
Two night breaks in Isle of Man
A weekend away or two night short break in Isle of Man is so simple. No major preparations or need to pack up your life, just the perfect excuse to get away from it all for your favourite holiday cottage and slip under the radar of everyday life. With hand picked cottages across the UK, there are endless places to escape to for a two night break with Classic Cottages. Take a look and see...
Our exclusive ferry discounts of up to 25% will make your island trip with Classic plain sailing.We have 136 holiday cottages available in Isle of Man for a two night break

Barnagh Barns
168Beautifully converted Manx barn near Kirk Michael with stunning views and modern comforts
A beautifully converted Manx barn set in an elevated position above Kirk Michael, offering stunning 360-degree views of the surrounding countryside and coastline. Barnagh Barn h...

The Glaicke Beg
167A beautifully renovated Manx stone barn in Ballaugh
The Glaicke Beg is a detached holiday home for two, blending traditional charm with modern comfort. Just 500 yards from the famous Ballaugh Bridge, it's the perfect base to relax a...

Mountain View
166A modern annex in the peaceful village of Ballaugh.
New for 2025! 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 con...

Surby Croft
165Peaceful countryside escape near Port Erin, perfect for families.
New for 2025! 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 he...

Glen Cottage
164A modern, cosy two bed cottage near the beach in Laxey.
New for 2025! Glen Cottage is a welcoming, modern Manx cottage ideal for a family break on the Isle of Man. Sleeping four across two well-appointed bedrooms, this stylish home-f...

Loft 11
163Stylish, boutique NYC-style loft in the heart of Douglas.
New for 2025! Tucked away just off Castle Street in the heart of Douglas, Loft 11 is a one-of-a-kind luxury self-catering loft apartment offering a bold and beautifully designed...

Bridge House
162Experience this stylish, cosy cottage on the gorgeous west coast
Bridge House is a characterful and welcoming Manx cottage that has been lovingly extended and refurbished over the years to create a warm, stylish retreat for up to six guests. Wit...

Molly's Barn
161Modern comfort meets island charm, an eco-conscious home for four
New for 2025! 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 co...

Imperial House
74Located in a prime position on Peel promenade, Imperial House is the perfect seaside getaway
Imperial House is an apartment spread over two floors, a ground floor and a basement. Perfect for a family group it is located in a prime position on the promenade in Peel, Isle of...

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. ...