Private suite vacation rentals in Dufferin County

Top guest favorite

Guest favorite

Hockley Valley Retreat with Hot Tub, Trails

This exclusive suite sits on the north west corner of a large house nestled at the end of a 400m driveway that winds high atop of Hockley Valley. Access to forest trails are steps away allowing for X-country skiing/snowshoeing in winter or hiking and fishing during warmer months. The unit comes with one indoor and one outdoor parking spot. The indoor parking spot gives access to a private entrance. Two smart TV's with wifi and satellite sit above a double sided thermostat controlled fireplace.

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Guest favorite

Casa Caledon-Secluded Suite Surrounded by Nature

Take it easy at this unique and tranquil getaway, nestled on 3 acres of peaceful countryside Close to the Cheltenham Badlands, Forks of the Credit, Terra Cotta and Bruce Trail, plus golf, restaurants, bakeries and farm-fresh produce ❤️Every season is special 🌿 Enjoy lush forests, the pond and fire pit in spring & summer 🍁Spectacular fall colours and beautiful walks ❄️Peaceful winter wonderland with access to local winter sports A perfect place to slow down and reconnect with nature

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Guest favorite

"Country Escape" Guest Suite

Beautiful and well-equipped 2-bedroom guest suite in a peaceful rural setting. The guest suite is situated in a quiet country neighborhood, offering tranquility and a connection to nature. The proximity to many trails is a great bonus for outdoor enthusiasts. The proximity to essential amenities, shopping, grocery store, pharmacy, hospital, and restaurants in Orangeville, is a practical advantage. The 12-minute drive to these facilities ensures that guests have easy access to necessities.

Entire spacious basement with 1bedroom & Kitchenet

Relax with the family or friends at this peaceful and immaculate place. Accommodates up to 4 people with the comfortable sofa bed in den. NON-SMOKING NO PETS. FULL KITCHEN NOT AVAILABLE. KITCHENET AVAILABLE. Full, clean washroom. Spacious room, a queen size bed, dining table sits six, kettle, basic utensils and kitchen wear, linen, towels, and drinking water. 50 minutes away from Collingwood, Wasaga Beach, Berrie, Blue Mountain & Brampton. Lots of food options available in Shelburne!

Top guest favorite

Guest favorite

Cedar Trail Cottage Suite

The Cedar Trail cottage suite is the perfect mindfulness retreat! This tranquil space is a great way to enjoy a night…or more! Enjoy being cozied up in bed, while your windows offer stunning views of tall cedar trees and a stream-fed pond. Step outside to a glass-railing deck overlooking a magical vista. Nestled on a large acreage, explore private trails through an enchanting forest and open meadows. Located 25 min to Hwy 410, 30 min to Hockley Valley Resort, 6 min to Cambium Farms.

Riverside Retreat | Golf & Wedding Stays

A Stylish Retreat for Golf Getaways & Wedding Weekends Escape to our cozy modern cabin in the heart of Alton, perfect for wedding guests, golf weekends, and relaxing countryside escapes. Minutes to the Alton Mill Arts Centre, Millcroft Inn & Spa, and TPC Toronto at Osprey Valley, our stylish retreat offers a peaceful home base near Orangeville and Caledon wedding venues. Ideal for bridal parties, family stays, and golf groups. Basement level is a separate occupied apartment.

Top guest favorite

Guest favorite

Headwaters Retreat - Private Hot Tub & Fireplace

Escape to our modern and rustic Queen Suite, with private hot tub right at your door. Relax by the pool, or unwind by the fireplace & enjoy Netflix & Amazon TV. This cozy retreat features a private entrance, ensuite bathroom, and a second bedroom with twin beds. Steps from scenic hiking trails, minutes from the town center, your stay is ideal for outdoor adventures, wine tours, weddings, work trips or a quiet escape away. Book now for your ultimate getaway in comfort and nature!

Top guest favorite

Guest favorite

Garden Studio Orangeville

🌿 Country-Soul, Town-Heart Haven: Walk to Cafes, Mins to Premium Spas & PGA Golf. A newly renovated 1 bdrm walkout apartment located in our home in downtown Orangeville. Steps to Theatre Orangeville, Orangeville farmers market, and Jazz & Blues Festival. Enjoy evenings on your own patio in a private backyard overlooking the garden. Enjoy walks on the Island lake Conservation Park.. Dine at any of the many fine restaurants or cook at meal in your own fully equipped kitchen.

Hilltop on Cedar Lane

Discover our special retreat, just 12 minutes from the picturesque Hockley Valley Resort, where you can enjoy skiing, golfing, and a luxurious spa. Only 13 minutes from the Mansfield Ski Club, our location offers easy access to thrilling winter and summer sports. Nestled near the Mono Mills Trails, it’s the perfect spot for outdoor enthusiasts. Enjoy a relaxing and convenient escape from the city, blending comfort with adventure. *****Pool is open until mid October! *****

Dew Drop Inn

Welcome to your temporary home away from home! Separate apartment within our home (930 square feet). Separate entrance with large foyer. Two bedrooms, 1 with a queen bed and kitchen, the other with a queen bed, futon and T.V. (sitting area). Three piece bathroom with step-in shower. Tons of parking. Hardwood floors throughout. Spectacular views and 2 firepits to use. Please see pictures. No pets allowed.

The Gem of Orangeville's Cozy Corner

This cozy basement apartment has everything you need. Wifi, Smart TV, private bathroom, Fridge, Microwave, Toaster Oven, Coffee Maker, Kettle etc. (mini kitchenette - recently upgraded June 2021). Shared house entrance with owners. Quiet home in a friendly neighbourhood. Walking distance to Alder Recreation Centre, Sobeys, LCBO, Drug Store, Tim Hortons, DQ, McDonalds and many more.

Tranquil Guest Suite

Welcome to Brookhaven! Located in a peaceful and quiet neighborhood, our unit is surrounded by lush greenery, offering a tranquil escape from the hustle and bustle of the city. Whether you're visiting for a weekend getaway or an extended stay, our suite is the perfect home away from home. Book now to experience a peaceful and comfortable stay in a stunning natural setting!