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Vacation Rentals in Orillia, Ontario and nearby

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    1 / 34
    5 of 5 bubbles (1) Excellent
    Orillia
    3 Bedrooms, 1 Bathroom, Sleeps 10 | Quick View
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    1 / 9
    5 of 5 bubbles (2) Excellent
    Orillia
    Private Room, 1 Bathroom, Sleeps 2 | Quick View
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    1 / 12
    5 of 5 bubbles (1) Excellent
    Orillia
    4 Bedrooms, 2 Bathrooms, Sleeps 8 | Quick View
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    1 / 6
    4 of 5 bubbles (1) Very good
    Orillia
    4 Bedrooms, 2 Bathrooms, Sleeps 8 | Quick View
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    • Central Heating
    • Waterfront
    • Wi-Fi
    • Balcony
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    • x
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    • ?
    About this property
    Whispering Pines Cottage is rated as a 5* VACATION PROPERTY on Trip Advisor and is one of Flip Key's most popular locations. Owners have just had a change of plans and their beautiful cottage is available from June 1st onwards. Please note that there are no pets allowed at this property and... View all property information
    Location Information
    Orillia, Ontario L3V 6H2
    4 of 5 bubbles Reviewed 11 October 2016
    Had a great time at this cottage. It is located very close to shopping so is convenient. Great waterfront and lake. Excellent for water sports. A dock is present which allowed me...
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    1 / 17
    5 of 5 bubbles (1) Excellent
    Orillia
    2 Bedrooms, 1 Bathroom, Sleeps 4 | Quick View
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    About this property
    Hi Everyone We are small informal resort with twenty-two 1,2,3,4 Bedroom self catering cottages with private bathrooms 4 bedroom 4 star (4 pc bathroom,large-very specious living room,3 single 3 double beds, sleeps max 9 people) 3 bedroom 4 star (4pc bathroom,large-very specious living room, 3... View all property information
    Location Information
    Orillia, Ontario L0K 1W0
    5 of 5 bubbles Reviewed 28 August 2016
    I had a great weekend with my family. It's nice place to spend sometime with family . I will definitely come back again. There is a lot of fun for kids and adults too.
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    1 / 7
    Orillia
    5 Bedrooms, 5 Bathrooms, Sleeps 14 | Quick View
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    • Patio
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    • Wi-Fi
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    • Pet-friendly
    • Child-friendly
    • x
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    • x
    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+... View all property information
    Location Information
    Orillia, Ontario L3V 6H1
    1 / 16
    Orillia
    3 Bedrooms, 1 Bathroom, Sleeps 6 | Quick View
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    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,... View all property information
    Location Information
    Orillia, Ontario L0K 1W0
    1 / 4
    Orillia
    Private Room, 1 Bathroom, Sleeps 2 | Quick View
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    • x
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    • x
    About this property
    Experience a modern and cozy bed and breakfast nestled in the north end of Orillia. Walking distance from the lakefront and our lively downtown Art culture. This area boasts hiking and cycling trails, Art galleries, cafes, shops and restaurants. A friendly small town feel with big city... View all property information
    Location Information
    Orillia, Ontario L3V 2E9
    1 / 16
    5 of 5 bubbles (8) Excellent
    Orillia
    2 Bedrooms, 1 Bathroom, Sleeps 5 | Quick View
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    • DVD Player
    • Patio
    • Wi-Fi
    • Air Conditioning
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    • Satellite TV
    • Waterfront
    • Hot Tub
    Suitability
    • Pet-friendly
    • Child-friendly
    • x
    • Smoking allowed
    • x
    About this property
    Peaceful waterfront vacation home on Lake Simcoe's sheltered Shannon Bay with western exposure & gorgeous sunsets, ideal for swimming, lounging, children & families. All amenities, entertainment, cultural & sporting activities available just minutes away in the historic town of Orillia.... View all property information
    Location Information
    Orillia, Ontario L3V 6H1
    5 of 5 bubbles Reviewed 25 August 2016
    Our family are frequent summer cottage renters and the week stay at this beautiful cottage definitely stands out. The Shannon bay area is very clean and peaceful, it's a perfect...
    5 of 5 bubbles Reviewed 15 August 2015
    Absolutely the best vacation we've had! Private, peaceful, quiet, beautiful sunsets and the sounds of nature.Everything is right there, bring your groceries and enjoy your stay...
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    1 / 11
    Orillia
    2 Bedrooms, 2 Bathrooms, Sleeps 3 | Quick View
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    • Parking
    • Terrace
    • Balcony
    • Satellite TV
    • Internet Access
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    Suitability
    • Pet-friendly
    • Child-friendly
    • x
    • Smoking allowed
    • x
    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... View all property information
    Location Information
    Orillia, Ontario L3V0B3
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    1 / 5
    Orillia
    1 Bedroom, 1 Bathroom, Sleeps 2 | Quick View
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    • Wi-Fi
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    • Pet-friendly
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    • x
    • x
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    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... View all property information
    Location Information
    Orillia, Ontario L3V 0E2
    1 / 10
    Orillia
    4 Bedrooms, 1 Bathroom, Sleeps 8 | Quick View
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    • Grill
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    • x
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    • x
    About this property
    There is lots to do at Budd Bed & Breakfast Fishing Swimming Stand Up Board Boating Kayak There is a party tent with Karaoke , Music , Big Tv Pool Table , Ping Pong Table , Mrs Pacman Machine , Horse Shoe Pit Darts and so much more Located in Lake Simcoe in Orillia you can also visit Casino... View all property information
    Location Information
    Orillia, Ontario L3V 6H1

    The following rentals are within 25 kilometres of Orillia, Ontario.

    1 / 12
    5 of 5 bubbles (1) Excellent
    Horseshoe Valley
    4 Bedrooms, 2 Bathrooms, Sleeps 10 | Quick View
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    • ?
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    • x
    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,... View all property information
    Location Information
    Horseshoe Valley, Ontario L4M 4Y8
    5 of 5 bubbles Reviewed 28 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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    1 / 23
    4 of 5 bubbles (1) Very good
    Severn
    3 Bedrooms, 1 Bathroom, Sleeps 8 | Quick View
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    • Patio
    • Balcony
    • Satellite TV
    • Internet Access
    • Grill
    • Waterfront
    • DVD Player
    • Central Heating
    Suitability
    • Pet-friendly
    • Child-friendly
    • Smoking allowed
    • x
    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... View all property information
    Location Information
    Severn, Ontario P0E1N0
    4 of 5 bubbles Reviewed 18 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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    1 / 34
    5 of 5 bubbles (1) Excellent
    Horseshoe Valley
    3 Bedrooms, 2 Bathrooms, Sleeps 7 | Quick View
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    • Grill
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    • Skiing: Property Is...
    Suitability
    • Pet-friendly
    • Child-friendly
    • Smoking allowed
    • x
    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... View all property information
    Location Information
    Horseshoe Valley, Ontario L0L 2E0
    5 of 5 bubbles 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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    1 / 27
    Brechin
    5 Bedrooms, 3 Bathrooms, Sleeps 12 | Quick View
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    • Wi-Fi
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    • Pet-friendly
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    • Smoking allowed
    • x
    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... View all property information
    Location Information
    Brechin, Ontario L0K 1B0
    1 / 21
    5 of 5 bubbles (2) 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
    • Child-friendly
    • Smoking allowed
    • x
    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... View all property information
    Location Information
    Horseshoe Valley, Ontario L0K 1E0
    5 of 5 bubbles Reviewed 30 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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    1 / 16
    4.5 of 5 bubbles (3) Very good
    Brechin
    2 Bedrooms, 1 Bathroom, Sleeps 4 | Quick View
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    • DVD Player
    • Patio
    • Satellite TV
    • Grill
    • Balcony
    • Washer
    • Waterfront
    • Wi-Fi
    Suitability
    • Pet-friendly
    • Child-friendly
    • x
    • Smoking allowed
    • x
    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... View all property information
    Location Information
    Brechin, Ontario L0K 1B0
    4 of 5 bubbles Reviewed 16 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...
    4 of 5 bubbles Reviewed 4 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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    1 / 21
    Coldwater
    4 Bedrooms, 3 Bathrooms, Sleeps 10 | Quick View
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    • Private Garden
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    • Pet-friendly
    • Child-friendly
    • Smoking allowed
    • x
    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... View all property information
    Location Information
    Coldwater, Ontario L0K 1E0
    1 / 25
    Severn Bridge
    4 Bedrooms, 3 Bathrooms, Sleeps 10 | Quick View
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    • Patio
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    • Internet Access
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    • Pet-friendly
    • Child-friendly
    • x
    • Smoking allowed
    • x
    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... View all property information
    Location Information
    Severn Bridge, Ontario P0E 1N0
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    1 / 35
    Brechin
    3 Bedrooms, 2 Bathrooms, Sleeps 10 | Quick View
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    • Washer
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    • Satellite TV
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    • Pet-friendly
    • Child-friendly
    • x
    • Smoking allowed
    • x
    About this property
    Bring the snowmobiles as the ofsc trails are accessible right out the driveway. Warm up outside in the year round hot tub or one of the two indoor jacuzzi tubs after enjoying the winter wonderland that surrounds this newly built custom home. It is on the water with 100' of shorewall with southern... View all property information
    Location Information
    Brechin, Ontario L0K 1B0
    1 / 38
    Brechin
    3 Bedrooms, 2 Bathrooms, Sleeps 8 | Quick View
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    • x
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    • x
    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... View all property information
    Location Information
    Brechin, Ontario L0K 1B0
    1 / 6
    Horseshoe Valley
    2 Bedrooms, 2 Bathrooms, Sleeps 6 | Quick View
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    • Terrace
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    • Sauna
    • Skiing: Property Is...
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    • Pet-friendly
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    • x
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    • x
    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... View all property information
    Location Information
    Horseshoe Valley, Ontario L0L 2L0
    1 / 65
    Washago
    5 Bedrooms, 2 Bathrooms, Sleeps 10 | Quick View
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    • Patio
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    • x
    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... View all property information
    Location Information
    Washago, Ontario L3V 6H6
    1 / 14
    Severn Bridge
    2 Bedrooms, 1 Bathroom, Sleeps 5 | Quick View
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    • Outdoor Dining Area
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    • x
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    • x
    About this property
    This comfortable and fully equipped 3 season cottage is a great vacation choice, located in a Muskoka family resort community on the beautiful Trent-Severn Waterway just a 90 minute drive from Toronto. You can enjoy all the recreational amenities of a waterfront resort. If you are a boater, the... View all property information
    Location Information
    Severn Bridge, Ontario
    1 / 41
    Severn Bridge
    3 Bedrooms, 2 Bathrooms, Sleeps 6 | Quick View
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    • Pet-friendly
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    • ?
    • ?
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    • x
    About this property
    The house was finished in 2012 and sits on Sparrow Lake in the Muskoka area the most recognized vacation area in North America. the house has sides and comes with a dock, beach and canoe. Boats can be rented on the lake. The cottage sits on the Trent/Severn waterway which is a UNESCO world... View all property information
    Location Information
    Severn Bridge, Ontario P0E 1N0
    1 / 9
    Horseshoe Valley
    Private Room, 1 Bathroom, Sleeps 2 | Quick View
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    • Pet-friendly
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    • x
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    • x
    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... View all property information
    Location Information
    Horseshoe Valley, Ontario L0L 2E0
    1 / 19
    2 of 5 bubbles (1) Poor
    Rama
    3 Bedrooms, 1 Bathroom, Sleeps 7 | Quick View
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    • Pet-friendly
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    • ?
    • Smoking allowed
    • x
    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... View all property information
    Location Information
    Rama, Ontario
    1 / 8
    Brechin
    2 Bedrooms, 1 Bathroom, Sleeps 4 | Quick View
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    • x
    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... View all property information
    Location Information
    Brechin, Ontario L0K 1W0
    1 / 21
    Brechin
    5 Bedrooms, 2 Bathrooms, Sleeps 8 | Quick View
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    • ?
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    • x
    About this property
    Welcome to this charming 2200 sqft cottage, located on the popular Dalrymple Lake. The cottage is located on a dead end road and borders a 1,000 acre bush. The kitchen is fully equipped and offers all the conveniences of being at your own home. There is a great flow from the kitchen, through the... View all property information
    Location Information
    Brechin, Ontario