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 13 holiday cottages matching your search in The Cotswolds...
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 Aquat Farm and The Farmers Dog pub, lies this ...
7 nights from £1020
7 nights from £1402
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 £1402
7 nights from £872
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 £872
7 nights from £651
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 £651
7 nights from £1007
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 £1007
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50% off
8 Dec 2025 - 12 Dec 2025
£630.00 £315.00
7 nights from £4818
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...
7 nights from £4818
Weighbridge Barn
7 nights from £1572
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 £786
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 £786
7 nights from £786
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 £786
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.
