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
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 1150 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.
We have 1150 self catering cottages available to rent in May
7 nights from £1250
Caigemdar
55572 bedroom, dog friendly self catering cottage near Lutterworth.
Welcome to this gorgeous holiday cottage, a contemporary retreat thoughtfully renovated from charming old farm buildings. Perfectly situated amongst 30 acres of countryside yet onl...
7 nights from £1250
7 nights from £1250
The Old Workshop
55563 bedroom, dog friendly self catering cottage near Lutterworth.
Perfectly placed in the serene countryside near the village of Shawell, this charming cottage is part of a cluster of dwellings encircling a shared gravel courtyard which is anchor...
7 nights from £1250
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 £1416
Coach House
55553 bedroom, dog friendly self catering cottage near Lutterworth.
A truly welcoming holiday home awaits your stay, located in the pleasant village of Cotesbach in rural Leicestershire right in the heart of the Midlands. This three bedroom luxury ...
7 nights from £1416
7 nights from £1499
Lachlan's Barn
55543 bedroom, dog friendly self catering cottage near Lutterworth.
Lachlan's Barn is a charming blend of rustic charm and modern comfort set within a beautifully converted farm building boasting open plan living and three en suite bedrooms. The...
7 nights from £1499
7 nights from £1025
Clifftops
57583 bedroom self catering cottage with sea views in Hunstanton.
Clifftops is perfectly placed in a sought-after location in Hunstanton enjoying fabulous views of the lighthouse and changing tides, with front row seats to experience the amazing ...
7 nights from £1025
7 nights from £671 *
To The Beach
57763 bedroom, dog friendly holiday cottage near the beach near Pembroke.
To The Beach nestles just a short walk from the golden sands and rolling surf of West Angle Beach, in the historic seafaring village of Angle, offering a perfect blend of natural b...
7 nights from £671 *
7 nights from £711
The Barton
57521 bedroom, dog friendly cottage near the sea near Truro, Cornwall.
A stylish, boutique cottage which is the perfect romantic getaway, close to the tranquil shores of Restronguet Creek. This little hideaway is ideal for just the two of you, and of ...
7 nights from £711
7 nights from £1077
Condurro House
57673 bedroom, dog friendly cottage with sea views near Truro, Cornwall.
With tranquil views of the mesmerising flow of the ebbing tide, this really is a relaxing retreat. Set in the heart of the peaceful village of St Clement on the Tresillian river, y...
7 nights from £1077
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 £1113
Pucks Oak
56984 bedroom, dog friendly holiday cottage with sea views in Seaview.
Within moments of the seafront at Seaview, with off-street parking and a lovely garden, semi-detached Pucks Oak is a great home-from-home to enjoy with friends and family. With the...
7 nights from £1113
7 nights from £821
The Lookout
57632 bedroom, dog friendly apartment with sea views, near Studland.
In an elevated position with views out to Swanage Bay, The Lookout is a modern, stylish, first floor apartment for up to four lucky guests and their four-legged friend to enjoy. Ta...
7 nights from £821
