Cottages for a five night break in Gloucestershire

Cottages for a five night break in Gloucestershire

We have an exclusive handpicked collection of luxury cottages available for you to enjoy that precious time away in Gloucestershire, so pick your next escape and get ready for a five night adventure. Read more

Our exclusive ferry discounts of up to 25% will make your island trip with Classic plain sailing.

We have 4 cottages available in Gloucestershire available for five night breaks

The Yew Trees is a 2 bedroom dog friendly self catering cottage near Cheltenham.
  • Sleeps 4 + 2 cots
  • Dogs welcome
  • Changeover Fri

7 nights from £1168

The Yew Trees

5862

2 bedroom dog friendly self catering cottage near Cheltenham.


This charming holiday cottage, nestled in the peaceful countryside just outside Cheltenham and the gorgeous Cotswolds, offers the perfect retreat for a tranquil getaway. Set in a r...

  • Sleeps 4 + 2 cots
  • Dogs welcome
  • Changeover Fri

7 nights from £1168

Botloes Farm Barn is a 2 bedroom, dog friendly self catering cottage near Newent.
  • Sleeps 4
  • Dogs welcome (1 only)
  • Changeover Fri

7 nights from £653

Botloes Farm Barn

5711

2 bedroom, dog friendly self catering cottage near Newent.


This charming holiday let is a beautifully stylish converted barn situated within the serene surroundings of Botloes Farm, nestled amongst seven acres of picturesque landscapes com...

  • Sleeps 4
  • Dogs welcome (1 only)
  • Changeover Fri

7 nights from £653

The Farthings is a 2 bedroom self catering cottage near Moreton-In-Marsh
  • Sleeps 4 + cot
  • No pets
  • Changeover Fri

7 nights from £556

The Farthings

5677

2 bedroom self catering cottage near Moreton-In-Marsh


If you are looking for a cosy Cotswold bolthole to escape to, then The Farthings won't disappoint. This pretty terraced cottage sits pretty amongst its neighbours and is nestled ju...

  • Sleeps 4 + cot
  • No pets
  • Changeover Fri

7 nights from £556

Wold House is a 5 bedroom, dog friendly self catering cottage in Blockley
  • Sleeps 10 + 2 cots
  • Dogs welcome
  • Changeover Fri

7 nights from £2310

Wold House

5638

5 bedroom, dog friendly self catering cottage in Blockley


Beautifully situated in an elevated position overlooking the serene Cotswold village of Blockley, experience exquisite luxury and charm in this breathtaking five bedroom holiday ho...

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

7 nights from £2310

A five night break in the UK allows you the opportunity to extend your short break just that little bit longer, giving you that much desired extra time to explore the area, unwind a little more and make the most of your time off. With gorgeous properties in Cornwall, Devon, Somerset, Dorset, Sussex and the Isle of Wight, you have plenty of options to choose from...