Apartment holiday rentals in Dufferin County

4.9 out of 5 average rating, 49 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, 63 reviews

Flat 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.

4.96 out of 5 average rating, 309 reviews

Flat in Horning's Mills

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.

5 out of 5 average rating, 12 reviews

Bright Studio Oasis

Private, open concept, studio apartment in upper level of the finished barn. Located on a half acre family property in a quiet neighbourhood within walking distance to the award winning downtown core in Orangeville. Close to all amenities and only 1 hour from Toronto. Close to hiking & biking trails, conservation area, Hockley Valley golf course and ski hill, Orangeville Theatre. Property has shared basketball court, trampoline, patio, access to fire pit, sauna and office space if requested.

5 out of 5 average rating, 5 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.

4.95 out of 5 average rating, 43 reviews

Flat 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, 101 reviews

Flat 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.

5 out of 5 average rating, 8 reviews

Flat in East Garafraxa

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.

4.98 out of 5 average rating, 49 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.