
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.
7 nights from £1282
The Yew Trees
58622 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...
7 nights from £1282
7 nights from £797
Botloes Farm Barn
57112 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...
7 nights from £797
We’ve been raising the standards of self catering holidays since 1977.
Our family ethos
Tony and Clare Tregoning started the business back in 1977 and their dedication to quality and excellence is at the heart of everything we do. Tony is sadly no longer with us, but we still adhere to their original ethos of finding holiday homes we would like to stay in and have slowly grown the company to find the best picks of properties across the counties. Plus Clare still drops in to keep us on our toes.
As an independent, family-run company, we wouldn’t expect you to stay anywhere we wouldn’t want to stay ourselves. And we’re pretty picky. We want you to walk into your handpicked holiday home and say ‘wow’, sit back and relax.
7 nights from £701
The Farthings
56772 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...
7 nights from £701
7 nights from £2564
Wold House
56385 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...
7 nights from £2564
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.