Collingwood is situated on the Southern Georgian Bay shoreline, less than two hours north of Toronto. It’s a charming little town with tree-lined streets and brick facades.

Breath taking lake vistas can be enjoyed from the luxury of a lakeside chalet rental and there is no better location to enjoy the Georgian Bay view than from the comfort of a waterfront cottage. Beautiful forests line the mountain sides and provide ample opportunity for a relaxing stroll.

Hop on the Bruce Trail: Canada's oldest and longest footpath. The trail begins near Niagara Falls, and travels north up to the Georgian Bay area. Guests may hike the trail or cross country ski in the winter.

The Georgian Bay is known for some of the best boating in Canada and many of the vacation rentals in the area have direct boat access. Regardless of what type of holiday accommodations you are looking for, Collingwood has it. Superior lodging, hotels, chalet rentals, condo rentals, and holiday home rentals: the accommodation options are endless.

Collingwood is a year round destination and an excellent choice for a winter vacation. With slopes for beginners and experts alike, Blue Mountain Resort is just minutes away from mountainside accommodation. A condo rental, rustic cabin, or chalet rental in Collingwood will provide an excellent base for exploring the surrounding mountains. Snowshoeing, skiing and snowboarding, cross-country, snowmobiling, and even moonlight sleigh rides are some of the activities to be enjoyed within close proximity to an Owner Direct vacation rental.

Blue Mountain is also home to million-year-old caves and crevices awaiting exploration. The shores of nearby Craigleith Provincial Park are comprised of shales containing ancient fossils, some as old as 455 million years.

Collingwood lures thousands to the annual Collingwood Elvis Festival, the largest of its kind outside of Memphis. Fans nosh fried peanut butter and banana sandwiches while impersonators of The King get all shook up. It is necessary to book vacation rentals well in advance in July to avoid missing out on this one of a kind event.

Waterfront condo rentals, accommodations with sweeping views of Georgian Bay, and chalet rentals located in the majestic mountains surrounding Collingwood are available on the Owner Direct Vacation Rental website.

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Collingwood Vacation Activities

4 Vacation Rentals

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  • Luxury Log Cottage & Sauna on Private Lake

    Luxury Log Cottage & Sauna

    Collingwood: Cottage
    • 3 BDR
    • 3 BA
    • Sleeps 9
    • #222094
    $321 to $321 CAD/night Paypal
    New luxury two-story 3 bedroom log cottage with cozy atmosphere. Waterfront wood sauna on private 25 acre trout lake. It's 100 acre property. A lot of activities: hunting, fishing, sauna, canoes, pantoon, jogging, darts, bbq, chess. It's very quiet location. Also close to golf, horse farms and Grey Highland falls and caves. Use of 2 canoes , kayak and 12 by 12 feet pontoon is included in the price. Blue Mountain ski resort about 20 km from the cottage. Devis Glen country club just 7 km from our place. A short (7km) drive way to Dogsled Rob Roy. Highlands Nordic cross country skiing just 8 km from the cottage. You can enjoy sauna or ice skating on our lake. There are - Outdoor waterfront deck with mosquito screens; - magnificent large great room with pellet stove; - kitchen fully equipped with all appliances; - fire pit; - propane and charcoal BBQ;
  • Waterfront Cozy Cottage on Private Trout Lake

    Waterfront Cozy Cottage on

    Collingwood: Cottage
    • 3 BDR
    • 2 BA
    • Sleeps 12
    • #201654
    $295 to $481 CAD/night Paypal Star Rating
    You can feel nature just 120 km from Toronto. There are 2 cottages, one secluded cabin, and waterfront wood sauna on 100 acre property with 25 acre private trout lake. It's very quiet location. The cottage is perfect for a family or group of 8-9 people looking for relax. There is an additional summer room for 2-3 people (summer season only). We also offer a waterfront cabin for 2-4 people and trailer for 2 people (summer season only). A lot of summer activities: Fishing, swimming, canoes, pantoon, kayak, jogging, darts, basketball ring, ping pong table, chess (inc. In the price). Also close to golf, horse farms and Grey Highland falls and caves. Winter activities: Blue Mountain ski resort is about 20 km from the cottage. Devis Glen country club is just 7 km from our place. A short (7km) drive way to Dogsled Rob Roy. Highlands Nordic cross country skiing is just 8 km from this place. You can enjoy sauna or ice skating on our lake. There are: - large outdoor waterfront deck; - magnificent large living room with wooden fireplace; - kitchen fully equipped with all appliances; - fire pit; - charcoal and propane BBQ; It's a cozy cottage with charm and character.
  • Waterfront  4 Bedroom Cottage with Hot Tub

    Waterfront 4 Bedroom

    Collingwood: Beach style house
    • 4 BDR
    • 2 BA
    • Sleeps 8
    • #124234
    $550 to $625 CAD/night Pet Friendly
    Waterfront cottage in Thornbury. This is the first time this cottage has ever been offered to the public. It has been the gem of this family for 45 years. It is on one of the best lots on this waterfront road. It has a gentle slope from the road to the water and the cottage is in the middle, great for kids, there has been so many family memories taken from here, you will experience the same. The kitchen and living room have undergone an extensive renovation, adding new sofa's, new 42 inch HD TV, stainless appliances, wine fridge , new counter top, new faucets and new lighting
  • Waterfront Cabin on Private Trout Lake

    Waterfront Cabin on

    Collingwood: Cabin
    • 0 BA
    • Sleeps 3
    • #219010
    $90 to $136 CAD/night Paypal Pet Friendly
    You can feel nature just 120 km from Toronto. The cabin is located in 20 min drive from Collingwood. This new secluded cabin is the perfect place for the rest, fishing and hunting. There are one double bed and one single bed in a cozy room. Cabin has a waterfront nice deck, charcoal BBQ, propane fridge, small stove and base solar electricity. Toilet and shower are outside (40 meters from the cabin). A lot of activities: fishing trout, canoe, pontoon, pedal bike, kayak (included in the price). Goose/duck hunting and sauna for an additional cost.
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  • Wasaga Beach Get-a-Way

    Wasaga Beach Get-a-Way

    Wasaga Beach: Cottage
    • 4 BDR
    • 2 BA
    • Sleeps 8
    • #225739
     
    Enjoy a vacation in Wasaga Beach with family and friends, and enjoy the comfort of this four bedroom cottage. Cottage is located 5 minutes to Beach 1 and New Wasaga Beach. Plenty to do including walking/biking trails, golfing, swimming, canoeing, snowmobiling,,etc.
  • Small Private Retreat - for Family, Corporate, Workshops Etc.

    Small Private Retreat

    Mono: Country style house
    • 5 BDR
    • 3 BA
    • Sleeps 11
    • #203112
    $800 to $1,000 CAD/night Paypal
    (Limited availability in July, August and September. We do NOT rent out to construction crew, youth groups, weddings, bachelor/graduation parties, etc.) "This place was worth every penny. We had the best vacation ever. We'll be back!" - B.V. Oakville, Canada / Amsterdam, Holland "This place is gorgeous. Photo's cannot do it justice. We had such a nice time here this Winter. We'd like to come back next year in the Fall and enjoy the Autumn colors!" - C.Y. Kincardine, Canada "This was the perfect rental. The location was perfect. The property is breathtaking. The house is simply wonderful. Thank you so much!" - P.B. British Colombia, Canada An easy commute to Toronto just 45 minutes to Pearson Airport. Located on breathtaking 115 acre estate with miles of trails through the meadows, woodland, hills and along the Nottawassaga river. Offers complete privacy, with the best views of the Hockley Valley according to staff at the Bruce Trail Association. The very spacious +4000 sq ft bungalow style home plus large multipurpose studio. It is uniquely designed to capture the sunlight and is situated overseeing a 1.5 acre fresh water swimming pond with sandy beach, floating raft, rowboat, large play park, netted 12 ft trampoline and 8p sauna. WiFi throughout the house. The SOUTH WING includes a gracious open concept indoor/outdoor Great Room with Solarium, Living Area with large wood burning fireplace and large HDTV with DVD/Blue Ray/AppleTV/satellite/PVR movies. Open concept fully equipped kitchen/eating area. Walkouts to surrounding decks with eating areas and gas BBQ. Hard wood floors throughout the house, some bedrooms carpeted. The MASTER WING includes the Library, Office and Master en-suite bedroom with Queen bed, private walk out deck, jetted bathtub, double sinks and build-in shower. The GUEST WING includes a full bathroom with full size bath and separate shower. Two bedrooms with a Queen bed each, one with a Double bed and a large sleeping Loft with 3 single beds. The CENTRAL AREA includes the Formal large Dining Room, bathroom, Laundry room with washer/dryer, and the pantry. The NORTH WING includes the garage and large multi-purpose Studio (use upon request). The house has beds for 11 (talk to owner if additional lodging is desired) and we allow no more than 12 people to spend the night on the property. Daytime guests are allowed within limits: no more than approx total amount of 20 people on the property at any given time, unless with our specific permission. Activity highlights include: The large swimming pond with sauna. Miles of walking trails throughout the property. Located right next to The Bruce Trail and Hockley Valley Park with additional endless trails. 'Hockley Valley Resort' with ski, spa, golf and upscale dining only 2 minutes away. Mono Cliff Park only 5 minutes away. Largest fresh water beach in the world 'Wassaga Beach' only 60 minutes away. Located near horse farms, trails, country markets, restaurants and shopping. 10 Minutes to Orangeville with restaurants and Big Box shopping - or visit the local General Stores for down home flavor. The perfect private getaway for you and your extended family!

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