A marina with modern buildings, calm water, and a clear blue sky.

Simcoe County Holiday Rentals

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Our top choices for Simcoe County holiday rentals

A modern kitchen with a large window, built-in appliances, and a central island.

1. Downtown Collingwood Condos

Downtown Collingwood Condos
3.0 star property
Collingwood
9.0 out of 10, Wonderful, (43 reviews)
"This is a very cozy place!"
Canada
Zhaoqi
The price is HK$744
HK$1,722 total
includes taxes & fees
19 Oct - 20 Oct
Downtown Collingwood Condos
A rustic cabin with a stone chimney, wooden exterior, and a seating area with Adirondack chairs.

2. Guest house close to Blue Mountain, Wasaga Beach and Collingwood!

Guest house close to Blue Mountain, Wasaga Beach and Collingwood!
Nottawa
10.0 out of 10, Exceptional, (46 reviews)
"Great place to stay!"
Canada
Christopher
The price is HK$999
HK$1,938 total
includes taxes & fees
20 Oct - 21 Oct
Guest house close to Blue Mountain, Wasaga Beach and Collingwood!
An aerial view of a resort with multiple swimming pools, outdoor seating areas, and a large building with a distinctive roof.

3. Lux Studio in Horseshoe Valley

Lux Studio in Horseshoe Valley
Oro
9.0 out of 10, Wonderful, (4 reviews)
"Quiet location Pool was close by Community bbq Trails nearby Nice little apartment"
Canada
Sam
The price is HK$600
HK$1,298 total
includes taxes & fees
19 Oct - 20 Oct
Lux Studio in Horseshoe Valley
A lakeside view with three lounge chairs, a small table, and a stone wall.

4. Lake View Loft Studio type

Lake View Loft Studio type
Severn
8.6 out of 10, Excellent, (9 reviews)
"The loft is spacious and well set up with quality furnishings and amenities. We were travelling further north the next day so it was convenient to the highway yet in a peaceful lakeside cottage setting."
Canada
Jason
The price is HK$982
HK$1,756 total
includes taxes & fees
20 Oct - 21 Oct
Lake View Loft Studio type
An indoor swimming pool with clear glass walls, a separate hot tub area, and lounge chairs along the side.

5. Cozy 1-Bedroom Romantic Retreat with full Kitchen

Cozy 1-Bedroom Romantic Retreat with full Kitchen
Oro-Medonte
10.0 out of 10, Exceptional, (1 review)
"What a wonderful place to stay! The hose was so welcoming from the first communication and throughout the trip. The property was exactly as described but maybe even nicer in person than the pictures. The condo was super spacious with loads of room in the main room plus the bedroom. And the bathroom! Wow! Definitely spa-like with a seperate tub and shower. Treasure is comfortable to hang out on. Instructions inside for pool and wifi were clear. The bed was super comfy! And the black out curtains...
United States
Rayissa N.
The price is HK$486
HK$1,216 total
includes taxes & fees
25 Oct - 26 Oct
Cozy 1-Bedroom Romantic Retreat with full Kitchen
A quaint building with a green exterior, a sign reading 'Weed It and Hop,' and a patio with outdoor seating.

6. Fiddlers Green at Evergreen Resort Wasaga Beach

Fiddlers Green at Evergreen Resort Wasaga Beach
Wasaga Beach
10.0 out of 10, Exceptional, (1 review)
"Jennifer provided exceptional customer service! What an incredible location and experience! We’ll be back!"
Canada
Patricia
The price is HK$606
HK$1,938 total
includes taxes & fees
19 Oct - 20 Oct
Fiddlers Green at Evergreen Resort Wasaga Beach
A wooden deck with chairs and tables overlooking a lake, a flag, and a gazebo.

7. Lakeview private suite with kitchen (Twin or King)

Lakeview private suite with kitchen (Twin or King)
Loretto
8.6 out of 10, Excellent, (8 reviews)
"Beautiful spot to stay! Highly recommended "
United States
Patrick S.
The price is HK$666
HK$1,116 total
includes taxes & fees
20 Oct - 21 Oct
Lakeview private suite with kitchen (Twin or King)
A modern living room with a gray sofa, wooden coffee table, and a dining area with a wooden table and chairs.

8. 124 Hurontario Unit 1

124 Hurontario Unit 1
Collingwood
9.8 out of 10, Exceptional, (6 reviews)
"Beautiful place in a great location! Would definitely stay again!!"
Canada
Jo-Anne
The price is HK$813
HK$2,270 total
includes taxes & fees
19 Oct - 20 Oct
124 Hurontario Unit 1
A hotel room with two beds, a large window with curtains, a ceiling fan, and a painting on the wall.

9. Spacious Resort Studio in Collingwood - 9 Min from Blue Mountain!

Spacious Resort Studio in Collingwood - 9 Min from Blue Mountain!
Collingwood
9.2 out of 10, Wonderful, (31 reviews)
"Place wqs great"
United States
miguel c.
The price is HK$866
HK$1,543 total
includes taxes & fees
19 Oct - 20 Oct
Spacious Resort Studio in Collingwood - 9 Min from Blue Mountain!
A modern kitchen with a central island, wooden staircase, and a dining area with white chairs.

10. Vacation Inn Townhomes

Vacation Inn Townhomes
4.0 star property
Collingwood
8.4 out of 10, Very good, (7 reviews)
"The property was very clean and exactly as described. It was centrally located to all amenities and attractions in the area. I would definitely stay here again. Excellent all around!"
Canada
Linda
The price is HK$866
HK$2,583 total
includes taxes & fees
19 Oct - 20 Oct
Vacation Inn Townhomes
A wooden deck with a railing, two chairs, and a view of trees and water.

11. Tamarack Marina Waterfront Suite with Marina Views. Sauna Included!

Tamarack Marina Waterfront Suite with Marina Views. Sauna Included!
Coldwater
5.0 out of 10, (2 reviews)
"Amazing area by the lake the property manager was helpful when we spoke to him with simple requests. I hope the company that manages this marina checks on the maintenance of the cottages before or after when clients book.The cottage was clean when we arrived. Kudos to the cleaners"
United States
Vicky S.
The price is HK$822
HK$2,422 total
includes taxes & fees
25 Oct - 26 Oct
Tamarack Marina Waterfront Suite with Marina Views. Sauna Included!
An aerial view of a resort with multiple swimming pools, outdoor seating areas, and a large building with a distinctive roof.

12. Horseshoe Valley Resort ,KING Bd 55”Tv Spa Skiing

Horseshoe Valley Resort ,KING Bd 55”Tv Spa Skiing
Shanty Bay
8.8 out of 10, Excellent, (3 reviews)
"Excellent place to stay while enjoying the Valley."
United States
Amy R.
The price is HK$964
HK$1,861 total
includes taxes & fees
20 Oct - 21 Oct
Horseshoe Valley Resort ,KING Bd 55”Tv Spa Skiing
A house with a blue door and a wooden deck.

13. The Little Lake House-Cozy 2Bdrm

The Little Lake House-Cozy 2Bdrm
Midland
9.2 out of 10, Wonderful, (10 reviews)
"Property was great. Super clean, very accurate description. Location is close to everything and good if you have others things you are doing in town or visiting people."
Canada
Danielle
The price is HK$592
HK$1,911 total
includes taxes & fees
17 Nov - 18 Nov
The Little Lake House-Cozy 2Bdrm
A compact kitchen with a stainless steel refrigerator, a sink, and wooden cabinets.

14. 124 Hurontario Unit 4

124 Hurontario Unit 4
Collingwood
9.0 out of 10, Wonderful, (2 reviews)
"Quaint, clean, comfortable, centrally located. I'd happily stay here again."
Canada
Claude
The price is HK$726
HK$1,985 total
includes taxes & fees
2 Nov - 3 Nov
124 Hurontario Unit 4
A modern living room with a TV, a round coffee table, a sofa, and a view of a cityscape through large windows.

15. Stunning 1BR w Pool ~ Free Parking & Self Check-In

Stunning 1BR w Pool ~ Free Parking & Self Check-In
Innisfil
10.0 out of 10, Exceptional, (3 reviews)
"This place was immaculate. Host was always super responsive. Had everything we needed. Highly recommend. We really enjoyed our stay."
Canada
Jennifer
The price is HK$805
HK$1,687 total
includes taxes & fees
19 Oct - 20 Oct
Stunning 1BR w Pool ~ Free Parking & Self Check-In
A beach with wet sand and waves, a sunset in the background, and a clear sky.

16. Pony Trail Haven Near Blue Mountain & Scenic Trails

Pony Trail Haven Near Blue Mountain & Scenic Trails
Collingwood
The price is HK$1,038
HK$2,759 total
includes taxes & fees
22 Oct - 23 Oct
Pony Trail Haven Near Blue Mountain & Scenic Trails
A modern living room with a wooden dining table, a sofa, and a television.

17. Bright 2 Bedroom Entire Basement Apartment

Bright 2 Bedroom Entire Basement Apartment
Angus
9.0 out of 10, Wonderful, (13 reviews)
"Great place"
United States
Adriano A.
The price is HK$660
HK$1,769 total
includes taxes & fees
25 Oct - 26 Oct
Bright 2 Bedroom Entire Basement Apartment
A glass table with a champagne bucket and glasses on a balcony with string lights.

18. Fire & Ice Spa w/ Private Sauna!

Fire & Ice Spa w/ Private Sauna!
Innisfil
10.0 out of 10, Exceptional, (13 reviews)
"Great views in a warm, fire-lit setting—perfect spot for a night out."
Canada
Craig
The price is HK$1,039
HK$2,308 total
includes taxes & fees
19 Oct - 20 Oct
Fire & Ice Spa w/ Private Sauna!
A swimming pool with a fenced deck area, surrounded by trees and a view of a lake.

19. Bonnie 2 Cottage/Resort/Orillia, Muskoka

Bonnie 2 Cottage/Resort/Orillia, Muskoka
Washago
9.0 out of 10, Wonderful, (2 reviews)
"Very nice and quiet place to relax. The pool was very clean with ample seating. The lake was across the road and so was the boat launch. I would definitely recommend this resort."
United States
Luis F.
The price is HK$779
HK$1,727 total
includes taxes & fees
21 Oct - 22 Oct
Bonnie 2 Cottage/Resort/Orillia, Muskoka
A spacious hallway with a neutral color scheme, a beige sofa, and a shower area with a glass door.

20. Clean & Cozy Home Near Downtown

Clean & Cozy Home Near Downtown
New Tecumseth
8.6 out of 10, Excellent, (7 reviews)
"Very cozy stay for a weekend hockey tournament."
Canada
Suzanne
Clean & Cozy Home Near Downtown
Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.
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Top Simcoe County Hotel Reviews

Living Water Resort and Spa

Living Water Resort and Spa

10/10 Excellent
"Best customer service"
Stavre 2-night trip
Posted less than an hour ago
Living Water Resort and Spa