House holiday rentals in Dufferin County

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Top-rated house rentals in Dufferin County

Guests agree: these houses are highly rated for location, cleanliness and more.

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Guest favourite

Home in Mono

4.98 out of 5 average rating, 40 reviews

Country Family Getaway with Pool and Trails

This charming restored stone farm house with stained glass windows that look out over the well landscaped property with stone walls, heated pool & mature fruit and maple trees. Perfect for a family vacation on nearly 100 acres of private flora, fauna and pristine streams or simply enjoy local cultural offerings . Also an ideal location for special events. A 9-hole golf course and The Bruce Trail, Split Rock Narrows, Dufferin County Forest are among other famed nature reserves just minutes away.

Guest favourite

Home in Shelburne

5 out of 5 average rating, 7 reviews

Shelburne 4BR Retreat | Near Blue Mountain & Beach

Enjoy comfort & style in our private 4BR and 3.5WR Shelburne home - Perfect for families and groups ✓ Entire home to yourself – full privacy ✓ 4 spacious bedrooms + 3.5 washrooms ✓ Fully equipped kitchen with essentials ✓ Office room with furniture ✓ Large flat-screen TV & High-Speed Wi-Fi ✓ Open-concept layout with modern décor ✓ Safe neighbourhood. Easy access to highways ✓ Minutes to Blue Mountain & Wasaga Beach. ✓ Free parking Book your stay with confidence and make unforgettable memories!

Superhost

Home in Caledon Village

4.89 out of 5 average rating, 19 reviews

Charming and Peaceful Retreat with Hot Tub

Welcome to your perfect getaway in this spacious and inviting large house, designed for comfort and relaxation. Nestled in a peaceful neighborhood, this property boasts a private backyard with a beautiful view and Hot Tub. The expansive yard offers plenty of space for outdoor activities, making it ideal for families and groups. Enjoy morning coffee on the patio, host a barbecue, or simply bask in the serene surroundings. 14 min to the famous and popular TPC Toronto Opsrey Valley Golf Course

Guest favourite

Home in Orangeville

4.89 out of 5 average rating, 9 reviews

Orangeville 3BDRM House

This home can accommodate an escape from the city to relax/explore or offer a quiet place to work or recharge if on a business trip. This clean & cozy townhouse is perfect for the whole family. Enjoy a full kitchen stocked with coffee, sugar, honey & spices. The dining area sits 4 with some bonus additional seating at the nearby island. The living room has a large couch with 2 additional seating options that have a clear view of the television. There are 3 fantastic spacious bedrooms.

Guest favourite

Home in Badjeros

4.94 out of 5 average rating, 109 reviews

JJ’s small town country retreat

Take a step back in time to this old farm house. Located on the corner of our little town called Badjeros. This house was built in the 1930s and it’s been in our family for over 80 years. Since then there has been numerous upgrades to the house as well as a large 1200 square foot open concept addition built onto the existing house. While out in the country, this house is central to many attractions in the area 1.5 hours south of Toronto/GTA. Blue Mountain/ Collingwood is 30 minutes north.

Guest favourite

Home in Shelburne

4.95 out of 5 average rating, 37 reviews

Tranquil 2BR Triplex in the Heart of Shelburne

Welcome to our cozy 2BR/2BA triplex in Shelburne's heart. Perfect for families or couples, it offers comfortable bedrooms, full bathrooms, and a well-equipped kitchen. Enjoy summer BBQs and relax on beautiful outdoor furniture, shared with just one other unit. The living room features a warm electric fireplace, adding charm to your stay. Located on the first floor, this home is ideal for exploring local attractions. Experience comfort and convenience in this delightful Shelburne retreat!

Top guest favourite

Home in Alton

4.97 out of 5 average rating, 94 reviews

Cheerful 3 bedroom home with outdoor pool & hottub

This beautiful 3 bedroom , 1.5 bathroom house in the quaint village of Alton can sleep 6-8 people. It is the perfect size for a medium sized family. The house in located right in the village, backing on to a shallow flowing part of the credit river. You are able to enjoy the sounds of nature and views right from the Muskoka chairs placed along the river bank. The outdoor above ground pool is available for use during summer months. Less then a 2 min walk to the Millcroft Inn & Spa.

Guest favourite

Home in Orangeville

4.88 out of 5 average rating, 49 reviews

Stunning 5 Bedroom Family Home

Beautiful and cozy home for families. This home has a fully equipped kitchen, a living & family room! You will feel completely relaxed with your family or friends. Steps from the downtown strip & top restaurants in the Dufferin Region. Just 10 minutes to Hockley Valley Ski Resort More affordable and comfortable for your kid's hockey tournaments or visiting family over the holidays! Stocked with towels, linens, a full kitchen, state of the art stainless steel appliances, & more!

Guest favourite

Home in Orangeville

4.9 out of 5 average rating, 86 reviews

Stylish 3 Bedroom Getaway in Orangeville

Nestled among tree sculptures and lakes, just steps away from downtown and minutes from the serene beauty of Island Lake Conservation Area. Our urban oasis is complete with a comfortable bed, fully equipped kitchen, chic living area, and private balconies. Be transported through time as you wander the streets of downtown, admiring vintage architecture and vibrant culture. Experience the magic of nature and city living combined in one unforgettable stay!

Superhost

Home in Caledon

5 out of 5 average rating, 4 reviews

Mono Mills Home next to the County Great Getaway

We are located in quiet hamlet of Mono Mills, which is 8 miles to Palgrave and 16 miles to Erin. Orangeville / Caledon area, Ontario, Mono Village. Just Off Airport Rd and Hwy9 area. Cute and Cozy. Sleeps 2-3 people. $1575++ per week, Monthly discounts. Non Smoking. Clean, comes with all linens, utensils, pots/pans, BBQ, Large TV, Cable and Internet. Weekly or Monthly Only. This property is a brand new self-contained In-law suite. airbnb.ca/h/monomills

Top guest favourite

Home in Orangeville

4.94 out of 5 average rating, 88 reviews

Central OVille,3 bed Victorian, walk to Lake, pets

This 3 bedroom (4 beds), 1,500 sqft unit with new Gas Fireplace and central A/C sleeps 6 adults comfortably. Bedroom 1 has a queen-sized bed, another a double bed while Bedroom 3 contains two separate single beds. There is large and beautiful private deck and fenced back yard that contains a full-sized BBQ The unit contains: Washer and dryer (within the unit), hard-wood floors, and free high-speed unlimited internet and HD Cable.

Superhost

Home in Mono

4.55 out of 5 average rating, 11 reviews

Luxury Hockley Estate Spa

Kick back and relax in this calm, stylish space. This home is located in a central location close to Orangeville and hockley Valley ski/ winery/hiking. The home is just like a relaxing spa with pool, hot tub, sauna, indoor wood burning stove, outdoor BBQ, massive kitchen, lots of space. Great for family dinners and getaways, we enjoy groups with longer stays and will give monthly discounts.. This amazing property has it all:)