Cottages for large groups in Isle of Man
These spacious UK getaways are perfect for reunions with friends or family get-togethers, with pools, balconies and games rooms galore. Read more
Our exclusive ferry discounts of up to 25% will make your island trip with Classic plain sailing.We have 22 self catering cottages for a group in Isle of Man
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...
Ballachrink Farmhouse
184Spacious Manx farmhouse retreat for relaxed countryside stays
Welcome to Ballachrink Farmhouse, your perfect Manx countryside family escape. A spacious and beautifully appointed family home designed for relaxation, comfort, and memorable mome...
Seaspray
180Luxury beachfront retreat with panoramic sea views.
Seaspray is a luxurious 4-Star Gold self-catering retreat set right on the beach at Port Erin. Beautifully renovated throughout, this contemporary coastal haven combines comfort an...
Lighthouse Keeper's Cottage
169Stunning original Lighthouse Keeper's Cottage in enviable coastal location
Lighthouse Keeper's Cottage is a truly unique and atmospheric place to stay, perched high above the sea on Douglas Head, one of the Isle of Man's most dramatic and historic coastal...
British Travel Awards 2025
Best company for UK holiday home rentals
Tara
171A spacious family home just a short walk from Laxey village.
Tara is a modern and spacious family home in an elevated position in Laxey, offering stunning views of the sea and surrounding hills. This stylish self-catering accommodation on th...
The Rowans
138The Rowans is a large modern spacious house offering comfortable accommodation for up to 8 adults an
The Rowans is a large, modern spacious house offering comfortable accommodation for up to 8 adults in Kirk Michael in the north west of the Isle of Man. Situated on the world fa...
Buttermere Drive
29Homestay registered property - only available for bookings during the TT period.
This beautiful property is registered with Homestay IOM Limited and is marketed exclusively through Island Escapes. Buttermere Drive is available for self-catering accommodation ex...
Salt Wood
101An incredible waterfront property on the harbourside of Port St Mary, Isle of Man
There are few properties on the Isle of Man like Salt Wood. From the moment you step inside you'll feel the care and attention gone into making this a truly magical home by the ...
Lilac House
83Nestled on the outskirts of Castletown, the breathtaking Lilac House promises an unforgettable stay
Lilac House is a premium self-catering holiday home, nestled in the serene countryside on the outskirts of Castletown. Offering seclusion, space, and luxury, this exquisite propert...
Tower View
157A fantastic seaside holiday home right on the beachfront at Port Erin, Isle of Man
Tower View is a self-catering holiday home for a family or group of friends looking for that seaside getaway. Located by the waters edge, watch the sea swimmers, kayakers and paddl...
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 more the merrier, when it comes to a Isle of Man holiday. So get everyone together, friends, family even the pets and spend some quality time reacquainting with each other. Holidays are when the best memories are made so make sure none of your loved ones is missed out of the fun with one of our Isle of Man cottages for a large group.
Why not make the most of your large holiday cottage and book a private chef to host you, and your group. Whether it's a family gathering, a friends' weekend or you're celebrating something special, you can now add an unforgettable dining experience to your stay - without lifting a finger.