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 901 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 901 cottages available for May half term
7 nights from £3767 booking fees included
Cedar House
62236 bedroom, dog friendly self catering home near Topsham, South Devon.
Welcome to Cedar House; this superb Victorian residence is nestled within 1.6 acres of beautiful gardens and woodlands. Designed and finished to the highest standards, this gloriou...
7 nights from £3767
7 nights from £1333 booking fees included
Stonny Hon Jay
62114 bedroom, dog friendly holiday cottage with sea views in Hastings.
This beautifully presented Victorian terraced townhouse has been beautifully styled to provide the perfect Sussex staycation for family and friends, just moments from the historic ...
7 nights from £1333
7 nights from £1335 booking fees included
Urgles Farmhouse
62213 bedroom, dog friendly holiday cottage near Sparkwell, Dartmoor.
Nestled within the wild and rugged beauty of Dartmoor National Park, Urgles Farmhouse is surrounded by its own wildflower filled fields and grazing Belted Galloway cattle, offering...
7 nights from £1335
From £266 per night + £53 booking fees
Eriska
6219Luxury dog friendly cabin for two in the Scottish Highlands.
Tucked away in the hills within the magical landscapes of the Scottish Highlands, Eriska is just the place for a tranquil escape for two (and the dog!). This elegant Scandi-styl...
From £266 per night
British Travel Awards 2025
Best company for UK holiday home rentals
7 nights from £741 booking fees included
Fisherman's Cottage
62142 bedroom, dog friendly self catering cottage in Snettisham.
This characterful gem makes the perfect hideaway for a couple, friends and small families looking to relax on the Norfolk coast in the charming village of Snettisham. Believed t...
7 nights from £741
From £266 per night + £53 booking fees
Ailsa
6222Luxury dog friendly cabin for two in the Scottish Highlands.
With sweeping views across heather covered mountains, patchwork forests and crystal-clear lochs, Ailsa is a secluded, luxurious cabin for two, deep in the heart of the Scottish Hig...
From £266 per night
7 nights from £983 booking fees included
Cobblers Cottage
62182 bedroom, dog friendly cottage near the sea in Hartland, Devon.
Tucked away in the heart of Hartland village, just a short drive from the dramatic coastline, beautiful beaches and spectacular coastal paths of north Devon, Cobblers Cottage is a ...
7 nights from £983
Highbury House
220Luxury group getaway in the heart of historic Castletown
Set in the heart of historic Castletown, Highbury House is a beautifully renovated four-bedroom property offering stylish and spacious accommodation across three floors. Finished t...
7 nights from £2712 booking fees included
Wychbury
62204 bedroom, dog friendly holiday cottage near Sidmouth, South Devon.
When it comes to the perfect house for that special family getaway with family or friends, Wychbury is the ideal choice. This beautiful house boasts an outdoor heated swimming pool...
7 nights from £2712
7 nights from £2524 booking fees included
Sea Whisper
61735 bedroom holiday cottage near the beach in Croyde, North Devon.
Sea Whisper is a spacious, recently refurbished, five-bedroom family home in the heart of Croyde on the north Devon coast, sleeping up to eight guests. Set within a large private g...
7 nights from £2524
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.
