
Vacation rentals in Cumberland Beach
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Top-rated vacation rentals in Cumberland Beach
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Top guest favorite

Home in Georgian Bay
4.99 out of 5 average rating, 86 reviewsA-Frame in the Woods of GeorgianBay, Muskoka
BecciRating, 5 stars3 weeks ago
We had a wonderful time celebrating our friend’s bachelorette. We’ll definitely have to come back one day when it’s a little warmer!
Top guest favorite

Guesthouse in Orillia
5 out of 5 average rating, 27 reviewsWoods Bay Cottage Severn
RuthRating, 5 stars1 week ago
Lovely quiet location, easy to get to. Thank you for looking after us so well. Enjoyed bikes and basketball !
Top guest favorite

Cottage in Gravenhurst
4.98 out of 5 average rating, 48 reviewsLux A-Frame, Lake Front & Hot Tub | <2 hrs frm T0
MohRating, 5 stars1 week ago
Such a perfect little getaway spot. Super quiet and private — loved relaxing in the hot tub at night and hanging by the fire. The place has a dock with kayaks and paddleboards, which made the lake time extra fun. Everything was clean and cozy, and it just felt peaceful the whole time. Already planning to come back!
Guest favorite

Cottage in Sebright
4.98 out of 5 average rating, 40 reviewsTranquil Private Lakefront Cottage Haven
SarahRating, 5 starstoday
We had a lovely stay at Navid’s place! The cottage was spotless and had all the amenities you could think to need. The property itself was beautiful, with a well maintained deck, and easy access to the water. Navid was a very responsive and kind host. We had a lovely stay and would definitely stay again!
Top guest favorite

Guesthouse in Orillia
5 out of 5 average rating, 85 reviewsCountry Guesthouse surrounded by trees
AidenRating, 5 stars1 month ago
Pauline was the perfect host. Staying at her property was like being at a home away from home. The property felt secluded, comfortable, and so relaxing. My family and I wished we could have stayed longer. Pauline was a thoughtful host— there was nothing we could have wanted for because she thought of everything. Check-in was smooth and private, the place was very clean & comfortable, and Pauline was always responsive if we needed anything.
Top guest favorite

Home in Severn
5 out of 5 average rating, 15 reviewsLuxury 3BR Villa w/ 2.5 Baths & Glowing Backyard
TapanRating, 5 stars1 day ago
Truly outstanding! From seamless booking to check‑out, everything exceeded expectations. The host responded quickly to messages and provided clear instructions. The space was immaculately clean, stylishly decorated, and exactly as described. The bed was super comfy, the amenities were all high‑quality, and the location was perfect for exploring the area. The host was flexible and very considerate. She kindly extended our checkout by an hour since we had kids with us. Highly recommend this place for families
Top guest favorite

Guest suite in Washago
4.99 out of 5 average rating, 166 reviewsSpacious Apartment Facing The Severn River
KarenRating, 5 stars2 days ago
Ed welcomed us on arrival and gave us a short tour which we appreciated. The location is very private and peaceful. We enjoyed birdsong in the morning and skies full of stars at night. The property and apartment are perfect. Not a thing out of place inside or out. The screened in porch is a huge benefit on rainy days. Our stay was a perfect escape from the city and we hope to come back some day.
Superhost

Cottage in Washago
4.82 out of 5 average rating, 28 reviewsSouthLake Cottage on The Lake.
DonaldRating, 5 stars8 months ago
This listing is exactly as pictured. It is truly beautiful to look out over the lake at sunset (anytime, really, haha) and was the perfect location for some time away from the city. I was able to get to the listing from Toronto without a car as well, so good to know for accessibility from the city for anyone without access to a car. Overall, my experience at this listing was great. Saeid communicated with me very well--quick, informative, and efficient exchanges. He was helpful as much as possible and readily admitted when unsure of things. The kitchen covered all basic needs for cooking and serving food; the grill was nice to use as well. The jetted tub was unavailable during my stay, but that is a very minor detail in the context of a great stay at Saeid's place. I would definitely return and highly recommend.
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