Holiday cottages for September in Gloucestershire

Holiday cottages for September in Gloucestershire

If Septembers past are anything to go by, this is often one of the loveliest months to enjoy a holiday cottage in Gloucestershire. Read more

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

We have 4 Gloucestershire holiday cottages available in September.

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 £1322

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 £1322

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 £822

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 £822

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

7 nights from £722

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 £722

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

7 nights from £2646

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 £2646

The beaches are still peachy, the sea's had all summer to warm up and the schools have gone back. So you can have more sand, more cliffs and more moor to yourself. Use the search options on the left to choose your holiday dates. We've got 4 holiday cottages in Gloucestershire available for your September break.