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Check prices for these dates

In two weeks
Nov 20 - Nov 22
In two months
Jan 1 - Jan 3
In three months
Jan 29 - Jan 31
In four months
Feb 26 - Feb 28

Our top choices for Hillsdale condo rentals

A patio with stone seating and a fire pit, surrounded by a stone wall and greenery.

1. Carriage Ridge Resort, an Ascend Collection Resort

Carriage Ridge Resort, an Ascend Collection Resort
2.5 star property
Oro-Medonte
8.8 out of 10, Excellent, (1,061 reviews)
"Clean and good rooms, property was so amazing."
Canada
Chetan
The price is CA $121
CA $141 total
includes taxes & fees
Nov 15 - Nov 16
Carriage Ridge Resort, an Ascend Collection Resort
A modern dining area with a long counter, blue chairs, and pendant lighting.

2. Fairfield Inn & Suites by Marriott Orillia

Fairfield Inn & Suites by Marriott Orillia
3.0 star property
Orillia
9.8 out of 10, Exceptional, (959 reviews)
"It was an excellent stay. The staff was wonderful, amenities fantastic and perfectly clean."
Canada
Sharron
The price is CA $135
CA $159 total
includes taxes & fees
Dec 6 - Dec 7
Fairfield Inn & Suites by Marriott Orillia
A modern hotel lobby with a seating area, a kitchenette, and a view of the outdoors.

3. Best Western Plus Barrie

Best Western Plus Barrie
2.5 star property
Barrie
8.4 out of 10, Very good, (1,001 reviews)
"Clean room , clean comfy bed , excellent breakfast and easy to get back on the highway ."
Canada
Shane
The price is CA $114
CA $136 total
includes taxes & fees
Nov 22 - Nov 23
Best Western Plus Barrie
Breakfast area

4. Travelodge by Wyndham Barrie

Travelodge by Wyndham Barrie
2.0 star property
Barrie
7.8 out of 10, Good, (2,337 reviews)
"The staff were friendly, thr hotel was clean and the breakfast was good."
Canada
Jane
The price is CA $81
CA $97 total
includes taxes & fees
Nov 22 - Nov 23
Travelodge by Wyndham Barrie
A reception desk with a "Welcome to the Heartland Province" sign, a hotel directory, and a wall with a scenic painting.

5. Hampton Inn Midland, On

Hampton Inn Midland, On
2.5 star property
Midland
9.4 out of 10, Exceptional, (711 reviews)
"Great stay"
Canada
Gillian
The price is CA $144
CA $169 total
includes taxes & fees
Nov 12 - Nov 13
Hampton Inn Midland, On
A hotel reception area with a red wall, a wooden reception desk, and a grey counter.

6. Comfort Inn Orillia

Comfort Inn Orillia
2.5 star property
Orillia
8.8 out of 10, Excellent, (1,000 reviews)
"Very affordable price and a great location, Breakfast was included, wifi in room was strong many food choices within walking distance. Will definitely rebook with them!"
Canada
patrick
The price is CA $107
CA $126 total
includes taxes & fees
Nov 28 - Nov 29
Comfort Inn Orillia
A spacious bathroom with a large bathtub, a wooden vanity, and a fireplace.

7. Monte Carlo Inn Barrie Suites

Monte Carlo Inn Barrie Suites
3.0 star property
Barrie
8.0 out of 10, Very good, (3,098 reviews)
"Really enjoyed our stay, will definitely be coming back very soon!"
United States
Esther
The price is CA $98
CA $117 total
includes taxes & fees
Dec 7 - Dec 8
Monte Carlo Inn Barrie Suites
A hotel sign with the name "Champlain Waterfront Hotel" and the year "1920" indicating its establishment.

8. The Champlain Waterfront Hotel, an Ascend Collection Hotel

The Champlain Waterfront Hotel, an Ascend Collection Hotel
2.5 star property
Orillia
8.2 out of 10, Very good, (1,378 reviews)
"Great spot over all"
Canada
Julio
The price is CA $89
CA $108 total
includes taxes & fees
Nov 28 - Nov 29
The Champlain Waterfront Hotel, an Ascend Collection Hotel
A reception area with a wooden reception desk, black leather chairs, a chandelier, a staircase, and framed pictures on the walls.

9. Midland Inn & Suites

Midland Inn & Suites
2.5 star property
Midland
9.0 out of 10, Wonderful, (1,004 reviews)
"Location, breakfast"
Canada
Christine
The price is CA $102
CA $120 total
includes taxes & fees
Dec 7 - Dec 8
Midland Inn & Suites
An indoor swimming pool with clear glass walls, a brick wall, and a sunroof.

10. Quality Inn & Conference Centre Midland

Quality Inn & Conference Centre Midland
2.5 star property
Midland
8.2 out of 10, Very good, (1,001 reviews)
"Good stay for price"
Canada
mark
The price is CA $95
CA $111 total
includes taxes & fees
Nov 12 - Nov 13
Quality Inn & Conference Centre Midland
A hotel room with a sofa, a small round table, a lamp, and a bed in the background.

11. Comfort Inn & Suites Barrie - Highway 400

Comfort Inn & Suites Barrie - Highway 400
2.5 star property
Allandale
8.2 out of 10, Very good, (1,487 reviews)
"This hotel was a great and pleasant surprise for me."
Canada
Raisa
The price is CA $98
CA $118 total
includes taxes & fees
Dec 7 - Dec 8
Comfort Inn & Suites Barrie - Highway 400
A hotel with a prominent 'Quality Inn' sign, featuring a stone facade and multiple windows.

12. Quality Inn

Quality Inn
2.5 star property
Barrie
8.2 out of 10, Very good, (1,002 reviews)
"Great hotel"
Canada
Josee
The price is CA $87
CA $104 total
includes taxes & fees
Dec 6 - Dec 7
Quality Inn
A large indoor swimming pool with a second-floor balcony, tiled flooring, and a lifebuoy on the wall.

13. Quality Inn & Conference Centre Orillia

Quality Inn & Conference Centre Orillia
3.0 star property
Orillia
7.2 out of 10, Good, (1,007 reviews)
"Arlene at the breakfast was super friendly and took the time to help"
Canada
Lisa
The price is CA $105
CA $123 total
includes taxes & fees
Nov 28 - Nov 29
Quality Inn & Conference Centre Orillia
A modern hotel lobby with a reception desk, a water dispenser, and a glass door leading outside.

14. Comfort Inn Midland

Comfort Inn Midland
2.5 star property
Midland
8.0 out of 10, Very good, (1,031 reviews)
"Great location. Simple, clean rooms with everything you need for a night. Front desk staff upon arrival was friendly and attentive. Very much appreciated when walking into a place! Will be very happy to deal with them again."
Canada
Stephanie
The price is CA $98
CA $115 total
includes taxes & fees
Nov 12 - Nov 13
Comfort Inn Midland
An outdoor seating area with a fire pit, yellow chairs, and a striped sofa.

15. Home2 Suites By Hilton Barrie

Home2 Suites By Hilton Barrie
3.0 star property
Barrie
9.6 out of 10, Exceptional, (11 reviews)
"Just opened October 1/2026 Wonderful place to stay breakfast is excellent"
Canada
julie
The price is CA $165
CA $197 total
includes taxes & fees
Nov 8 - Nov 9
Home2 Suites By Hilton Barrie
A hotel room with a bunk bed, a large bed with a patterned bedspread, two bedside lamps, a nightstand, a framed cityscape picture on the wall, and a window with curtains.

16. Super 8 by Wyndham Midland

Super 8 by Wyndham Midland
2.0 star property
Midland
8.2 out of 10, Very good, (1,000 reviews)
"Love it, be back soon"
Canada
Luigi
The price is CA $93
CA $111 total
includes taxes & fees
Dec 1 - Dec 2
Super 8 by Wyndham Midland
A modern lobby with a blue sofa, a round table, and a stone accent wall.

17. Fairfield Inn & Suites by Marriott Barrie

Fairfield Inn & Suites by Marriott Barrie
3.0 star property
Ardagh Bluffs
8.2 out of 10, Very good, (1,003 reviews)
"Parking, room, staff and breakfast were all good."
Canada
Donald Charles
The price is CA $143
CA $171 total
includes taxes & fees
Nov 22 - Nov 23
Fairfield Inn & Suites by Marriott Barrie
A modern dining area with a long white table and multiple white chairs. There is a counter with a coffee machine and a sign that says "Breakfast is on."

18. Days Inn by Wyndham Barrie

Days Inn by Wyndham Barrie
2.5 star property
Barrie
6.8 out of 10, (1,731 reviews)
"Great price - great stay!"
Canada
Gillian
The price is CA $85
CA $102 total
includes taxes & fees
Dec 7 - Dec 8
Days Inn by Wyndham Barrie
A hotel room with a bathtub, two armchairs, a bed with a headboard, a nightstand, and a lamp.

19. Super 8 by Wyndham Barrie South

Super 8 by Wyndham Barrie South
2.0 star property
Barrie
7.8 out of 10, Good, (1,510 reviews)
"Clean good location comfortable beds and a great breakfast"
Canada
Jason
The price is CA $88
CA $106 total
includes taxes & fees
Nov 29 - Nov 30
Super 8 by Wyndham Barrie South
A restaurant setting with round tables, chairs, and empty wine glasses.

20. Best Western Plus Mariposa Inn & Conference Centre

Best Western Plus Mariposa Inn & Conference Centre
3.0 star property
Orillia
8.2 out of 10, Very good, (1,001 reviews)
"Staff were great."
Canada
Dave
The price is CA $117
CA $138 total
includes taxes & fees
Nov 15 - Nov 16
Best Western Plus Mariposa Inn & Conference Centre
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 Hillsdale Hotel Reviews

Comfort Inn & Suites Barrie - Highway 400

Comfort Inn & Suites Barrie - Highway 400

8/10 Good
"Quiet large room"
Lee 1-night trip
Posted 4 hours ago
Comfort Inn & Suites Barrie - Highway 400

Find out more about Hillsdale

Hillsdale Condo Rentals information

Number of reviews
7,583
Accommodation
61 Condo Rentals
Lowest Price
CA $97
Highest Price
CA $197

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