Owen Sound Vacation Rentals by Owner

Rent a vacation rental home in Owen Sound, Ontario, Canada. Owen Sound is a an inlet of the larger Georgian Bay at the mouth of the Pottawatomi and Sydenham Rivers in Southwestern Ontario. Found in this verdant area are the fishing, hiking and sightseeing opportunities of Bruce Peninsula. Owen Sound is characterized by a magnificent harbour and bay, two winding rivers, tree-lined streets, an extensive parks system, and tree-covered hillsides and ravines, which are home to a wide variety of flora and fauna. Points of interest include four conservation areas (Inglis Falls, Indian Falls, Hibou and Pottawatomi), Kelso Beach and the City’s waterfront trail system, Harrison Park, Grey Roots Museum & Archives, Tom Thomson Memorial Art Gallery, Billy Bishop Home & Museum, Owen Sound Marine & Rail Museum and the Farmers’ Market.

The downtown, recently refurbished and reminiscent of the 1900s, offers an economy that is balanced and diversified. The Heritage Place Shopping Centre on the east side complements the vibrant, scenic downtown core and other arterial shopping areas. Accommodations in Owen Sound include condo rentals or cottages.

Citizens and visitors can enjoy extensive recreation facilities and opportunities in Owen Sound. The City operates two arenas, and numerous soccer and baseball complexes. Three golf courses serve the City.

Enjoy being active while on vacation? Enjoy the spectacular scenery of Owen Sound all year long. Boat, fish, swim, hike, cycle, and golf one of the 34 courses during the warm summer months. When the winter snows fall, switch gears to snowmobile, cross country ski, ice fish, skate and snowshoe. Winter accommodations include condo rentals and other vacation rentals.

Just north of the city limits on the east side of the bay is Hibou Conservation Area, a great place to take the family for the two natural sand beaches, hiking trails, playground and picnic facilities. On the western shore you'll find Kelso Beach Park, which has a sheltered picnic area and playground. It's the site of the annual Summerfolk festival, plus Canada Day festivities and the Movies and Music series each Friday throughout the summer. Summer vacation rentals of a cottage or cabin on the lake would place you close to the action.

If you want to eat what you catch, a vacation rental right on the Sound is ideal for you. Anglers can test their skills against Owen Sound's Chinook salmon, rainbow trout or brown trout. Owen Sound is one of the hottest fishing spots in Ontario, with five rivers emptying into the 13-mile-long bay. Enjoy the challenge of the rivers and streams, or the deep water excitement of the bay where the 35-pound salmon lurk. Fishing off the Owen Sound Harbour Wall is most popular in late summer and fall when the Chinook salmon are running upstream. The best time to catch rainbow trout from the harbour wall is late fall and early spring as the trout head upstream to spawn. Rent holiday lodging directly from owners of home, cabin and condo accommodations in Owen Sound, ON, Canada.

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  • Near Lions Head & Hidden

    Lion's Head: Duplex - lower
    • 2 BDR
    • 2 BA
    • Sleeps 4
    • #211727
    avg $150 CAD/night Pet Friendly
    This hideaway was built to offer seclusion yet is within minutes to town and bay. The main floor unit which is offered weekly and daily to guests has been tastefully furnished and decorated for comfort and relaxation. It open and modern with everything you will need for your vacation. The property offers many secluded and treed areas to escape for private moments. It conveniently located near one of the main trail entrances for hikers. If it's the beach you want, it is a mere 2 km by car to Lions Head. The Hideaway is open from mid-May to mid-November . Hope to see you there.
  • Luxurious Two-Bedroom Home

    Stratford: House
    • 2 BDR
    • 1 BA
    • Sleeps 4
    • #103773
    avg $595 CAD/night Credit Card Paypal Pet Friendly
    "For an unforgettable getaway, stay in contemporary work of art, the loft-luxe, Stratford's most distinctive and exquisitely designed address. A deluxe, self-contained suite on four levels, including a full, top-of-the-range demonstration kitchen, the House deservedly features in the Phaidon Atlas of Contemporary World Architecture. A soaring, three-level atrium is flanked by stairs and intersected by an overhead walkway in this light-filled, architectural gem..." [Out Traveler Magazine: 2009.] “This small Ontario city is home to the Stratford Shakespeare Festival (North America’s largest classical repertory theatre). However, design lovers will want to visit. A contemporary residence, designed by Shim-Sutcliffe Architects, it’s a sublime combination of materials, in this case concrete, cedar and Douglas fir. The property is spread over four levels, with a central atrium drenching the house in natural light.” (Wallpaper* City Guide Toronto: 2012.) Seasonal, healthy continental breakfasts are served. Daily morning housekeeping is included, as well as wireless internet and complimentary parking for two vehicles on site. The Dinner Menu may be served in the house during restaurant hours; we also rent the house for small meetings or parties. The house does not have an elevator, and therefore is not suitable for anyone who cannot climb stairs. Lastly, the house is available to rent year-round. Weddings / Anniversaries / Birthdays / Business Meetings: This property is available for private functions for small groups of 4 to 11 guests. Please get in touch with us, as we would be happy to help you plan your private party. (Larger events can be booked next door at the Restaurant.) Restaurant: 2015 Season: May 22 to September 19. Dinner Menu is served Tuesday through Sunday. Reservation required. Cultural highlights in Stratford: Gallery Stratford. Stratford Festival. Stratford Chefs School. Stratford Summer Music. Stratford Farmer's Market. Recommend day trips from Stratford: Lake Huron: Bayfield, and Pinery Provincial Park. St. Marys, and Wildwood Conservation Area. Niagara-on-the-Lake, and Niagara Falls. St. Jacobs, Elora Gorge, and Fergus. Kitchener-Waterloo-Cambridge. Toronto. Approximate driving times to Stratford, from: Toronto = 2 hours. Ottawa = 6 hours. Detroit = 3 hours. Buffalo = 3 hours. Chicago = 8 hours. New York City = 8 hours. Small to medium-sized jets can land at Stratford Municipal Airport.
  • Luxury Log Cottage & Sauna

    Collingwood: Cottage
    • 3 BDR
    • 3 BA
    • Sleeps 9
    • #222094
    avg $236 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 Cabin on

    Collingwood: Cabin
    • Studio
    • 0 BA
    • Sleeps 3
    • #219010
    avg $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.
  • Waterfront 4 Bedroom

    Collingwood: Cottage
    • 4 BDR
    • 2 BA
    • Sleeps 8
    • #124234
    avg $457 CAD/night Credit Card 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 Cozy Cottage on

    Collingwood: Cottage
    • 4 BDR
    • 2 BA
    • Sleeps 8
    • #201654
    avg $373 CAD/night Paypal
    You can feel nature just 120 km from Toronto. It's 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 2-3 people and trailer for 2 people (summer season only). A lot of summer activities: Fishing, swimming, canoes, pantoon, kayak, jogging, darts, basketball ring, table tennis, 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; - cozy dinning room; It's a cozy cottage with charm and character.
  • 2 Bedroom Garden-Level

    St Thomas Ontario: Suite in a house
    • 2 BDR
    • 1 BA
    • Sleeps 6
    • #145534
    avg $125 CAD/night Paypal
    Our holiday home has a fully equipped kitchen, two bedrooms and sleeps 6, living room has dining area, sofa & chairs and fireplace for cozy evenings. Satellite TV, there is a river for fishing, 24' pool, jacuzzi hot tub, small farm animals (pygmy goats, hens & ducklings). Our small farm is often visited by a small herd of deer that come to the river to drink each evening. There are hiking trails and lakes nearby. Very private. Close to Lake Erie beaches, Golf, Fishing, Conservation Areas.
  • Small Private Retreat

    Mono: Country style house
    • 5 BDR
    • 3 BA
    • Sleeps 12
    • #203112
    avg $867 CAD/night Paypal
    (Limited availability in July, August and September. We do NOT rent out to construction crew, youth groups, 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 TV (DVD only, no cable/satellite). Open concept fully equipped kitchen/eating area. Walkouts to surrounding decks with eating areas and gas BBQ. Hard wood floors throughout the house, 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. 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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