House vacation rentals in Dufferin County

Find and book unique houses on Airbnb

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Popular amenities for Dufferin County house rentals

House rentals with a pool

Superhost
Home in Lisle
4.76 out of 5 average rating, 29 reviews

Hidden Oasis: Pool, Hot Tubs, & Starry Fire Pits

TeresaRating, 5 stars4 months ago
We had a fantastic experience staying at this beautiful home! From the start, the host was incredibly responsive and made sure all my questions were answered promptly. They were super friendly and welcoming. The house itself was amazing – spotless, spacious, and beautiful location. You could tell the host really cares about the space, and it had everything we needed for a comfortable and relaxing stay. We will definitely be booking here again next time we are in town. Highly recommend this place to anyone looking for a great stay!
Top guest favorite
Home in Mono
4.97 out of 5 average rating, 39 reviews

Country Family Getaway with Pool and Trails

Cory & GinetteRating, 5 stars7 months ago
We had an amazing stay! Communication with the hosts was quick, and they were very attentive to all our needs, ensuring we had everything we required. The house was perfectly suited for our group of 8, offering plenty of space and comfort. The property itself is beautiful, with easy access to scenic walks and hikes right on the grounds. Plus, it was just a short drive to Hockley Valley, where we attended our event. This place was ideal for our weekend getaway, and we’d definitely stay here again!
Superhost
Home in Orangeville
New place to stay

Hockley Valley - Jazzy Pines - 4 BR with Pool

VictorRating, 5 stars4 days ago
Really enjoyed our week, we came for the Canadian Open and the house was amazing. Really comfortable space and use of the pool, appliances were great and well stocked up for a great week. Highly recommend.
Superhost
Home in Orangeville
4.64 out of 5 average rating, 14 reviews

Private cottage heated pool/HotTub/Games 20 Acre

KyleRating, 5 stars4 weeks ago
Stayed here for a few days for a work retreat. Place was great for what we needed. Tons of space and a very pretty location on a quiet country road. A few issues with the amenities - bbq didn’t work well, the hot tub was pretty green, and the dishwasher was temperamental, but when we reached out, they sent someone over to address it right away. Overall, it was exactly what we needed and we had a great stay - would definitely recommend/come back!
Guest favorite
Home in Mulmur
5 out of 5 average rating, 14 reviews

Private Pool/Pond/River in Secluded 14Acres Estate

AlyssaRating, 5 stars22 months ago
Redwood Estate was a beautiful location to host my family’s 2023 cottage weekend. The place was just as described. I’m pretty picky when it comes to accommodations, but Razia’s place was super clean and definitely met my standards! There were ten guests with us - four families - and the house was big enough for us to all spend time together and also have our own privacy. The house is well stocked - we brought a lot of stuff that we probably didn’t need to. The grounds are absolutely beautiful. Lots to see and do for all ages. The pool was of course a big hit with everyone. We just so happened to time our stay with a meteor shower and we’re able to spend the night stargazing!
Guest favorite
Home in Mono
4.89 out of 5 average rating, 38 reviews

Mono Springs - Dream Country Escape w pool/hot tub

VikramRating, 5 stars4 months ago
“A Slice of Heaven on Earth” We had the most incredible stay at this breathtaking property! Nestled on 10 sprawling acres, this magnificent estate exceeded our wildest dreams. The moment we stepped foot on the grounds, we knew we were in for a treat. The property itself is stunning, with beautifully manicured lawns, serene walking trails, and picturesque views that seem to stretch on forever. We spent hours exploring the grounds, discovering hidden gems and soaking up the tranquility. The location is equally impressive, offering the perfect blend of seclusion and accessibility. We felt like we were a world away from the hustle and bustle, yet still within easy reach of local amenities. Our hosts were warm, welcoming, and incredibly attentive, ensuring our stay was nothing short of perfection. If you're looking for a truly unforgettable experience, look no further! This incredible property has left us with memories we'll cherish forever.
Superhost
Home in Mono
4.9 out of 5 average rating, 10 reviews

Mono Hills - Your Perfect Country Getaway!

LucasRating, 5 stars9 months ago
Param was a great host and provided timely assistance when we needed it. The house was well furnished with plenty of space for five couples. Would definitely recommend to future groups wanting a weekend getaway!
Guest favorite
Home in Honeywood
4.98 out of 5 average rating, 56 reviews

Sunnylea Acres

MaryRating, 5 stars3 months ago
Our family of adults and children enjoyed our stay. The home is well appointed and beds were all comfortable. The weather was challenging (Ontario snow storm), but the hosts were very accommodating. The driveway, up to the property, was cleared for our arrival. We enjoyed snowshoeing out back of the property and made our way to Bruce Trail. Highly recommend Sunnylea Acres.

Weekly house rentals

Home in Shelburne
New place to stay

Farmhouse that can accommodate up to 10 people

ChrisRating, 5 stars3 weeks ago
This was the nicest Airbnb I have stayed at by far. The host communicated above and beyond any other host I have dealt with. The house and the property are gorgeous and very well maintained. We will be returning next time we're in the area.
Home in East Garafraxa

Spacious Country Retreat

MichaelRating, 5 stars5 days ago
Just stayed for a week and Ranjit and his family were perfect hosts, very communicative and responsive to any questions or messages. We had a small issue with the firmness of the mattresses (they were only too firm as they were brand new) and once this was brought to Ranjit’s attention all 3 mattresses were replaced the say day! Exceptional service, you can’t ask for anymore! We will definitely stay again if we are in the area! Thanks!
Home in Shelburne

Enchanted Medallion 20 guests-send request 6 more.

DeborahRating, 5 stars1 week ago
We had a perfect stay in this large beautiful home, lots of comfortable spaces for everyone. Clean and modern. Very well-equipped kitchen.
Home in Orangeville
4.47 out of 5 average rating, 15 reviews

Charming | Ping-Pong | Treadmill | BBQ | Patio

DarrinRating, 5 stars2 weeks ago
We flew into Canada for our son's wedding. When we booked we didn't realize that it was 10 minutes away from the venue. Based on our last air bnb experience this was super fantastic. The host was super and timely in his response to our questions. The property was excellent and well kept. I would definitely recommend it to any and everyone and would definitely stay at this location in the future.
Home in Southgate

The Perfect Family Retreat (Brand New Entire Home)

LoganRating, 5 stars3 months ago
This was the perfect getaway for a night. Felt like a great reset with nice clean bathroom and showers. Kitchen was spotless and easy to use.
Home in Orangeville
New place to stay

Modern Family Comfort

RoxaneRating, 5 stars4 days ago
We loved our stay! Quiet neighborhood and close to everything we needed!
Home in Rosemont

Beautiful Villa in Rosemont

DakshRating, 5 stars1 month ago
It’s a nice place, we had a great time
Home in Mansfield
4.55 out of 5 average rating, 20 reviews

Peace and Quiet at our Vacation home

KylieRating, 5 stars34 months ago
Pleasantly surprised by the cleanliness and size of the chalet. Much nicer than the photos depicted. Perfect location for a lot of day trips since the location is very central.

Private house rentals

Home in Lisle
4.25 out of 5 average rating, 8 reviews

3 bedroom apartment

TasnimRating, 5 stars3 weeks ago
Givi’s place was comfortable for a one night stay. The home was well equipped and Givi was responsive, he also helped us light the bonfire. Highly recommend!
Home in Shelburne
4.29 out of 5 average rating, 7 reviews

Cozy Home Close to Blue Mountain and Collingwood

NakitaRating, 5 stars3 months ago
Melissa is a lovely Host - very responsive, easy to work with, exceptionally professional and pleasant. Will absolutely book with Melissa again!
Home in Alton

Waterfront Luxury Home

StaceyRating, 5 stars3 months ago
Beautiful house. we had a wonderful girls weekend away!
Home in Caledon East

Relaxing Farmhouse

CaliRating, 5 stars5 days ago
Tanvir’s property is beautiful and the house is very spacious. We had a great stay and would recommend.
Home in Erin
4.25 out of 5 average rating, 8 reviews

Farm Guest Suite with Hot Tub & 3 bedrooms

AlexanderRating, 5 stars4 days ago
Great host! Beautiful location and amazing place! Would love to stay here again!
Home in Caledon Village
New place to stay

Charming Caledon Village Home

JackRating, 5 stars5 days ago
Nanci’s place was perfect for me and my friends. To come back and relax after busy days, the house was ideal. Also my friendly and responsive to any questions that’s asked. Happily stay there again
Home in Belfountain
New place to stay

Cozy Cabin Vibes | 2-Bed + Full Kitchen + Office

Home in Caledon
New place to stay

8-Acre Retreat w/ Hot Tub 8 mins to TPC Osprey

Destinations to explore

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