May half term holiday cottages
With a cool breeze and the hint of summer on its way, May is a wonderful time of year to discover a beautiful corner of the UK. Read more
Our exclusive ferry discounts of up to 25% will make your island trip with Classic plain sailing.We've got 104 holiday cottages matching your search in the Isle of Man...
Ballacosney Cottage
219Stylish Laxey cottage with private gym and sauna
Tucked away up a peaceful lane above Laxey, Ballacosney Cottage is a beautifully renovated retreat designed with relaxing island stays in mind. Fresh, modern and filled with natura...
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10% off
10 Oct 2026 - 26 Oct 2026
Bay View House
214Large town house in Port Erin with view of Bradda head
Bay View is a beautifully renovated six-bedroom townhouse in the heart of Port Erin, offering stylish and spacious accommodation for large families, groups of friends, and multi-ge...
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Calf View
206Tranquil Cregneash cottage overlooking the Calf of Man
Perched above the timeless village of Cregneash, Calf View is a serene cottage with views framed by sweeping Manx vistas stretching towards shimmering seas and the wild beauty of t...
Spring Cottage
203A cosy hideaway overlooking Port Erin and the south
Welcome to Spring Cottage, a beautifully refurbished self-catering holiday cottage set high above Port Erin and Port St Mary on Ballakillowey in the scenic south of the Isle of Man...
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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...
Highfield
198Homestay 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. Highfield is available for self-catering accommodation exclusive...
The Old Parsonage Barn
192A peaceful countryside hideaway for two beneath dark Manx skies
Tucked away in the quiet heart of St Judes, The Old Parsonage Barn is a peaceful countryside retreat designed with two in mind. Set against wide open fields and beneath some of the...
Ballachrink Farmhouse
184Spacious Manx farmhouse retreat for relaxed countryside stays
Welcome to Ballachrink Farmhouse, your perfect Manx countryside family escape. A spacious and beautifully appointed family home designed for relaxation, comfort, and memorable mome...
Fuchsia Cottage
186Cosy countryside cottage for two near Laxey’s top attractions
One of six holiday cottages at Ballachrink, Fuchsia Cottage is the smallest of the collection - an intimate and charming countryside retreat for up to two guests. This spacious sin...
The Doll's House
185Charming rural stone cottage for a peaceful couple’s escape
Nestled within the tranquil grounds of Ballachrink Farm, The Doll's House is a beautifully converted stone barn that offers a romantic countryside retreat for two. This spacious si...
Our property managers are local experts who handpick perfect places to stay.
Local experts
We scour the coast and country to winkle out bits worth sharing with you, the best properties in lovely locations. While we’re out and about, we gather together the best things to do so that you can start planning your holiday as soon as you’ve booked.
The ‘Explore Nearby’ tab on our cottage pages show what’s nearby along with relevant articles from our holiday guides from Notes and Stories, where you’ll find hand-written experiences of outings across the South and West, from dog-friendly pubs on the Isle of Wight to free things to do in south Devon and everything in between.
With the summer holidays still out of reach and warmer weather on its way, why not take advantage of this lovely time of year and escape to Isle of Man. Travel solo, have a romantic getaway, or take advantage of some true family time and have a half term to remember in a cottage this half term, get ready to make memories you’ll keep forever.