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 130 holiday cottages matching your search in the Isle of Man...
Ivy Cottage
216Charming Castletown cottage with large private garden
Set in the heart of historic Castletown, Ivy Cottage is a beautifully presented holiday home offering spacious accommodation, charming interiors and a surprisingly large private ga...
Moaney Quill Lodge
215Elegant countryside retreat in Laxey with beautiful gardens
Tucked away in the heart of picturesque Laxey, Moaney Quill Lodge is a truly exceptional escape, blending timeless character with luxurious comfort to create a stay that feels both...
British Travel Awards 2025
Best company for UK holiday home rentals
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...
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...
British Travel Awards 2025
Best company for UK holiday home rentals
Fenella Cottage
212Stylish coastal cottage in Peel, moments from the sandy beach
This beautifully finished coastal cottage in the heart of Peel offers an effortless blend of contemporary comfort and genuine homely charm, just moments from the town's historic ha...
Rycroft House
205Where light, space, and coastal calm meet in style
Tucked away at the top of a quiet cul-de-sac in the heart of Laxey, Rycroft House is a striking contemporary retreat where thoughtful architecture and coastal calm come together ef...
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...
Kipper Cottage
202
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...
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...
We’re here to help you find your perfect place to stay 7 days a week.
Open 7 days a week
Call our office on 01326 555555, email hello@classic.co.uk or click on the live chat button in the bottom right of the screen to talk directly to someone who can help with choosing your holiday. If you have any questions or need a hand with the booking process, we’re happy to help.
After booking your holiday with us, you’ll receive your holiday details two weeks before your holiday. This also includes our emergency out of hours phone number for when the office is closed, so we’re never more than a phone call away!
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.
