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Holiday houses in Simcoe County

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Holiday rentals for every style

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Popular amenities for Simcoe County holiday rentals

Kitchen
Wi-Fi
Pool
Free parking on premises
Air conditioning

Other great holiday rentals in Simcoe County

Guest favourite
Home in Washago
4.89 out of 5 average rating, 55 reviews

Waterfront Muskoka guest suite near Casino Rama

SavannahRating, 5 stars6 days ago
Had a lovely stay! Lisa was so accommodating! Beautiful location.
Top Guest favourite
Bungalow in Georgina
5 out of 5 average rating, 5 reviews

Dave & Jenny’s Apartment.

JyotikaRating, 5 stars1 week ago
We had a wonderful stay! Everything was clean, well-maintained, and just perfect. We really enjoyed our time here. The hosts were kind, responsive, and made us feel completely at home. The backyard was so cool and beautiful — it really added to the experience. Would definitely love to come back again!
Top Guest favourite
Apartment in Barrie
4.96 out of 5 average rating, 25 reviews

Treehouse Suite

MeganRating, 5 stars1 week ago
It’s a great unit, clean, has everything you need and walkable to downtown. Thank you!
Guest favourite
Dome in Nottawa
4.95 out of 5 average rating, 293 reviews

One-of-a-Kind Dome Stay near Collingwood!

BrentRating, 5 stars2 weeks ago
While this is strictly speaking a review, let us start by publicly saying a warm Thank You! to Nikki and Joel for creating and sharing such a wonderful space to relax and unwind in! While perhaps lacking in some of the things we take for granted like plumbing, their space is transformative, showing new possibilities, combining beauty and functionality. While on the rustic side, it brings a chance to be more intimate with your surroundings. My wife was particularly in love with the swing chair and hammock right in the space. Highly recommended, very close to Collingwood and all it offers, a great escape.
Superhost
Tent in New Tecumseth
5 out of 5 average rating, 4 reviews

The Frog’s Lilypad

CamilleRating, 5 stars8 months ago
We had a wonderfully relaxing stay at Melanie's Frog Pond tent. Melanie is friendly and kindly welcomed us with a basket of goodies. The grounds are beautiful and peaceful, as well as the tent and amenities. The spa was amazing and definitely a highlight for us! Both the sauna and hot tub are wood fired which creates a cozy environment with the cute little chimneys. The bed in the tent is heated for chilly nights and it's so comfy, we had excellent deep sleeps. We went for a great hike just a 5 minute drive away. There is lots to do on the grounds as well, we enjoyed the pool table, fire pit, and BBQ. There were plenty more activities but we were having such great time chilling in the spa we didn't get around to the other games that were available. We were lucky enough to have the whole place to ourselves, would definitely return us two or it would be really fun with a group as well! Thanks Melanie :-)
Top Guest favourite
Condo in Shanty Bay
5 out of 5 average rating, 27 reviews

Wildwood HotTub+Indoor/Outdoor Pool+Sauna+GameRoom

JohnRating, 5 stars2 weeks ago
Everything was as described. It was great to have a guest sweet so the teenagers had a place to hang out. Had fun in the pool and with the ping pong table. Great value.
Guest favourite
Dome in Zephyr
4.95 out of 5 average rating, 80 reviews

Escape to Nature, Sleep Under The Stars

DanyangRating, 5 stars2 weeks ago
This is such a unique place. Perfect for a romantic getaway. The glass dome felt so surreal and beautiful, like flowers in a garden being exposed to the sky but also protected by the roof. Very unique feeling. The dome is incredibly luxurious with all the amenities. The shower is so comfortable!! There is a peaceful place right in front of the place for your enjoyment, and we saw beavers, ducks, gooses etc. in our morning stroll. Birds and squirrels also visit you very often because of the lovely bird feeder set outside. Please go check out Mitch’s place!!
Top Guest favourite
Cabin in Georgina
5 out of 5 average rating, 96 reviews

Mill Pond Cabin, Nordic Cabin w/ Sauna + Hot-tub

DmitryRating, 5 stars5 days ago
Kate's retreat is a perfect getaway from the city. Quiet, private, with lots of nature surrounding the cottage. The sauna, hot tub, and fireflies at night - were the extras on top. Thanks so much.
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