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

Sandpiper is a 5 bedroom, dog friendly cottage with sea views near Whitsand Bay.
  • Sleeps 10 + 2 cots
  • Dogs welcome
  • Changeover Sat

7 nights from £1400

Sandpiper

4417

5 bedroom, dog friendly cottage with sea views near Whitsand Bay.


Breathtaking seascapes, luxury interiors, sea salted air and pure coastal luxury await ten lucky guests at this ultimate beach getaway. Nestled in the pretty hamlet of Portwrink...

  • Sleeps 10 + 2 cots
  • Dogs welcome
  • Changeover Sat

7 nights from £1400

Varcoe is a 5 bedroom cottage with sea views in Portscatho, South Cornwall.
  • Sleeps 10 + cot
  • No pets
  • Changeover Sat

7 nights from £1430

Varcoe

5266

5 bedroom cottage with sea views in Portscatho, South Cornwall.


Situated in what has to be the finest waterside location on the Roseland peninsula, Varcoe is an idyllic holiday retreat, lovingly designed to offer beautiful interiors which marry...

  • Sleeps 10 + cot
  • No pets
  • Changeover Sat

7 nights from £1430

Pengenna Manor is a 5 bedroom, dog friendly cottage near Port Isaac, North Cornwall.
  • Sleeps 10 + 2 cots
  • Dogs welcome
  • Changeover Thu

7 nights from £1437

Pengenna Manor

4241

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


Let us introduce you to the wonderful, the classic, Pengenna Manor! Tucked away at the end of a private drive, surrounded by glorious Cornish countryside, this unique and very spec...

  • Sleeps 10 + 2 cots
  • Dogs welcome
  • Changeover Thu

7 nights from £1437

Seacrest House is a 5 bedroom, rural self catering cottage near the beach in Ryde, Isle of Wight.
  • Sleeps 10 + cot
  • No pets
  • Changeover Fri

7 nights from £1438

Seacrest House

3653

5 bedroom, rural self catering cottage near the beach in Ryde, Isle of Wight.


This stunning three-storey holiday home is in the enviable position of being only a few minutes' stroll from the beach and also the centre of Ryde town. Built in the early part of ...

  • Sleeps 10 + cot
  • No pets
  • Changeover Fri

7 nights from £1438

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

Dannett Stable is a 5 bedroom self catering cottage with hot tub near Looe, South Cornwall.
  • Sleeps 10 + 2 cots
  • Dogs welcome
  • Changeover Fri

7 nights from £1496

Dannett Stable

4702

5 bedroom self catering cottage with hot tub near Looe, South Cornwall.


Tucked away at the end of a private drive, amidst glorious rolling farmland, yet close to the clifftop walks, sheltered coves and fishing villages along the south coast, this fabul...

  • Sleeps 10 + 2 cots
  • Dogs welcome
  • Changeover Fri

7 nights from £1496

Pitt Corner is a 4 bedroom self catering cottage near the beach in Bembridge, Isle of Wight.
  • Sleeps 10 + cot
  • Dogs welcome (1 only)
  • Changeover Fri

7 nights from £1560

Pitt Corner

3644

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


A wonderfully modern property, beautifully furnished and housed in an American-style cladded exterior, Pitt Corner is a roomy retreat, with plenty of space for the family to spread...

  • Sleeps 10 + cot
  • Dogs welcome (1 only)
  • Changeover Fri

7 nights from £1560

Dolphin House is a 5 bedroom, dog friendly cottage with sea views in Bigbury-on-Sea.
  • Sleeps 10 + 2 cots
  • Dogs welcome
  • Changeover Sat

7 nights from £1650

Dolphin House

4506

5 bedroom, dog friendly cottage with sea views in Bigbury-on-Sea.


Located only moments from the fabulous golden sands of Bigbury Beach, just minutes from beautiful Burgh Island, this magnificent detached house is situated perfectly, making that s...

  • Sleeps 10 + 2 cots
  • Dogs welcome
  • Changeover Sat

7 nights from £1650

Harbour View is a 4 bedroom self catering cottage with sea views in Ryde, Isle of Wight.
  • Sleeps 10 + cot
  • No pets
  • Changeover Fri

7 nights from £1773

Harbour View

4731

4 bedroom self catering cottage with sea views in Ryde, Isle of Wight.


Escape to the Isle of Wight for a blissful coastal retreat at Harbour View, an impressive Grade II Listed townhouse with stunning sea views, spread over three floors, and with the ...

  • Sleeps 10 + cot
  • No pets
  • Changeover Fri

7 nights from £1773

Strawberry Water House is a 4 bedroom holiday cottage near the beach in Welcombe, North Devon.
  • Sleeps 10 + 2 cots
  • No pets
  • Changeover Fri

7 nights from £1800

Strawberry Water House

5321

4 bedroom holiday cottage near the beach in Welcombe, North Devon.


Nestled in the glorious coastal Welcombe valley on the north Devon heritage coastline and newly available, you will delight at discovering Strawberry Water House, located a short w...

  • Sleeps 10 + 2 cots
  • No pets
  • Changeover Fri

7 nights from £1800

Windy Ridge is a 4 bedroom, dog friendly holiday cottage with sea views in Seaview, Isle of Wight.
  • Sleeps 10 + cot
  • Dogs welcome
  • Changeover Fri

7 nights from £1804

Windy Ridge

4464

4 bedroom, dog friendly holiday cottage with sea views in Seaview, Isle of Wight.


Tucked away in the idyllic setting of Seagrove Bay and just steps away from the beach, Windy Ridge is a stunning semi-detached house with wonderful sea views from both the ground a...

  • Sleeps 10 + cot
  • Dogs welcome
  • Changeover Fri

7 nights from £1804

We are Gold accredited with the Green Tourism Business Scheme.

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