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 890 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 890 cottages available for May half term
7 nights from £1053
Plain An Gwarry
60644 bedroom, dog friendly cottage near Mevagissey, South Cornwall.
Nestled in the heart of the glorious Cornish countryside on the outskirts of the pretty village of St Ewe, close to the fabulous beaches of Gorran Haven and Mevagissey, Plain An Gw...
7 nights from £1053
7 nights from £1120
Vanilla Skye
59431 bedroom self catering cottage with sea views near Portree.
Vanilla Skye is set in the most idyllic of locations overlooking the loch and mountains beyond. It is an ideal bolthole for couples looking to get away from it all and having a per...
7 nights from £1120
7 nights from £693
Pomona Annexe
60532 bedroom, dog friendly self catering cottage in Battle.
Located just a short drive from the stunning Sussex coast and a short ten-minute walk to the RSPB Fore Wood Nature Reserve and the iconic town of Battle, Pomona Annexe is a charmin...
7 nights from £693
7 nights from £1564
Rosmelin
60593 bedroom, dog friendly cottage near Wadebridge, North Cornwall.
Nestled in the heart of the Cornish countryside, Rosmelin is a truly stunning hideaway that invites you to wrap yourself in the lap of luxury and be embraced by the peace and calm ...
7 nights from £1564
7 nights from £788
The Byre
60661 bedroom self catering cottage near Taunton, Somerset.
Located in the picturesque Blackdown Hills near the Somerset and Devon border you will find The Byre. A one bedroom converted cowshed which combines original character with modern ...
7 nights from £788
7 nights from £788
The Stables
60651 bedroom self catering cottage near Taunton, Somerset.
Located in the famous Blackdown Hills near the Somerset and Devon border you will find The Stables. A luxurious one bedroom converted stable which combines original character with ...
7 nights from £788
7 nights from £1482 *
Higher Trennal Farm
60234 bedroom, dog friendly holiday cottage near Penzance, West Cornwall.
Step back in time at Higher Trennal Farm, an historic Cornish home dating back to 1740. Once known as Trenwall, this characterful farmhouse has been lovingly rebuilt and restored o...
7 nights from £1482 *
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25% off
22 Dec 2025 - 29 Dec 2025
From £2020.50 £1515.38
Seaspray
180Luxury beachfront retreat with panoramic sea views.
Seaspray is a luxurious 4-Star Gold self-catering retreat set right on the beach at Port Erin. Beautifully renovated throughout, this contemporary coastal haven combines comfort an...
Seaview
181An elegant coastal escape with uninterrupted sea views
Seaview is a beautiful coastal cottage set directly on the promenade at Port Erin beach, offering tremendous panoramic views of the sea from almost every room. Perfectly positioned...
Palm Villa
179Palm Villa is a spacious town house just minutes from the beach
Ideal for families or groups of friends, Palm Villa is a tall, traditional 3 bedroom house, recently refurbished to a modern standard. A spacious open plan kitchen, dining and livi...
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.
