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

Tuell Farm

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

7 nights from £759

Sea View is a 5 bedroom, dog friendly holiday cottage with sea views in Fishguard.
  • Sleeps 10 + cot
  • Dogs welcome
  • Changeover Sat

7 nights from £473

Sea View

4432

5 bedroom, dog friendly holiday cottage with sea views in Fishguard.


Situated perfectly in the heart of the pretty town of Fishguard, this charming terraced townhouse stands in an elevated position with glorious views over the harbour. This stunning...

  • Sleeps 10 + cot
  • Dogs welcome
  • Changeover Sat

7 nights from £473

Trafalgar Barton Estate

  • Sleeps 9 + 3 cots in 2 properties
  • Changeover Sat

7 nights from £1960

Pepita is a 5 bedroom dog friendly cottage with sea views in Seaview.
  • Sleeps 9 + 2 cots
  • Dogs welcome (1 only)
  • Changeover Fri

7 nights from £1469 *

Pepita

5719

5 bedroom dog friendly cottage with sea views in Seaview.


With breathtaking sea views and the beach only a few steps from the front door, two former coastguard cottages and the adjoining boathouse have been transformed into an island gem,...

  • Sleeps 9 + 2 cots
  • Dogs welcome (1 only)
  • Changeover Fri

7 nights from £1469 *

Luffs Farm is a 5 bedroom, dog friendly self catering cottage near Battle.
  • Sleeps 9 + 2 cots
  • Dogs welcome
  • Changeover Fri

7 nights from £1295

Luffs Farm

5653

5 bedroom, dog friendly self catering cottage near Battle.


This delightful farmhouse situated in 1066 country, has views over the valley towards the village of Sedlescombe. It makes an excellent retreat for families and friends looking for...

  • Sleeps 9 + 2 cots
  • Dogs welcome
  • Changeover Fri

7 nights from £1295

Beech Cottage is a 5 bedroom, dog friendly cottage with views over the nature reserve near Bridport, Dorset.
  • Sleeps 9 + 2 cots
  • Dogs welcome
  • Changeover Fri

7 nights from £1080

Beech Cottage

2887

5 bedroom, dog friendly cottage with views over the nature reserve near Bridport, Dorset.


This beautiful stone farmhouse has something very special indeed - it comes with a 450 acre nature reserve and a unique relationship with Dorset Wildlife Trust, offering comfortabl...

  • Sleeps 9 + 2 cots
  • Dogs welcome
  • Changeover Fri

7 nights from £1080

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Trebarvah Farmhouse is a 5 bedroom, dog friendly cottage with sea views near Marazion.
  • Sleeps 9 + 2 cots
  • Dogs welcome
  • Changeover Fri

7 nights from £1054 *

Trebarvah Farmhouse

5589

5 bedroom, dog friendly cottage with sea views near Marazion.


Tucked away down a quiet country lane just minutes from the coast, with gorgeous views of St Michael's Mount, Trebarvah Farmhouse is situated in the sleepy hamlet of Trebarvah, whi...

  • Sleeps 9 + 2 cots
  • Dogs welcome
  • Changeover Fri

7 nights from £1054 *

6 Seafield Terrace is a 5 bedroom, dog friendly holiday cottage near the beach in Seaview, Isle of Wight.
  • Sleeps 9 + cot
  • Dogs welcome (1 only)
  • Changeover Fri

7 nights from £1030

6 Seafield Terrace

3562

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


6 Seafield Terrace is a charming, spacious terraced cottage set in the pretty village of Seaview. It would ideally suit a large family, several couples or a group of friends travel...

  • Sleeps 9 + cot
  • Dogs welcome (1 only)
  • Changeover Fri

7 nights from £1030

Kelly Green Mill is a 5 bedroom, dog friendly cottage near Wadebridge, North Cornwall.
  • Sleeps 9 + 3 cots
  • Dogs welcome
  • Changeover Fri

7 nights from £1013

Kelly Green Mill

5584

5 bedroom, dog friendly cottage near Wadebridge, North Cornwall.


Whatever the occasion and whatever the season, what better way to refresh, recharge and reacquaint, than a stay at this fabulous barn conversion. Set in the heart of north Cornwall...

  • Sleeps 9 + 3 cots
  • Dogs welcome
  • Changeover Fri

7 nights from £1013

Trevithick Park is a 5 bedroom, dog-friendly cottage near Mevagissey, South Cornwall.
  • Sleeps 9 + cot
  • Dogs welcome
  • Changeover Sat

7 nights from £1004

Trevithick Park

1516

5 bedroom, dog-friendly cottage near Mevagissey, South Cornwall.


This fabulous holiday house is beautifully furnished, superbly well-equipped, and provides plenty of space for everyone to spread out. With a bubbling hot tub in the garden-room, p...

  • Sleeps 9 + cot
  • Dogs welcome
  • Changeover Sat

7 nights from £1004

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