Holiday cottages for June in South of the Island
If the last few years are anything to go by, June is one of the sunniest months. It's an underrated time of year when holidays in South of the Island are filled with early summer sunshine. Read more
Our exclusive ferry discounts of up to 25% will make your island trip with Classic plain sailing.We have 92 self catering cottages available to rent in June in South of the Island
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...
Bay View House
214Large town house in Port Erin with view of Bradda head
Bay View is a beautifully renovated six-bedroom townhouse in the heart of Port Erin, offering stylish and spacious accommodation for large families, groups of friends, and multi-ge...
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!
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...
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...
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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...
Spring Cottage
203A cosy hideaway overlooking Port Erin and the south
Welcome to Spring Cottage, a beautifully refurbished self-catering holiday cottage set high above Port Erin and Port St Mary on Ballakillowey in the scenic south of the Isle of Man...
Duxbury Lodge
201Dog-friendly elegant countryside lodge for two
Duxbury Lodge is a contemporary barn conversion set alongside Duxbury Cottage, offering a stylish rural retreat for two in the south of the island. Thoughtfully designed and beauti...
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...
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...
Palm Villa
179Palm Villa is a spacious town house just seconds from the beach.
Ideal for families or groups of friends, Palm Villa is a tall, traditional 3-bedroom house recently refurbished to a modern standard. This self-catering holiday home offers a spaci...
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.
Pack a picnic and hike across the Moors or coastal paths and not meet a soul, or make the most of empty beaches, all whilst soaking up the sun. Use the quick search options on the left to find your perfect cottage or sit back and have a look through our 92 holiday cottages for June in South of the Island we have available.
