Title: Hillsdale Vacation Rentals from CA $241: Short-Term Rentals for 2026 | Expedia.ca

[Hillsdale Travel Guide](https://expedia.ca/Hillsdale.dx553248635975860670)[Hotels in Hillsdale](https://expedia.ca/Hillsdale-Hotels.d553248635975860670.Travel-Guide-Hotels)[Hillsdale Car Rentals](https://expedia.ca/Car-Rentals-In-Hillsdale.d553248635975860670.Car-Rental-Guide)[Hillsdale Vacation Packages](https://expedia.ca/Hillsdale.d553248635975860670.Destination-Travel-Guides)

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## Check prices for these dates

In two weeks

[Feb 27 - Mar 1](https://www.expedia.ca/Hotel-Search?regionId=553248635975860670&startDate=2026-02-27&endDate=2026-03-01&adults=2&categorySearch=vacation_rentals_option&stay_options_group=vacation_rentals_option&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true)

In two months

[Apr 10 - Apr 12](https://www.expedia.ca/Hotel-Search?regionId=553248635975860670&startDate=2026-04-10&endDate=2026-04-12&adults=2&categorySearch=vacation_rentals_option&stay_options_group=vacation_rentals_option&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true)

In three months

[May 8 - May 10](https://www.expedia.ca/Hotel-Search?regionId=553248635975860670&startDate=2026-05-08&endDate=2026-05-10&adults=2&categorySearch=vacation_rentals_option&stay_options_group=vacation_rentals_option&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true)

In four months

[Jun 5 - Jun 7](https://www.expedia.ca/Hotel-Search?regionId=553248635975860670&startDate=2026-06-05&endDate=2026-06-07&adults=2&categorySearch=vacation_rentals_option&stay_options_group=vacation_rentals_option&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true)

## Our top choices for Hillsdale vacation rentals

![Exterior](https://images.trvl-media.com/lodging/73000000/72570000/72569600/72569553/w1947h1291x3y11-3780261f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Marina](https://images.trvl-media.com/lodging/73000000/72570000/72569600/72569553/c16699ec.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Sun loungers, beach towels](https://images.trvl-media.com/lodging/73000000/72570000/72569600/72569553/60789f0f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Children's area](https://images.trvl-media.com/lodging/73000000/72570000/72569600/72569553/97592188.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Cozy cottage 20 min from ski resorts

[](https://www.expedia.ca/Severn-Hotels-Waterfront-Muskoka-With-Hot-Tub.h72569553.Hotel-Information)

Severn

9.0/10

Wonderful

(26 reviews)

"Family had a lot of fun!"

![Canada](https://a.travel-assets.com/egds/marks/flags/ca.svg)

Sherry K.

CA $495

CA $897 total

includes taxes & fees

Feb 14 - Feb 15

[](https://www.expedia.ca/Severn-Hotels-Waterfront-Muskoka-With-Hot-Tub.h72569553.Hotel-Information)

![Outdoor dining](https://images.trvl-media.com/lodging/95000000/94750000/94741300/94741293/9c1c84ca.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![On the beach](https://images.trvl-media.com/lodging/95000000/94750000/94741300/94741293/b1588950.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Exterior](https://images.trvl-media.com/lodging/95000000/94750000/94741300/94741293/0d878a3e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Interior](https://images.trvl-media.com/lodging/95000000/94750000/94741300/94741293/6b644486.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Hidden Gem!!!

[](https://www.expedia.ca/Wasaga-Beach-Hotels-Hidden-Gem.h94741293.Hotel-Information)

Wasaga Beach

8.0/10

Very good

(22 reviews)

"Amazing location. Excellent view. Convenitent place. We enjoyed alot. Will come back soon. Thanks for your hospitalty. Akbar"

![Canada](https://a.travel-assets.com/egds/marks/flags/ca.svg)

Akbar B.

CA $340

CA $592 total

includes taxes & fees

Feb 14 - Feb 15

[](https://www.expedia.ca/Wasaga-Beach-Hotels-Hidden-Gem.h94741293.Hotel-Information)

![Smart TV](https://images.trvl-media.com/lodging/39000000/38860000/38856500/38856403/f0e3246d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/39000000/38860000/38856500/38856403/20728986.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Combined shower/tub](https://images.trvl-media.com/lodging/39000000/38860000/38856500/38856403/782f20b7.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Property grounds](https://images.trvl-media.com/lodging/39000000/38860000/38856500/38856403/d1271fc4.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### BEACHFRONT COTTAGE IN WASAGA BEACH - SANDPIPER BEACH RESORT - COTTAGE UNIT # 12

[](https://www.expedia.ca/Barrie-Orillia-Hotels-SANDPIPER-BEACH-RESORT-Cottage-13.h38856403.Hotel-Information)

Wasaga Beach

9.6/10

Exceptional

(40 reviews)

"The place was very clean and easy to check in and check out, was fun for everybody"

![Canada](https://a.travel-assets.com/egds/marks/flags/ca.svg)

Stephanie M.

CA $300

CA $645 total

includes taxes & fees

Feb 16 - Feb 17

[](https://www.expedia.ca/Barrie-Orillia-Hotels-SANDPIPER-BEACH-RESORT-Cottage-13.h38856403.Hotel-Information)

![Beach](https://images.trvl-media.com/lodging/102000000/101410000/101406900/101406871/29c71ad5_edited_d10e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Interior](https://images.trvl-media.com/lodging/102000000/101410000/101406900/101406871/8f7a1ee0.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![4 bedrooms, desk, iron/ironing board, free WiFi](https://images.trvl-media.com/lodging/102000000/101410000/101406900/101406871/f913e1cc.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/102000000/101410000/101406900/101406871/54955bb1.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Brand New! Luxury Retreat! 

[](https://www.expedia.ca/Innisfil-Hotels-Brand-New-Luxury-Retreat.h101406871.Hotel-Information)

Barrie

10/10

Exceptional

(8 reviews)

"It was an excellent place to stay, Hosts are nice and even give us some welcome gifts"

![Canada](https://a.travel-assets.com/egds/marks/flags/ca.svg)

bob g.

CA $379

CA $684 total

includes taxes & fees

Feb 16 - Feb 17

[](https://www.expedia.ca/Innisfil-Hotels-Brand-New-Luxury-Retreat.h101406871.Hotel-Information)

![Dining](https://images.trvl-media.com/lodging/77000000/76310000/76300400/76300312/50f6ad02.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Exterior](https://images.trvl-media.com/lodging/77000000/76310000/76300400/76300312/f9eaa12b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/77000000/76310000/76300400/76300312/56a807f2.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Interior](https://images.trvl-media.com/lodging/77000000/76310000/76300400/76300312/d6247d4e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### The Mansion, Wasaga beach, Blue mountain

[](https://www.expedia.ca/Essa-Hotels-The-Mansion.h76300312.Hotel-Information)

Utopia

10/10

Exceptional

(4 reviews)

"Beautiful view fun experience"

![Canada](https://a.travel-assets.com/egds/marks/flags/ca.svg)

Anonymous traveller

CA $1,305

CA $2,201 total

includes taxes & fees

Feb 16 - Feb 17

[](https://www.expedia.ca/Essa-Hotels-The-Mansion.h76300312.Hotel-Information)

![A heated pool](https://images.trvl-media.com/lodging/118000000/117530000/117520100/117520078/de632920.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![TV, fireplace](https://images.trvl-media.com/lodging/118000000/117530000/117520100/117520078/0b7d7d3b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![TV, fireplace](https://images.trvl-media.com/lodging/118000000/117530000/117520100/117520078/e8d3b91e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Exterior](https://images.trvl-media.com/lodging/118000000/117530000/117520100/117520078/a3638840.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Lakefront studio with shared grill & firepit - steps to beach and pool

[](https://www.expedia.ca/Wasaga-Beach-Hotels-Lakefront-Studio-With-Steps-To-Beach-And-Pool.h117520078.Hotel-Information)

Wasaga Beach

CA $85

CA $259 total

includes taxes & fees

Feb 17 - Feb 18

[](https://www.expedia.ca/Wasaga-Beach-Hotels-Lakefront-Studio-With-Steps-To-Beach-And-Pool.h117520078.Hotel-Information)

![Outdoor spa tub](https://images.trvl-media.com/lodging/101000000/100730000/100727300/100727250/90d5c341.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/101000000/100730000/100727300/100727250/82d5d842.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![3 bedrooms, iron/ironing board, free WiFi, bed sheets](https://images.trvl-media.com/lodging/101000000/100730000/100727300/100727250/a844f5ef.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Interior](https://images.trvl-media.com/lodging/101000000/100730000/100727300/100727250/275f5135.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### ❤ Cedar-View Apartment with Hot Tub (3 Bedrooms) ❤

[](https://www.expedia.ca/Orillia-Hotels-City-View-Apartment-With-Hot-Tub.h100727250.Hotel-Information)

Orillia

10/10

Exceptional

(2 reviews)

"This property is located in a great area in orillia with a short drive to everything near by including the casino. The vibe in the home is homie and great for what you need for a one night or few night stay. Appreciated that they had the home stocked with small things like tooth brushes, paste, cookwear, etc. overall great stay would definitely come back!"

![Canada](https://a.travel-assets.com/egds/marks/flags/ca.svg)

jasmine

CA $495

CA $636 total

includes taxes & fees

Feb 17 - Feb 18

[](https://www.expedia.ca/Orillia-Hotels-City-View-Apartment-With-Hot-Tub.h100727250.Hotel-Information)

![Exterior](https://images.trvl-media.com/lodging/117000000/116660000/116657200/116657177/97ef86fb.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![2 bedrooms, WiFi](https://images.trvl-media.com/lodging/117000000/116660000/116657200/116657177/824cca6f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![TV, fireplace](https://images.trvl-media.com/lodging/117000000/116660000/116657200/116657177/7bdee8c6.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Pool](https://images.trvl-media.com/lodging/117000000/116660000/116657200/116657177/2a6bb6d3.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Hideaway 2BR Condo Pool & Heated Pool

[](https://www.expedia.ca/Oro-Medonte-Hotels-Hideaway-2BR-Condo-Pool-Heated-Pool.h116657177.Hotel-Information)

Shanty Bay

CA $215

CA $459 total

includes taxes & fees

Feb 16 - Feb 17

[](https://www.expedia.ca/Oro-Medonte-Hotels-Hideaway-2BR-Condo-Pool-Heated-Pool.h116657177.Hotel-Information)

![TV](https://images.trvl-media.com/lodging/123000000/122250000/122241000/122240973/a7e0318c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Interior](https://images.trvl-media.com/lodging/123000000/122250000/122241000/122240973/5013676c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Exterior](https://images.trvl-media.com/lodging/123000000/122250000/122241000/122240973/b858510a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Interior](https://images.trvl-media.com/lodging/123000000/122250000/122241000/122240973/c3324233.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### The Captains Lake House

[](https://www.expedia.ca/Severn-Hotels-The-Captains-Lake-House.h122240973.Hotel-Information)

Orillia

10/10

Exceptional

(3 reviews)

"We had a wonderful few days in our hosts beautiful home. Amazing sunrise to start the day and a winter wonderland to spend our family Christmas all together. The home was welcoming right from the start with all our expectations being exceeded. Thank you so much."

![Canada](https://a.travel-assets.com/egds/marks/flags/ca.svg)

Ralph N.

CA $504

CA $993 total

includes taxes & fees

Feb 16 - Feb 17

[](https://www.expedia.ca/Severn-Hotels-The-Captains-Lake-House.h122240973.Hotel-Information)

![Terrace/patio](https://images.trvl-media.com/lodging/115000000/114730000/114727500/114727426/9f819b47.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Exterior](https://images.trvl-media.com/lodging/115000000/114730000/114727500/114727426/8caa7baf_edited_b3b9.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Smart TV, fireplace](https://images.trvl-media.com/lodging/115000000/114730000/114727500/114727426/ddfa20ce.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/115000000/114730000/114727500/114727426/edcc64ee.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### EXECUTIVE WATERFRONT LIVING AT ITS FINEST!!! WELCOME to this immaculate home!

[](https://www.expedia.ca/Wasaga-Beach-Hotels-EXECUTIVE-WATERFRONT-LIVING-AT-ITS-FINEST-WELCOME-To-This-Immaculate-Home.h114727426.Hotel-Information)

Wasaga Beach

10/10

Exceptional

(1 review)

CA $528

CA $1,069 total

includes taxes & fees

Feb 17 - Feb 18

[](https://www.expedia.ca/Wasaga-Beach-Hotels-EXECUTIVE-WATERFRONT-LIVING-AT-ITS-FINEST-WELCOME-To-This-Immaculate-Home.h114727426.Hotel-Information)

![Sauna](https://images.trvl-media.com/lodging/68000000/67600000/67590700/67590619/cb39962b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/68000000/67600000/67590700/67590619/5ab2fa7e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Outdoor dining](https://images.trvl-media.com/lodging/68000000/67600000/67590700/67590619/c0fbc8ff.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Exterior](https://images.trvl-media.com/lodging/68000000/67600000/67590700/67590619/3bc625ec.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Dock Life Beach 1 - Walkout River 13, 5 bdrm Sleeps 14, 3 min walk to Beach 1

[](https://www.expedia.ca/Wasaga-Beach-Hotels-Dock-Life-Beach-1-Walkout-River-13.h67590619.Hotel-Information)

Wasaga Beach

9.2/10

Wonderful

(9 reviews)

"Outstanding location. Extremely accommodating host."

![Canada](https://a.travel-assets.com/egds/marks/flags/ca.svg)

Joyce S.

CA $385

CA $495 total

includes taxes & fees

Feb 15 - Feb 16

[](https://www.expedia.ca/Wasaga-Beach-Hotels-Dock-Life-Beach-1-Walkout-River-13.h67590619.Hotel-Information)

![Terrace/patio](https://images.trvl-media.com/lodging/94000000/93260000/93258300/93258261/26f27079.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/94000000/93260000/93258300/93258261/308d41da.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![4 bedrooms, desk, iron/ironing board, free WiFi](https://images.trvl-media.com/lodging/94000000/93260000/93258300/93258261/7d6b4fcc.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Dining](https://images.trvl-media.com/lodging/94000000/93260000/93258300/93258261/beaa7706.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Modern 4 Bedroom Townhouse in Barrie South

[](https://www.expedia.ca/Barrie-Hotels-New-4-Bedroom-Townhouse-In-Barrie-South.h93258261.Hotel-Information)

Barrie

9.2/10

Wonderful

(17 reviews)

"It was a decent place to sleep with comfortable beds. Parking very good. We were 6 guests. "

![Canada](https://a.travel-assets.com/egds/marks/flags/ca.svg)

Elna S.

CA $151

CA $362 total

includes taxes & fees

Feb 16 - Feb 17

[](https://www.expedia.ca/Barrie-Hotels-New-4-Bedroom-Townhouse-In-Barrie-South.h93258261.Hotel-Information)

![Interior](https://images.trvl-media.com/lodging/106000000/105700000/105693700/105693625/88bc5d07.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Smart TV](https://images.trvl-media.com/lodging/106000000/105700000/105693700/105693625/5c70470b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Exterior detail](https://images.trvl-media.com/lodging/106000000/105700000/105693700/105693625/b810ee5a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Exterior](https://images.trvl-media.com/lodging/106000000/105700000/105693700/105693625/65e7f56d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Cozy house at south end Barrie

[](https://www.expedia.ca/Barrie-Hotels-Cozy-House-At-South-End-Barrie.h105693625.Hotel-Information)

Barrie

9.8/10

Exceptional

(10 reviews)

"Excellent, clean property with all the necessary amenities. "

![Canada](https://a.travel-assets.com/egds/marks/flags/ca.svg)

John

CA $148

CA $383 total

includes taxes & fees

Mar 4 - Mar 5

[](https://www.expedia.ca/Barrie-Hotels-Cozy-House-At-South-End-Barrie.h105693625.Hotel-Information)

![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/124000000/123240000/123231600/123231562/w1999h1330x1y1-cb215d80.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Interior](https://images.trvl-media.com/lodging/124000000/123240000/123231600/123231562/w1998h1331x1y1-cd7d41b8.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Exterior](https://images.trvl-media.com/lodging/124000000/123240000/123231600/123231562/w1998h1331x1y1-3f8980b8.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![6 bedrooms, desk, iron/ironing board, free WiFi](https://images.trvl-media.com/lodging/124000000/123240000/123231600/123231562/b719394f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### West Oak @ Barrie H&ME Tech Build

[](https://www.expedia.ca/Barrie-Hotels-West-Oak-Barrie-HME-Tech-Build.h123231562.Hotel-Information)

Barrie

CA $272

CA $661 total

includes taxes & fees

Feb 16 - Feb 17

[](https://www.expedia.ca/Barrie-Hotels-West-Oak-Barrie-HME-Tech-Build.h123231562.Hotel-Information)

![Smart TV, fireplace](https://images.trvl-media.com/lodging/116000000/115110000/115104000/115103945/20790839.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Exterior](https://images.trvl-media.com/lodging/116000000/115110000/115104000/115103945/d76c38ed.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Exterior detail](https://images.trvl-media.com/lodging/116000000/115110000/115104000/115103945/c4298098.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Pool](https://images.trvl-media.com/lodging/116000000/115110000/115104000/115103945/b19ec9aa.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Farm House Oasis: Hot Tub, Ski Trails, sleeps 12

[](https://www.expedia.ca/Springwater-Hotels-Farm-House-Oasis-Hot-Tub.h115103945.Hotel-Information)

Minesing

9.4/10

Exceptional

(3 reviews)

"Very enjoyable stay! "

![Canada](https://a.travel-assets.com/egds/marks/flags/ca.svg)

Stefan A.

CA $543

CA $1,088 total

includes taxes & fees

Feb 16 - Feb 17

[](https://www.expedia.ca/Springwater-Hotels-Farm-House-Oasis-Hot-Tub.h115103945.Hotel-Information)

![Pool](https://images.trvl-media.com/lodging/117000000/116660000/116657200/116657159/39be3f41.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Interior](https://images.trvl-media.com/lodging/117000000/116660000/116657200/116657159/f9f6752c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Property grounds](https://images.trvl-media.com/lodging/117000000/116660000/116657200/116657159/6bb4debb.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Exterior](https://images.trvl-media.com/lodging/117000000/116660000/116657200/116657159/79f32ce9.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### King Studio Suite – Sauna, heated Pool

[](https://www.expedia.ca/Oro-Medonte-Hotels-King-Studio-Suite-Sauna.h116657159.Hotel-Information)

Shanty Bay

CA $131

CA $247 total

includes taxes & fees

Feb 16 - Feb 17

[](https://www.expedia.ca/Oro-Medonte-Hotels-King-Studio-Suite-Sauna.h116657159.Hotel-Information)

![Pool](https://images.trvl-media.com/lodging/100000000/99910000/99901200/99901131/43cdfd22.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![TV, fireplace](https://images.trvl-media.com/lodging/100000000/99910000/99901200/99901131/ff06a69c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![TV, fireplace](https://images.trvl-media.com/lodging/100000000/99910000/99901200/99901131/c46a3295.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![2 bedrooms, iron/ironing board, WiFi, bed sheets](https://images.trvl-media.com/lodging/100000000/99910000/99901200/99901131/b0876057.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Cozy Getaway with Resort Perks

[](https://www.expedia.ca/Oro-Medonte-Hotels-Cozy-Getaway-With-Resort-Perks.h99901131.Hotel-Information)

Shanty Bay

CA $239

CA $480 total

includes taxes & fees

Mar 15 - Mar 16

[](https://www.expedia.ca/Oro-Medonte-Hotels-Cozy-Getaway-With-Resort-Perks.h99901131.Hotel-Information)

![Property grounds](https://images.trvl-media.com/lodging/124000000/123400000/123396000/123395929/53bb39c8.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Marina](https://images.trvl-media.com/lodging/124000000/123400000/123396000/123395929/6beebdc6.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Smart TV, fireplace](https://images.trvl-media.com/lodging/124000000/123400000/123396000/123395929/7bc68691.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Smart TV, fireplace](https://images.trvl-media.com/lodging/124000000/123400000/123396000/123395929/5ba57b87.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Luxury Beach Spa w/ Private Sauna!

[](https://www.expedia.ca/Innisfil-Hotels-Luxury-Beach-Spa-W-Private-Sauna.h123395929.Hotel-Information)

Innisfil

9.8/10

Exceptional

(6 reviews)

"We just wanted to get out of town and enjoy some peaceful and relaxing time away, and that’s exactly what we got. "

![Canada](https://a.travel-assets.com/egds/marks/flags/ca.svg)

Dragisa

CA $226

CA $481 total

includes taxes & fees

Feb 16 - Feb 17

[](https://www.expedia.ca/Innisfil-Hotels-Luxury-Beach-Spa-W-Private-Sauna.h123395929.Hotel-Information)

![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/101000000/100720000/100717700/100717629/510c5c1a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Interior](https://images.trvl-media.com/lodging/101000000/100720000/100717700/100717629/671b97a3.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Smart TV, fireplace, video games](https://images.trvl-media.com/lodging/101000000/100720000/100717700/100717629/8f187cc1.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Dining](https://images.trvl-media.com/lodging/101000000/100720000/100717700/100717629/12fc9dd4.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### ❤ Getaway with an 8-seater Hot Tub ❤ 

[](https://www.expedia.ca/Orillia-Hotels-Getaway-With-All-Season-8-Seater-Hot-Tub-Gaming.h100717629.Hotel-Information)

Orillia

10/10

Exceptional

(1 review)

"Spacious and comfortable stay"

![Canada](https://a.travel-assets.com/egds/marks/flags/ca.svg)

Shreya B.

CA $1,040

CA $1,340 total

includes taxes & fees

Feb 17 - Feb 18

[](https://www.expedia.ca/Orillia-Hotels-Getaway-With-All-Season-8-Seater-Hot-Tub-Gaming.h100717629.Hotel-Information)

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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## Find vacation rentals that suit your style

Aparthotels

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Cabins

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Apartments

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Cottages

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Villas

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Condos

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Private vacation homes

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## Top Hillsdale Hotel Reviews

![Carriage Ridge Resort, an Ascend Collection Resort](https://images.trvl-media.com/lodging/2000000/1180000/1177200/1177104/5cd2058c_y.jpg)

### Carriage Ridge Resort, an Ascend Collection Resort

10/10 Excellent

"Cozy clean very affordable. Will definitely consider this resort next time."

[](https://expedia.ca/Oro-Medonte-Hotels-Carriage-Ridge-Hills-Resorts.h1177104.Hotel-Information)

![Stone Gate Inn](https://images.trvl-media.com/lodging/3000000/2810000/2802000/2801965/ead1d10f_y.jpg)

### Stone Gate Inn

10/10 Excellent

"The staff was great. At the stone gate. They upgraded us due to issue wirh the room. Since that floor was being renovated. All the staff was helpful. Freindly. The breakfast was decint great variety. This is the only place i we stay at when we go to casino Rama. Over the last five years. "

[](https://expedia.ca/Orillia-Hotels-Stone-Gate-Inn.h2801965.Hotel-Information)

![Travelodge by Wyndham Barrie](https://images.trvl-media.com/lodging/1000000/450000/441200/441189/68759f64_y.jpg)

### Travelodge by Wyndham Barrie

10/10 Excellent

"Breakfast was good "

[](https://expedia.ca/Barrie-Hotels-Travelodge-By-Wyndham-Barrie-On-Bayfield.h441189.Hotel-Information)

![Super 8 by Wyndham Barrie South](https://images.trvl-media.com/lodging/2000000/1670000/1668500/1668451/90fb9ab6_y.jpg)

### Super 8 by Wyndham Barrie South

10/10 Excellent

"Staff was very nice and helpful to provide us with what we need for our kids. Room is clean, pool is clean with extended breakfast hours. It's a bonus if there is a hot tub, but overall we are satisfied and will come back! "

[](https://expedia.ca/Barrie-Hotels-Super-8-By-Wyndham-Barrie.h1668451.Hotel-Information)

![Days Inn by Wyndham Barrie](https://images.trvl-media.com/lodging/1000000/20000/19500/19481/4af71bcb_y.jpg)

### Days Inn by Wyndham Barrie

10/10 Excellent

"Room was clean and comfortable, pool and hot tub were lovely, desk staff were kind and smiley. The only potential issue would be that the walkway wasnt shovelled - early morning fine, but it was after 10am. That's a liability in the making. "

[](https://expedia.ca/Barrie-Hotels-Days-Inn-By-Wyndham-Barrie.h19481.Hotel-Information)

![The Champlain Waterfront Hotel, an Ascend Collection Hotel](https://images.trvl-media.com/lodging/2000000/1040000/1038200/1038141/e1de2eb8_y.jpg)

### The Champlain Waterfront Hotel, an Ascend Collection Hotel

10/10 Excellent

"Rooms were spotless and staff were great "

[](https://expedia.ca/Orillia-Hotels-The-Champlain-Waterfront-Hotel.h1038141.Hotel-Information)

![Best Western Plus Mariposa Inn & Conference Centre](https://images.trvl-media.com/lodging/2000000/1430000/1426800/1426792/f9024e45_y.jpg)

### Best Western Plus Mariposa Inn & Conference Centre

10/10 Excellent

"Room clean, staff curteous and friendly"

[](https://expedia.ca/Orillia-Hotels-Best-Western-Plus-Mariposa-Inn-Conference-Centre.h1426792.Hotel-Information)

![Fairfield Inn & Suites by Marriott Orillia](https://images.trvl-media.com/lodging/54000000/53580000/53579400/53579384/c1f6f0ae_y.jpg)

### Fairfield Inn & Suites by Marriott Orillia

10/10 Excellent

"Room was great! Very clean. Washroom well done. Checked in during the evening and the staff was very welcoming. Breakfast was fantastic. Will return"

[](https://expedia.ca/Barrie-Orillia-Hotels-Fairfield-Inn-Suites-By-Marriott-Orillia.h53579384.Hotel-Information)

![Monte Carlo Inn Barrie Suites](https://images.trvl-media.com/lodging/3000000/2340000/2335300/2335224/52126cb1_y.jpg)

### Monte Carlo Inn Barrie Suites

10/10 Excellent

"Staff was very accomodating , room was nice and private . "

[](https://expedia.ca/Barrie-Hotels-Monte-Carlo-Inn-Barrie-Suites.h2335224.Hotel-Information)

## Find out more about Hillsdale

You always said you would go on a dream vacation someday. Now, someday is here. But you don’t just want to dip your toe into the trip of a lifetime, you want to cannon ball into the deep end. Go ahead, unplug and unwind in style. When you book one of our vacation rentals, the ordinary is in the rearview. Instead of sharing your vacation with hundreds of hotel guests, you get to take advantage of all the space at your private apartment or room. You also get to enjoy all the amenities of a private residence for a truly unique and memorable stay. Why don’t you take off your shoes and settle in for a while? Your vacation just got upgraded.  
  
As much as you love your short-term rental, it’s always good to get out and explore to soak up . Live like a local: Eat regional food, cheer on the home team, and visit the best cultural attractions in town. No matter the season, there is always something going on in . Seeing all the best attractions is bound to make you fall in love with Hillsdale. Who knows, you may even be tempted to extend your vacation rental stay. There’s a reason home rentals are so popular here—after a long day of exploration, going back to your very own living room to stretch out is a dream come true.   
  
It’s your escape so why share it? You deserve your own slice of paradise. Booking your vacation rental on Expedia is simple and safe. Just pick your dates to search for the perfect property and book securely. We let you contact the property owner directly to make any special arrangements. All that’s left to do is show up with bells on and have a memorable vacation. With all the amenities available in short-term rentals, that won’t be hard to do.   

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- [Cottages in Hillsdale ](https://expedia.ca/Hillsdale-Cottages.d553248635975860670-aaCottages.Travel-Guide-Accommodation)
- [Vacation Homes in Hillsdale ](https://expedia.ca/Hillsdale-Private-Vacation-Homes.d553248635975860670-aaPrivateVacationHomes.Travel-Guide-Accommodation)
- [Apartments in Hillsdale ](https://expedia.ca/Hillsdale-Apartments.d553248635975860670-aaApartments.Travel-Guide-Accommodation)
- [Condo Rentals in Hillsdale ](https://expedia.ca/Hillsdale-Condos.d553248635975860670-aaCondos.Travel-Guide-Accommodation)
- [Motels in Hillsdale ](https://expedia.ca/Hillsdale-Motels.d553248635975860670-aaMotels.Travel-Guide-Accommodation)
- [Cabin Rentals in Hillsdale ](https://expedia.ca/Hillsdale-Cabins.d553248635975860670-aaCabins.Travel-Guide-Accommodation)
- [Resorts in Hillsdale ](https://expedia.ca/Hillsdale-Resort-Hotels.d553248635975860670-aaResortHotels.Travel-Guide-Accommodation)
- [Chalets in Hillsdale ](https://expedia.ca/Hillsdale-Chalets.d553248635975860670-aaChalets.Travel-Guide-Accommodation)
- [Aparthotels in Hillsdale ](https://expedia.ca/Hillsdale-Apart-Hotels.d553248635975860670-aaApartHotels.Travel-Guide-Accommodation)
- [Farmstay in Hillsdale ](https://expedia.ca/Hillsdale-Agritourism.d553248635975860670-aaAgritourism.Travel-Guide-Accommodation)
- [B&B in Hillsdale ](https://expedia.ca/Hillsdale-Bed-And-Breakfast.d553248635975860670-aaBedAndBreakfast.Travel-Guide-Accommodation)
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## Frequently asked questions

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