Holiday cottages for 2027 in The Cotswolds
Ready to start planning your 2027 adventure? Choose from a growing collection of holiday cottages across the UK. Plus, you can now reserve your 2027 holiday for just £40, with no need to pay the remaining deposit until 1st September. Read more
Our exclusive ferry discounts of up to 25% will make your island trip with Classic plain sailing.Self catering holiday cottages for rent in 2027
7 nights from £736
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 £736
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, Diddly Squat Farm and The Farmers Dog pub, lies this ...
7 nights from £804
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10% off
9 May 2026 - 17 May 2026
From £996.00 £896.40
7 nights from £675
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 £675
British Travel Awards 2025
Best company for UK holiday home rentals
7 nights from £675
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 £675
Weighbridge Barn
7 nights from £1349
7 nights from £600
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 £600
7 nights from £1775
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 £1775
7 nights from £696
The Apartment, Broadway
54561 bedroom self catering apartment in the heart of Broadway.
If you are looking for the perfect pad to explore the Cotswolds, then The Apartment, Broadway couldn't offer a more convenient location. Beautifully presented throughout, the apart...
7 nights from £696
7 nights from £675
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 £675
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!
Long, leisurely countryside walks, exploring somewhere new, the warm sand between your toes, finding sun-soaked spots for lazy afternoon picnics and taking the time to enjoy those special sunrises and sunsets. Sound good? Whether you're looking for a coastal holiday or a rural retreat, or a cottage with a hot tub or swimming pool, we have a portfolio of properties ready and waiting for you to start planning your next self catering holiday in The Cotswolds .
