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 18 holiday cottages matching your search in Central England...
7 nights from £510
Elfie
6062Fairytale cabin with wood-burner and landscape views in Shropshire.
Nestled in the heart of the Shropshire Hills, this unique hideaway is a fairytale getaway, come to life. Only five miles from the Welsh border, this otherworldly structure could ha...
7 nights from £510
From £89 per night
Hornbeam Hideaway
6028Tipi with wood-fired outdoor bath near Hereford.
Reconnect with nature and book a getaway to your very own Tipi, hand-made in the Sioux-style and tucked away in the rolling Herefordshire countryside. Hornbeam Hideaway has eve...
From £89 per night
7 nights from £918
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 £918
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10% off
9 May 2026 - 17 May 2026
From £996.00 £896.40
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
British Travel Awards 2025
Best company for UK holiday home rentals
7 nights from £874
Wetley Abbey Cottage
57824 bedroom, dog friendly holiday cottage near the beach near Leek.
This stylish and contemporary four bedroom cottage, located in Wetley Rocks on the edge of the Peak District National Park, offers the perfect retreat for those seeking outdoor adv...
7 nights from £874
7 nights from £829
Botloes Farm Barn
57112 bedroom, dog friendly self catering cottage near Newent.
This charming holiday let is a beautifully stylish converted barn situated within the serene surroundings of Botloes Farm, nestled amongst seven acres of picturesque landscapes com...
7 nights from £829
7 nights from £706
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 £706
7 nights from £2144
Cliff Cottage
54795 bedroom self catering cottage near Lincoln.
Welcome to the wonderfully tranquil Cliff Cottage, situated in the Lincolnshire countryside on a working farm. Approached by a long private lane, this welcoming detached house offe...
7 nights from £2144
7 nights from £767
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 £767
From £101 per night
Pheasant Cottage
53261 bedroom self catering cottage in Tealby.
Pheasant Cottage is a charming and cosy retreat nestled in the beautiful rear garden of the owners' property and located in Tealby, the most beautiful village in the Lincolnshire W...
From £101 per night
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!
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 Central England. 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.
