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Vacation Rentals in Orillia, Ontario and nearby

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    All 29 Rentals in the Orillia Area
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    From
    $793
    / Week
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    1 / 13
    4.5 of 5 stars (6) Very good
    Orillia
    2 Bedrooms / 1 Bathroom / Sleeps 5
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    From
    $271
    / Night
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    1 / 21
    Orillia
    7 Bedrooms / 3 Bathrooms / Sleeps 14
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    $175
    / Night
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    1 / 19
    Orillia
    3 Bedrooms / 1 Bathroom / Sleeps 7
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    The following rentals are within 20 miles of Orillia, Ontario.

    From
    $396
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    1 / 67
    4.5 of 5 stars (3) Very good
    Barrie
    4 Bedrooms / 2 Bathrooms / Sleeps 10
    travelers have booked this property
    Overview Reviews (3) Make Inquiry
    Amenities & Details
    • Balcony
    • Dryer
    • Fireplace
    • Grill
    • Private Fishing...
    • Satellite TV
    • Washer
    • Waterfront
    Suitability
    • Pets allowed
    • Smoking allowed
    • Suitable for children
    • ?
    • Wheelchair access
    • Elder access
    • x
    About this property
    THE MONTH OF APRIL, EVERY WEEKEND IS EASTER and the “ FIXEN'S' . INCLUDED IS THE FIXEN'S FOR EASTER ,GREAT WAY TO SPEND TIME WITH FAMILY AND FRIENDS COOKING A DINNER TOGETHER. COME HAVE SOME FUN AT THE LIL COTTAGE, EASTER CAN BE ANY WEEKEND WE MAKE IT.” Lake Simcoe's “ L'il cottage Down The... 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
    $218
    / Night
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    1 / 19
    Beaverton
    4 Bedrooms / 3 Bathrooms / Sleeps 10
    Overview 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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    $238
    / Night
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    1 / 18
    Barrie
    2 Bedrooms / 2 Bathrooms / Sleeps 4
    Overview 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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    $238
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    1 / 26
    Beaverton
    4 Bedrooms / 2 Bathrooms / Sleeps 12
    travelers have booked this property
    Overview 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
    $190
    / Night
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    1 / 3
    Barrie
    2 Bedrooms / 2 Bathrooms / Sleeps 8
    Overview Make Inquiry
    Amenities & Details
    • Air Conditioning
    • Balcony
    • Dryer
    • Grill
    • Gym
    • Internet Access
    • Ping Pong Table
    • Pool Table
    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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    $95
    / Night
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    1 / 21
    5 of 5 stars (1) Excellent
    Barrie
    1 Bedroom / 1 Bathroom / Sleeps 2
    Overview Reviews (1) Make Inquiry
    Amenities & Details
    • Air Conditioning
    • Grill
    • Internet Access
    • Satellite TV
    • Waterfront
    • Water Views
    • Wi-Fi
    Suitability
    • Pets allowed
    • Smoking allowed
    • Suitable for children
    • x
    • x
    • ?
    • Wheelchair access
    • Elder access
    • ?
    About this property
    This oasis has fantastic views of 5 acres estate. Serene and confortable, your home away from home. Available winter and summer. It is less then 5 min to the beach of Lake Simcoe. Steps to shops and stores, 24 hr Sobeys, 10 min YMCA, 10 min from Georgen Downs Casino, 45 min from Toronto, 76 km... View all property information
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    5 of 5 stars Reviewed February 10, 2015
    I had a lovely time during my stay. The place is clean and pleasant, and I loved the pond and the property. It's a short drive to the lake and beaches. I would definitely come...
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    $95
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    1 / 18
    5 of 5 stars (1) Excellent
    Barrie
    1 Bedroom / 1 Bathroom / Sleeps 3
    traveler have booked this property
    Overview Reviews (1) Make Inquiry
    Amenities & Details
    • Air Conditioning
    • Grill
    • Internet Access
    • Satellite TV
    • Waterfront
    • Water Views
    • Wi-Fi
    Suitability
    • Pets allowed
    • Smoking allowed
    • Suitable for children
    • x
    • x
    • ?
    • Wheelchair access
    • Elder access
    • x
    • ?
    About this property
    Why to go to a B & B when you can cook your own meals. This quaint one bedroom guest house,on the second floor, living room, dining space, kitchen and full bath, has spectacular view of 5 acres, with pond at the front and a private walk out deck in the back. Fully furnished and stoked kitchen,... View all property information
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    5 of 5 stars Reviewed February 10, 2015
    My Husband and I stayed for the weekend and got the perfect relaxing holiday that we were in search of. The property is filled with nature and is lush with plants and flowers...
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    From
    $238
    / Night
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    1 / 28
    Port Severn
    3 Bedrooms / 2 Bathrooms / Sleeps 6
    traveler have booked this property
    Overview 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
    $179
    / Night
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    1 / 15
    4.5 of 5 stars (2) Very good
    Shanty Bay
    2 Bedrooms / 2 Bathrooms / Sleeps 6
    traveler have booked this property
    Overview 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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    $119
    / Night
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    1 / 9
    5 of 5 stars (9) Excellent
    Barrie
    2 Bedrooms / 1 Bathroom / Sleeps 5
    travelers have booked this property
    Overview 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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    $79
    / Night
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    1 / 7
    Severn Bridge
    3 Bedrooms / 1 Bathroom / Sleeps 6
    travelers have booked this property
    Overview Make Inquiry
    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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    $238
    / Night
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    1 / 13
    5 of 5 stars (1) Excellent
    Jackson's Point
    6 Bedrooms / 4 Bathrooms / Sleeps 10
    Overview 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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    $119
    / Night
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    1 / 11
    Brechin
    2 Bedrooms / 1 Bathroom / Sleeps 4
    travelers have booked this property
    Overview 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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    $396
    / Night
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    1 / 11
    Beaverton
    5 Bedrooms / 3 Bathrooms / Sleeps 10
    travelers have booked this property
    Overview 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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    $594
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    1 / 33
    Rama
    5 Bedrooms / 1 Bathroom / Sleeps 12
    Overview Make Inquiry
    Amenities & Details
    • Dishwasher
    • Fireplace
    • Hot Tub
    • Internet Access
    • Satellite TV
    • Waterfront
    • Water Views
    • Wi-Fi
    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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    $131
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    1 / 10
    Port Severn
    2 Bedrooms / 1 Bathroom / Sleeps 6
    Overview 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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    $1,110
    / Week
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    1 / 12
    Port Severn
    2 Bedrooms / 2 Bathrooms / Sleeps 6
    Overview 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
    $111
    / Night
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    1 / 15
    4 of 5 stars (1) Very good
    Barrie
    2 Bedrooms / 1 Bathroom / Sleeps 6
    travelers have booked this property
    Overview 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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    $103
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    1 / 13
    Barrie
    2 Bedrooms / 1 Bathroom / Sleeps 4
    Overview Make Inquiry
    Amenities & Details
    • Balcony
    • Grill
    • Wi-Fi
    Suitability
    • Pets allowed
    • Smoking allowed
    • Suitable for children
    • x
    • x
    • x
    • Wheelchair access
    • Elder access
    • x
    • x
    About this property
    This cottage is absolutely perfect because it's in the city, but feels as though you've driven 4 hours north into the wilderness. Surrounded by 100's of cedar trees, this defines serenity. Best things to do include, walking to nearby beaches and parks, heading to Barrie waterfront and checking out... View all property information
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    $249
    / Night
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    1 / 9
    Severn Bridge
    5 Bedrooms / 2 Bathrooms / Sleeps 12
    Overview 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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    $375
    / Night
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    1 / 14
    Shanty Bay
    4 Bedrooms / 3 Bathrooms / Sleeps 8
    Overview 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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    $951
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    1 / 5
    Barrie
    2 Bedrooms / 2 Bathrooms / Sleeps 8
    Overview Make Inquiry
    Amenities & Details
    • Air Conditioning
    • Balcony
    • 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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    $99
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    1 / 10
    5 of 5 stars (4) Excellent
    Victoria Harbour
    1 Bedroom / 1 Bathroom / Sleeps 5
    traveler have booked this property
    Overview Reviews (4) Make Inquiry
    Amenities & Details
    • Air Conditioning
    • Fireplace
    • Grill
    • Waterfront
    • Water Views
    Suitability
    • Pets allowed
    • Smoking allowed
    • Suitable for children
    • x
    • ?
    • Wheelchair access
    • Elder access
    • x
    About this property
    Waterfront cottage/apartment on beautiful Georgian Bay. Swimming, fishing, fire-pit, beach, canoe (check with owner), kayak and paddle boat. Full kitchen, bath, bedroom, family room with pull-out couch and a very comfortable Queen Air Bed, Large Sun Room with full view and walkout to the water.... View all property information
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    5 of 5 stars Reviewed September 25, 2014
    Clean, everything you need, friendly hosts, made us feel welcome as soon as we arrived. Very enjoyable stay, gave us loads of local info. Great location, quiet, but easy to get...
    5 of 5 stars Reviewed August 23, 2014
    My niece and I recently stayed at this waterfront getaway. It was a relaxing vacation and we both had an amazing time. Ron and Karen are amazing people who were there to help...
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    $131
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    1 / 7
    Shanty Bay
    1 Bedroom / 1 Bathroom / Sleeps 4
    Overview 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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    $79
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    1 / 13
    4.5 of 5 stars (22) Very good
    Victoria Harbour
    1 Bedroom / 1 Bathroom / Sleeps 4
    traveler have booked this property
    Overview Reviews (22) 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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    4 of 5 stars Reviewed February 13, 2015
    Our stay here was very enjoyable. Many amenities +++. Lots of hot water. Bed was very comfortable. The fireplace was a bonus. Love the warm of a fire. Beautiful country. I would...
    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...
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    $476
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    1 / 23
    Barrie
    4 Bedrooms / 5 Bathrooms / Sleeps 10
    Overview Make Inquiry
    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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