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 15 holiday cottages matching your search in the West of the Isle of Man...
Mountain View
166A modern annex in the peaceful village of Ballaugh.
Mountain View is a stylish, modern, single-level self-catering annex in the peaceful village of Ballaugh, Isle of Man. Beautifully designed for comfort and convenience, the acc...
Molly's Barn
161Modern comfort meets island charm, an eco-conscious home for four
Molly's Barn is a self-catering holiday home located in St John's in the west of the Isle of Man. Its modern, eco-conscious design offers the perfect balance of contemporary comfor...
Reserve your 2027 holiday for just £40.00
Find out more
1 Charles Street
1Located on a dreamy narrow cobbled pedestrian street in Peel
1 Charles Street is the perfect base to explore Peel in the west of the Isle of Man. This small cottage will comfortably sleep 3 people in 2 bedrooms, it also features an en-suite ...
Aer Varrey
9First floor apartment with sea views and modern decor
Aer Varrey, meaning "Sea Air" when translated from Manx Gaelic, is a bright and modernised first floor apartment with attractive decor. The magnificent panoramic sea view is hard t...
-
5% off
10 Oct 2026 - 31 Oct 2026
British Travel Awards 2025
Best company for UK holiday home rentals
Ballachrink Lodge
16Stylish single level cottage located in the village of Glen Maye
Ballachrink Lodge is a stylish self catering holiday cottage located in the small village of Glen Maye on the west coast of the Isle of Man, just south of Peel. The property sle...
Ballarhennie House
20A large family holiday home set in spacious grounds on the west
Ballarhennie House is a large family holiday home set in spacious grounds, sleeping up to 6. The property is situated just a short distance from miles of sandy beaches, near to ...
Beach's Reach
24Nestled away in the seaside town of Peel close to the beach
Beach's Reach is nestled away in the seaside town of Peel on the west coast of the Isle of Man. Just a minute on foot from Beach's Reach, as the name may suggest, is Peel beach! Th...
-
15% off
15 Oct 2026 - 17 Oct 2026
Cronk Breck Cottage
48A charming single level home in Ballaugh, a peaceful village in the north west of the Isle of Man.
Cronk Breck is a bright and comfortable single level self catering holiday home in Ballaugh, Isle of Man. Cronk Breck is the ideal base for a couple's visit to the island. The h...
Glenfaba Lodge
67Glenfaba Lodge is a large family friendly home located just outside the coastal town of Peel
Glenfaba Lodge is large self-catering holiday home, suitable for family groups, located just outside of the small coastal town of Peel, Isle of Man. The setting is tranquil and ...
Greystones
70Greystones is a cosy 18th century cottage located in the quiet village of Kirk Michael
Greystones is a quaint and cosy self-catering cottage nestled in the heart of the village of Kirk Michael, sleeping 4 people in two twin bedrooms. Thought to be one of the oldes...
Be in the know… Sign up to our newsletter for holiday inspiration, offers and all things Classic.
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 West of the Island. 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.