Apartment holiday rentals in Dufferin County

Beautiful Riverside Country Apartment

Bright, warm and newly renovated, this 900sqft apartment, a private floor of a charming country home with separate entrance and garden patio, awaits you in Melancthon. SmartHDTV, Wifi, tranquil surroundings, and the Bruce Trail. Close to Shelburne, Mansfield, Creemore, Pine River Institue and many excellent restaurants (The Globe and Mrs Mitchels). Only 40 minutes to the Scandinave Spa, Collingwood, Blue Mountain, Wasaga Beach. Golf Courses are close by. A perfect retreat just north of Toronto.

Cozy Dundalk Stay |Basement Suite w/ Side Entrance

Welcome to our clean, quiet, and fully private basement suite in the heart of Dundalk, ON — perfect for solo travelers, couples, or remote workers. 🛏️ 1 bedroom with full bed 🍽️ Full kitchen – stove, oven, sink, dishes, microwave 🚪 Private side entrance 📶 Fast Wi-Fi + workspace 📺 Smart TV with Netflix & Crave Enjoy peaceful vibes with nature nearby 🌲 Walk the CP Rail Trail Explore Blue Mountains ⛰️ Bruce Trail 🥾 & Scenic Caves 🌉 — all under 1 hr. Self check-in 🔑 No shared spaces

A bright & modern urban studio

Come & unwind...in comfort. "The Snug" is a 740 square foot studio-style unit, that is bright & modern. You will be on the basement level of the main house, with a completely separate entrance. Nice kitchen & Sleek 3 pc bathroom(with rainfall shower head and heated floors). The queen bed, with luxury-firm mattress, has built in storage for all your needs. Reliable wifi so you can work at home! A short hop from Toronto, Dufferin County has all you need for a relaxing getaway! Come & See :)

The Bee Hive - Lower Level Raised Bungalow

Kick back and relax in this calm, stylish and super equipped space. Fully self contained and private lower apartment to our home with the hosts living above. Open plan kitchen dining living area with 1 bedroom (queen bed) and 1 shower room with 8 ft ceilings. Newly renovated, almost everything new this year ready for the 2025 season. Home from home, calm and pleasant space with all the mod cons. 50" LG Smart TV, Full sized fridge freezer, dishwasher, stove, microwave and much more - Enjoy!

Country estate one bed suite

Beautiful and well-equipped 1 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.

Ballo 2-Bedroom Apartment

Charming 2-Bedroom in Orangeville Relax in this cozy, light-filled 2-bedroom apartment with a full kitchen, 1 washroom, spacious living area with Tv, and a dedicated workspace. Perfect for big families or 2 family’s travelling together. Extra sofa-bed available. Enjoy the private backyard with a seasonal pool and garden. Just minutes from Broadway’s shops, cafés, restaurants, the Saturday Farmers Market, and the historic Opera House. Perfect for couples, families, or remote workers.

Guest Suite in Hockley Valley

Escape to our charming separate unit nestled in the heart of a serene forested area, just off Hockley Valley Road. Perfect for nature lovers and those seeking tranquility, this cozy retreat offers a unique blend of comfort and outdoor adventure. Outdoor Activities Explore nearby hiking trails, enjoy birdwatching, or simply relax in the peaceful surroundings. In winter, take advantage of nearby ski hills. Book your stay today and experience the beauty of nature right at your doorstep!

L&S Comfy Suite

Beautiful inviting space for families as well as individuals. Brand New Fully renovated area with lots of amenities for the whole family. 2 Great size bedroom with queen size beds. Jack And Jill full washroom with an amazing shower that boast body jets. Comes with all the bells and whistles. Open concept with Living room, Dining room, Full Kitchen, Washer and Dryer, free parking, work area ideal for remote work, and lots more…. NO UNREGISTERED GUESTS ARE ALLOWED AS PER HOUSE RULES.

Meadow Haven

Escape to a bright, spotless oasis designed for relaxation. Located just ten minutes from Orangeville, this clean and peaceful apartment serves as your perfect basecamp for adventure and rejuvenation. Spend your morning hitting the greens at nearby golf course Osprey Valley or exploring scenic hiking trails like the Mono Cliffs. Unwind with a tranquil afternoon at the near by spa located at the Millcroft Inn. Return to a clutter-free space to recharge for another beautiful day.

The October Sunrise Loft

Introducing our newly renovated loft - cozy, airy, light and relaxing, in our much-loved October Sunrise style. We welcome you to a spacious loft apartment, with a full-size kitchen, a cozy bedroom with ultra-comfy king-size bed, and beautifully finished living area, complete with reading nook, desk space and gas fireplace. Step out onto the balcony overlooking our expansive back yard nestled into a historic farm yard, to which we have added a beautiful pond and water garden.

Beautiful Getaway in Orangeville

Enjoy some time away at this unique and tranquil getaway. Beautiful and spacious 1 bedroom unit (plus 1 futon), a 5 minute walk to Island Lake Conservation. Located in a quiet neighbourhood close to the downtown area full of amazing restaurants and shops. A short driving distance to nature getaways Mono Cliffs, Cheltenham Badlands, Bruce Trail, Hockley Valley and Adamo Estate & Winery. Perfect for nature lovers, ski enthusiasts, hikers, kayakers, and families.

A&M Cozy Home Away From Home

Bring the whole family to this great place with lots of room for fun. Guests can enjoy this beautiful modern 2 bdrms with queen size beds, legal/separate entrance apartment equipped with kitchen appliances, microwave, stove, dishwasher, fridge, toaster, coffee maker, pots, plates, utensils, separate laundry. Equipped with your comfort in mind. It offers shampoo, conditioner, body wash, towels, keyless entry. Ignite TV premier PKG, Netflix, free 500 mbps Wifi.