May Half Term Holiday Cottages
With a cool breeze and warm sunshine, May marks the start of summer and many happy times to come. Kick start your summer properly and hop in the car; a holiday in a luxury self-catering cottage awaits. Browse through our list of 997 available cottages and find your favourite. All of our cottages are handpicked; personally inspected and fully equipped so your holiday is the best it can be. Read more
Our exclusive ferry discounts of up to 25% will make your island trip with Classic plain sailing.We have 997 cottages available for May half term
7 nights from £964 booking fees included
Camusasaig
61892 bedroom self catering cottage with loch views near Fort William.
Perched on the water’s edge, with uninterrupted views of Loch Linnhe in all its glory, sits Camusasaig a charming and perfectly located cottage for two with all the romance of a Sc...
7 nights from £964
7 nights from £708 booking fees included
Riverside Cottage
61632 bedroom, dog friendly cottage with sea views in Flushing, Cornwall.
Tucked away in the pretty, waterside village of Flushing, this lovely terraced property is perfectly located in a peaceful spot and just a short stroll downhill to the water, only ...
7 nights from £708
Choose from our exclusive collection at the best prices with real time availability.
Exclusive cottage collections
Our calendars show live availability, so if your pick of dates are available, you can reserve them safe in the knowledge that they won’t get sold anywhere else.
It can be unpredictable using aggregator websites that collect up information from across multiple websites. Our website stands alone, so you know what to expect and what you will get, for the best price. You won’t find this collection of cottages anywhere else, so pick your perfect place to stay from our exclusive portfolio.
7 nights from £763 booking fees included
Porto Cottage
61951 bedroom, dog friendly cottage near the beach in St Agnes, Cornwall.
This stylish hideaway with individual interiors is set in a peaceful location just a short walk from the heart of the trendy, yet historic, village of St Agnes. Porto Cottage is a ...
7 nights from £763
7 nights from £1468 booking fees included
Boothgate
61904 bedroom, dog friendly self catering cottage near Belper.
Welcome to Boothgate, a wonderfully quirky countryside retreat perched on the edge of the breathtaking Peak District. Bursting with personality, colour and unexpected touches, this...
7 nights from £1468
British Travel Awards 2025
Best company for UK holiday home rentals
7 nights from £1469 booking fees included
Island Cottage
61963 bedroom cottage with sea views in Bigbury-on-Sea, South Devon.
Welcome to Island Cottage, nestled in the sought-after village of Bigbury-on-Sea, its elevated location provides beautiful views of both Bigbury beach, Bantham beach and the iconic...
7 nights from £1469
From £103 per night + £53 booking fees
Paloma
6187Converted horsebox with outdoor bath near Malmesbury.
Set in serene countryside near the Cotswolds, Paloma, a beautifully converted vintage horsebox, invites you to truly switch off and enjoy a peaceful break. Leave the daily rout...
From £103 per night
7 nights from £1461 booking fees included
1 South Terrace
61623 bedroom, dog friendly cottage with sea views in Penzance, Cornwall.
Wake up to the sound of the sea, breathe in the salty air and experience one of Penzance’s most enviable locations. Perfectly positioned overlooking the seafront and iconic promena...
7 nights from £1461
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20% off
14 Aug 2026 - 21 Aug 2026
From £2406.00 £1937.40 booking fees included
7 nights from £857 * booking fees included
Woonsmith
61922 bedroom, dog friendly holiday cottage near Penzance, West Cornwall.
Escape to the peace and allure of the Cornish countryside at this beautifully renovated two bedroom cottage with its secluded, exclusive wild swimming lake just outside the pretty ...
7 nights from £857 *
7 nights from £757 booking fees included
The Old Tractor Shed
61802 bedroom, dog friendly self catering cottage near Winchelsea.
Tucked away on a working sheep farm close to the coast and the medieval towns of Rye and Winchelsea, this peaceful escape is surrounded by beautiful farmland and scenic footpaths i...
7 nights from £757
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30% off
21 Aug 2026 - 28 Aug 2026
From £1020.00 £732.90 booking fees included
Nancealverne Estate
7 nights from £1613.19 booking fees included
Arrive at your handpicked holiday home safe in the knowledge it’s been fully inspected.
Quality inspections
We check our holiday homes to ensure that everything is up to our high standards for your holiday, from provision of our above standard minimum inventory to how fluffy the towels are, we make sure you’ll have a comfortable stay.
Hardworking teams of housekeepers will have the place spick and span, ready for your arrival, so when you get there you can just relax.
Spend your days exploring deep, green countryside and skim stones across lazy streams. Follow the scent of salty air and head to the coast, spending long days on the beach flitting between soft sands and cool sea. Perch on a bench and watch as life goes by, before heading to a local restaurant to dine on fresh, local produce lovingly crafted and prepared by skilled hands. Then, when you've had your fill of exploring, turn your attention to relaxing. Throw yourself into the holiday spirit and land in your own private self-catering cottage, primed and ready for you. An early summer break in your own slice of paradise can give you the chance to unwind, catch up and settle into a slower, more considered rhythm.
Spend your May-Half Term in a Luxury Retreat
Whether you are looking for a solo retreat or want to bring the whole family away for a much-needed break, May half term provides ample opportunity to escape to greener grass for a while. However you'd like to spend your time, our cottages offer wide variety and consistent quality. Many of our cottages are dog-friendly too, meaning everyone can join in this May half term.
