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Vacation Rentals in Orillia, Ontario and nearby

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All 32 Rentals in the Orillia Area
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From
$86
Per Night
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1 / 13
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Orillia
2 Bedrooms, 1 Bathroom, Sleeps 5
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From
$231
Per Night
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1 / 14
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Orillia
2 Bedrooms, 2 Bathrooms, Sleeps 4
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From
$174
Per Night
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1 / 22
Orillia
3 Bedrooms, 2 Bathrooms, Sleeps 8
Details Reviews (1) Make Inquiry

The following rentals are within 20 miles of Orillia, Ontario.

From
$241
Per Night
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1 / 26
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Beaverton
4 Bedrooms, 2 Bathrooms, Sleeps 12
Bookings
Details Make Inquiry
Amenities & Details
  • Air Conditioning
  • Dishwasher
  • Dryer
  • Fireplace
  • Internet Access
  • Private Fishing...
  • Safe
  • Washer
Suitability
  • Pets allowed
  • Smoking allowed
  • Suitable for children
  • x
  • x
  • Wheelchair access
  • Elder access
  • x
About this property
Our cottage is located in the beautiful Beaverton Harbour with direct access to Lake Simcoe. It is the only cottage in the harbour with 4 parking spaces. You can enjoy warm water beach, family friendly Park, swimming, boating, fishing, hiking, museums, movie theatres and many festivities. It’s a... View all property information
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From
$161
Per Night
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1 / 18
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Barrie
2 Bedrooms, 2 Bathrooms, Sleeps 4
Details Make Inquiry
Amenities & Details
  • Air Conditioning
  • Dryer
  • Fireplace
  • Hot Tub
  • Internet Access
  • Washer
Suitability
  • Pets allowed
  • Smoking allowed
  • Suitable for children
  • x
  • x
  • x
  • Wheelchair access
  • Elder access
  • x
  • x
About this property
Enjoy the lovely spa like space in large bedrooms with private bath and a huge common area. Enjoy beautiful gardens iand hot tub in the warmer May to October. Fireplace to read by or watch TV and a mini boutique with gifts and accessories from around the world. Guests enjoy the privacy of 1500 sq... View all property information
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From
$80
Per Night
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1 / 7
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Severn Bridge
3 Bedrooms, 1 Bathroom, Sleeps 6
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Amenities & Details
  • Balcony
  • Fireplace
  • Grill
  • Private Fishing...
  • Satellite TV
  • Waterfront
  • Water Views
Suitability
  • Pets allowed
  • Smoking allowed
  • Suitable for children
  • x
  • ?
  • Wheelchair access
  • Elder access
About this property
In peaceful private area surrounded by trees, with a large frontage of lawn leading to. Boat dock, Riverside Deck with available with open fire pit on this private property. All bed linens supplied, as well as crockery and cutlery. Cable TV available. Many interesting places to visit within a 30... View all property information
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From
$402
Per Night
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1 / 64
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Barrie
4 Bedrooms, 2 Bathrooms, Sleeps 7
Bookings
Details Reviews (3) Make Inquiry
Amenities & Details
  • Balcony
  • Dryer
  • Fireplace
  • Grill
  • Private Fishing...
  • Satellite TV
  • Washer
  • Waterfront
Suitability
  • Pets allowed
  • Smoking allowed
  • Suitable for children
  • x
  • ?
  • Wheelchair access
  • Elder access
  • x
About this property
Lake Simcoe's “ L'il cottage Down The Twisted Road” is open year round. Whether you are cottaging business trip, visiting Canada,weekend with friends, honeymoon, we are just 1 hour north of Toronto on the sandy South shores of Lake Simcoe near the towns of Sutton, Pefferlaw, Beaverton and... View all property information
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4 of 5 stars Reviewed January 12, 2015
A big group of us recently spent Christmas at this cottage and we had a really great time. The cottage is lovely and cosy and has so much character. There is plenty of outside...
5 of 5 stars Reviewed January 10, 2015
Fantastic cottage. Went with a bunch of friends for New Years and exceeded our expectations and the cottage owner was excellent in accommodating us. She went above and beyond the...
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From
$241
Per Night
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1 / 13
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Jackson's Point
6 Bedrooms, 4 Bathrooms, Sleeps 10
Details Reviews (1) Make Inquiry
Amenities & Details
  • Air Conditioning
  • Dryer
  • Washer
Suitability
  • Pets allowed
  • Smoking allowed
  • Suitable for children
  • x
  • x
  • ?
  • Wheelchair access
  • Elder access
  • x
About this property
The cottage is a 2 story plus finished basement home of 2100 sq ft on the 2 floors plus the basement and is right in the town of Jackson's Pt and close to shopping. There are 4 bedrooms on the second floor with 2 full 4 pc washrooms with tub and shower connecting to each bedroom. Two bedrooms... View all property information
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5 of 5 stars Reviewed June 29, 2014
I stayed here with a group of families looking for a long weekend Canada Day getaway. Nice big cottage home that comfortably accommodates 5-6 families. The owner was very pleasant...
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From
$121
Per Night
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1 / 9
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Barrie
2 Bedrooms, 1 Bathroom, Sleeps 5
Bookings
Details Reviews (9) Make Inquiry
Amenities & Details
  • Air Conditioning
  • Dryer
  • Fireplace
  • Grill
  • Internet Access
  • Satellite TV
  • Washer
  • Waterfront
Suitability
  • Pets allowed
  • Smoking allowed
  • Suitable for children
  • ?
  • x
  • ?
  • Wheelchair access
  • Elder access
  • x
About this property
Thinking of a romantic getaway or quality family time in a private and beautiful location? Need a short term accommodation in Georgina? Take a short trip up north and enjoy Lake Simcoe. This waterfront cottage is a great getaway just 40 minutes away from Toronto, ON in... View all property information
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5 of 5 stars Reviewed July 29, 2014
It was a pleasure to stay at Cook's Bay Getaway-Cottage. The cottage has everything you need to have wonderful holidays. You have a direct way to the water and every facility for...
5 of 5 stars Reviewed July 21, 2014
The cottage is actually a small house, but it is very cosy and comfortable inside and kind of extended by a deck and a backyard. Nothing is extra fancy, but there is everything...
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From
$137
Per Night
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1 / 11
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Brechin
2 Bedrooms, 1 Bathroom, Sleeps 4
Bookings
Details Make Inquiry
Amenities & Details
  • Balcony
  • Dishwasher
  • Dryer
  • Grill
  • Internet Access
  • Safe
  • Satellite TV
  • Washer
Suitability
  • Pets allowed
  • Smoking allowed
  • Suitable for children
  • x
  • x
  • ?
  • Wheelchair access
  • Elder access
  • x
  • ?
About this property
Renting a two bedroom condo steps to a private sandy beach on Lake Simcoe. Lake is shallow and child-friendly. 400m of wading in the Lake. 2nd floor master has terrace overlooking landscaped courtyard with view of the water and also second bedroom with 2 single beds. Main floor has cable tv,... View all property information
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From
$1,125
Per Week
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1 / 12
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Port Severn
2 Bedrooms, 2 Bathrooms, Sleeps 6
Details Make Inquiry
Amenities & Details
  • Dishwasher
  • Fireplace
  • Internet Access
  • Safe
  • Satellite TV
  • Waterfront
  • Water Views
Suitability
  • Pets allowed
  • Smoking allowed
  • Suitable for children
  • x
  • x
  • Wheelchair access
  • Elder access
  • x
  • ?
About this property
Only 1.5 hours away from Toronto, this gorgeous island rental has it all! Perfect for the family, or just for the adults, the rental includes a 14-ft. aluminum boat, and is within minutes of a marina. Have a great night sleep on either of the two large king size beds within the two main cottage... View all property information
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From
$221
Per Night
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1 / 20
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Beaverton
4 Bedrooms, 3 Bathrooms, Sleeps 10
Details Make Inquiry
Amenities & Details
  • Balcony
  • Children's Pool
  • Dishwasher
  • Fireplace
  • Internet Access
  • Ocean Views
  • Safe
  • Satellite TV
Suitability
  • Pets allowed
  • Smoking allowed
  • Suitable for children
  • x
  • x
  • Wheelchair access
  • Elder access
  • x
About this property
Beautiful Waterfront (Lake Simcoe) Vacation Home. Spacious (2150 sq ft), two level, extensively renovated, modern home. Comfortably sleeps 8-10. Extensive renovations include new flooring throughout home, freshly painted exterior & interior, stainless steel appliances in kitchen, enormous... View all property information
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From
$179
Per Night
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1 / 15
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Shanty Bay
2 Bedrooms, 2 Bathrooms, Sleeps 6
Booking
Details Reviews (2) Make Inquiry
Amenities & Details
  • Air Conditioning
  • Balcony
  • Dishwasher
  • Fireplace
  • Gym
  • Hot Tub
  • Internet Access
  • Mountain Views
Suitability
  • Pets allowed
  • Smoking allowed
  • Suitable for children
  • x
  • x
  • ?
  • Wheelchair access
  • Elder access
About this property
This 2br/2ba lockoff suite is fully furnished with a full kitchen, living room with sofa sleeper, fireplace, king size bed in master bedroom with jacuzzi tub, 2nd bedroom with king size bed & kitchenette, stacked washer/dryer & patio/balcony. 1,200 square feet suite sleeps up to eight guests.... View all property information
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4 of 5 stars Reviewed September 16, 2013
We spent the week at carriage ridge and were warmly greeted upon check in. We had a studio and it had plenty of room to relax comfortably. There are several excellent golf courses...
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From
$252
Per Night
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1 / 9
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Severn Bridge
5 Bedrooms, 2 Bathrooms, Sleeps 12
Details Make Inquiry
Suitability
  • Pets allowed
  • Smoking allowed
  • Suitable for children
  • x
  • x
  • ?
  • Wheelchair access
  • Elder access
  • x
About this property
large waterfront cottage on green river 5 bedrooms - 2 king beds, 1 double bed, 6 twin beds large private yard with private dock and shallow 120' waterfront next to crown land minutes to 2 public boat launches and snowmobile trails four season cottage 2 large family rooms with cable... View all property information
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From
$400
Per Night
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1 / 33
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Rama
5 Bedrooms, 1 Bathroom, Sleeps 12
Details Make Inquiry
Amenities & Details
  • Dishwasher
  • Fireplace
  • Hot Tub
  • Internet Access
  • Satellite TV
  • Waterfront
  • Water Views
Suitability
  • Pets allowed
  • Smoking allowed
  • Suitable for children
  • ?
  • x
  • ?
  • Wheelchair access
  • Elder access
  • ?
  • ?
About this property
Céilí Cottage* has been in the same family for more than 100 years and while recently updated, still retains its original charm and character. This traditional cottage puts you right in the heart of cottage country with spectacular swimming & sunsets. The call of loons lull you to sleep. Great... View all property information
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From
$112
Per Night
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1 / 15
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Barrie
2 Bedrooms, 1 Bathroom, Sleeps 6
Bookings
Details Reviews (1) Make Inquiry
Suitability
  • Pets allowed
  • Smoking allowed
  • Suitable for children
  • ?
  • x
  • ?
  • Wheelchair access
  • Elder access
  • ?
About this property
This is a rare find so close to the city. 4 acres of land nearby amenities, downtown shopping and restaurants. 10 minutes off the highway. 2 minutes to grocery stores. This is an extremely private property and is quiet and very relaxing. A rare chance to be surrounded by wilderness, close enough... View all property information
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4 of 5 stars Reviewed October 6, 2014
Lovely house Kitchen well stocked Handy for the lake and Barrie downtown There was five of us so would have been nice if there was a second bathroom just meant we got up a...
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From
$375
Per Night
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1 / 14
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Shanty Bay
4 Bedrooms, 3 Bathrooms, Sleeps 8
Details Make Inquiry
Amenities & Details
  • Balcony
  • Dishwasher
  • Dryer
  • Internet Access
  • Satellite TV
  • Shared Outdoor Pool...
  • Washer
  • Water Views
Suitability
  • Pets allowed
  • Smoking allowed
  • Suitable for children
  • ?
  • x
  • ?
  • Wheelchair access
  • Elder access
  • ?
  • ?
About this property
Beautiful, serene waterfront home/cottage on the lake. One hour from Toronto. 4 bedrooms, including large main master bedroom suite with walkout decks and ensuite bathroom. Large living room/dining room with stone fireplace. Sunroom with walkouts to decks. Designer kitchen with dishwasher, side by... View all property information
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From
$133
Per Night
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1 / 10
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Port Severn
2 Bedrooms, 1 Bathroom, Sleeps 6
Details Make Inquiry
Amenities & Details
  • Dryer
  • Fireplace
  • Grill
  • Internet Access
  • Private Fishing...
  • Safe
  • Satellite TV
  • Shared Outdoor Pool...
Suitability
  • Pets allowed
  • Smoking allowed
  • Suitable for children
  • x
  • ?
  • ?
  • Wheelchair access
  • Elder access
  • ?
About this property
OPEN ALL YEAR - Enjoy the area’s favourite waterfront housekeeping cottage with gas fireplace, deck, picnic table and barbeque on park-like surroundings with in-ground swimming pool perfect for a relaxing get-a-way. We offer some of the best sport fishing for bass, pike, walleye, huge muskey or... View all property information
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From
$261
Per Night
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1 / 28
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Port Severn
3 Bedrooms, 2 Bathrooms, Sleeps 6
Details Make Inquiry
Amenities & Details
  • Dishwasher
  • Dryer
  • Fireplace
  • Grill
  • Internet Access
  • Satellite TV
  • Washer
  • Waterfront
Suitability
  • Pets allowed
  • Smoking allowed
  • Suitable for children
  • x
  • x
  • ?
  • Wheelchair access
  • Elder access
  • x
  • x
About this property
1 1/2 hour drive north of Toronto. This beautiful cottage is located on a year round road, plowed by the Township in the Winter to make driving an ease. No steep hills or dangerous curves. Parking for 3 cars. ACCOMMODATION: Situated in quiet Barefoot Bay on picturesque Six Mile Lake. This... View all property information
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From
$964
Per Week
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1 / 5
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Barrie
2 Bedrooms, 2 Bathrooms, Sleeps 8
Details Make Inquiry
Amenities & Details
  • Air Conditioning
  • Fireplace
  • Grill
  • Gym
  • Hot Tub
  • Internet Access
  • Mountain Views
  • Satellite TV
Suitability
  • Pets allowed
  • Smoking allowed
  • Suitable for children
  • x
  • x
  • ?
  • Wheelchair access
  • Elder access
  • ?
About this property
This is a 2 bedroom (sleeps total 8 people / 2 families comfortably) high-end resort apartment available for 1 week (7 days) from Saturday December 27, 2014 until Saturday January 3, 2015. The apartment is located at the top of the Horseshoe Valley in beautiful Carriage Hills resort which is... View all property information
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From
$241
Per Night
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1 / 11
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Beaverton
5 Bedrooms, 3 Bathrooms, Sleeps 10
Booking
Details Make Inquiry
Suitability
  • Pets allowed
  • Smoking allowed
  • Suitable for children
  • x
  • ?
  • Wheelchair access
  • Elder access
  • x
About this property
Fully furnished winterized cottage that is available year-round. Open concept design with a large living room, dining room and kitchen located on the main floor. 5 bedrooms on the 2nd floor. 3 Washrooms/2Baths. 3500 sqft to comfortably house you and your guests. Huge private backyard that is... View all property information
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From
$88
Per Night
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1 / 15
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Brechin
3 Bedrooms, 2 Bathrooms, Sleeps 9
Details Make Inquiry
Amenities & Details
  • Balcony
  • Dishwasher
  • Dryer
  • Fireplace
  • Safe
  • Washer
  • Water Views
Suitability
  • Pets allowed
  • Smoking allowed
  • Suitable for children
  • x
  • x
  • ?
  • Wheelchair access
  • Elder access
  • x
  • ?
About this property
Located in Ramara Township of Simcoe County-just under 90 minutes from Toronto, This newly renovated, fully furnished and very well maintained all season cottage offers the perfect getaway! Located in the Village of Brechin, Ont., on Hwy. 12. It features 3 bedrooms, plus a pull out sofa bed in... View all property information
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From
$193
Per Night
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1 / 3
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Barrie
2 Bedrooms, 2 Bathrooms, Sleeps 8
Details Make Inquiry
Suitability
  • Pets allowed
  • Smoking allowed
  • Suitable for children
  • x
  • x
  • ?
  • Wheelchair access
  • Elder access
  • ?
  • ?
About this property
2 Bedroom Luxury accommodations for family skiing, swimming and other amenities in sought-after Resort at the top of Horseshoe Valley. Step outside your door and ski down the hill!. Sleeps 8 (queen size, king size, plus 2 fold out sofa queen size beds), 2 bathrooms, full kitchen, giant Jacuzzi... View all property information
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From
$113
Per Night
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1 / 7
Shanty Bay
1 Bedroom, 1 Bathroom, Sleeps 4
Details Make Inquiry
Suitability
  • Pets allowed
  • Smoking allowed
  • Suitable for children
  • x
  • x
  • ?
  • Wheelchair access
  • Elder access
  • ?
About this property
Welcome to Horseshoe Valley, just one hour north of Toronto, a four-season natural playground with rolling hills, lakes, rivers and forested trails. Whether you want to ski meticulously groomed trails through snow-laden forests of pine, tee off at one of eighteen area golf courses, hike or mountain... View all property information
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From
$80
Per Night
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1 / 13
Victoria Harbour
1 Bedroom, 1 Bathroom, Sleeps 4
Booking
Details Reviews (21) Make Inquiry
Amenities & Details
  • Air Conditioning
  • Fireplace
  • Grill
  • Internet Access
  • Private Fishing...
  • Safe
  • Satellite TV
  • Waterfront
Suitability
  • Pets allowed
  • Smoking allowed
  • Suitable for children
  • ?
  • ?
  • Wheelchair access
  • Elder access
  • x
  • ?
About this property
On the beautiful shores of Georgian Bay. Large newly renovated one bedroom sleeps four fully furnished apartment for rent weekly. Gorgeous sunsets can be viewed while cozying up at the fireplace in the large living room or walking out to the deck and campfire. King size and Queen size bed. 4 piece... View all property information
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5 of 5 stars Reviewed January 15, 2015
The apartment is very warm and has superb views. The villages next to it have plenty of amenities to enjoy winter, with enough trails and ski resorts to have fun for weeks. The...
5 of 5 stars Reviewed November 3, 2014
Surprised my girlfriend to a weekend away from home. And all I can say is she loved it! So boys, if your looking to blow your spouse away, this is the place to do it! Great...
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From
$237
Per Night
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1 / 18
Victoria Harbour
3 Bedrooms, 3 Bathrooms, Sleeps 14
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Amenities & Details
  • Dishwasher
  • Dryer
  • Grill
  • Ping Pong Table
  • Satellite TV
  • Washer
  • Waterfront
Suitability
  • Pets allowed
  • Smoking allowed
  • Suitable for children
  • ?
  • x
  • Wheelchair access
  • Elder access
  • x
  • x
About this property
Nestled along the Green River in the small Ontario town of Washago, is a beautiful seven bedroom, three bathroom, cottage. Greenfield Cottage is situated on the river that flows into Lake Couchiching. The cottage is the ideal spot for a family looking to enjoy a large family haven with a beautiful... View all property information
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From
$133
Per Night
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1 / 20
Barrie
3 Bedrooms, 1 Bathroom, Sleeps 8
Details Make Inquiry
Amenities & Details
  • Dishwasher
  • Dryer
  • Grill
  • Internet Access
  • Washer
Suitability
  • Pets allowed
  • Smoking allowed
  • Suitable for children
  • x
  • x
  • Wheelchair access
  • Elder access
  • x
  • ?
About this property
Cottage Profile Get away on Lake Simcoe! This waterfront cottage is located at prestigious Big Bay Point on Lake Simcoe and is just 20 minutes from downtown Barrie. The cottage is located in a private setting with a golf course on one side and Lake Simcoe on the other. You take a private tree lined... View all property information
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From
$241
Per Night
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1 / 22
Brechin
4 Bedrooms, 2 Bathrooms, Sleeps 12
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Amenities & Details
  • Air Conditioning
  • Dishwasher
  • Dryer
  • Fireplace
  • Grill
  • Satellite TV
  • Washer
Suitability
  • Pets allowed
  • Smoking allowed
  • Suitable for children
  • x
  • x
  • Wheelchair access
  • Elder access
  • x
  • ?
About this property
Cottage Profile A waterfront oasis awaits you! This modern 4 bedroom, 2000 square foot cottage offers all of the comforts and conveniences of home at a peaceful setting on the shores of Lake Dalrymple - just a half hour drive west of Orillia. The cottage is surrounded by forest on both sides,... View all property information
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From
$133
Per Night
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1 / 14
Victoria Harbour
2 Bedrooms, 1 Bathroom, Sleeps 6
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Amenities & Details
  • Dishwasher
  • Dryer
  • Fireplace
  • Grill
  • Satellite TV
  • Washer
  • Wi-Fi
Suitability
  • Pets allowed
  • Smoking allowed
  • Suitable for children
  • x
  • x
  • Wheelchair access
  • Elder access
  • x
  • ?
About this property
Cottage Profile Enjoy this two bedroom four season home on Hogg river, attached to Hog Bay. Located just 10 km from Midland. Whether you enjoy a summer rental on a canoe paddling down the river or a winter rental in a rented ice hut on Hogg Bay, this cottage allows you to experience year round... View all property information
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From
$121
Per Night
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1 / 20
Rama
3 Bedrooms, 1 Bathroom, Sleeps 7
Details Make Inquiry
Amenities & Details
  • Air Conditioning
  • Dryer
  • Fireplace
  • Grill
  • Washer
Suitability
  • Pets allowed
  • Smoking allowed
  • Suitable for children
  • x
  • x
  • Wheelchair access
  • Elder access
  • x
  • ?
About this property
Cottage Profile “THE COTTAGE” Only 90 minutes from downtown Toronto and virtually on the water – this cottage is just a short walk across the road to a private park and sandy beach on the shore of beautiful Lake Couchiching. You can see the water from your front deck. Lake Couchiching is part of... View all property information
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From
$161
Per Night
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1 / 21
Barrie
3 Bedrooms, 2 Bathrooms, Sleeps 8
Details Make Inquiry
Amenities & Details
  • Grill
Suitability
  • Pets allowed
  • Smoking allowed
  • Suitable for children
  • x
  • x
  • x
  • Wheelchair access
  • Elder access
  • x
  • ?
About this property
Cottage Profile This Sparrow Lake cottage is a wonderful vacation destination for fun and relaxation. It offers a perfect combination of your own private cottage and all of the recreational amenities of a summer waterfront resort. Sparrow Lake is part of the historic Trent-Severn Waterway offering... View all property information
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From
$482
Per Night
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1 / 23
Barrie
4 Bedrooms, 5 Bathrooms, Sleeps 10
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Amenities & Details
  • Air Conditioning
  • Balcony
  • Dishwasher
  • Dryer
  • Fireplace
  • Grill
  • Internet Access
  • Satellite TV
Suitability
  • Pets allowed
  • Smoking allowed
  • Suitable for children
  • x
  • x
  • ?
  • Wheelchair access
  • Elder access
  • x
  • ?
About this property
This home is spacious, elegant, and finished top to bottom with all the amenities. Private beach, shared with owner, on lake approx 19 x 16 miles wide. Gradual entry is perfect for children. Gourmet kitchen with cathedral ceilings, numerous walkouts. Each bedroom has own ensuite bath. All the... View all property information
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Suitability

  • Wheelchair access (2)
  • Elder access (14)
  • Suitable for children (3)
  • Pet friendly (9)
  • Smoking allowed (0)

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  • Other outdoor space (21)
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