
Holiday houses in Gregory
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Top-rated holiday rentals in Gregory
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Top Guest favourite

Home in Georgian Bay
4.99 out of 5 average rating, 86 reviewsA-Frame in the Woods of GeorgianBay, Muskoka
BecciRating, 5 stars2 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 favourite

Apartment in Port Carling
4.96 out of 5 average rating, 49 reviewsCozy Nautical quaint retreat downtown Port Carling
MarkRating, 5 stars9 months ago
We were in town for a wedding and had a great stay at Michelle’s place. Great location in the heart of Port Carling but still private enough to relax on the large deck and enjoy the view of the water. Would definitely stay again.
Guest favourite

Cabin in Huntsville
4.92 out of 5 average rating, 39 reviewsWaterfront A-frame Retreat with Sauna & Hot tub
JasonRating, 5 stars1 week ago
We had a great stay at Lisa's place. Our family spent a lot of time on the water exploring the lake in the available canoe and kayaks and really enjoyed the sauna and hot tub in the evenings. The outdoor space is setup perfectly for living outside on those sunny days and inside the cabin is cozy and has all the amenities you need if the weather isn't great.
Top Guest favourite

Apartment in Port Carling
5 out of 5 average rating, 27 reviewsMuskoka’s Garden Den Apartment
CliveRating, 5 stars8 months ago
Great little place right in the heart of Port Carling. It was a great place to hang out after seeing the sights. Thanks Kelly we arrived after dark and found the lights on waiting for us, warm and even a little ambient music. After a day of travelling, perfect! thanks Kelly.
Guest favourite

Chalet in Bala
5 out of 5 average rating, 13 reviewsThe Dudley Inn Farmhouse
Hong NhungRating, 5 stars2 months ago
David was an amazing host. We had the best time at his place.
Superhost

Cottage in MacTier
4.88 out of 5 average rating, 68 reviewsStewart Lake Cottage
MirnaRating, 5 stars4 days ago
My friends and I had the most peaceful mommy getaway. The place was so welcoming and breathtaking will definitely book it again!
Guest favourite

Cabin in Tiny
5 out of 5 average rating, 12 reviewsThe Beach House, Georgian Bay, Beach View w/ Sauna
SamRating, 5 stars5 days ago
My family and I had a great time at Adam’s cottage! Incredible view of the lake, the lake water was crystal-clear. Beach house was well maintained and very clean, the interior decor was stunning! Beach house/garage had all the amenities you will need! The 2 paddle boards and 2 bikes were a great edition! we enjoyed walks/bike rides through the trails in the neighbourhood. We will definitely come back, HIGHLY recommend! Adam was very helpful, insightful, and gave fast replies! Great host!
Top Guest favourite

Cabin in Port Severn
4.97 out of 5 average rating, 34 reviewsWaterfront A-frame in Muskoka
LindaRating, 5 stars8 months ago
We stayed for 4 nights at this cottage in late September, just as the autumn leaves were setting in. It was rainy at night but we enjoyed cozy nights watching The Hobbit or playing board games by the roaring fireplace. During the days, we did multiple hikes around Hardy Lake, went to Bala (a very quaint town-we made jokes about being in a cheesy Hallmark movie), toured the cranberry bogs and trails with hot wine drinks and just enjoyed time at the cottage. There is something for everyone whether you’re a cook, book-lover or outdoors enthusiast. We brought our two dogs who loved hiking the trails, watching chipmunks, swimming near the shore , and lounging on the dock. They even got into the canoe. There was a friendly senior dog who wandered down to say hi a couple times. The highlight of it all- we got engaged there! :) :) :) Sarah and Chris, you must be so proud of this enchanting cottage where so many special life moments were created.
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- Kennisis Lake
- Port Carling Golf & Country Club
- Arrowhead Provincial Park
- Horseshoe Resort
- Hidden Valley Highlands Ski Area and Muskoka Ski Club
- Georgian Bay Islands National Park
- Deerhurst Highlands Golf Course
- Mount St. Louis Moonstone
- Lake Joseph Golf Club
- Bigwin Island Golf Club
- Muskoka Lakes Golf and Country Club
- Muskoka Bay Resort
- Gull Lake
- The Ridge at Manitou Golf Club
- Rocky Crest Golf Club
- Lions Lookout
- Barrie Country Club
- Windermere Golf & Country Club
- Muskoka Highlands Golf Links
- South Muskoka Curling and Golf Club
- Shanty Bay Golf Club
- Heritage Hills Golf Club
- Horseshoe Adventure Park
- Hawk Ridge Golf & Country Club