Apartment holiday rentals in Dufferin County

A spacious dining area features a wooden table surrounded by upholstered chairs. Natural light fills the room through large windows, highlighting the modern décor and vaulted ceiling. A comfortable seating area with a couch and armchair sits adjacent, creating an inviting open-plan layout.

4.9 out of 5 average rating, 52 reviews

A bright & chic 2 bedroom urban apartment

Come & relax...in privacy. "The Cooper" is an 833 square foot 2 bedroom that is unique & intimate. You will be on the main floor of this bungalow, with a basement apartment below you. The kitchen is amazing, complete with gas range & dishwasher. Primary bedroom has in-suite laundry, & the elegant bathroom has heated floors! Exclusive entrance and private outdoor area with BBQ. Parking out front. A short hop from Toronto, Dufferin County has all you need for a relaxing getaway! Come & See :)

5 out of 5 average rating, 66 reviews

A tranquil pond is surrounded by lush greenery and features fountains that gently spray water into the air. The area is well-maintained, providing a serene landscape for relaxation and contemplation.

Apartment in Erin

Country Getaway in Erin

Forget all your worries in this private country retreat. Stay in our 2 storey private apartment located on a 38 acre lot, where peace and tranquility are at your doorstep. Enjoy long walks along tree-lined roads with picturesque views and perfect star gazing at night. Comfortable accommodations up to 4 with 1.5 bathrooms, and your own fully functional kitchen. Only 3 minutes from town where you can enjoy some good country hospitality. Coffee shop, bakery, ice cream shop and much more await you.

Apartment in Horning's Mills

A private wooden deck is shown with an umbrella-covered table and four chairs, surrounded by lush greenery. Windows on the building's façade allow natural light, while potted plants add a touch of color, enhancing the outdoor space for relaxation.

4.96 out of 5 average rating, 310 reviews

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 next to the Bruce Trail. Close to Shelburne, Mansfield, Creemore, and many excellent restaurants (like The Globe and Mrs Mitchels). Only 40 minutes to the Scandinave Spa, Collingwood, Blue Mountain, and Wasaga Beach. Golf Courses are close by. A perfect retreat just north of Toronto.

A modern kitchen is equipped with stainless steel appliances including a refrigerator and stove. A wooden dining table with four chairs sits in the center, complemented by a decorative vase filled with sunflowers. Ample storage is provided by the white cabinetry and countertop space.

4.83 out of 5 average rating, 30 reviews

The Bee Hive - Lower Apartment

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!

A spacious living area features two comfortable leather sofas and a wooden coffee table. A flat-screen television is placed on a media console. Natural light filters through large windows, illuminating the dining area with a wooden table and four chairs. Wall art adds a touch of decor.

5 out of 5 average rating, 6 reviews

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.

5 out of 5 average rating, 3 reviews

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.

4.95 out of 5 average rating, 44 reviews

A charming wooden structure is set against a backdrop of lush greenery. A bright red door serves as a focal point, complemented by a large deck with outdoor seating. Flowering plants and trees enhance the serene environment, creating a welcoming arrival space.

Apartment in Mono

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!

4.92 out of 5 average rating, 103 reviews

A modern living area is presented with two light grey sofas facing a glass coffee table, which rests on a decorative rug featuring shades of blue and neutral tones. Natural light enters through two windows, highlighting the stylish wall decor.

Apartment in Shelburne

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.

Apartment in East Garafraxa

A serene pond is visible, reflecting sunlight through a misty atmosphere. Lush vegetation surrounds the water, with lily pads floating gracefully. Tall trees frame the image, enhancing the natural beauty of the outdoor space.

5 out of 5 average rating, 8 reviews

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.

A bright living room area features a comfortable beige sofa with decorative cushions. A glass coffee table sits at the center, displaying a light blue decorative bowl. Natural light flows through a large window, highlighting the artwork above the sofa.

4.98 out of 5 average rating, 50 reviews

Beautiful Getaway in Orangeville

Enjoy some time away at this unique and tranquil getaway. Beautiful and spacious 1 bedroom apartment (plus 2 futons), 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.