Search Holiday Rentals in Simcoe County

  • Change your mind

    Book hotels with free cancellation

  • Treat yourself

    Sign in to save 10% or more on thousands of hotels
    Sign in

  • Be picky

    Search almost a million properties worldwide

Our top choices for Simcoe County holiday rentals

161 Vacation Inn (No Pets) | Private kitchen | Full-sized fridge, microwave, oven, stovetop

Vacation Inn Townhomes

Vacation Inn Townhomes
2.0 star property
Collingwood
10.0 out of 10, Exceptional, (3 reviews)
"This is great property and located in a beautiful area! It was nice and clean and we loved our stay! Highly recommend the place!!!"
Canada
Madushi
The price is Rp8.013.735
Rp12.369.787 total
includes taxes & fees
5 Mar - 6 Mar
Vacation Inn Townhomes
Executive Condo | Private kitchen | Full-sized fridge, microwave, oven, stovetop

Downtown Collingwood Condos

Downtown Collingwood Condos
3.0 star property
Collingwood
9.2 out of 10, Wonderful, (27 reviews)
"Great place"
Canada
Fangcen
The price is Rp2.756.809
Rp5.336.995 total
includes taxes & fees
28 Mar - 29 Mar
Downtown Collingwood Condos
On the beach

Goffatt Island on Lake Simcoe

Goffatt Island on Lake Simcoe
2.5 star property
Simcoe County
The price is Rp2.450.684
Rp3.994.614 total
includes taxes & fees
4 Mar - 5 Mar
Goffatt Island on Lake Simcoe
218 Crosswinds Blvd, Unit 7 - No Pets Allowed | Living area

Crosswinds Townhomes

Crosswinds Townhomes
2.0 star property
The Blue Mountains
9.4 out of 10, Exceptional, (6 reviews)
"Spacious and comfortable. Feels like home away from home. "
Canada
Medy
The price is Rp4.227.429
Rp8.208.123 total
includes taxes & fees
1 Mar - 2 Mar
Crosswinds Townhomes
Lake view

Lakefront Hideaway Resort

Lakefront Hideaway Resort
3.0 star property
Kawartha Lakes
The price is Rp39.884.876
Rp46.540.320 total
includes taxes & fees
3 Mar - 4 Mar
Lakefront Hideaway Resort
Executive Villa | Free WiFi

The Cozy Crescent Comforts Stay

The Cozy Crescent Comforts Stay
2.0 star property
Richmond Hill
The price is Rp19.850.537
Rp24.269.120 total
includes taxes & fees
1 Mar - 2 Mar
The Cozy Crescent Comforts Stay
House, 1 Bedroom | Interior

Fully Furnished Private Guest Suite

Fully Furnished Private Guest Suite
3.0 star property
Richmond Hill
The price is Rp1.582.135
Rp4.937.100 total
includes taxes & fees
12 Mar - 13 Mar
Fully Furnished Private Guest Suite
Seasonal outdoor pool

Touchstone Resort

Touchstone Resort
4.0 star property
Muskoka Lakes
8.6 out of 10, Excellent, (394 reviews)
"Great facilities and friendliness of staff "
Canada
Ingrid
The price is Rp2.801.744
Rp3.419.250 total
includes taxes & fees
2 Mar - 3 Mar
Touchstone Resort
Luxury Apartment | Private kitchen | Fridge, microwave, oven, stovetop

Luxury 2 bedroom 2 full baths rooms

Luxury 2 bedroom 2 full baths rooms
4.0 star property
Brampton
5.0 out of 10, (4 reviews)
"Great"
Canada
tejinder kaur
Luxury 2 bedroom 2 full baths rooms
Exterior

Rivergrass

Rivergrass
2.0 star property
The Blue Mountains
9.0 out of 10, Wonderful, (48 reviews)
"Great place to stay. "
Canada
Harri
The price is Rp3.308.423
Rp4.741.489 total
includes taxes & fees
1 Mar - 2 Mar
Rivergrass
Exterior

Orchard Run Chalet

Orchard Run Chalet
3.5 star property
The Blue Mountains
10.0 out of 10, Exceptional, (6 reviews)
"We spent 2 nights at this lovely house for a family gathering celebrating a birthday. There were 11 in total and we did not feel crowded at any time. The pool and lower recreation room are perfect to keep the kids happy and entertained without them being on their electronic devices. The beds are very comfortable. My only suggestion would be to add a few pillows on the couch and some more comfortable outside chairs. Maybe a gate at the top of the outside stairs to keep the dogs from leaving...
Canada
Wendy
The price is Rp12.660.232
Rp26.733.732 total
includes taxes & fees
15 Mar - 16 Mar
Orchard Run Chalet
Sun deck

Royal Harbour Resort

Royal Harbour Resort
3.5 star property
The Blue Mountains
8.6 out of 10, Excellent, (914 reviews)
"Staff were friendly and the rooms are clean."
Canada
Sai
The price is Rp3.032.721
Rp3.564.054 total
includes taxes & fees
1 Mar - 2 Mar
Royal Harbour Resort
Ski hill

Gorgeous Loft in Heart of Blue Mountain

Gorgeous Loft in Heart of Blue Mountain
2.5 star property
Craigleith
10.0 out of 10, Exceptional, (4 reviews)
"Nice apartment "
Canada
olufunke
The price is Rp1.583.934
Rp3.888.456 total
includes taxes & fees
2 Mar - 3 Mar
Gorgeous Loft in Heart of Blue Mountain
Exterior

Slopeside Loft at North Creek Resort

Slopeside Loft at North Creek Resort
3.5 star property
Craigleith
8.0 out of 10, Very good, (1 review)
The price is Rp1.307.807
Rp3.542.441 total
includes taxes & fees
5 Mar - 6 Mar
Slopeside Loft at North Creek Resort
Snow and ski sports

Rustic Mountainside Chalet

Rustic Mountainside Chalet
3.5 star property
Craigleith
10.0 out of 10, Exceptional, (2 reviews)
"Everything was good"
Canada
Mohit
The price is Rp1.251.641
Rp2.802.545 total
includes taxes & fees
29 Mar - 30 Mar
Rustic Mountainside Chalet
TV

Ski In Ski Out Cozy Studio

Ski In Ski Out Cozy Studio
3.0 star property
Craigleith
9.0 out of 10, Wonderful, (6 reviews)
"great and cozy stay here! was very clean and relaxing"
Canada
Faith
The price is Rp1.113.835
Rp2.484.557 total
includes taxes & fees
29 Mar - 30 Mar
Ski In Ski Out Cozy Studio
Exterior

Spacious 2 BR, 3 Beds, Sleeps 6, Kitchen, Laundry

Spacious 2 BR, 3 Beds, Sleeps 6, Kitchen, Laundry
3.5 star property
Richmond Hill
6.0 out of 10, (1 review)
"The property is a sub basement of a house. The entrance is through the garage and it’s tiny. Difficult to get thru the doors to the basement. The place is minimally furnished. It is located at the far north end of Richmond Hill away from commercial activities. I would not rent this place again. Owner is quick to respond to requests. "
United States
Reva
The price is Rp1.435.751
Rp2.838.269 total
includes taxes & fees
1 Mar - 2 Mar
Spacious 2 BR, 3 Beds, Sleeps 6, Kitchen, Laundry
Ski hill

Blue Mtn 1 Bedroom with Mountain View

Blue Mtn 1 Bedroom with Mountain View
4.0 star property
Craigleith
8.8 out of 10, Excellent, (3 reviews)
"O local era conforme a descrição. Casa super aconchegante, cozinha bem equipada, tudo muito limpo e organizado. A localização é ótima perto dos lifts e da Vila. Adoramos a estadia e com certeza voltaremos "
Brazil
Leonardo
The price is Rp1.417.788
Rp3.005.610 total
includes taxes & fees
29 Mar - 30 Mar
Blue Mtn 1 Bedroom with Mountain View
Comfort Loft (815 NC - Pet Friendly - Dog Only) | Private kitchen | Full-sized fridge, microwave, oven, stovetop

North Creek Resort Condos

North Creek Resort Condos
3.5 star property
Craigleith
8.6 out of 10, Excellent, (133 reviews)
"We had a great experience staying here. Would highly recommend! "
United States
Sofia
The price is Rp2.801.131
Rp5.307.919 total
includes taxes & fees
12 Mar - 13 Mar
North Creek Resort Condos
Exterior

Snowbridge

Snowbridge
2.0 star property
The Blue Mountains
9.0 out of 10, Wonderful, (66 reviews)
"Check in was very easy and location was great!"
Canada
Cyndy
The price is Rp3.639.265
Rp5.215.636 total
includes taxes & fees
4 Mar - 5 Mar
Snowbridge
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.
View all properties
Save an average of 15% on thousands of hotels when you're signed in
Sign in
Sign up, it's free

Top Simcoe County Hotel Reviews

Hampton Inn Midland, On

Hampton Inn Midland, On

10/10 Excellent
"Excellent hotel "
jamie 1-night trip
Posted 2 days ago
Hampton Inn Midland, On

Find out more about Simcoe County

Search for holiday rentals in Simcoe County on Expedia.co.id! You can easily find your home rentals, villas, holiday apartments in Simcoe County using one of the methods below:

  • View our selection of featured holiday rentals in Simcoe County
  • Use the map to find apartments and other holiday homes in the Simcoe County neighbourhood you prefer
  • Enter your travel dates to view the best deals on holiday rentals in Simcoe County while they last

Look no further and take a look at our great range of rental properties in Simcoe County!