Holiday Cottages with 5 Bedrooms

Holiday Cottages with 5 Bedrooms

Ready to gather your favourite people and head to the South and West? Our diverse range of five bedroom holiday cottages are all personally inspected so that you can enjoy a slice of paradise from your very own home-from-home. Action-packed week or laid-back short break, however you want to spend your holiday together we'll find the perfect base for you and all the family, including the dog.Read more

Sometimes we all just need to get away for a while, and our 5 bedroom cottages in the South and West provide the perfect escape. Whether you are looking for a woodland weekend, a luxurious retreat with hot tub and swimming pool, an active week by the sea or a few days exploring quaint villages and discovering little boutiques, we will find something for you.

Across the South West, all of our self catering cottages with five bedrooms are ready to welcome you in. Each cottage is personally inspected to ensure we maintain the highest standard, and nothing is overlooked. All you need to do is gather your nearest and dearest and enjoy your time together in a cottage that is just right for you. 

Our exclusive ferry discounts will make your island trip with Classic plain sailing.

We have 130 self catering cottages with 5 bedrooms

Calamansack

  • Sleeps 10 + 2 cots in 2 properties
  • Changeover Fri

7 nights from £1526

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

Sea Breeze is a 5 bedroom, dog friendly holiday cottage near Eastbourne.
  • Sleeps 10 + 2 cots
  • Dogs welcome
  • Changeover Fri

7 nights from £1474 *

Sea Breeze

5363

5 bedroom, dog friendly holiday cottage near Eastbourne.


This fabulous contemporary house, complete with hot tub, is the perfect getaway for larger groups. It is situated in an exclusive area of Meads in Eastbourne, at the foot of the So...

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

7 nights from £1474 *

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

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

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

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

Cliff Cottage is a 5 bedroom self catering cottage near Lincoln.
  • Sleeps 10 + cot
  • No pets
  • Changeover Fri

7 nights from £1402 *

Cliff Cottage

5479

5 bedroom self catering cottage near Lincoln.


Welcome to the wonderfully tranquil Cliff Cottage, situated in the Lincolnshire countryside on a working farm. Approached by a long private lane, this welcoming detached house offe...

  • Sleeps 10 + cot
  • No pets
  • Changeover Fri

7 nights from £1402 *

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

Upton Mill is a 5 bedroom, dog friendly cottage with sea views near Port Isaac.
  • Sleeps 10 + cot
  • Dogs welcome
  • Changeover Thu

7 nights from £1355 *

Upton Mill

1596

5 bedroom, dog friendly cottage with sea views near Port Isaac.


Wow, Upton Mill is stunning! Perched on the north Cornish coast just minutes from dog-friendly Trebarwith Strand and within easy reach of Port Isaac and Padstow, this is a perf...

  • Sleeps 10 + cot
  • Dogs welcome
  • Changeover Thu

7 nights from £1355 *

Seaside House is a 5 bedroom, dog friendly cottage with sea views in Little Haven, Pembrokeshire
  • Sleeps 10 + 2 cots
  • Dogs welcome
  • Changeover Sat

7 nights from £1351

Seaside House

4426

5 bedroom, dog friendly cottage with sea views in Little Haven, Pembrokeshire


With breathtaking, spectacular sea views from almost every room, spacious, elegant accommodation, a luxurious eight person hot tub with amazing sea views and just a stroll to the b...

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

7 nights from £1351

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