We have 84 cottages that sleep 3 in South of the Island
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...
8 Carnane Lane
6Homestay 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. 8 Carnane Lane is available for self-catering accommodation excl...
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!
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...
Tides View
149Tides View is a very modern three-storey house with breathtaking views over Port St Mary harbour
Tides View, a charming holiday cottage nestled in the heart of Port St Mary. This delightful retreat offers panoramic views over the picturesque Port St Mary harbour and out across...
Spaldrick View Cottage
115A historic former fisherman's cottage with breathtaking views over Port Erin bay
Perched above Spaldrick Beach, Spaldrick View Cottage is a charming former fisherman's cottage with panoramic views of the Calf of Man and Bradda Head. A hidden gem on the Isle of ...
Surby Croft
165Peaceful countryside escape near Port Erin, perfect for families.
Surby Croft is a premium self-catering holiday cottage nestled in the quiet hamlet of Surby near Port Erin, offering peace, privacy, and five-star luxury in the heart of the Isle o...
Shee Dy Vea
112Shee Dy Vea is a beautiful home in a peaceful area overlooking Port Erin bay.
Shee Dy Vea is a charming, family-run self-catering holiday home set in a peaceful spot overlooking the beautiful bay of Port Erin in the south of the Isle of Man. With its relaxed...
Langton Cottage
82Dating back to 1840, this charming cottage is perfectly located for a seaside escape
Langton Cottage is an attractive self catering holiday home enjoying a fabulous location by the side of the outer harbour in Port St Mary. Built in 1840, this former quarryman's...
We’ve been raising the standards of self catering holidays since 1977.
Our family ethos
Tony and Clare Tregoning started the business back in 1977 and their dedication to quality and excellence is at the heart of everything we do. Tony is sadly no longer with us, but we still adhere to their original ethos of finding holiday homes we would like to stay in and have slowly grown the company to find the best picks of properties across the counties. Plus Clare still drops in to keep us on our toes.
As an independent, family-run company, we wouldn’t expect you to stay anywhere we wouldn’t want to stay ourselves. And we’re pretty picky. We want you to walk into your handpicked holiday home and say ‘wow’, sit back and relax.
Riverside Cottage
96Riverside cottage is situated in a wonderful location near Port St Mary, Isle of Man. Nestled in a p
Riverside Cottage is a lovingly refurbished self catering holiday cottage located within the peaceful hamlet of Glen Chass, with sea views overlooking Port St Mary Bay and across t...
Kilravock
78Kilravock is a modern, luxury coastal family holiday home, purpose built to a high standard
Kilravock is nothing short of a dream home beside the sea, built in 2021 this impressive house, on the sea front at Bay Ny Carrickey in the south of the Isle of Man offers the high...
