Simcoe County Vacation Home Rentals from CA $74: Search Top Private Vacation Homes for Rent

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Top Cities in Simcoe County

Collingwood which includes heritage architecture

Featured Vacation Homes in Simcoe County

"Nice location and clean, refreshing, and relaxing atmosphere. Very spacious, even with many people. Very responsive and helpful owner."

CA $711 total

includes taxes & fees

Aug 5 - Aug 6

Relax by the pool surrounded by lush greenery and natural light.

"Great place to stay"

Enjoy cooking in this well-lit kitchen with a stainless steel refrigerator, microwave, and oven.

"Excellent!!"

CA $350 total

includes taxes & fees

Sep 2 - Sep 3

Enjoy cooking in this well-equipped kitchen with stainless steel appliances, dark cabinetry, and a granite island.

"Good communication from the host and was able to accommodate a large group with kids. Private dock and activities is a plus. "

CA $1,777 total

includes taxes & fees

Sep 1 - Sep 2

Stunning single-story home with a charming front porch and beautifully manicured lawn.

"Thanks so much for letting us stay at your place, it was great, just what we needed for visiting in town for the night for a wedding."

CA $345 total

includes taxes & fees

Aug 12 - Aug 13

Enjoy the tranquil beach atmosphere with gentle waves lapping at the shore.

"Had an amazing stay, the property was great, would visit again "

CA $745 total

includes taxes & fees

Aug 21 - Aug 22

Relax in the spacious living room with a large sofa, armchair, and ottoman, featuring a flat-screen TV above a fireplace and a large window with a view.

"Quiet neighborhood and property easily accessible. "

Enjoy cooking in this well-equipped kitchen with a refrigerator, microwave, stove, and dishwasher.

"we had good time"

CA $468 total

includes taxes & fees

Aug 10 - Aug 11

Enjoy a scenic ocean view from the spacious balcony area of this coastal property.

"Shared some quality family time December 29th - January 1st. Accommodations were very comfortable, kitchen was well stocked with dishes and cutlery. Beds were very comfortable. Aaron was most helpful with any of our concerns or questions. Would rent again for sure."

Enjoy meals in the kitchen with a central island and dining area featuring a long table and chairs.

CA $130 total

includes taxes & fees

Sep 2 - Sep 3

Experience the serene ambiance of our riverside hotel, where traditional and modern architecture blend seamlessly with the surrounding landscape.

"What a lovely place! So clean. Very comfortable and updated. The bedrooms are very nice!! We enjoyed our stay."

CA $561 total

includes taxes & fees

Aug 24 - Aug 25

Relax by the fire pit in a serene natural setting surrounded by trees and a wooden structure.

"Great place, clean and cozy. would recommend again."

Enjoy a serene beach experience with a breakwater separating the shore from the open sea.

Meander through lush vegetation along this serene boardwalk.

"This rental was very affordable with lots of beds. We enjoyed our stay and had plenty of room for a larger group."

CA $346 total

includes taxes & fees

Aug 17 - Aug 18

Enjoy al fresco dining and outdoor cooking in a serene setting surrounded by lush greenery and a swimming pool.

"This is the second time we choose this property, 39B, yes, it's clean, quiet and safe, we spent happy family days there. We'd like to choose it for next family ski vacation. Thank you."

CA $520 total

includes taxes & fees

Aug 25 - Aug 26

Relax in a cozy room with a hammock chair and a bookshelf for reading.

"Rooms with multiple bed made it really easy and nice for our group of friends to stay. The main sitting area was nice to hang out. The extra fee for extra people was tough cause not everyone was able to come. "

"Everything was perfect! From the location, to the size of the place and all of the immunities included, we had an incredible time. The photos are exactly what you are getting, but even better! I would 100% recommend this property for anyone who is looking for a relaxing stay on the water. "