Short breaks in The Cotswolds
Just a short journey from London, the Cotswolds is perhaps perfect for a short break any time of the year; whether you’re hoping to visit for a summertime escape or a winter hideaway. Read more
Our exclusive ferry discounts of up to 25% will make your island trip with Classic plain sailing.We have 18 self-catering cottages in The Cotswolds available for a Short Break
7 nights from £588 *
Kettle Cottage
60262 bedroom self catering cottage in Chipping Campden.
Kettle Cottage is a charming two bedroom, two bathroom cottage tucked down a little cobbled alley and resting in the very heart of Chipping Campden, just a stone’s throw from the t...
7 nights from £588 *
7 nights from £560 *
The Gatehouse
60332 bedroom self catering cottage in Malmesbury.
If ever a property was the epitome of luxury town living, then The Gatehouse is it. Located in the historic market town of Malmesbury it provides the perfect base for couples or fa...
7 nights from £560 *
7 nights from £804
2 Old Turnpike Cottages
58662 bedroom, dog friendly self catering cottage with hot tub near Chipping Norton.
Sitting in the picturesque village of Middle Barton, just a short drive from Chipping Norton and the exclusive Soho Farmhouse lies this quintessential, dog-friendly Cotswold Cottag...
7 nights from £804
7 nights from £1168
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 £1168
7 nights from £726
Fig Tree Cottage
58502 bedroom, dog friendly self catering cottage in Stratford-upon-Avon.
Perfectly situated within walking distance of the historic town of Stratford-upon-Avon lies this stylish Victorian dwelling, Fig Tree Cottage. A beautiful characterful terraced hom...
7 nights from £726
7 nights from £530
The Gallery
57562 bedroom self catering cottage near Burford.
The Gallery is a super spacious, light and airy, semi-detached Cotswold barn. It has a fully equipped kitchen that leads through to an open plan sitting/dining-room, with a hugely ...
7 nights from £530
7 nights from £565
Oak Tree Cottage
57412 bedroom self catering cottage near Burford.
Oak Tree Cottage is a delightful semi-detached barn conversion and is nestled next to its neighbour, The Gallery (5756). They can be booked together for larger gatherings. The acco...
7 nights from £565
7 nights from £840
Tower View
57352 bedroom self catering cottage in Broadway.
Situated in the highly desirable Cotswold village of Broadway, Tower View, a charming two bedroom annexe, is a delightful cottage and makes the perfect couple's retreat. Meticulous...
7 nights from £840
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.
From £760 per night
King John's Palace
57306 bedroom self catering home near Burford
Stay in style at King John's Palace, where kings and queens resided before you. A beautiful historic home close to the quintessential Cotswold town of Burford. This unique hidden g...
From £760 per night
Weighbridge Barn
7 nights from £926
Pull on your walking boots and spend a weekend exploring the iconic Cotswold countryside, discovering the picturesque villages and market towns of Moreton in Marsh and Stow on the Wold, scouting out your new favourite place to eat, and visiting the idyllic vineyards in the area. What could be better? Browse through our collection of self catering holiday cottages in the Cotswolds, and find your ideal weekend getaway…
