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Vacation rentals in Dufferin County

Vacation rentals in Dufferin County

Find and book unique accommodations on Airbnb

Top-rated vacation rentals in Dufferin County

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

  • Headwaters Retreat- Hot Tub & Private Suite
    SUPERHOSTEntire guest suite · 6 guests · 3 beds · 1 bath
    Headwaters Retreat- Hot Tub & Private Suite

    Cozy, rustic & modern. Our bright, queen bedroom suite with private entrance, and hot tub at your door, overlooks our peaceful conservation area. This spacious fireplace suite includes Apple TV, private bathroom, a 2nd bedroom with two twin beds and trails right from your door. Nestled in our quiet neighbourhood, minutes from town center, this is a perfect location to relax whether travelling for work, hiking the trails, visiting art galleries, weddings, sporting events or just to get-a-way!

    What guests are saying:

    “Absolutely Amazing! This suite was romantic and cozy and perfect for our quick couples getaway! It was obvious that Susan, the host, implemented many thoughtful touches...and the gas fireplace and hot tub were fabulous bonuses we thoroughly enjoyed! We will definitely be looking to book a stay here again...😊”

  • Belfountain Riverside Cabin in Caledon
    SUPERHOSTEntire cabin · 2 guests · 2 beds · 1.5 baths
    Belfountain Riverside Cabin in Caledon

    A cosy cabin for one or two is surrounded by 20 acres of near wilderness next to the hamlet of Belfountain. Two-night minimum stay. $80/night, week long stays 25% discount, month long stays 50% discount. This private park-like setting is perfect for a retreat, hiking, cycling, snowshoeing, nature lovers, etc. Includes a kitchenette (toaster, microwave, coffee maker, kettle and bar fridge).

    What guests are saying:

    “We had a lovely little mini-vacation here! Close to Toronto, and yet it really felt like we got away. The cabin was cozy and had everything we needed. We came prepared with foods we could reheat in the kitchenette, and for one of our meals we visited a local restaurant (included in the cabin is a booklet of information with all kinds of great tips about places to visit, as well as local history). Not only are the surrounding conservation areas beautiful and great to visit, but the property itself has some really lovely trails, complete with lots of seating areas along the river and in the forest so you can just sit and enjoy. :) Winter was a beautiful season to visit, and I bet other seasons are just as lovely in totally different ways. We'll have to come back!”

  • Rustic-Chic Foxglove Farm - 1 Hr from Toronto
    SUPERHOSTFarm stay · 7 guests · 4 beds · 3.5 baths
    Rustic-Chic Foxglove Farm - 1 Hr from Toronto

    Built in the 1840s, Foxglove Farm blends historic charm with rustic-chic and sits on 70 peaceful and secluded acres of farm land. The beautiful log house is an eclectic mix of shabby-chic antiques but with every modern convenience. Within 15 minutes are superb restaurants, antique shops, golf, hiking, riding, skiing, a luxury resort spa and winery. With rolling green hills, horse farms and historic small towns this area, only an hour from Toronto, truly is one of Ontario's hidden gems.

    What guests are saying:

    “Let me start with what a pleasure it was to deal with the host, Malcom. Very kind and an accommodating person. The farm is just amazing and the details in the cottage is beautiful. Everything is very thoughtful and the space was unbelievably clean. He recommended great places to dine in around the area however, the space was so nice that we didn’t want to leave. The books all around the house and the candles made the space very cozy. There are board games and movies to enjoy as well. If you are looking for a great getaway, with a great host, this is the place to book. Thank you Malcom and hope to experience this place in summer as well!”

Vacation rentals for every style

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Popular amenities for Dufferin County vacation rentals

  • Kitchen
  • Wifi
  • Pool
  • Free parking on premises
  • Air conditioning

Other great vacation rentals in Dufferin County

A spectacular cabin setting in the woods
SUPERHOSTTiny house
A spectacular cabin setting in the woods
Price:R3,373 ZAR / night
Home away from home, Village Retreat w/outside fun
SUPERHOSTEntire cabin
Home away from home, Village Retreat w/outside fun
Price:R1,743 ZAR / night
The Carriage House-Longer Stays & 1st Responders!
SUPERHOSTEntire guesthouse
The Carriage House-Longer Stays & 1st Responders!
Price:R1,204 ZAR / night
A little gem on the south side of town.
Private room
A little gem on the south side of town.
Price:R815 ZAR / night
The Crooked Cottage downtown-No additional fees
SUPERHOSTEntire apartment
The Crooked Cottage downtown-No additional fees
Price:R1,116 ZAR / night
Farm House with a View
SUPERHOSTFarm stay
Farm House with a View
Price:R2,508 ZAR / night
Dew Drop Inn
SUPERHOSTEntire guest suite
Dew Drop Inn
Price:R1,254 ZAR / night
Sunny Pines Farm Designer Studio
SUPERHOSTEntire guesthouse
Sunny Pines Farm Designer Studio
Price:R1,981 ZAR / night
Brookside Cottage - Charming Rural Getaway Mulmur
Entire guesthouse
Brookside Cottage - Charming Rural Getaway Mulmur
Price:R2,382 ZAR / night
Cozy Retreat-Walk to Island Lake Conservation Area
SUPERHOSTPrivate room
Cozy Retreat-Walk to Island Lake Conservation Area
Price:R564 ZAR / night
Maple Meadow Mannor
Entire guest suite
Maple Meadow Mannor
Price:R1,241 ZAR / night
The Gem of Orangeville - Whole House with King Bed
SUPERHOSTEntire bungalow
The Gem of Orangeville - Whole House with King Bed
Price:R1,003 ZAR / night
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