Vacation rentals in Orangeville

4.96 out of 5 average rating, 45 reviews

Ambient Vibe Downtown | CN Tower + Lake View Condo

AlonaRating, 5 stars1 month ago

We had an absolutely fantastic time staying in Zahra’s place. From start to finish, everything exceeded our expectations. The communication with Zahra was smooth and prompt, making the booking, check in at check out process hassle-free. It is highly recommended!

4.92 out of 5 average rating, 90 reviews

Home in Barrie

Luxurious 4BDRM-King Bed-Barrie-near Snow Resorts

ShrutiRating, 5 stars5 days ago

We had a wonderful stay in this beautiful house. We booked it for a small get-together with our friends. The house is spacious and beautifully decorated. Jerry made sure everything was set up to make our stay comfortable. Although the pool wasn’t open during our visit, it’s definitely something we’re looking forward to next time. We are glad we chose this place. Thanks again for hosting us!

Superhost

Cottage in Flesherton

4.77 out of 5 average rating, 65 reviews

Lake Eugenia Oasis, Private,Quiet,Retreat

KatherineRating, 5 stars2 weeks ago

We went here with a group of 7 ladies for a 50th bday celebration and it was lovely. Beautiful home, everything you need in a kitchen for a great stay, lovely to have a hot tub and outdoor amenities, and walking distance to some scenic areas. Cary was a great host, who responded quickly with any questions. Went to the Flying Chestnut right up the road and it was delicious. Would love to stay here again!

5 out of 5 average rating, 8 reviews

Home in Innisfil

Sand to Snow Getaway

SeanRating, 5 stars5 months ago

Perfect for what we needed, which was a nice little place close to the hockey rinks. Sarah’s place is exactly as described. We had a very comfortable weekend staying here between games. We were in town for a hockey tournament and found this gem which is located close to everything we needed. I highly recommend.

4.97 out of 5 average rating, 107 reviews

Home in Barrie

Waterfront home, city/sunset view & steps to beach

JimmyRating, 5 stars2 months ago

We really enjoyed our stay here. The place was exactly as described, spacious, and had a ton of amenities. Even in the winter, we could always find things to do at the home, and the location was great as it was in a nice and quiet neighbourhood but also it was easy to access activities in the surrounding areas/mountains/resorts. Also, Curtis was a very responsive and positive host; he was very clear with his instructions and quick to answer any questions we had. Great experience!

5 out of 5 average rating, 53 reviews

Cabin in Kimberley

Luxury Creekside Cabin with Sauna

JFRating, 5 stars1 month ago

If I could give this place more than 5 stars, I absolutely would! This cozy cabin on the hill is a true gem—so peaceful! From the moment we arrived, we felt at home. The space was spotless, well-equipped, and full of thoughtful touches that made our stay extra special. Whether you’re looking for a relaxing retreat or an adventure in nature, this place has it all. The host was incredibly kind and responsive, ensuring every detail was perfect. We can’t wait to come back - and we will - highly recommend!

4.85 out of 5 average rating, 97 reviews

Cottage in Burlington

The Pearl Lodge

JenRating, 5 stars6 months ago

Pearl Lodge was much more than expected: the house sits on a gorgeous property with lots of parking and activities for all ages. The kitchen & bathrooms were spotless, and with multiple bedrooms, it was everything our group needed! Habib was extremely accommodating, and responsive with the questions I had upon check in. Would definitely recommend for larger groups & future guests in the area!

4.89 out of 5 average rating, 44 reviews

Bungalow in Markdale

Waterfront Cottage on Irish Lake

JessicaRating, 5 stars3 days ago

I don't even know where to start about how amazing this experience was for our kids my husband and myself. Peter went above and beyond to make sure we all had the best time provided a basketball when my son asked for one, life jackets set up the paddle boat. The pictures I seen did not AT ALL do this beautiful home justice the beds were so comfortable and everything was clean and stocked. the outside was even better my kiddos had a blast fishing on the paddle boat etc. we will 1000% be back soon! Thanks again Peter!

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What guests are saying

The Carlton Elora | Cozy Retreat with Hot Tub

4.98 out of 5 average rating, 51 reviews1 week ago

Our stay at Amie’s place was perfect - we would love to come and stay again. It was spotlessly clean, and gorgeously decorated and comfortable. The little touches like the cozy bathrobes, local drinks in the fridge, and toiletries really set this apart. The location is amazing - just steps to the gorge. The hot tub was huge and incredibly clean and easy to use. This was one of my favourite air bnb stays ever!

Guest suite in Elora

What guests are saying

Bayview Beach Retreat 3 bedrooms 2 full bathrooms

4.86 out of 5 average rating, 14 reviews7 months ago

Elias' place was a wonderful getaway for our group of 3 families. We all have toddler aged children, the space is very accommodating for them, the beach is 30 seconds walk away from the home and there are children's toys and books that Elias offered for us to share in. The water is really nice, great dock access. About 2ft deep at the dock and fairly weedy, you have to swim out about 30-40m to get to deeper water for a nice swim. The paddleboard worked really well for us! Outdoor patio space is fantastic, there is a large umbrella for shade for the sectional and the outdoor dining table. BBQ, outdoor shower, swing, children swings and slide, and fire pit all made for a very pleasant experience. Hot tub was lovely and comfortably sits 4. Kitchen was lovely and fully stocked, has everything you might need to cook your meals. Bedrooms were clean and comfortable. Bathrooms were very clean. Elias was great and communicative, we look forward to our next stay!

Home in Gilford

What guests are saying

Jungle Made of Concrete: Free Parking & City View

4.83 out of 5 average rating, 41 reviews1 month ago

I was forced to book a 2nd property last minute after another host accepted our reservation request despite not being able to accommodate the check in time needed (early/immediate). The initial host charged me for their apartment before informing me that they couldnt allow for the early check in that was specifically mentioned during booking, thus rendering that reservation basically useless. I decided to put my faith in Air BnB to recover the funds for me, and focused on securing last minute accommodations with a host who was able/willing to work with our need to check in more or less that very moment. Thats when I found Cecilia's apartment. It came with a free parking space which was a huge bonus, and was just steps from my orinigal booking (exactly where i needed to be). I reached out to her directly without initiating any reservation, and Cecilia respon promptly. She invited me to come straight away and sent check in instructions just as quickly. Cecilia was fantastic! Thanks!!

Apartment in Downtown Toronto

What guests are saying

Modern Lakefront Cottage In The City With Hot Tub

4.93 out of 5 average rating, 54 reviews2 weeks ago

We had a fantastic stay and would be more than happy to come again! The host was extremely nice and caring and the house is absolutely fabulous. From the views outside to the interior decorating this place was a dream come true. Thank you for having us!

Home in Brampton

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Popular amenities for Orangeville vacation rentals

Kitchen

Wifi

Pool

Free parking on premises

Air conditioning

Stay near Orangeville's top sights

Theatre Orangeville23 locals recommend

Forage Restaurant13 locals recommend

Zehrs10 locals recommend

Bluebird Café & Grill10 locals recommend

Galaxy Cinemas9 locals recommend

Pia's On Broadway9 locals recommend

Other great vacation rentals in Orangeville

5 out of 5 average rating, 5 reviews

The Snug 1+1 Suite w/ Free Parking

Paul LRating, 5 stars4 days ago

Excellent apartment everything is close the host responds to any h it's really appreciated

Superhost

Home in Brampton

4.75 out of 5 average rating, 4 reviews

My Charming Getaway

MichelleRating, 5 stars8 months ago

The unit was as described in the ad. Very clean and well maintained. The host followed up to ensure we were checked in ok and she always responded in a timely manner. .

5 out of 5 average rating, 24 reviews

Vacation home in Barrie

Entire House, Luxury Cozy Family Retreat w/ 5 Beds

JoannaRating, 5 stars2 weeks ago

Jasmines Airbnb was fantastic for groups or families. Everything was as described and the home itself had so many finishing touches to make guests know where to find things and feel at home. Jasmine was always responsive and had great local recommendations. Beds and pillows were very comfortable and the home was very clean! Our group had a wonderful time and would highly recommend if looking for a place in the Barrie area!

Townhouse in Richmond Hill

5 out of 5 average rating, 12 reviews

Cheerful 3 bedrooms townhouse

SabrinaRating, 5 stars7 months ago

Great airbnb - would recommend! Stayed for 8 months and was good for our family with two small kids! Three large bedrooms (one in basement) and one office upstairs, all amenities were provided - plenty of kitchen utensils, plates, lots of baby things (high chair, brezza maker, safety gates), and well stocked. The location is nice - close to a huge park and community center with library and swimming pool (across one major road only!) and nice trail right behind. Close to Costco (7-8 mins) and lots of good restaurants within 10-15 mins drive :) ravine lot at the back so lots of privacy! Host, Eva, was super responsive and replied quickly, whenever there was any issues she replied asap, and was clear in all her instructions! Beautiful spacious airbnb , three floors and one basement , would recommend for any family !

5 out of 5 average rating, 10 reviews

Bright & Stylish Suite | Prime Location + Parking

JennyRating, 5 stars1 week ago

Excellent! Met our expections ! Will definitely return! Very much recommend the apartment and Michael was a great host! Thank you for everything !

4.99 out of 5 average rating, 109 reviews

Cabin in Holstein

Kettle Creek Cabin

AlanRating, 5 stars2 weeks ago

This was our second time staying in Emily's cabin, and certainly not the last! The place was quiet, private, and with a rustic charm that was perfect for a group of admittedly very nerdy adults looking for a place to spend a weekend playing medieval fantasy tabletop roleplaying games. The place was quaint, clean, well stocked with supplies, very spacious, and Emily was very responsive if we needed anything. Though, as repeat customers, we needed very little. Thanks Emily, and with any luck, we'll be back soon.

4.86 out of 5 average rating, 44 reviews

Amazing 2-Bedroom Condo + 1 Free Parking

PeterRating, 5 stars1 week ago

This spot is in prime downtown location. Park the car in the garage and walk to most everywhere you want to visit. One of the best Thai restaurants is the next block over. We really enjoyed our stay.