Owner Direct Vacation Rentals in Lake Simcoe

The Best Owner Direct Vacation Rentals in Lake Simcoe. Explore thousands of vacation home rentals, large cabins, and villas near Lake Simcoe

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From US $113

         

|

10.0 (1 Review)

Apartment

2 bedroom 2 bath Aquarius, Friday Harbour, Innisfil, Barrie

• Air Conditioner
• Parking
• Pool

• Barrie - Orillia
• Innisfil

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From US $136

         

10.0 (18 Reviews)

Condo

Romantic Stay at Friday Harbour Resort on Lake Simcoe

• Air Conditioner
• Parking
• Pool

• Barrie - Orillia
• Innisfil

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From US $115

         

9.8 (735 Reviews)

Hotel

Fairfield Inn & Suites by Marriott Orillia

• Air Conditioner
• Parking
• Pool

• Barrie - Orillia
• Orillia

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From US $815

         

10.0 (1 Review)

Apartment

Casa Lago 5 Bed Waterfront House

• Air Conditioner
• Parking
• Pool

• Barrie - Orillia
• Innisfil

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From US $174

         

10.0 (13 Reviews)

Condo

Make It Home at Friday Harbour-Exquisite 2BR/2BA Oasis

• Air Conditioner
• Parking
• Pool

• Barrie - Orillia
• Innisfil

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From US $86

         

8.8 (883 Reviews)

Hotel

Lakeside Inn

• Air Conditioner
• Parking
• TV

• Barrie - Orillia
• Ramara

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From US $263

         

|

9.8 (6 Reviews)

Apartment

Chic 2BR with Patio - Pool - Hot Tub - BBQ - Friday Harbour

• Air Conditioner
• Parking
• Pool

• Barrie - Orillia
• Innisfil

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From US $130

         

10.0 (11 Reviews)

House

RARE very private setting get away at a unique tiny home!

• Air Conditioner
• Parking
• TV

• Brock
• Beaverton

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From US $93

         

8.6 (1004 Reviews)

Hotel

Comfort Inn Orillia

• Air Conditioner
• Parking
• TV

• Barrie - Orillia
• Orillia

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From US $179

         

9.7 (3 Reviews)

Apartment

Friday Harbour Resort

• Air Conditioner
• Parking
• Pool

• Barrie - Orillia
• Innisfil

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From US $181

         

10.0 (9 Reviews)

Condo

Cozy Lake Simcoe 2 bedroom condo with a garden walkout to the boardwalk/Pier.

• Air Conditioner
• Parking
• Pet Friendly

• Barrie - Orillia
• Innisfil

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From US $144

         

|

9.5 (6 Reviews)

Apartment

Beautiful Condo, 2 Bedrooms and a Den in Friday Harbour Resort!

• Air Conditioner
• Parking
• Pool

• Barrie - Orillia
• Innisfil

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From US $124

         

10.0 (6 Reviews)

Apartment

DaVel DeLuxe Relaxation

• Air Conditioner
• Parking
• TV

• Barrie - Orillia
• Orillia

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From US $390

         

|

9.5 (4 Reviews)

Villa

Charming Cottage on Lake Simcoe

• Air Conditioner
• Parking
• View

• Barrie - Orillia
• Orillia

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From US $180

         

10.0 (5 Reviews)

Condo

Luxurious Stay at Friday Harbour Resort Lake Simcoe

• Air Conditioner
• Parking
• Pool

• Barrie - Orillia
• Big Bay Point

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From US $200

         

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9.4 (37 Reviews)

Apartment

Stunning Stayz At Friday Harbour Beach Marina Resort Lake Simcoe Innisfil

• Air Conditioner
• Parking
• Pool

• Barrie - Orillia
• Innisfil

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From US $157

         

10.0 (5 Reviews)

Apartment

Lakefront Living Downtown Orillia.

• Air Conditioner
• Parking
• Pet Friendly

• Barrie - Orillia
• Orillia

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From US $208

         

|

9.2 (7 Reviews)

Apartment

Golf Paradise Pool Fire Pit King Bed

• Air Conditioner
• Parking
• Pool

• Barrie - Orillia
• Innisfil

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From US $229

         

10.0 (4 Reviews)

Apartment

❤ Cedar-View Studio with Hot Tub ❤n

• Air Conditioner
• Parking
• Pet Friendly

• Barrie - Orillia
• Orillia

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From US $443

         

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9.0 (7 Reviews)

House

PRIVATE COTTAGE GETAWAY On LAKE SIMCOE

• Air Conditioner
• Parking
• Pet Friendly

• Barrie - Orillia
• Ramara

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From US $315

         

8.9 (28 Reviews)

Resort

PET FRIENDLY CONDOS at FRIDAY HARBOUR

• Air Conditioner
• Parking
• Pool

• Barrie - Orillia
• Innisfil

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From US $95

         

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7.1 (215 Reviews)

Resort

Ramada by Wyndham Jackson's Point

• Air Conditioner
• Parking
• Pool

• Ontario
• Georgina

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From US $328

         

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6.9 (44 Reviews)

Apartment

HIGHPOINT at Friday Harbour Resort

• Air Conditioner
• Parking
• Pool

• Barrie - Orillia
• Innisfil

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From US $327

         

|

6.2 (4 Reviews)

House

Swing Bridge Cottage on Lake Simcoe - Waterfront

• Air Conditioner
• Parking
• Pet Friendly

• Barrie - Orillia
• Ramara

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★ Pro Tip: Ownerdirect makes it easy to compare the best listings on Ownerdirect homes from online vacation rental OTAs, including Booking.com and more. Use the Advanced Filter feature at the top to easily flip between Ownerdirect homes, vacation rentals, bed and breakfasts, private Airbnb-style rentals availability, eco-friendly properties, property type, cancellation policies, prices, and several different options. All these make it easier to find the perfect accommodation for your next vacation in Lake Simcoe.