Apartment vacation rentals in Dufferin County

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Top-rated apartment rentals in Dufferin County

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Guest favorite

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.

Apartment in Orangeville

4.89 out of 5 average rating, 47 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 :)

Top guest favorite

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

5 out of 5 average rating, 61 reviews

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.

Top guest favorite

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.

Apartment in Horning's Mills

4.96 out of 5 average rating, 308 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.

Guest favorite

Apartment in Orangeville

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.

Guest favorite

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.

Apartment in Orangeville

4.81 out of 5 average rating, 31 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!

Guest favorite

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

4.95 out of 5 average rating, 42 reviews

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!

Guest favorite

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

4.92 out of 5 average rating, 99 reviews

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.

Guest favorite

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.

Apartment in Orangeville

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.

Top guest favorite

A modern living area features a sleek gray sofa flanked by decorative pillows. A glass coffee table sits atop a circular patterned rug, with decorative items placed on it. Natural light enters through two windows dressed with sheer curtains, while a door leads to another room.

Apartment in Shelburne

4.98 out of 5 average rating, 246 reviews

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.

Guest favorite

A view along a gravel path is captured from the perspective of a horse. Lush green grass lines the pathway, leading towards a distant barn framed by trees. The sky is dotted with fluffy white clouds, creating a serene backdrop for the countryside setting.

Apartment in Orangeville

5 out of 5 average rating, 14 reviews

Charming 1 bdrm + den on a beautiful horse farm.

Enjoy a relaxing stay in the country in our beautiful farmhouse apartment. The house is located on a working horse farm just an hour from Toronto. You can take in magnificent views of Hockley Valley while walking through the fields, or you can cozy up in front of the original fieldstone fireplace. This area boasts wonderful hiking, great cycling routes, and delightful restaurants. It's an easy getaway from the city where you can work, play, and unwind.

Apartment in Dundalk

5 out of 5 average rating, 3 reviews

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 🚪 Private side entrance 📶 Fast Wi-Fi + workspace 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 modern living area features a cozy couch with patterned upholstery, accompanied by decorative yellow pillows. A small dining table with four chairs is positioned nearby, alongside a sleek TV stand. Soft lighting enhances the room's openness and a green plant adds a touch of nature.

Apartment in Shelburne

4.63 out of 5 average rating, 78 reviews

Elegant 2 Bedrooms Basement apartment.

Welcome to your modern temporary home away from home! Separate apartment within our home. Separate entrance with clean large living and dining area. Two bedrooms, both with queen beds and a full kitchen, separate laundry unit in the apartment. Three-piece bathroom with step-in shower. 1 Parking free street parking from April 15th to November 14th.Baby bed available on request. Please see the pictures. No pets allowed.