Vacation rentals in Simcoe County

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Top cities to explore in Simcoe County

Collingwood which includes heritage architecture

Collingwood

Vacation Rentals
Collingwood

Top vacation rentals in Simcoe County

Alton Lodges

Alton Lodges

2 out of 5
459 Mosley St, Wasaga Beach, ON
Free Cancellation
Reserve now, pay when you stay
15.28 mi from city center
$218 nightly
The price is $247 total per night
$247 total
Aug 18 - Aug 19
Total includes taxes and fees
This cottage features 5 beach bars and a virtual front desk. Take advantage of the free self parking.
Kitchen
Pet friendly
Downtown Collingwood Condos

Downtown Collingwood Condos

3 out of 5
146 Hurontario St, Collingwood, ON
24.08 mi from city center
$201 nightly
The price is $236 total per night
$236 total
Sep 2 - Sep 3
Total includes taxes and fees
Stay at this 3-star condo in Collingwood. Enjoy free WiFi, free parking, and climate control. Popular attractions Blue Mountain Ski Resort and Scandinave Spa Blue Mountain are located nearby.
Kitchen
Pet friendly
Exquisite Log Cabin Retreat- Perfect Couple’s Getaway! Tranquility at its best❤️

Exquisite Log Cabin Retreat- Perfect Couple’s Getaway! Tranquility at its best❤️

21.95 mi from city center
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This cabin includes a garden and barbecue grills.
Kitchen
Air conditioning
Modern Tiny Wood Cottage #3 Camping style Cottages 5 minutes to the beach!

Modern Tiny Wood Cottage #3 Camping style Cottages 5 minutes to the beach!

14.82 mi from city center
$152 nightly
The price is $172 total per night
$172 total
Sep 4 - Sep 5
Total includes taxes and fees
Stay at this vacation home in Wasaga Beach. Enjoy air conditioning. Popular attractions Skull Island Adventure Golf and Wasaga Beach Provincial Park are located nearby.
Air conditioning
Parking available
The Nordic -Central Collingwood Condo

The Nordic -Central Collingwood Condo

3 out of 5
11 Dawson Dr, Collingwood, ON
25.46 mi from city center
$187 nightly
The price is $220 total per night
$220 total
Sep 10 - Sep 11
Total includes taxes and fees
This vacation home features a virtual front desk. Take advantage of the free self parking.
Parking included
Free WiFi
The Loon Muskoka Cabin - TeaLakeCottages

The Loon Muskoka Cabin - TeaLakeCottages

30.46 mi from city center
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This cottage features ski-in/ski-out access, a garden, and laundry facilities. Barbecue grills are provided for your convenience.
Kitchen
Washer
Modern Tiny Wood Cottage #0 Camping style Cottages 5 minutes to the beach!

Modern Tiny Wood Cottage #0 Camping style Cottages 5 minutes to the beach!

14.82 mi from city center
$177 nightly
The price is $200 total per night
$200 total
Aug 14 - Aug 15
Total includes taxes and fees
This cottage features barbecue grills.
Kitchen
Free WiFi
The Family Escape Townhome

The Family Escape Townhome

26.4 mi from city center
$265 nightly
The price is $299 total per night
$299 total
Sep 4 - Sep 5
Total includes taxes and fees
This villa features a garden, laundry facilities, and barbecue grills.
Kitchen
Washer
Lovely 2-Bedroom Rental by Georgian Bay close to national park, Tim Horton, LCBO

Lovely 2-Bedroom Rental by Georgian Bay close to national park, Tim Horton, LCBO

20.89 mi from city center
$155 nightly
The price is $175 total per night
$175 total
Aug 20 - Aug 21
Total includes taxes and fees
This vacation home features barbecue grills.
Air conditioning
Parking available
Dock Life Beach 1 - Cottage 5, Riverside Property, 2 Bdrm, 3 min walk to Beach 1

Dock Life Beach 1 - Cottage 5, Riverside Property, 2 Bdrm, 3 min walk to Beach 1

14.87 mi from city center
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Stay at this cottage in Wasaga Beach. Enjoy patios, an in-room coffeemaker, and air conditioning. Popular attractions Skull Island Adventure Golf and Nancy Island Historic Site are located nearby.
Kitchen
Pet friendly
Casa Di Nonna

Casa Di Nonna

2 out of 5
112 Main St, Wasaga Beach, ON
14.77 mi from city center
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This vacation home features a virtual front desk. Take advantage of the free self parking.
Parking included
Free WiFi
Traditional Tiny Wood Cottage #17 Camping style Cottages 5 minutes to the beach!

Traditional Tiny Wood Cottage #17 Camping style Cottages 5 minutes to the beach!

14.8 mi from city center
$149 nightly
The price is $168 total per night
$168 total
Aug 14 - Aug 15
Total includes taxes and fees
Stay at this cottage in Wasaga Beach. Enjoy air conditioning. Popular attractions Skull Island Adventure Golf and Wasaga Beach Provincial Park are located nearby.
Pet friendly
Air conditioning
Wasaga Beach Summer Cottages & Cabins

Wasaga Beach Summer Cottages & Cabins

15.91 mi from city center
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This property featured laundry facilities and barbecue grills.
Pet friendly
Air conditioning
Adorable waterfront escape

Adorable waterfront escape

12.98 mi from city center
$287 nightly
The price is $324 total per night
$324 total
Sep 7 - Sep 8
Total includes taxes and fees
This cottage features laundry facilities.
Washer
Air conditioning
Horseshoe Valley Suites - The Glade

Horseshoe Valley Suites - The Glade

4 out of 5
90 Highland Dr, Oro-Medonte, ON
7.44 mi from city center
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This vacation home features an outdoor pool and an indoor pool. Enjoy the hot tub and perks like free self parking and free WiFi. There's a sauna on site, and laundry facilities and barbecue grills are also offered.
Pool
Hot Tub
Summer Retreat At The Venice Of Ontario - BBQ, Lake, Firepit - Sleeps 8

Summer Retreat At The Venice Of Ontario - BBQ, Lake, Firepit - Sleeps 8

26.96 mi from city center
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This villa featured laundry facilities and barbecue grills.
Washer
Dryer
Muskoka - The Eagle's Nest

Muskoka - The Eagle's Nest

30.46 mi from city center
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A gym is featured at this cottage, along with a picnic area and barbecue grills.
Kitchen
Pet friendly
King Studio Suite – heated Pool, Sauna

King Studio Suite – heated Pool, Sauna

7.47 mi from city center
$159 nightly
The price is $180 total per night
$180 total
Aug 14 - Aug 15
Total includes taxes and fees
Ski-in/ski-out access and a gym are featured at this smoke-free condo. There's a sauna on site, and laundry facilities and barbecue grills are also offered.
Washer
Dryer
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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.

The Best Way to Find Vacation Rentals in Simcoe County 

How cheap is a vacation rental in Simcoe County?


You can find Simcoe County vacation rentals from just $168 per night. 


How do you look for the best vacation rental deals in Simcoe County with Travelocity?


Simply enter your travel dates and filter by price, property type, bedrooms, amenities, and more. We put all the best deals in one place, so it’s easy to find your perfect stay. You’ll always find incredible deals on Simcoe County vacation rentals with Travelocity. 


Are cancellations free on vacation rentals with Travelocity?


You may be able to cancel your Simcoe County vacation rental for free. Cancellation policies differ between properties so check the terms of your stay before you book. Travelocity offers many flexible cancellation options as well as book now, pay later deals for peace of mind.


What types of vacation rentals are available in Simcoe County?


Whether you’re in search of adventure, planning a romantic getaway, or booking a trip for the whole family, you’re sure to find the perfect Simcoe County vacation rental. Check out our tempting selection of resorts, apartments, vacation homes, condos and more and start building a trip to really look forward to, whatever your budget and your wish list.


What are the benefits of booking a short-term rental in Simcoe County?


Whether you’re a winter wanderer or planning a summer sojourn, Simcoe County vacation rentals make for a great trip—find one at Travelocity for a fantastic price. With a range of amenities on offer, like swimming-pools, free WiFi, breakfast included, pet-friendly options and many more, it’s easy to book a vacation rental that checks all the boxes. And with Travelocity’s easy filtering system, you’ll find yours in no time. 


Where can I find vacation rentals in Simcoe County?


Take your pick from the excitement of the big Simcoe County cities. Or escape to nature in the miles of greenery that are waiting for you. Browse a selection of the best deals with Travelocity, enter your travel dates, or check out the map view to find a hidden gem. 


How do I find a family-friendly vacation rental in Simcoe County?


Simply enter your travel dates and hit search. From here, you can filter to find your family-friendly stay, as well as a range of other amenities, such as hot tubs, pools, and even waterparks. 


Why is Travelocity the best site to find your Simcoe County rentals?


Travelocity takes care of everything, bringing incredible deals on an impressive selection of accommodation into one simple-to-use portal. And because we always source incredible deals, you can make a saving on many bookings. Travelocity makes it easy.


How do I cancel my vacation rental with Travelocity?


It’s simple. Just contact the property manager. You’ll find their contact information in the itinerary section of your Travelocity account. In many cases, you may be able to get a full refund if you cancel before the cancellation deadline. Deadlines differ between properties, so it’s always best to check before you book. To find out more, visit the Customer Service PortalOpens in a new window.