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House holiday rentals in Dufferin County

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Top-rated house rentals in Dufferin County

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Home in Laurel

5.0 out of 5 average rating, 4 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. Feel free to send a message for any questions and I look forward to hosting all

Guest favourite

Home in Mono

4.97 out of 5 average rating, 29 reviews

Country Family Getaway with private 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 Erin

4.8 out of 5 average rating, 10 reviews

Estate House~Hot Tub~Sauna~Heated Pool~OasisD'Erin

Welcome to our incredible country retreat in Erin. This property has it all for you and your family to relax and enjoy the countryside. Features: ✓ Outdoor barrel sauna and hot tub (year-round) ✓ 4 Spacious and well-appointed bedrooms with 5 beds ✓ Huge driveway with parking for up to 8-10 vehicles ✓ Less than 10 minutes to ski hills, nature trails, golf, Millcroft spa ✓ High-speed internet ✓ Comfortable bedrooms with high-quality linens ✓ A large heated swimming pool (seasonal: May-October)

Guest favourite

Home in Mono

4.88 out of 5 average rating, 26 reviews

Mono Springs - Dream Country Escape w pool/hot tub

Welcome to Mono Springs! Our straight-out-of-a-storybook family retreat, located in the heart of Mono. Lovingly renovated with all new furnishings, this dream country escape with rustic finishes sits on 10 acres of gorgeous landscape and fields with pre-made trails ready to explore giving wholesome Cottage-Vibes. Plenty of space for everyone with lots of quiet sitting areas, both inside and outside, private hot tub and heated pool. Ideal setting for family get togethers and nature enthusiasts

Guest favourite

Home in Badjeros

4.97 out of 5 average rating, 34 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

5.0 out of 5 average rating, 18 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 favourite

Home in Alton

4.96 out of 5 average rating, 70 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

4.93 out of 5 average rating, 69 reviews

3 BR Home with Gas Fireplace Downtown Orangeville

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 favourite

Home in Grand Valley

4.82 out of 5 average rating, 22 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.

Home in Creemore

4.97 out of 5 average rating, 30 reviews

Mulmur Getaway, outside of Creemore

A lovely and peaceful escape from city life, this 150 year old farmhouse is incredibly cozy and private. You have the entire house: 3 bedrooms, 1 1/2 bathrooms, fully equipped kitchen, wifi, wood burning fireplace and the house is air conditioned. There is a TV, VHS and DVD player (with assorted movies) but no cable service.

Guest favourite

Home in Honeywood

4.98 out of 5 average rating, 50 reviews

Sunnylea Acres

A renovated farmhouse on 23 acres in the rolling hills of Mulmur, Ontario. Brand new. Close to ski hills, access to the Bruce Trail and 10 minutes from the town of sweet Creemore. One hour and twenty minutes from Toronto. Pool coming June 2021. Follow us @sunnyleaacres Check out our Airbnb sister property Mate’s Grove.

Guest favourite

Home in Creemore

4.96 out of 5 average rating, 27 reviews

The Burrow - 240 Acre Farm with Private Waterfall

COME HIKE TO OUR PRIVATE 53 FT WATERFALL - Situated on a 240-acre farm - Hiking, biking or skiing trails are available on the property - 25 Minutes to Mansfield Ski Club - 15 Minutes to Devils Glen Ski Club - Fully Stocked Kitchen - 2 Queen Beds in the main house - 1 Queen bed in a private Bunkie

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Popular amenities for house rentals in Dufferin County

Free parking on premises

Air conditioning

House rentals with a pool

Home in Orangeville

4.72 out of 5 average rating, 46 reviews

20 Acre of privacy with Heated Pool and Hot Tubs

Guest favourite

Home in Shelburne

4.82 out of 5 average rating, 28 reviews

Primrose Park

Home in Caledon

4.71 out of 5 average rating, 17 reviews

Rustic cabin-inspired residence.

Home in Mono

Mono Hills - Your Perfect Country Getaway!

Home in Mulmur

Large Creemore farmhouse on 50 acres

Home in Mansfield

Cimarron Ridge on 50 acres

Home in Caledon

House with a pool In Caledon

Guest favourite

Home in Mulmur

4.95 out of 5 average rating, 19 reviews

Mate’s Grove

Weekly house rentals

Guest favourite

Home in Orangeville

4.9 out of 5 average rating, 41 reviews

Cozy 4 Bedroom Family Home - Sleeps 10

Guest favourite

Home in East Garafraxa

5.0 out of 5 average rating, 14 reviews

Fully-renovated Century Farmhouse

Home in Shelburne

4.68 out of 5 average rating, 19 reviews

The Old Millinery House

Guest favourite

Home in Southgate

5.0 out of 5 average rating, 15 reviews

Beautiful four bedroom house available in Dundalk

Home in Shelburne

4.89 out of 5 average rating, 9 reviews

Grand Canyon, spaciousness, request for 16 guest

Home in Orangeville

4.74 out of 5 average rating, 43 reviews

Alden Farms

Home in Caledon

3 Bedroom Guest Suite near Belfountain

Guest favourite

Home in Orangeville

4.91 out of 5 average rating, 11 reviews

Stylish Getaway in Orangeville

Private house rentals

Home in Alton

4 bedroom 4 bathroom house

Home in Mono

4.68 out of 5 average rating, 56 reviews

Beautiful Home in the country!

Home in Horning's Mills

5.0 out of 5 average rating, 4 reviews

The BLUE COTTAGE, RockHill Park

Home in Mansfield

4.55 out of 5 average rating, 20 reviews

Peace and Quiet at our Vacation home

Guest favourite

Home in Orangeville

4.96 out of 5 average rating, 69 reviews

Relax & Refresh at our Hockley Valley Coach House

Home in Lisle

4.75 out of 5 average rating, 8 reviews

Serene country retreat - your home away from home!

Home in Orangeville

New place to stay

Relaxing Basement Apartment

Home in Amaranth

Sheriff Family Cottage

Destinations to explore