May half term holiday cottages
With a cool breeze and the hint of summer on its way, May is a wonderful time of year to discover a beautiful corner of the UK. Read more
Our exclusive ferry discounts of up to 25% will make your island trip with Classic plain sailing.We've got 12 holiday cottages matching your search in The Cotswolds...
7 nights from £1063
Witts End
61362 bedroom self catering cottage near Chipping Norton.
Tucked away in a quintessential Cotswold village, Witts End is a charming holiday cottage that promises a truly tranquil escape. With a welcoming village pub just at the end of the...
7 nights from £1063
7 nights from £849
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 £849
7 nights from £840 *
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 £840 *
7 nights from £1020
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, Diddly Squat Farm and The Farmers Dog pub, lies this ...
7 nights from £1020
British Travel Awards 2025
Best company for UK holiday home rentals
Weighbridge Barn
7 nights from £1508
7 nights from £754
Weighbridge End
56471 bedroom, dog friendly self catering cottage near Chippenham.
This stunning barn located on the edge of the Cotswolds is a gem of a property just waiting to be discovered. Sympathetically converted with nods to its previous life as a working ...
7 nights from £754
7 nights from £754
Stable End
56481 bedroom, dog friendly self catering cottage near Chippenham.
Located in Grittleton, a short drive from both Chippenham and Bath, just on the edge of the Cotswolds, an area of beautiful countryside and picturesque villages, come and discover ...
7 nights from £754
7 nights from £761
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 nestled amongst its neighbours and is located j...
7 nights from £761
7 nights from £2031
Merryfields
55724 bedroom, dog friendly self catering cottage near Bath.
This spacious detached Victorian house is set on a two acre site in the rural village of Colerne, occupying a spectacular position over Box Valley with views of Salisbury Plain in ...
7 nights from £2031
7 nights from £744
The Dovecote
53611 bedroom self catering cottage near Chippenham.
Peaceful, tranquil and surrounded by gorgeous greenery, welcome to The Dovecote. The clue is in the name, this pretty little hideaway is perfect for a romantic getaway and has been...
7 nights from £744
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.
With the summer holidays still out of reach and warmer weather on its way, why not take advantage of this lovely time of year and escape to The Cotswolds . Travel solo, have a romantic getaway, or take advantage of some true family time and have a half term to remember in a cottage this half term, get ready to make memories you’ll keep forever.