We have 96 self catering cottages in Castletown
Gatekeeper's Cottage
64Gatekeeper's Cottage is a beautifully restored cottage located right beside the Isle of Man Railway
Originally a residence for the level crossing gatekeeper on the Isle of Man Steam Railway in Port st Mary, Gatekeeper's Cottage has been lovingly refurbished to a high standard. ...
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...
Our property managers are local experts who handpick perfect places to stay.
Local experts
We scour the coast and country to winkle out bits worth sharing with you, the best properties in lovely locations. While we’re out and about, we gather together the best things to do so that you can start planning your holiday as soon as you’ve booked.
The ‘Explore Nearby’ tab on our cottage pages show what’s nearby along with relevant articles from our holiday guides from Notes and Stories, where you’ll find hand-written experiences of outings across the South and West, from dog-friendly pubs on the Isle of Wight to free things to do in south Devon and everything in between.
At Pargys
13A charming mid-1800s cottage, in the peaceful hamlet of Fistard
Pargys is a wonderful old Manx cottage, tastefully renovated and modernised, whilst maintaining a traditional cosy feel, making it a truly memorable holiday home. Whether it's a su...
Highfield
198Homestay 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. Highfield is available for self-catering accommodation exclusive...
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...
Surby Mount
204A delightful rural setting near Port Erin, ideal for families.
Surby Mount is a beautifully appointed detached countryside retreat tucked away in peaceful Surby, just a few minutes from the coastal village of Port Erin. Surrounded by rolling f...
Glen Chass Farmhouse
66Glen Chass Farmhouse is a beautifully appointed 3 bedroom house that sleeps up to 6 people
This lovingly refurbished Manx farmhouse is located in a peaceful location in the far south western tip of the Isle of Man. You can see some of the best land and sea views in Brita...
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...
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.
The Arches Holiday Haven
120A beautiful large 5 star gold award property built recently to exacting specifications, situated at
Situated at the end of a quiet close, The Arches Holiday Haven self catering house is ideally placed for a family holiday, or several couples looking for somewhere for a convivial ...
Grianane
71Grianane is a recently refurbished bungalow located close to the centre of Port Erin
Grianane is a recently refurbished bungalow located within a quiet cul-de-sac close to the centre of Port Erin, Isle of Man, just five minutes walk from the beach, shops, bus and r...
