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Holiday Rentals in Orillia

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    ₹ 12,146 Average
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    ₹ 0₹ 64,000+
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    All 29 Rentals in Orillia
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    EXECUTIVE WATERFRONT ON BASS LAKE ORILLIA -SUMMER!1 / 6
    (1)Very good
    Orillia
    4 Bedrooms, 2 Bathrooms, Sleeps 8 Quick View
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    Cottages and Boats to rent1 / 17
    (2)Excellent
    Orillia
    2 Bedrooms, 1 Bathroom, Sleeps 4 Quick View
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    Leaning Tree Cottage1 / 34
    (1)Excellent
    Orillia
    3 Bedrooms, 1 Bathroom, Sleeps 10 Quick View
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    Family Cottage Escape on Lake Couchiching1 / 12
    (1)Excellent
    Orillia
    4 Bedrooms, 2 Bathrooms, Sleeps 8 Quick View
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    • Wi-Fi
    • Grill
    • Parking
    • Terrace
    • Private Garden
    • Air Conditioning
    • Balcony
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 17 September 2015
    Beautiful spot on Lake Couchiching! Very clean!! With all amenities, Full kitchen and BBQ, 6 beds. Facing west to enjoy the afternoon sun and beautiful sunsets. Decent...
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    About this property
    Our four bedroom two bathroom cottage would be great for a family reunion or a shared vacation with another family. With six beds the cottage comfortably sleeps eight people.<BR><BR>The outside prperty is ideal for summer swimming and boating. There is a large dock that extends out from the shore...
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    Orillia, Ontario LOK 1B0
    Holiday Rental House - 4 Bedrooms, 2 Bathrooms, Sleeps 8
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    Orillia
    3 Bedrooms, 1 Bathroom, Sleeps 6 Quick View
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    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    We are small informal Resort where your vacation needs recieve our utmost attention. we offer 22 cottages self catering cottages: from studio up to 1,2,3,4 bedrooms. Private swimming area, dockage,boat ,kayak,paddle boat rentals excellent fishing,children play area,shuffleboard, volleyball,...
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    Orillia, Ontario L0K 1W0
    Holiday Rental House - 3 Bedrooms, 1 Bathroom, Sleeps 6
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    Orillia
    5 Bedrooms, 5 Bathrooms, Sleeps 14 Quick View
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    • Patio
    • Air Conditioning
    • Satellite TV
    • Wi-Fi
    • Waterfront
    • Balcony
    • Washer
    • Grill
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Sometimes with persistence & luck you find a gem for your family vacation in the beauty & convenience of Lake Simcoe and this generously sized 5000 sq ft brand new waterfront cottage is the place to look! Golf in summer, cross country & down ski, ice fish & snowshoe in winter. With 7+ Bedrooms & 4+...
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    Orillia, Ontario L3V 6H1
    Holiday Rental House - 5 Bedrooms, 5 Bathrooms, Sleeps 14
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    Orillia
    2 Bedrooms, 2 Bathrooms, Sleeps 3 Quick View
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    • Parking
    • Terrace
    • Balcony
    • Satellite TV
    • Internet Access
    • Washer
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Clean, well maintained 3 room townhouse. Renting 2 rooms for Summertime getaway.1.5 bathroom, common area and basement for storage. Hydro, Heat, Internet, Dishwasher, Freezer, Dryer, Washer, Air conditioner on site. Smoke free unit.Large driveway to park a boat or 3 cars. great for casino weekend...
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    Orillia, Ontario L3V0B3
    Condo/Apartment - 2 Bedrooms, 2 Bathrooms, Sleeps 3
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    Orillia
    1 Bedroom, 1 Bathroom, Sleeps 2 Quick View
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    • Wi-Fi
    • Air Conditioning
    • Satellite TV
    • Parking
    • Private Garden
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Once you arrive at my home, I will show you around, provide a key, and show you your bedroom and bath. You are welcome to come and go as you please and I will provide you with a key. There is complimentary coffee and tea and you are welcome to use the kitchen. Your bedroom is clean and...
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    Orillia, Ontario L3V 0E2
    Holiday Rental House - 1 Bedroom, 1 Bathroom, Sleeps 2
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    The following rentals are within 25 kilometres of Orillia.
    Brechin
    5 Bedrooms, 3 Bathrooms, Sleeps 12 Quick View
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    • Wi-Fi
    • Private Garden
    • Secure Parking
    • Satellite TV
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    it's very beautiful house beside Lake Simcoe, located in lagoon city, 150 km north of Toronto, and 150 km to the international airport, we have the private duck to park the boat up to 60' longer, the house are complete new decoration with new furnishing, the modern home designs and nature...
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    Brechin, Ontario L0K 1B0
    Holiday Rental House - 5 Bedrooms, 3 Bathrooms, Sleeps 12
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    Severn Bridge
    3 Bedrooms, 1 Bathroom, Sleeps 6 Quick View
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    Amenities & Details
    • Grill
    • Satellite TV
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    ‘View Of The Lake’ The ‘View Of The Lake’ cottage is part of the Grandview Lakeside Community Club, a cottage community nestled on Grandview Point at the site of the former Grandview Lodge Resort on Sparrow Lake in the popular Muskoka tourist region. This 2 storey, 1500 sq. ft, 2 bedroom, 1...
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    Severn Bridge, Ontario P0E 1N0
    Holiday Rental House - 3 Bedrooms, 1 Bathroom, Sleeps 6
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    Coldwater
    4 Bedrooms, 3 Bathrooms, Sleeps 10 Quick View
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    • Private Garden
    • Parking
    • Air Conditioning
    • Wi-Fi
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Hundreds of acres of walking trails through oak, maple and evergreen trees set on granite hills. Discover multiple lakes with an abundance of wild life. Bring your snowmobiles and explore the local groomed trails part of the Ontario network of snowmobile trails. Skiing is your hobby, experience the...
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    Coldwater, Ontario L0K 1E0
    Holiday Rental House - 4 Bedrooms, 3 Bathrooms, Sleeps 10
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    Clean Picturesque Boater Paradise1 / 23
    (2)Very good
    Severn
    3 Bedrooms, 1 Bathroom, Sleeps 8 Quick View
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    Amenities & Details
    • Patio
    • Balcony
    • Satellite TV
    • Internet Access
    • Grill
    • Waterfront
    • DVD Player
    • Central Heating
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 13 June 2017
    The view of the river was amazing, the cottage was really cute and had everything we needed. Lone having access to the canoë and rowboat! will book again and recommend to...
    Reviewed 19 October 2016
    It was clean and spacious. Nice size porch and sun room and nice view. There were 8 of us and the space was very comfortable. We would go there again.
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    About this property
    Boating paradise only 1.5 hours from Toronto! Waterfront, on the Severn River (part of the Trent-Severn System) just minutes from Sparrow Lake. APPROX. Lat Long.: 44.790501,-79.392239. Two screened porches (front and rear) plus an outside deck overlooking the river and lawns. Lovely cottage on...
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    Severn, Ontario P0E1N0
    Condo/Apartment - 3 Bedrooms, 1 Bathroom, Sleeps 8
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    Brechin
    3 Bedrooms, 2 Bathrooms, Sleeps 10 Quick View
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    • Washer
    • Patio
    • Central Heating
    • Satellite TV
    • DVD Player
    • Waterfront
    • Wi-Fi
    • Hot Tub
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    This property is just off Lake Simcoe with 100' of shorewall with southern exposure for full sun all day and is suitable for large boat dockage including shore power, phone and fresh water located at the mouth of Lagoon City on Lake Simcoe. This spacious houses offers the top two levels for you...
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    Brechin, Ontario L0K 1B0
    Holiday Rental House - 3 Bedrooms, 2 Bathrooms, Sleeps 10
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    Washago
    5 Bedrooms, 2 Bathrooms, Sleeps 10 Quick View
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    • Patio
    • Terrace
    • Grill
    • Waterfront
    • Balcony
    • DVD Player
    • Washer
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Modern Century Cottage was in the same family for more than 100 years. Expertly renovated & decorated by the design build team at Prime 2015, it retains its original charm and character. This traditional cottage puts you right in the heart of cottage country with spectacular swimming, hiking, cross...
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    Washago, Ontario L3V 6H6
    Holiday Rental House - 5 Bedrooms, 2 Bathrooms, Sleeps 10
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    WATERFRONT 2 Bedroom Condo on Lake Simcoe1 / 15
    (3)Very good
    Brechin
    2 Bedrooms, 1 Bathroom, Sleeps 4 Quick View
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    Amenities & Details
    • DVD Player
    • Patio
    • Satellite TV
    • Grill
    • Balcony
    • Washer
    • Waterfront
    • Wi-Fi
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 17 December 2016
    Stayed for 2 days and we're very comfortable. Took our own bedding and towels as it was easier to bring things home to launder. Wifi would have been appreciated when away for...
    Reviewed 5 January 2016
    Everything we needed to feel at home over the Christmas and New Year. Felt right at home and comfortable
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    About this property
    Renting a two bedroom, two-storey 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...
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    Brechin, Ontario L0K 1B0
    Condo/Apartment - 2 Bedrooms, 1 Bathroom, Sleeps 4
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    Brechin
    2 Bedrooms, 2 Bathrooms, Sleeps 4 Quick View
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    Amenities & Details
    • Private Garden
    • Air Conditioning
    • Internet Access
    • Patio
    • Washer
    • DVD Player
    • Secure Parking
    • Grill
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Lagoon City, with canels winding along the city going into Lake Simcoe. Park your boat (max. 30') behind the yard. 3 walk out to the patio from both bedrooms and living room. Laundry facility in the complex. Perfect spot to see sunset at the backyard. Property has a private beach and park solely...
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    Brechin, Ontario L0K 1B0
    Holiday Rental House - 2 Bedrooms, 2 Bathrooms, Sleeps 4
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    Sebright
    4 Bedrooms, 2 Bathrooms, Sleeps 8 Quick View
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    Amenities & Details
    • Air Conditioning
    • Internet Access
    • Washer
    • Satellite TV
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    A beautiful waterfront cottage with spectacular lake views. Just a 1 1/2 hours drive from Toronto and less than 30 minutes from downtown Orillia, this updated all-season vacation home offers panoramic water views and the serenity of cottage life. Situated on the shores of Lake Dalrymple, this 1350...
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    Sebright, Ontario L3V 6H5
    Holiday Rental House - 4 Bedrooms, 2 Bathrooms, Sleeps 8
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    Brechin
    2 Bedrooms, 1 Bathroom, Sleeps 4 Quick View
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    Amenities & Details
    • Balcony
    • Washer
    • Parking
    • Patio
    • DVD Player
    • Grill
    • Waterfront
    • Housekeeping Included
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Perfect little cottage getaway located on Lake Simcoe not too far north of Toronto. Fully equipped, clean cottage with a modern feel will suit couples or a small family. Sit back, unwind and enjoy the calming lake views from the cottage balcony or the lakeside deck. Convenient steps with railings...
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    Brechin, Ontario L0K 1B0
    Holiday Rental House - 2 Bedrooms, 1 Bathroom, Sleeps 4
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    Severn Bridge
    4 Bedrooms, 3 Bathrooms, Sleeps 10 Quick View
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    • Patio
    • Waterfront
    • Internet Access
    • Washer
    • Parking
    • DVD Player
    • Satellite TV
    • Air Conditioning
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Fully winterized with hardwood and tile flooring, lighting, stone patio, limestone steps & flagstone walkway leading to timber frame entrance, new decks & a floating dock to accommodate a 26 foot boat. About 3,000 sq.ft. of living space with 4 spacious bedrooms & 3 baths with lots of room for...
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    Severn Bridge, Ontario P0E 1N0
    Holiday Rental House - 4 Bedrooms, 3 Bathrooms, Sleeps 10
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    Rama
    3 Bedrooms, 1 Bathroom, Sleeps 7 Quick View
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    • DVD Player
    • Air Conditioning
    • Washer
    • Grill
    • Satellite TV
    • Internet Access
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    “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 the historic...
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    Rama, Ontario
    Holiday Rental House - 3 Bedrooms, 1 Bathroom, Sleeps 7
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    Horseshoe Valley Farm1 / 34
    (1)Excellent
    Horseshoe Valley
    3 Bedrooms, 2 Bathrooms, Sleeps 7 Quick View
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    • Grill
    • Wi-Fi
    • Parking
    • Balcony
    • Central Heating
    • Patio
    • Satellite TV
    • Skiing: Property Is In A Ski Resort
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 26 December 2016
    This farm house is so amazing! - we had a great winter view through the windows. the living room was so cozy and the TV was great too because we were able to choose from lots of...
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    About this property
    A private, rustic farmhouse on a working farm, where your group or family can spend quality time together in this century farmhouse and enjoy the quiet space around. Decorated with country charm and with modern conveniences. There is a significant amount of space for kids to play, plus a campfire...
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    Horseshoe Valley, Ontario L0L 2E0
    Holiday Rental House - 3 Bedrooms, 2 Bathrooms, Sleeps 7
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    Horseshoe Valley Fieldview Farm1 / 21
    (3)Excellent
    Horseshoe Valley
    5 Bedrooms, 2 Bathrooms, Sleeps 12 Quick View
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    • Patio
    • Secure Parking
    • Central Heating
    • Grill
    • Satellite TV
    • Wi-Fi
    • Balcony
    • Washer
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 27 February 2017
    Awesome place, plenty of charm and grace. Owners accomodating and very hospitable. We would love to go back for next family ski trip. It is so close to the ski hills and easy to...
    Reviewed 31 August 2016
    We found the Horse Shoe Valley Fieldview Farm in a pleasant location with ample clean space within with good amneties. Everyone in the group, from kids to grandparents had a...
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    About this property
    Get away from the city and spend some time in the country! Welcome to our 5 bedroom house. This beautiful, updated farmhouse has all the modern amenities you would want in a country setting. Your family or group can spend quality time together in this spacious, private home located on a...
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    Horseshoe Valley, Ontario L0K 1E0
    Holiday Rental House - 5 Bedrooms, 2 Bathrooms, Sleeps 12
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    Cozy Chalet in Horseshoe Valley1 / 12
    (1)Excellent
    Horseshoe Valley
    4 Bedrooms, 2 Bathrooms, Sleeps 10 Quick View
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    • Patio
    • DVD Player
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 29 December 2015
    We rented the cottage for a skiing weekend with another family. It was simply great. Well organized, very clean, and they even went a far as to start the fireplace for us and...
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    About this property
    An amazing location for a fun and relaxing getaway! Relax by the fire in this cozy chalet, surrounded by nature in the heart of beautiful Horseshoe Valley. Fully furnished. Sleeps 10 people. Wood beams, vaulted ceilings, open concept entertaining area, wood stove, large deck, outdoor fire pit,...
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    Horseshoe Valley, Ontario L4M 4Y8
    Holiday Rental House - 4 Bedrooms, 2 Bathrooms, Sleeps 10
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    Horseshoe Valley
    2 Bedrooms, 2 Bathrooms, Sleeps 6 Quick View
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    • Terrace
    • Grill
    • Sauna
    • Skiing: Property Is In A Ski Resort
    • Balcony
    • Hot Tub
    • Housekeeping Included
    • DVD Player
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Welcome to Horseshoe Valley, just one hour north of Toronto, a four-season natural playground with rolling hills 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 bike one of...
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    Horseshoe Valley, Ontario L0L 2L0
    Condo/Apartment - 2 Bedrooms, 2 Bathrooms, Sleeps 6
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    Family Cottage for rent1 / 38
    (1)Very good
    Brechin
    3 Bedrooms, 2 Bathrooms, Sleeps 8 Quick View
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    • Washer
    • Patio
    • Terrace
    • Balcony
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    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Exclusive Lagoon City, Brechin, On Waterfront cottage facing 2 water canals, access to Lake Simcoe by water or land, 2 blocks from Sandy private beach This is a year round cottage You’ll love our Year around Cottage because of the ambiance, big outdoor space and house comfort. Drinkable tap...
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    Brechin, Ontario L0K 1B0
    Holiday Rental House - 3 Bedrooms, 2 Bathrooms, Sleeps 8
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    Brechin
    2 Bedrooms, 1 Bathroom, Sleeps 4 Quick View
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    • Wi-Fi
    • Satellite TV
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    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Located on a private Lane in Cottage Land - Our place is an upper Level - 900 sq ft. Full gourmet kitchen with dishwasher - Dishes- Spices and Condiments. 2 Smart TV's with satellite and internet - 2 bedroom - Upgraded Spa like Beds, Pillows and Linens. The owners reside on the lower level to...
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    Brechin, Ontario L0K 1W0
    Condo/Apartment - 2 Bedrooms, 1 Bathroom, Sleeps 4
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    Severn Bridge
    3 Bedrooms, 2 Bathrooms, Sleeps 6 Quick View
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    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    This century old red brick home has 5 bedrooms. Very quiet home is nestled in the woods. Lots of birds and wild life right in the yard. Our gardens make this place a paradise. Home is where the heart is. Please enjoy your stay with us for it is the most important reason why I do open my home, and...
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    Severn Bridge, Ontario P0E 1N0
    Holiday Rental House - 3 Bedrooms, 2 Bathrooms, Sleeps 6
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    Severn Bridge
    2 Bedrooms, 2 Bathrooms, Sleeps 9 Quick View
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    • Private Garden
    • Parking
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    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Country charm. We have 2 rooms in the main country home available, but we are expanding our cabin rentals in the surrounding woods. Renting the cabin comes with a BBQ. The cabin does not have a refrigeratorand you need a sleping bag and pillow and flash lights. Washroom facilitry is either in the...
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    Severn Bridge, Ontario P0E 1N0
    Holiday Rental House - 2 Bedrooms, 2 Bathrooms, Sleeps 9
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    Horseshoe Valley
    1 Bedroom, 1 Bathroom, Sleeps 2 Quick View
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    • Housekeeping Included
    • Wi-Fi
    • Balcony
    • Patio
    • Sauna
    • Satellite TV
    • Hot Tub
    • Air Conditioning
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Fork in the Trail is a three-room Bed & Breakfast, not a rental cottage. We are situated on 100 acres of rolling hardwood bush with trails throughout for hiking, biking, snow shoeing and cross country skiing. A variety of paved road cycling routes are directly accessible. Minutes from Horseshoe...
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    Horseshoe Valley, Ontario L0L 2E0
    Private Room - 1 Bedroom, 1 Bathroom, Sleeps 2
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