We have 87 self catering cottages in Port St Mary
Dandy Rigg Cottage
52A traditional Manx cottage in a peaceful rural setting in the south of the Island
Dandy Rigg Cottage is a traditional Manx cottage, known as a 'tholtan' which has been modernised to a comfortable three-star holiday cottage, located in the quiet countryside of th...
Brookville Cottage
27A barn conversion set in the rural southern village of Ballabeg
Set in beautiful rural surroundings of Ballabeg in the Isle of Man, Brookville Cottage is a lovely open-plan barn conversion, perfect for a couple or solo travellers. In addition t...
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!
Brookville House
28A family friendly house located in rural Ballabag
Brookville House is a comfortable house set in the rural surroundings of Ballabeg, in the Isle of Man. Sleeping up to 9 people across 5 bedrooms it is perfect for families or group...
Scarlett View
103Scarlett View is a recently renovated luxury coastal holiday home, located in Castletown
Introducing Scarlett View, a breathtakingly renovated self-catering holiday home located in Castletown, Isle of Man. This tranquil haven offers an unforgettable seaside escape. ...
Coniston
213Nestled on sought-after Scarlett Road in Castletown, this beautifully presented bungalow enjoys stunning sea views and offers a peaceful coastal retreat ideal for those seeking com...
Balladuke Farmhouse
17Set in a beautiful location of just five minutes from Castletown
Set in the beautiful rural location of Ballabeg just five minutes drive from Castletown and the Isle of Man Airport Balladuke is a former farmhouse lovingly converted into a four b...
Croft End
47Croft End is a newly renovated family friendly home located on a desirable street in Castletown
Croft End is a newly renovated self catering family friendly home located on a desirable street in Castletown, Isle of Man. A spacious open plan ground floor area features a cla...
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...
British Travel Awards 2025
Best company for UK holiday home rentals
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...
Calf of Man Bird Observatory
33Basic Self catering hostel / bunkhouse style accommodation for up to 8 visitors.
The 2026 booking season will run from early June until early September, with exact dates to be confirmed. Bookings will open at 9am on Monday 9th March 2026 on a first come fir...