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
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...
Our exclusive ferry discounts will make your island trip with Classic plain sailing.
We have 8 cottages available in Gloucestershire available for five night breaks
7 nights from £581
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 £581
7 nights from £566
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 £566
7 nights from £2310
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 £2310
7 nights from £1383
Bank Cottage
56063 bedroom self catering cottage in Longborough.
Nestled within the charming village of Longborough in the scenic north Cotswolds, this inviting three bedroom stone cottage embodies quintessential Cotswold charm. The picturesque ...
7 nights from £1383
7 nights from £854
The Summer House
54773 bedroom self catering cottage near Chipping Campden.
Situated amidst the orchards of a beautiful Cotswold Manor House, The Summer House is the very essence of rural England. The Grade II Listed property is a picture-perfect Cotswo...
7 nights from £854
7 nights from £513
Evenlode
52971 bedroom, dog friendly self catering cottage in the centre of Stow-on-the-Wold
Based in the heart of the ever-popular Cotswold town of Stow-on-the Wold, Evenlode offers a cosy and convenient base to escape for a romantic getaway, or simply to explore the many...
7 nights from £513
7 nights from £615
Topside
51402 bedroom, dog friendly self catering apartment in Moreton-in-Marsh
Conveniently located in the heart of the bustling Cotswolds market town of Moreton-in-Marsh, Topside is the perfect place to base yourself if you want everything on your doorstep, ...
7 nights from £615
7 nights from £833
Piggy In The Middle
51412 bedroom, dog friendly self catering cottage in Moreton-in-Marsh.
Located in the heart of Moreton-in-Marsh, a market town in an area of Outstanding Natural Beauty, Piggy In The Middle is a comfortable, spacious and elegantly stylish two bedroom, ...
7 nights from £833
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.
