Holiday Cottages for May
May, that wonderful bridge between spring and summer, where temperatures begin to rise and blue skies and sunshine become a regular feature. Settle into the holiday mode and make the most of a quieter towns, beaches and countryside before summer crowds arrive. With new life and colour bursting at the scenes, this is a magical time of year, perfect for a holiday to refresh the senses and revive the soul. Read more
Our exclusive ferry discounts of up to 25% will make your island trip with Classic plain sailing.We have 989 self catering cottages available to rent in May
From £185 per night
Na Mara Bothy
5870Off-grid dog friendly bothy with private beach and sea views near Oban.
For a touch of off-grid magic, look no further than this stunning escape with highlights including a private beach and gorgeous al fresco wood-fired bath. Set among the wilds of Ar...
From £185 per night
7 nights from £419
Little Blue
58641 bedroom, dog friendly cottage near the sea near Falmouth, Cornwall.
In the heart of the historic yet trendy town of Penryn and only a five minute drive to Falmouth is this perfect bolthole for two. Named one of the best towns to live in in the Sout...
7 nights from £419
7 nights from £1333
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 £1333
7 nights from £807
Woodlane View
58613 bedroom apartment near the beach in Falmouth, South Cornwall.
A fabulous and spacious, three bedroom, ground floor apartment with a super garden, set in a great location in Falmouth with everything within easy reach. With glorious sandy beach...
7 nights from £807
7 nights from £1586 *
The Ark
5873Unique dog friendly houseboat, sleeping up to 12 guests in Torpoint, Cornwall.
Promising a stay like no other, The Ark is an exceptional mistress of the sea, a stately boat of epic proportions offering a home for 12 lucky sea mates. Docked just a stone’s thro...
7 nights from £1586 *
7 nights from £1650
Grove Villa
58334 bedroom self catering cottage in Leyburn.
If a stunning property with original features along with contemporary design in the heart of a Yorkshire Dales market town sounds attractive then Grove Villa is the place for you. ...
7 nights from £1650
From £113 per night
Pine Lodge
5848Luxury cabin with a hot tub near Beccles, Norfolk.
Surrounded by the glorious countryside of the Norfolk Broads National Park, Pine Lodge is an idyllic retreat, beautifully crafted and cleverly designed with blissful views across n...
From £113 per night
From £131 per night
Laurel Lodge
5849Luxury cabin with a hot tub near Beccles, Norfolk.
Nestled in the heart of the verdant countryside of the Norfolk Broads you will find the sweetest hideaway, Laurel Lodge, a beautifully crafted cabin with cosy interiors and a bliss...
From £131 per night
Our property managers are local experts who handpick perfect places to stay.
Local experts
We scour the coast and country to winkle out bits worth sharing with you, the best properties in lovely locations. While we’re out and about, we gather together the best things to do so that you can start planning your holiday as soon as you’ve booked.
The ‘Explore Nearby’ tab on our cottage pages show what’s nearby along with relevant articles from our holiday guides from Notes and Stories, where you’ll find hand-written experiences of outings across the South and West, from dog-friendly pubs on the Isle of Wight to free things to do in south Devon and everything in between.
7 nights from £470
Orchard Barn
58551 bedroom apartment with countryside views near Weston-super-Mare, Somerset.
Tucked away in an enviable position, looking out over paddocks and apple orchards you will find Orchard Barn, a stylish apartment for two lucky guests. As soon as you arrive at thi...
7 nights from £470
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20% off
2 May 2025 - 9 May 2025
From £587.00 £469.60
7 nights from £850
Number One Glassard
58264 bedroom self catering cottage with sea views in Colonsay.
The moment you set foot on the pier or drive off the ferry, you'll know you have arrived somewhere very special. The lovely Isle of Colonsay, known colloquially as "gem of the sea"...
7 nights from £850
If you've got children, May half-term provides an excellent opportunity to gather together the family and escape for a while on a dream holiday. Book yourself a luxury self-catering cottage and catch up properly - it's much easier without the distractions of everyday life. However many are in your gang, we'll help you find the perfect cottage. Many of our properties have a games room too, so the kids can keep themselves entertained. Or if your little ones are something of a water baby, why not book a holiday cottage with a swimming pool? We have shared and private pools to offer, so take your pick.
May isn't just about half term though. We also have two bank holidays to look forward to, as well as plenty of chances for spontaneous short breaks and much anticipated weeks away ahead of the summer. From idyllic one-bed retreats up to huge 8-bedroom properties big enough for all your nearest and dearest, you can tailor your dream holiday. It's good news for Fido too, as lots of our cottages are dog-friendly.
May Holidays
From country to coast, the holiday of a lifetime awaits you. Browse our list of 989 available cottages and take a step closer to a luxury retreat in May. All of our cottages are handpicked; personally inspected and fully equipped with a complete inventory for your total ease and comfort.
