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

Vacation Rentals in Simcoe County

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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
$205 nightly
The price is $241
Oct 12 - Oct 13
Total with taxes and fees
Downtown Collingwood Condos
A bedroom with a bed, a nightstand, a modern chandelier, a window with curtains, and a view of greenery outside.

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
$280 nightly
The price is $329
Oct 13 - Oct 14
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, (174 reviews)
"We absolutely loved our stay.. it was perfect for a little family vacation with our adult children and our 18month old granddaughter.. it had everything we could need and was spacious for together time and also lovely rooms for quiet time too.. close to the village but away just enough that it’s not crazy. Would definitely stay again!"
Canada
Joelle
$236 nightly
The price is $277
Oct 19 - Oct 20
Total with taxes and fees
Historic Snowbridge Townhomes
A cobblestone street lined with historic buildings, a prominent tower, and outdoor seating areas.

4. Rivergrass Condos

Rivergrass Condos
3.5 star property
The Blue Mountains
9.0 out of 10, Wonderful, (356 reviews)
"Nice place to stay."
Canada
Stephanie
$215 nightly
The price is $252
Oct 28 - Oct 29
Total with taxes and fees
Rivergrass Condos
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.

5. 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
$234 nightly
The price is $275
Oct 28 - Oct 29
Total with taxes and fees
Crosswinds Townhomes
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
$347 nightly
The price is $408
Oct 13 - Oct 14
Total with taxes and fees
Wintergreen Condos
A modern kitchen with a large island, wooden bar stools, a dining table, and a view of the outside.

7. North Creek Condos

North Creek Condos
3.5 star property
Craigleith
8.6 out of 10, Excellent, (205 reviews)
"The resort is absolutely beautiful, my wife and I loved it. Looking forward to next time"
Canada
Tenzin
$157 nightly
The price is $185
Oct 13 - Oct 14
Total with taxes and fees
North Creek Condos
A modern living room with a fireplace, a flat-screen TV, a dining area, and large windows offering a view of the outdoors.

8. Chateau Ridge Chalets

Chateau Ridge Chalets
3.5 star property
The Blue Mountains
9.0 out of 10, Wonderful, (200 reviews)
"Enjoyed our stay"
Canada
Ismat
$262 nightly
The price is $308
Oct 13 - Oct 14
Total with taxes and fees
Chateau Ridge Chalets
A spacious living room with a fireplace, a staircase, and a TV mounted on a wooden wall.

9. 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
$730 nightly
The price is $857
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.

10. 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
$509 nightly
The price is $561
Oct 13 - Oct 14
Total with taxes and fees
Mountain Views, Steps to BM Village, Hot Tub, BBQ.
A bedroom with a bed, a sofa, a dining area with chairs, and a kitchen in the background.

11. 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
$50 nightly
The price is $59
Oct 25 - Oct 26
Total with taxes and fees
Slopeside Studio Wifi Towels Ski in Out
A living room with a beige sofa, a wooden ceiling beam, and a large window with blinds.

12. 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 $169
Oct 13 - Oct 14
Total with taxes and fees
Ski In Ski Out Cozy Studio
A ski resort with multiple buildings, a ski slope, and a clear sky.

13. 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
$171 nightly
The price is $201
Oct 14 - Oct 15
Total with taxes and fees
Blue Mtn 1 Bedroom with Mountain View
A ski resort with multiple buildings, a ski slope, and a clear sky.

14. 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 $177
Oct 13 - Oct 14
Total with taxes and fees
Rustic Mountainside Chalet
A snow-covered village with traditional wooden buildings, a ski lift, and a mountain backdrop.

15. 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
$189 nightly
The price is $223
Oct 13 - Oct 14
Total with taxes and fees
Slopeside Loft at North Creek Resort
A ski resort with multiple buildings, a ski slope, and a clear sky.

16. 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 $237
Oct 15 - Oct 16
Total with taxes and fees
Cozy Studio Loft with 2 Bath
A swimming pool with a modern building in the background.

17. 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
$154 nightly
The price is $181
Oct 25 - Oct 26
Total with taxes and fees
Updated Blue Mountain studio North Creek
A ski resort with multiple buildings, a ski slope, and a clear sky.

18. Hillside BLUE MTN family Loft

Hillside BLUE MTN family Loft
3.5 star property
Craigleith
7.8 out of 10, Good, (8 reviews)
"Nice view and pretty much everything you need for family trip"
Canada
Talwinder
$207 nightly
The price is $243
Oct 22 - Oct 23
Total with taxes and fees
Hillside BLUE MTN family Loft
A ski resort with multiple buildings, a ski slope, and a clear sky.

19. 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
$206 nightly
The price is $242
Nov 1 - Nov 2
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.

20. 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
$201 nightly
The price is $236
Oct 13 - Oct 14
Total with taxes and fees
Loft with a View of Blue
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

Carriage Ridge Resort, an Ascend Collection Resort

Carriage Ridge Resort, an Ascend Collection Resort

10/10 Excellent
"If you're going to Horseshoe, stay here."
David 1-night trip
Posted 3 hours ago
Carriage Ridge Resort, an Ascend Collection Resort

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 $164 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?


Vacation rentals in Simcoe County come in all shapes and sizes, and your options depend on your chosen travel dates. You could entertain in a blissful vacation home, chill in a private apartment, or find family fun at a resort. Expedia offers a superb choice of Simcoe County vacation rentals to suit everyone. 


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. 


Why book a vacation rental with Expedia?


Expedia has locked in amazing deals on a huge selection of impressive vacation rentals in Simcoe County. We give you the information and inspiration you need all in one place. With so many properties to choose from, you know you can book your perfect Simcoe County vacation rental with confidence. ANd don’t forget, if you bundle with a flight or a car rental in Simcoe County, you can save even more.


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.