House vacation rentals in Dufferin County

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Top-rated house rentals in Dufferin County

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Superhost
A covered hot tub area features wooden paneling and a vaulted ceiling with skylights, allowing natural light to fill the space. The hot tub, surrounded by stone tiles, creates a tranquil environment for relaxation, providing views of the greenery outside through large windows.
Home in Caledon Village
4.77 out of 5 average rating, 35 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
The spacious living area features a vaulted wooden ceiling with exposed beams, creating an airy feel. Natural light floods in through large windows, highlighting a stone fireplace. A dining table and comfortable seating arrangement invite relaxation in this serene space.
Home in Mono
4.96 out of 5 average rating, 27 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

Top guest favorite
An open-concept living area features a modern kitchen with stainless steel appliances and a dining table for four. A cozy seating arrangement is positioned around a simple coffee table, while a mounted television and wooden accent wall enhance the contemporary design.
Home in Orangeville
4.97 out of 5 average rating, 34 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 favorite
A cozy sitting area features a dark brick fireplace as the focal point, framed by large windows fitted with stylish blinds. Elegant furnishings include a plush gray sofa and two armchairs, accompanied by a round glass coffee table, creating a warm and inviting atmosphere.
Home in Caledon
5 out of 5 average rating, 15 reviews

Fab 2 Bedroom home 3 minutes to Caledon Ski Club!

Welcome to the beautiful village of Belfountain . This charming 2 bedroom fully detached home is located in the village which is nestled in the Caledon Hills. It’s fun, its funky and its classy. Both bedrooms have their own privacy from one another and offer premium bedding and accents. The extra large eat in kitchen offers all the amenities needed. Sliding glass doors from both the kitchen and master bedroom lead you to your private backyard and large deck . Fabulous location to golf/ski.

Guest favorite
An open concept game room features a polished pool table at the center, with a bar area equipped with stools to one side. Large windows allow natural light to fill the space, while a mounted TV and comfortable sectional couch create an inviting entertainment area.
Home in Badjeros
4.94 out of 5 average rating, 134 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 Alton
4.97 out of 5 average rating, 109 reviews

Stylish 3BR | Hot Tub • Firepit • Cozy Fall Escape

Welcome to your relaxing escape in the heart of Alton—a cheerful and spacious 3-bedroom, 1.5-bathroom home backing onto the beautiful Credit River. Perfect for families, friend groups, wedding guests, or anyone craving peace, nature, and comfort. • Sleeps up to 8 guests comfortably • 3 cozy bedrooms (2 with private decks!) • 1.5 bathrooms • Fully equipped kitchen + BBQ patio for year-round grilling • Stylish living room with fireplace & smart TV • Fast Wi-Fi, workspace-friendly

Guest favorite
A modern kitchen is visible, featuring white cabinetry and stainless steel appliances. A breakfast bar with seating for four is accented by red placemats. Natural light floods the space through a large window, while stylish black fixtures add contemporary charm.
Home in Orangeville
4.82 out of 5 average rating, 109 reviews

A Modern 3 Bedroom Home with Free Parking & Wifi

Welcome to our modern 1000sf single-story bungalow in the charming town of Orangeville. Thoughtfully designed for comfort and convenience, this bright and stylish space offers a peaceful retreat just minutes from the vibrant shops, restaurants, and cafes along historic Broadway. Whether you're here to explore the scenic trails at Island Lake Conservation Area, enjoy the local arts scene, or simply relax in a cozy, well-appointed home, this bungalow is the perfect base for your stay.

Superhost
A brightly lit living area features a red sofa adorned with decorative pillows. A wooden coffee table sits on a light rug, while large windows allow natural light to flood in, offering views of the surrounding greenery.
Home in Grand Valley
4.67 out of 5 average rating, 67 reviews

House on the bank of river

This rural country home was built in 1960's. 7 acres of land with river passing through it, this private house is located just outside the town of Grand Valley. Two bedrooms with each having its own queen bed, this is perfect for a party of up to 4. Big kitchen with gas stove, fridge, microwave, you can do your own cooking. ✅ Wi-Fi ✅ TV Box with Netflix ✅ Full Kitchen The space Guest have access to main floor, entrance to basement and sunroom is prohibited to guests.

Superhost
A modern living area features a light-colored leather sofa with decorative pillows, positioned near a stylish coffee table. Two framed prints adorn the wall above, while a small potted plant adds a touch of greenery. A wall clock is visible, enhancing the serene ambiance.
Home in Orangeville
4.79 out of 5 average rating, 19 reviews

Modern Cozy Getaway”

Welcome to your perfect modern, stylish, and cozy get away. This home offers the spacious interiors, thoughtfully curated décor, and all the comforts of home. Located in the heart of town, you’ll have easy access to local ski attractions, dining, and entertainment, making it an ideal spot for both leisure and business travelers. Whether you’re unwinding in the beautifully designed living spaces or exploring the vibrant surroundings, this home is your perfect retreat.

Guest favorite
A spacious living area features a large blue sectional sofa arranged around a circular glass coffee table. A round mirror hangs on the wall, enhancing the natural light from the window. Decorative plants and artwork contribute to a modern and inviting ambiance.
Home in Orangeville
4.93 out of 5 average rating, 67 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)

Top guest favorite
A charming yellow house features a wide front porch with wooden seating and a grill. Lush greenery surrounds the porch, enhancing the outdoor space. The entrance is framed by a pair of glass doors flanked by symmetrical windows, inviting guests into the home.
Home in Orangeville
4.95 out of 5 average rating, 100 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.

Guest favorite
The bedroom features a spacious bed covered with a light-colored blanket. A comfortable chair is positioned nearby, alongside a small table. Soft lighting is provided by a floor lamp, while natural light enters through a window above the bed.
Home in Grand Valley
4.86 out of 5 average rating, 51 reviews

Upper level 2 bdrm 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.

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