Sleeps 8 + 2 cots
  • No pets
  • Changeover Fri

7 nights from £1430

Dolphin Cottage

4347

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


Within a few minutes’ walk of the village centre and located on an unmade road leading to the sea, Dolphin Cottage is a simply stunning house ideally laid out to make space for all...

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

7 nights from £1430

Readymade beds and fluffy towels; this simple but appreciated welcome is standard with us.

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