Holiday rentals in Damascus

Find and book unique accommodation on Airbnb

Top-rated holiday rentals in Damascus

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

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Guest favourite

Home in Barrie

4.92 out of 5 average rating, 90 reviews

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

ShrutiRating, 5 stars2 weeks 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, 66 reviews

Lake Eugenia Oasis, Private,Quiet,Retreat

ShawnnaRating, 5 stars1 week ago

We had a mini girls getaway. 48 hours of nothing but relaxation. The place is super cozy, the kitchen has absolutely everything you could possibly need and the hot tub is such an added bonus. We took a short 10 minute walk down the street to see the falls. They were lovely. I know there's been a few comments about the water pressure, it has been rectified and its perfect. I just have one suggestion, give directions on how the dishwasher works with the check-in message. All in all it was a great experience and we are already talking about coming back next year ❤️

Guest favourite

Campervan/Motorhome in Mitchell

4.86 out of 5 average rating, 58 reviews

Free to Wander 2.0

kaileighRating, 5 stars1 month ago

Had the privilege of being able to rent this beautiful space out!! Has everything you would need for a cozy weekend away. The wildlife was a major bonus getting greeted by ducks & geese all day and night long! Place was very cozy & clean & is perfect for a tech-free weekend away! Will be making a habit of coming back here for years to come for sure!

Guest favourite

Home in Hamilton Beach

4.92 out of 5 average rating, 205 reviews

Beautiful Renovated Beach Cottage Home

Karyne And RomanRating, 5 stars1 week ago

Beautiful place, everything was great! The view is incredible and the place was clean, spacious and just as described. The beds were super comfortable, check-in was very simple and instructions were clear. Jennifer was responsive and friendly, great host! I highly recommend to others looking for a peaceful beach stay .

Guest favourite

Home in Barrie

4.97 out of 5 average rating, 107 reviews

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!

Guest favourite

Apartment in Elora

4.86 out of 5 average rating, 113 reviews

Elora Grandeur: The Pinnacle Retreat"

DanicaRating, 5 stars4 days ago

We were lucky to have found this accomodation. Its across the street from the venue of my friends wedding. The owner, John, was very accomodating. Really easy going fella. When we needed his help he was easily reachable. We called and he came soon after. Our family thanks him for the accomodation. If you are visiting Elora I highly recommend his airbnb. Its just a walk away the small town which gives Europe vibes. Cute for photo ops and the people are nice and friendly. Thank you again John!

Top guest favourite

Cabin in Kimberley

5 out of 5 average rating, 53 reviews

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!

Guest favourite

Cottage in Grey Highlands

4.92 out of 5 average rating, 160 reviews

Hilltop garden cottage

JessRating, 5 stars2 days ago

Brian’s place was a dream oasis for our busy family. Exactly as described. Quaint and peaceful. A wonderful reprieve. Loved all the personalized touches of the cottage. Such a wonderful host. We are so fortunate to have found and connected. Thank you so much

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Popular amenities for Damascus holiday rentals

Kitchen

Wifi

Pool

Free parking on premises

Air conditioning

Other great holiday rentals in Damascus

Superhost

Chalet in Flesherton

4.94 out of 5 average rating, 17 reviews

4 Bedroom, 2 Bath Chalet- 4 Season Fun and Private

CaitlinRating, 5 stars13 months ago

Our family had a wonderful week long March break at Maxx’s place. It was comfortable, cozy and easy to drive around to local spots. The boys loved the bunk bed and Maxx was accessible and a pleasure to communicate with. We loved our time there!

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. .

Top guest favourite

Holiday home in Barrie

5 out of 5 average rating, 25 reviews

Entire House, Luxury Cozy Family Retreat w/ 5 Beds

JoannaRating, 5 stars1 month 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!

Guest favourite

Guest house in Rural Flamborough

4.96 out of 5 average rating, 25 reviews

Country Retreat

ClaireRating, 5 stars1 month ago

Beautiful spot! And wonderful hosts! I had a small home emergency and needed an urgent place to stay. Anna was able to accommodate an early check in which was so appreciated!! Very peaceful and cozy space! Highly recommend.

Guest favourite

Guest suite in Barrie

4.93 out of 5 average rating, 28 reviews

Beautiful Little Barrie Basement

LeeRating, 5 stars2 months ago

The place is easy to find, cozy, and a very short drive to all the actions in downtown Barrie. The highlight was how great Craig was as a host. We were unlucky with the snowstorm weather, yet Craig generously offered his time and effort and resources to proactively help us in times of need.

Guest favourite

Chalet in Flesherton

5 out of 5 average rating, 10 reviews

Waverly House - Modern Chalet / Cottage with Pool

Sue AnnRating, 5 stars7 months ago

My husband and I wanted to get away from the city hustle and found exactly what we needed at this property. It was beautiful inside and out and we truly felt like we were secluded and alone (finally!) Inside the cottage was clean, bright, and equipped with everything needed for a comfortable stay. The yard is completely private and surrounded by trees but still allows for full days of sunshine. The pool was bigger than we expected and was perfect for lazy float days. We will definitely be back! Thank you so much!

Top guest favourite

Cabin in Holstein

4.99 out of 5 average rating, 111 reviews

Kettle Creek Cabin

SheetalRating, 5 stars2 weeks ago

We had an amazing stay, super cozy place, great location for a relax stay. Will highly recommend this for anyone looking for a peaceful stay. Luxurious and cozy. Super comfortable and warm cabin very well maintained! Thank you Emily, this vacation at your cabin was very special!

Superhost