
Cottages For May in The Cotswolds
Shhh! Don’t tell too many people this but, if you’re looking for a cottage holiday in May you might have stumbled on one of the best months to visit The Cotswolds Read more
Our exclusive ferry discounts of up to 25% will make your island trip with Classic plain sailing.We have 15 self catering cottages available to rent in May in The Cotswolds
7 nights from £936
2 Old Turnpike Cottages
58662 bedroom, dog friendly self catering cottage with hot tub near Chipping Norton.
Tucked away 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 Co...
7 nights from £936
7 nights from £1367
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 £1367
7 nights from £850
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 £850
7 nights from £625
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 £625
7 nights from £626
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 £626
7 nights from £983
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 £983
7 nights from £732
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 £732
7 nights from £732
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 £732
We’re here to help you find your perfect place to stay 7 days a week.
Open 7 days a week
Call our office on 01326 555555, email hello@classic.co.uk or click on the live chat button in the bottom right of the screen to talk directly to someone who can help with choosing your holiday. If you have any questions or need a hand with the booking process, we’re happy to help.
After booking your holiday with us, you’ll receive your holiday details two weeks before your holiday. This also includes our emergency out of hours phone number for when the office is closed, so we’re never more than a phone call away!
Weighbridge Barn
7 nights from £1463
7 nights from £647
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 £647
Spring is in full swing, it is often one of our sunniest months and some of the best local festivals start. And you get the pick of the properties in The Cotswolds. So have a look through our 15 holiday cottages available this May in The Cotswolds.