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 632 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 632 cottages available for May half term
Norfolk Place
209Homestay registered property - only available for bookings during TT & MGP periods
This beautiful property is registered with Homestay IOM Limited and is marketed exclusively through Island Escapes. Norfolk Place is available for self-catering accommodation durin...
7 nights from £745
Shillings Cottage
61401 bedroom, dog friendly holiday cottage near Honiton, South Devon.
Sat on a gentle hillside, this pretty flint cottage with a glorious outdoor seasonal swimming pool and stunning gardens is perfect for those looking for peace and tranquility. Nest...
7 nights from £745
7 nights from £899
Mr Brightside
61223 bedroom, dog friendly holiday cottage near the beach in Hunstanton.
This semi-detached townhouse is perfectly placed to enjoy a traditional Norfolk seaside holiday; create special memories with loved ones in this well thought-out holiday home which...
7 nights from £899
7 nights from £630
Number 67
61311 bedroom, dog friendly apartment near the beach near Falmouth.
A beautifully stylish abode offering the ultimate retreat; just a 10 minute walk into Falmouth town centre or to the beach, this gorgeous ground floor apartment has been thoughtful...
7 nights from £630
British Travel Awards 2025
Best company for UK holiday home rentals
7 nights from £1275
Dormy House
60843 bedroom, dog friendly holiday cottage near the beach in Hunstanton.
Dormy House is single-storey beach house, nestled in an idyllic spot, just moments away from the stunning beaches of this much-loved village, along the north west Norfolk coastline...
7 nights from £1275
7 nights from £598
The Bothy
61251 bedroom, dog friendly self catering cottage near Skipton.
If you are craving a cosy getaway for two or a quiet friend's weekend, The Bothy is a great choice. It is a traditional, restored stone cottage sitting right in the heart of the de...
7 nights from £598
7 nights from £1280 *
12 Castle Street
61304 bedroom, dog friendly self catering cottage near Ruthin.
Step into a world of timeless elegance and sheer comfort in 12 Castle Street, where classic charm meets modern luxury and pure relaxation. Escape to this superbly renovated Victori...
7 nights from £1280 *
7 nights from £537
Caban Tarren
6115Cabin in Wales with wood-burner and outdoor kitchen.
Full of charm and soul, this cabin nestled in the heart of the Welsh countryside offers the ultimate escape, surrounded only by rolling hills and mountain views – dreamy. Built...
7 nights from £537
7 nights from £875
La Cabana
61023 bedroom cottage with sea views in Portscatho, South Cornwall.
Portscatho is a rather charming coastal village on the Roseland peninsula with gorgeous views over Gerrans Bay, easy access to the wonderful coast path and a vibrant centre with a ...
7 nights from £875
7 nights from £1119
Little Field
61233 bedroom, dog friendly holiday cottage near the beach near Ryde.
Tucked away on a quiet road, Little Field has been lovingly built by the owners and offers guests a peaceful and tranquil retreat with oodles of space and modern living. Situated o...
7 nights from £1119
Need more time? Reserve any cottage for up to 24 hours before booking.
24hr no commitment reservations
You can reserve your holiday dates on your favourite cottage for up to 24 hours. You might need to check with other guests in your party or simply consider whether this cottage is right for your holiday, either way we’re happy to give you the time to step away and mull over your options before paying a penny.
We’ll send you a reminder to see if you want it or not so you won’t lose out. Take time to think it over, you don’t have to rush your decision. Have a cup of tea and when you’re ready, hit the button to book your holiday and start looking forward to it.
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.
