House vacation rentals in Dufferin County

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Top-rated house rentals in Dufferin County

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Top guest favorite

Home in Mono

4.97 out of 5 average rating, 38 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 favorite

Home in Orangeville

4.97 out of 5 average rating, 68 reviews

Golf,Ski 2 BR Century Home in Downtown Orangeville

Walk to downtown and island lake conservation. Close 10 min drive to Hockley Valley This beautiful 1,250 sqft, 2 bedroom unit sleeps 4 adults comfortably. The 1st bedroom has a queen-sized bed and a walk-out to the 2nd floor furnished deck area (see pictures). The 2nd bedroom has a full sized (double) Has Air Conditioning and features a private deck off the master bedroom The bathroom that has a new shower and stand-alone "claw" bathtub. There is also a newer stackable washer and dryer.

Superhost

Home in Shelburne

4.65 out of 5 average rating, 26 reviews

The Old Millinery House

This rustic accommodation was formerly the Millinery House (circa 1882), once the home of Harry Jelly, the nephew of town founder William Jelly. This guesthouse is smoke free environment, its not be suitable for those who love new homes; However, it can be a charming home for ones who are passionate about the old world charm & like to make it a short time home at reasonable price (free coffee, tea, treats & parking). We do not charge for cleaning fee, so please keep the house less mess. Thank

Superhost

Home in Caledon Village

4.83 out of 5 average rating, 12 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 favorite

Home in Badjeros

4.94 out of 5 average rating, 103 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.

Top guest favorite

Home in Grey Highlands

5 out of 5 average rating, 9 reviews

Country House (main house + guest house)

Country Retreat! Plenty of space to stretch out and entertain in the beautiful countryside! Hiking and Mountain Biking trails on property with permitted access to adjacent lands. Check out the Singhampton caves nearby! 15 minutes to Town of Creemore and 90 minutes from Downtown Toronto. Access to 50 acres of lands with trails, Outdoor Hot Tub, Play/Swing Set, Indoor Sauna, Stylish Interior, Chef's Kitchen, Ping Pong, Air Hockey, A/C, Fibre-Optic Internet and Streaming Services and more!

Guest favorite

Home in Shelburne

4.97 out of 5 average rating, 32 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 favorite

Home in Alton

4.97 out of 5 average rating, 92 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 favorite

Home in Orangeville

4.86 out of 5 average rating, 42 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 favorite

Home in Shelburne

5 out of 5 average rating, 7 reviews

Newly Crafted Luxury Retreat ~4BR 3.5WR~ Shelburne

Enjoy comfort & style in our private 4BR and 3.5WR Brampton home - perfect for families and groups ✓ Entire home to yourself – full privacy ✓ Driving distance to Blue Mountain and Wasaga Beach. ✓ 4 spacious bedrooms + 3.5 washrooms ✓ Open-concept layout with modern décor ✓ Fully equipped kitchen with essentials ✓Office room with furniture ✓ large flat-screen TV & High-Speed Wi-Fi ✓Convenient location, safe neighbourhood, easy access to major highways ✓Free parking

Superhost

Home in Mono

4.76 out of 5 average rating, 17 reviews

Custom home that feels like the 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:)

Guest favorite

Home in Grand Valley

4.85 out of 5 average rating, 39 reviews

2 bdrm upper level apt

Take a break and unwind at this peaceful oasis. In brand new house, brand new 2 bedroom apartment suited for two or max 4 adults, located in conservation area with lakes, beaches, nature trails, horseback riding, hike, canoe or cycle in natures playground. In winter time can downhill ski, cross country ski, skating, ice-fishing, snowmobile and much more. Please check the websites for details.