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

Vacation Rentals in Simcoe County

Top Cities in Simcoe County

A historic brick building with green shutters and a sign for 'Arcade'.
Vacation RentalsVacation Rentals

Collingwood

Collingwood

Our top choices for Simcoe County vacation 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, (41 reviews)
"This is a very nice condo right downtown. Close to restaurants and shopping. It was nice to have a kitchen and all the amenities. We would definitely book this again. Communication with owner was always a quick response. A great place to stay!!"
Canada
Benny
$194 nightly
The price is $228
Oct 22 - Oct 23
Total with taxes and fees
Downtown Collingwood Condos
A modern kitchen with a central island, wooden staircase, and a dining area with white chairs.

2. 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
$279 nightly
The price is $327
Oct 15 - Oct 16
Total with taxes and fees
Vacation Inn Townhomes
A spacious living area with a fireplace, a large window, and a kitchen with a bar.

3. Historic Snowbridge Townhomes

Historic Snowbridge Townhomes
3.5 star property
The Blue Mountains
9.4 out of 10, Exceptional, (176 reviews)
"Very convenient to the Blue Mountain shops."
Canada
Timothy
$248 nightly
The price is $292
Oct 20 - Oct 21
Total with taxes and fees
Historic Snowbridge Townhomes
A modern kitchen with a marble countertop and a built-in sink, a grey sofa with cushions, and a flat-screen TV mounted on the wall.

4. Crosswinds Townhomes

Crosswinds Townhomes
3.0 star property
The Blue Mountains
9.4 out of 10, Exceptional, (27 reviews)
"We enjoyed our stay! Beautiful property"
Canada
Marianna
$232 nightly
The price is $273
Oct 28 - Oct 29
Total with taxes and fees
Crosswinds Townhomes
A cobblestone street lined with historic buildings, a prominent tower, and outdoor seating areas.

5. Rivergrass Condos

Rivergrass Condos
3.5 star property
The Blue Mountains
9.0 out of 10, Wonderful, (359 reviews)
"Nice place to stay."
Canada
Stephanie
$216 nightly
The price is $254
Oct 28 - Oct 29
Total with taxes and fees
Rivergrass Condos
A spacious living room with a fireplace, a large window, and a television.

6. Wintergreen Condos

Wintergreen Condos
3.5 star property
The Blue Mountains
8.6 out of 10, Excellent, (38 reviews)
"We had a great stay! The place was very clean and comfortable, with beautiful surroundings and a peaceful view overlooking the golf course. My kids especially loved the bunk beds, and the hot tub was a great bonus. I can imagine this place would be even more amazing in the winter for a ski trip. We really enjoyed our stay and would definitely come back!"
Canada
Xiuqing
$353 nightly
The price is $415
Oct 19 - Oct 20
Total with taxes and fees
Wintergreen Condos
A spacious living room with a fireplace, a staircase, and a TV mounted on a wooden wall.

7. Liisa's Lodge

Liisa's Lodge
4.0 star property
The Blue Mountains
10.0 out of 10, Exceptional, (1 review)
"Great space"
Canada
Kara
$731 nightly
The price is $860
Oct 16 - Oct 17
Total with taxes and fees
Liisa's Lodge
A dining area with a large table set for 10, surrounded by chairs, with a view of a red deck through glass doors.

8. Mountain Views, Steps to BM Village, Hot Tub, BBQ.

Mountain Views, Steps to BM Village, Hot Tub, BBQ.
3.5 star property
The Blue Mountains
8.4 out of 10, Very good, (6 reviews)
"Had a great time here for my brother in law bachelor weekend"
Canada
Anonymous traveler
$530 nightly
The price is $586
Oct 28 - Oct 29
Total with taxes and fees
Mountain Views, Steps to BM Village, Hot Tub, BBQ.
A modern living room with a fireplace, a flat-screen TV, a dining area, and large windows offering a view of the outdoors.

9. Chateau Ridge Chalets

Chateau Ridge Chalets
3.5 star property
The Blue Mountains
9.0 out of 10, Wonderful, (203 reviews)
"Clean rooms, and great proximity"
Canada
Adebola
$264 nightly
The price is $310
Nov 8 - Nov 9
Total with taxes and fees
Chateau Ridge Chalets
A modern kitchen with a large island, wooden bar stools, a dining table, and a view of the outside.

10. North Creek Condos

North Creek Condos
3.5 star property
Craigleith
8.6 out of 10, Excellent, (208 reviews)
"The resort is absolutely beautiful, my wife and I loved it. Looking forward to next time"
Canada
Tenzin
$158 nightly
The price is $185
Oct 21 - Oct 22
Total with taxes and fees
North Creek Condos
A ski resort with multiple buildings, a ski slope, and a clear sky.

11. Gorgeous Loft in Heart of Blue Mountain

Gorgeous Loft in Heart of Blue Mountain
2.5 star property
Craigleith
9.8 out of 10, Exceptional, (7 reviews)
"It was a nice property close to the villages and beach!"
Canada
Paula
$207 nightly
The price is $243
Oct 15 - Oct 16
Total with taxes and fees
Gorgeous Loft in Heart of Blue Mountain
A ski resort with multiple buildings, a ski slope, and a clear sky.

12. Rustic Mountainside Chalet

Rustic Mountainside Chalet
3.5 star property
Craigleith
9.2 out of 10, Wonderful, (5 reviews)
"Inside the unit everything was great. It was clean and well appointed with a well equipped kitchen. The outside deck area is moldy and needs some tlc. The unit we stayed in faced trees and was very quiet, but a bit dark. All in all, it was a pleasant place to stay for a few days to explore the area."
Canada
Ulrike
$151 nightly
The price is $178
Oct 22 - Oct 23
Total with taxes and fees
Rustic Mountainside Chalet
A ski resort with multiple buildings, a ski slope, and a clear sky.

13. Cozy Studio Loft with 2 Bath

Cozy Studio Loft with 2 Bath
4.0 star property
Craigleith
10.0 out of 10, Exceptional, (4 reviews)
"This was our 2nd time staying at the resort. Love the place. Will be staying again next year."
Canada
Dipti
$201 nightly
The price is $236
Oct 15 - Oct 16
Total with taxes and fees
Cozy Studio Loft with 2 Bath
A ski resort with multiple buildings, a ski slope, and a clear sky.

14. Blue Mtn 1 Bedroom with Mountain View

Blue Mtn 1 Bedroom with Mountain View
4.0 star property
Craigleith
9.2 out of 10, Wonderful, (9 reviews)
"The place was very clean and felt like your own home Close to all amenities Price was reasonable excellent place to relax and get away from Toronto busy life"
Canada
Marcello
$172 nightly
The price is $202
Nov 10 - Nov 11
Total with taxes and fees
Blue Mtn 1 Bedroom with Mountain View
A living room with a beige sofa, a wooden ceiling beam, and a large window with blinds.

15. Ski In Ski Out Cozy Studio

Ski In Ski Out Cozy Studio
3.0 star property
Craigleith
8.8 out of 10, Excellent, (11 reviews)
"Everything is nice"
Canada
Claudia
$144 nightly
The price is $170
Oct 15 - Oct 16
Total with taxes and fees
Ski In Ski Out Cozy Studio
A snow-covered village with traditional wooden buildings, a ski lift, and a mountain backdrop.

16. Slopeside Loft at North Creek Resort

Slopeside Loft at North Creek Resort
4.0 star property
Craigleith
8.0 out of 10, Very good, (4 reviews)
"The property was great because it had 2 nice bathrooms. I was very disappointed that the patio was very worn and had no chairs so we couldn’t sit outside at night."
Canada
Peggy
$190 nightly
The price is $224
Nov 8 - Nov 9
Total with taxes and fees
Slopeside Loft at North Creek Resort
A modern interior with a staircase, a dining area, and a seating space.

17. Rustic Loft at Blue

Rustic Loft at Blue
4.0 star property
Craigleith
9.4 out of 10, Exceptional, (3 reviews)
"I believe i found my new secret hideaway. I cannot praise the hosts and resort enough. The condo gives a luxury cottage vibe and thr location is so scenic. The bonus is all day aceess to the tennis courts and the pool and hott tub. Another bomus was the close proximity to the Blue mountain village. There is also an indian testaurant overlooking the pool atea. The resort is nestled in beautiful trees and backdrop of the hills. The condo itself was comfortable, clean and in tip top shape....
Canada
Harmeet
$212 nightly
The price is $249
Nov 5 - Nov 6
Total with taxes and fees
Rustic Loft at Blue
A ski resort with multiple buildings, a ski slope, and a clear sky.

18. Loft with a View of Blue

Loft with a View of Blue
4.0 star property
Craigleith
9.0 out of 10, Wonderful, (13 reviews)
"The pool was awesome, warm and very quiet."
Canada
Emile
$200 nightly
The price is $235
Nov 5 - Nov 6
Total with taxes and fees
Loft with a View of Blue
A swimming pool with a modern building in the background.

19. Updated Blue Mountain studio North Creek

Updated Blue Mountain studio North Creek
3.0 star property
Craigleith
8.6 out of 10, Excellent, (4 reviews)
"We had a really nice stay at Blue Mountain. The location was great, just a few minutes’ drive from the Village, and there was plenty to do, especially with kids. The room was clean and comfortable, and the whole area had a fun, relaxed atmosphere. We really enjoyed all the activities and had a great time exploring the Village. Everything was close and convenient. Overall, it was a very enjoyable stay and a great little getaway. We’d definitely consider coming back!"
Canada
Louis
$148 nightly
The price is $173
Oct 15 - Oct 16
Total with taxes and fees
Updated Blue Mountain studio North Creek
A bedroom with a bed, a sofa, a dining area with chairs, and a kitchen in the background.

20. Slopeside Studio Wifi Towels Ski in Out

Slopeside Studio Wifi Towels Ski in Out
2.5 star property
Craigleith
8.0 out of 10, Very good, (3 reviews)
"Nice Little studio! Nice pool."
Canada
Kimberly
$51 nightly
The price is $60
Nov 2 - Nov 3
Total with taxes and fees
Slopeside Studio Wifi Towels Ski in Out
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

Holiday Inn Express & Suites Collingwood by IHG

Holiday Inn Express & Suites Collingwood by IHG

10/10 Excellent
"Amazing stay"
Hassan Raza Mehkary 1-night trip
Posted 1 hour ago
Holiday Inn Express & Suites Collingwood by IHG

Find out more about Simcoe County

Discover your perfect Simcoe County vacation rental with Expedia

How many vacation rentals are available in Simcoe County?


Expedia has plenty of vacation rentals to choose from in and around  Simcoe County, so you’re guaranteed to find the right one for you. 


How much is a vacation rental in Simcoe County?


The selection of Simcoe County vacation rentals we have selected for you start as low as $165 per night. Entering your travel dates in the search wizard you might find even better deals!


What type of vacation rental can I get in Simcoe County?


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Why should I choose a vacation rental in Simcoe County?


Expedia’s vacation rentals provide cozy comforts you can sink into on your own schedule. You’ll enjoy your own space in a property with a kitchen, a pool, a garden etc. Maybe you’ll prefer somewhere with a spa or kids activities. A Simcoe County vacation rental often works out to be a fantastic, cost-effective option for groups and families visiting for a few nights or longer. And if a hotel room is just too small, get a vacation rental with multiple bedrooms and shared living spaces to kick back in. 


How do I find the best deal on a vacation rental in Simcoe County?


Find vacation rentals in Simcoe County by viewing Expedia’s latest deals, or enter your travel dates and use the filters to select by amenities, price, or rating. Dive into the reviews to get a true feeling of which is your favorite vacation rental in Simcoe County.  


What amenities are available in a vacation rental in Simcoe County?


The choice is yours! Perhaps you love cooking in a well-equipped kitchen. Or maybe a late breakfast and a swimming pool is more your thing. Of course, there’s always the treat of having your own hot tub. Expedia has a vast range of amenities in Simcoe County vacation rentals designed to suit every budget and trip type.


When is the best time to stay in a vacation rental in Simcoe County?   


Everytime is a great time to head to Simcoe County! Staying in a Simcoe County vacation rentals you will always find lots going on to keep you entertained. 


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Can I cancel my vacation rental through Expedia?  


Yes, you can cancel or change your Simcoe County vacation rental by contacting your property manager directly. Contact details are easy to find on your itinerary in Trips. For more information, check out our Customer Service Portal and we’ll help you get everything sorted.