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 722 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 722 cottages available for May half term
7 nights from £868
Rose End Cottage
60733 bedroom, dog friendly holiday cottage near Padstow, North Cornwall.
Treat yourself to a well deserved break at this gem of a cottage, nestled on the edge of the village of St Issey and perfectly placed for discovering the very best of north Cornwal...
7 nights from £868
7 nights from £1482
Mount Folly Penthouse
61093 bedroom apartment with sea views near Kingsbridge, South Devon.
If you're looking for a beautifully finished penthouse apartment, boasting the most spectacular views from almost every window, a glorious hot tub and outdoor sauna perched overloo...
7 nights from £1482
Duxbury Lodge
201Dog-friendly elegant countryside lodge for two
Duxbury Lodge is a contemporary barn conversion set alongside Duxbury Cottage, offering a stylish rural retreat for two in the south of the island. Thoughtfully designed and beauti...
7 nights from £1330
Dunks Cottage
60744 bedroom, dog friendly self catering cottage near Cranbrook.
Overlooking the village green of Sandhurst, Kent, in the beautiful High Weald National Landscape (Area of Outstanding Natural Beauty), this wonderfully spacious, semi-detached cott...
7 nights from £1330
British Travel Awards 2025
Best company for UK holiday home rentals
Sea Breeze Cottage
200An idyllic coastal retreat for that unforgettable holiday.
Sea Breeze Cottage is an idyllic coastal retreat for that unforgettable holiday. In the heart of Old Laxey, a stone's throw from the beach, pub & two popular restaurants. Wit...
7 nights from £808
The Old Stables
60932 bedroom self catering cottage near Bridlington.
Welcome to the Old Stables, a sanctuary of weathered red brick and rustic charm that captures the very soul of the Yorkshire Wolds. If you are looking for a getaway that swaps the ...
7 nights from £808
7 nights from £656
Little Chywoon Barn
61042 bedroom cottage near Perranporth, North Cornwall
Tucked away in peaceful countryside, this retreat is surrounded by verdant rural views and peaceful birdsong but is only 10 minutes from the golden sands of Perranporth. This charm...
7 nights from £656
7 nights from £1004
North Wing
61132 bedroom apartment with sea views near Marazion, West Cornwall.
Perched proudly above Mount's Bay, North Wing apartment forms part of the historic Acton Castle, an iconic landmark built in 1775 and listed with Historic England. Constructed from...
7 nights from £1004
7 nights from £854
9 West View
60813 bedroom self catering cottage near the beach in Beer, South Devon.
Welcome to 9 West View, a delightful and characterful cottage nestled perfectly on the Jurassic Coast. This charming, characterful, terraced cottage offers a great base for friends...
7 nights from £854
Sea Salt
199Refined boutique stay near Castletown’s harbour & history
Sea Salt is a beautifully refurbished hideaway on historic Queen Street, offering an indulgent blend of contemporary luxury and homely warmth in the heart of Castletown. Thoughtful...
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.
