House vacation rentals in Dufferin County

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Top-rated house rentals in Dufferin County

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Guest favorite

Home in Orangeville

4.86 out of 5 average rating, 77 reviews

Vibrant & Stylish 3 Bedroom Home with Free Parking

Whether you are in town for a short stay, or looking for an extended getaway, this stylish home is everything you need. Perfect for: a romantic getaway - steps from the downtown strip & top restaurants in the Dufferin Region. Skiers & Golfers - 10 minutes to Hockley Valley Hotel alternative - more affordable and comfortable for your kids hockey tournaments or visiting family over the holidays! Stocked with towels, linens, a full kitchen, state of the art stainless steel appliances, & more!

Superhost

Home in Orangeville

4.78 out of 5 average rating, 9 reviews

4 bedroom, 8 beds orangeville

All the amenities you need for a family with kids. Book our place while we’re away! 8 beds means no one has to share! 3 bedrooms upstairs and 1 bedroom in basement. Air fryer, books, board games, (2) oculus VR! Xbox with 4 controls, large gas bbq, piano, guitar. Large working desk in the main bedroom with wifi printer. 2Tv areas with large screens. Parking spot for 5 cars. School across the street with running space! Island lake is just a 5 min drive away. Tons of hiking in surrounding areas.

Guest favorite

Home in Mono

4.95 out of 5 average rating, 22 reviews

Peaceful retreat on 10 acres

Forget your worries in this spacious and serene space. Very private with scenic views from all the windows. Vaulted ceiling in post and beam style home. Cosy gas fireplace in living room. Main floor bedroom with ensuite bathroom - walk in shower and free standing tub. Open loft overlooking the living room with two bedrooms, family room and bathroom. Huge deck space with 2 person hot tub and views of the wildflower gardens and surrounding woods. *Special rates for longer stays available

Guest favorite

Home in Badjeros

4.92 out of 5 average rating, 63 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 favorite

Home in Shelburne

4.96 out of 5 average rating, 27 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!

Guest favorite

Home in Alton

4.97 out of 5 average rating, 90 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

4.83 out of 5 average rating, 35 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 Orangeville

4.97 out of 5 average rating, 65 reviews

2 BR Century Home in Downtown Orangeville

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), while the 2nd bedroom has a full sized (double) bed. There is also a queen-sized blow up mattress as well. 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.

Guest favorite

Home in Orangeville

4.93 out of 5 average rating, 54 reviews

Stylish 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!

Guest favorite

Home in Orangeville

4.91 out of 5 average rating, 53 reviews

Cozy 4 Bedroom Family Home - Sleeps 10

Beautiful and cozy home for families, teams or workgroups looking for lots of space! This home has a fully equipped kitchen, a living and family room! Perfect for spreading out in and truly enjoying the luxury of spacious accommodations! Please note we have 4 bedrooms each with a bed, and our fifth bed is located in our finished basement. Upstairs: 1 king bed 1 Queen bed 1 Double bed Lower level: 1 king bed Basement: 1 double size bed (cot)

Superhost

Home in Mono

4.75 out of 5 average rating, 16 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:)

Superhost

Home in Laurel

4.73 out of 5 average rating, 11 reviews

Farmhouse Retreat! Sunset Views + Ping Pong!

Welcome to my farmhouse situated on 50 acres of private land! I look forward to hosting all groups of families & friends enjoying this city escape, less than an hour from Toronto! My house has plenty of room with a huge open kitchen and living room, with a jumbo couch to comfortably watch TV with the entire family! It has all the essentials you'll need including a fully equipped kitchen as well as high-speed WiFi.