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

Water’s Edge is a 3 bedroom holiday cottage with sea views in Falmouth, South Cornwall.
  • Sleeps 6 + cot
  • No pets
  • Changeover Sat

7 nights from £848

Water’s Edge

1391

3 bedroom holiday cottage with sea views in Falmouth, South Cornwall.


With breathtaking views across the waters of the Carrick Roads to Flushing and the Roseland peninsula beyond, and just yards from Falmouth's bustling streets and their many shops, ...

  • Sleeps 6 + cot
  • No pets
  • Changeover Sat

7 nights from £848

Barngate Farmhouse is a 3 bedroom, dog friendly cottage in Lostwithiel, South Cornwall.
  • Sleeps 6 + cot
  • Dogs welcome
  • Changeover Fri

7 nights from £850

Barngate Farmhouse

5415

3 bedroom, dog friendly cottage in Lostwithiel, South Cornwall.


Barngate Farmhouse sits proudly in an elevated location overlooking the historic Restormel Castle, just a short drive from Lostwithiel, known as the antiques capital of Cornwall. S...

  • Sleeps 6 + cot
  • Dogs welcome
  • Changeover Fri

7 nights from £850

To the Lighthouse is a 3 bedroom, dog friendly self catering cottage near the sea near Dale.
  • Sleeps 6 + cot
  • Dogs welcome (1 only)
  • Changeover Sat

7 nights from £850

To the Lighthouse

4818

3 bedroom, dog friendly self catering cottage near the sea near Dale.


Be surrounded by the dramatic Pembrokeshire coastline, enchanting sea views and the spellbinding sound of the sea at the extraordinary To the Lighthouse. This is a dream location t...

  • Sleeps 6 + cot
  • Dogs welcome (1 only)
  • Changeover Sat

7 nights from £850

Coombe Lodge is a 3 bedroom cottage with hot tub near Nether Stowey, Somerset.
  • Sleeps 6 + cot
  • No pets
  • Changeover Sat

7 nights from £853

Coombe Lodge

3261

3 bedroom cottage with hot tub near Nether Stowey, Somerset.


A fabulous Scandinavian-style lodge, a steaming hot tub, a sauna and all in a setting in the Quantock Hills National Landscape, with views as far as the Bristol Channel. What a ...

  • Sleeps 6 + cot
  • No pets
  • Changeover Sat

7 nights from £853

The Summer House is a 3 bedroom self catering cottage near Chipping Campden.
  • Sleeps 6 + cot
  • No pets
  • Changeover Fri

7 nights from £854

The Summer House

5477

3 bedroom self catering cottage near Chipping Campden.


Situated amidst the orchards of a beautiful Cotswold Manor House, The Summer House is the very essence of rural England. The Grade II Listed property is a picture-perfect Cotswo...

  • Sleeps 6 + cot
  • No pets
  • Changeover Fri

7 nights from £854

Tremornah is a 3 bedroom, dog friendly cottage near the beach in Lamorna Cove.
  • Sleeps 6 + cot
  • Dogs welcome
  • Changeover Sat

7 nights from £858

Tremornah

3262

3 bedroom, dog friendly cottage near the beach in Lamorna Cove.


From your large south-facing balcony at reverse level Tremornah, you can look down on your own glistening hot tub set in a private enclosed garden; there's also a fabulous barbecue...

  • Sleeps 6 + cot
  • Dogs welcome
  • Changeover Sat

7 nights from £858

12 Merchant's Quarter is a 3 bedroom, dog friendly apartment near the beach in Charlestown.
  • Sleeps 6 + 2 cots
  • Dogs welcome (1 only)
  • Changeover Sat

7 nights from £858

12 Merchant's Quarter

5518

3 bedroom, dog friendly apartment near the beach in Charlestown.


Oh my, what a wonderful place this is. Escape to the magical harbourside village of Charlestown, nestled on Cornwall's captivating south coast. Tucked away on the edge of a gate...

  • Sleeps 6 + 2 cots
  • Dogs welcome (1 only)
  • Changeover Sat

7 nights from £858

Tom's Cottage is a 4 bedroom, dog friendly cottage near Port Isaac, North Cornwall.
  • Sleeps 8 + cot
  • Dogs welcome
  • Changeover Sat

7 nights from £858 *

Tom's Cottage

5091

4 bedroom, dog friendly cottage near Port Isaac, North Cornwall.


Oh my, what a wonderful house this is. Tom's Cottage is a delightful holiday abode, perfectly placed for exploring the delights of the north Cornwall coast, yet nestled in peaceful...

  • Sleeps 8 + cot
  • Dogs welcome
  • Changeover Sat

7 nights from £858 *

Our guests rate us 4.8/5 on Feefo, the independent review site.

Highfield House is a 4 bedroom self catering cottage near Bigbury-on-Sea, South Devon.
  • Sleeps 8 + 2 cots
  • No pets
  • Changeover Sat

7 nights from £862 *

Highfield House

5315

4 bedroom self catering cottage near Bigbury-on-Sea, South Devon.


Welcome to Highfield House, a stunning contemporary home perfectly situated in the South Hams area of south Devon, with the golden sandy beaches and water sports of Bigbury and Ban...

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

7 nights from £862 *

The Shute is a 3 bedroom dog-friendly self catering cottage with sea views near Ventnor, Isle of Wight.
  • Sleeps 6 + 2 cots
  • Dogs welcome (1 only)
  • Changeover Fri

7 nights from £864

The Shute

4399

3 bedroom dog-friendly self catering cottage with sea views near Ventnor, Isle of Wight.


This gorgeous cottage, set in the breathtaking location of St Lawrence, has a large patio and unrivalled sea views. A truly magical place to sit and enjoy the scenery, the seaward ...

  • Sleeps 6 + 2 cots
  • Dogs welcome (1 only)
  • Changeover Fri

7 nights from £864

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