Holiday Rentals in Owen Sound

54 available vacation rental offers

7 nights
2
1
  • airbnb
  • booking
  • vrbo
  • expedia
  • premierinn
  • sykescottages
  • plumguide
  • hotelscom
  • tripadvisor
  • homestay
  • tuivillas
  • hostelworld
Owen Sound holiday rentals
Choose the perfect holiday accommodation
Price per night
Accommodation type
Rating

54 Holiday rentals and Airbnb in Owen Sound

Best family friendly Owen Sound holiday rentals

Among the 54 accommodations in Owen Sound, here are the 4 best family friendly rentals

Exclusive Waterfront Cottage - Owen Sound
9.6 75 reviews

Exclusive Waterfront Cottage

apartment, Georgian Bluffs
This charming cottage is situated in Georgian Bluffs, just a short drive from Owen Sound and within easy reach of Sauble Beach (20km), Blue Mountain Ski Hills (45km), and Tobermory (150km). The property has consistently received excellent ratings for its location, cleanliness, and overall user experience.
The cottage offers ample space for families or groups of friends, with three bedrooms and a capacity for up to 10 guests. It comes equipped with a full kitchen, air conditioning, a garden, parking, internet access, and a prime waterfront location with stunning views and easy access to nearby waterfalls.
The Kutir - Meaford Mirage Chalet - Owen Sound
9.2 53 reviews

The Kutir - Meaford Mirage Chalet

apartment, Georgian Bluffs
This charming chalet-style dwelling is situated on a private six-acre plot in Meaford, just a short stroll from the picturesque shores of Georgian Bay. The property has consistently received excellent ratings for its cleanliness, location, and overall experience, making it an ideal choice for families or groups seeking a relaxing getaway.
The home offers four bedrooms and two bathrooms, comfortably accommodating up to twelve guests. A well-equipped kitchen with modern appliances, a spacious garden, and a range of entertainment options, including a pool table and chess set, ensure a comfortable and enjoyable stay.
Luxury Resort Like Cottage On Southern Georgian Bay - Owen Sound
10 15 reviews

Luxury Resort Like Cottage On Southern Georgian Bay

cottage, Georgian Bluffs
This charming cottage is situated directly on the beach in Georgian Bluffs, just 15km from Hibou Conservation Area and Bayview Escarpment Provincial Park, offering stunning views of Lake Huron and Georgian Bay. It has consistently received excellent user ratings, making it a popular choice for travellers.
The 465 square metre property comfortably accommodates up to 12 guests across its five bedrooms and six bathrooms. Guests can enjoy a private pool and spa tub, a fitness centre, a garden, and a tennis court, as well as a fully equipped kitchen and free WiFi.
Relax With The Whole Family At This Peaceful Waterfront Cottage. - Owen Sound
10 18 reviews

Relax With The Whole Family At This Peaceful Waterfront Cottage.

cottage, Georgian Bluffs
This three-bedroom Owen Sound waterfront holiday home offers direct access to Lake Huron and Georgian Bay, lying within 5km of the Indian Falls Conservation Area and Legacy Ridge Golf Club.
The 93 square metre property boasts a fully equipped kitchen, two bathrooms, a patio, garden, and parking, comfortably sleeping up to nine guests and providing free Wi-Fi.

Best Owen Sound holiday rentals with parking

Simple Downtown Comfort - Owen Sound
9.8 59 reviews

Simple Downtown Comfort

apartment, Owen Sound
This charming cottage is situated in the heart of downtown Owen Sound, within a short walk of Harrison Park and the Owen Sound Marine and Rail Museum. The apartment enjoys excellent user, location and cleanliness ratings, making it a popular choice for travellers.
The cottage offers a comfortable living space for up to 5 guests and is equipped with a kitchen featuring a fridge and dishwasher. The cottage also benefits from a private garden and parking, as well as internet access.
Balmy Beach Farm House - Owen Sound
9.7 36 reviews

Balmy Beach Farm House

apartment
This one-bedroom apartment near Indian Falls in Owen Sound offers a private entrance and ample parking, situated a short walk (less than 1 km) from the beach, boat launch, and golf course, and a 5-minute drive (approximately 3 km) from Kelso Beach.
The self-contained flat, part of a 1955 farmhouse triplex, sleeps two guests and includes a kitchen with fridge, freezer, and microwave, internet access, and is close to a convenience store and LCBO; enjoy nearby activities like the Kelso Beach Folk Festival and Fishing Derby.
Balmy Beach Cottage - Owen Sound
9.7 46 reviews

Balmy Beach Cottage

apartment, Georgian Bluffs
This lakeside cottage in Georgian Bluffs offers private waterfront access with a private beach and dock, located a short drive (approximately 8km) from several golf courses and hiking trails including Indian Falls and Ingles Falls.
Sleeping up to nine guests, the property boasts two bathrooms and provides free use of kayaks, canoes, and paddleboards; nearby attractions include Blue Mountain (72km), Sauble Beach (48km), and the Bruce Peninsula/Tobermory (96km).
The Sixth Great Lake Luxury - Owen Sound
9.8 72 reviews

The Sixth Great Lake Luxury

apartment, Georgian Bluffs
This waterfront property is located in Georgian Bluffs, just 57km from Blue Mountain, offering easy access to both cross-country and downhill skiing in the winter. Guests consistently rate this apartment as excellent for location, cleanliness, and overall experience.
The entire house is available for guests, with a fourth bedroom and attached washroom available for bookings with more than 6 guests. Enjoy a private backyard with breathtaking waterfront views, a jacuzzi, a garden, and a fully equipped kitchen including a dishwasher, microwave, and fridge.

Frequently asked questions about holiday rentals in Owen Sound

  • When is the best time to book a vacation rental in Owen Sound?

    The best time to book a vacation rental in Owen Sound is during the summer months, from June to August, when the weather is warm and sunny. However, if you're looking for a more peaceful experience, you can also visit in the shoulder seasons, spring and autumn, when the crowds are smaller and the prices are lower.
  • What are the best Airbnb and holiday rentals in Owen Sound?

  • What are the best budget-friendly activities in Owen Sound?

    A walk along the harbourfront is a great way to enjoy the scenery without spending any money. You can also visit the Owen Sound Farmers' Market, where you can buy fresh produce and crafts at affordable prices. For a free activity, head to Harrison Park, where you can enjoy the zoo, the splash pad, and the playground.
  • What are the most popular Airbnbs in Owen Sound?

  • What are the best restaurants with local dishes in Owen Sound?

    The 'The Blue Door' is a popular spot for fresh, local seafood. 'The Mill Restaurant' is another great option, offering a menu of classic Canadian dishes with a modern twist. 'The Owen Sound Brew Pub' is a good choice for a casual meal with a local craft beer.
  • What are the best holiday rentals with a pool in Owen Sound?

    The Lake House, Cheerful 2 Bdrm With Pool - Hot Tub & More and Mancave Made For A Fun Getaway are the best holiday rentals with a pool in Owen Sound.

  • What are the best walking or cycling routes in Owen Sound?

    The 'Georgian Trail' is a popular walking and cycling route that follows the shores of Georgian Bay. 'The Harrison Park Loop' is a shorter, more accessible option, perfect for a leisurely stroll. 'The Owen Sound River Trail' is a scenic route that follows the Owen Sound River, offering views of the city and the surrounding countryside.
  • What are the best rentals for families and kids in Owen Sound?

    The best rentals for families and kids in Owen Sound are East Side Serenity Apartment, Cozy Hideaway and The Georgian Bay Suite.

  • Are there pet-friendly attractions in Owen Sound?

    Yes, Harrison Park is a great place to take your furry friend for a walk. Many of the restaurants and shops in the city also welcome dogs. You can find a list of pet-friendly businesses on the Owen Sound website.
  • What are the best rentals or Airbnbs with a jacuzzi in Owen Sound?

    The best vacation rentals or Airbnb with a jacuzzi in Owen Sound are One Bedroom Apartment On The River - With Hot Tub, Newly Renovated Cozy Vacation Home In Owen Sound and The Lake House.

  • What are the benefits of choosing a vacation rental in Owen Sound?

    Vacation rentals offer more space and privacy than hotels, making them ideal for families or groups of friends. They also often come with amenities like kitchens and laundry facilities, which can save you money on dining out and laundry costs. And, of course, you can enjoy the comforts of home while on vacation.

Popular destinations

Best Owen Sound holiday rentals with a balcony

The Kutir - Entire Cottage - 6 Privacy Acres In Meaford - 5 Mins To Georgian Bay - Owen Sound
9.4 13 reviews

The Kutir - Entire Cottage - 6 Privacy Acres In Meaford - 5 Mins To Georgian Bay

cottage, Georgian Bluffs
This Meaford holiday home, located on Sideroad 23 in Georgian Bluffs, offers easy access to Georgian Bay, a short walk away, and is within driving distance of attractions such as the Owen Sound Marine & Rail Museum and Story Book Park.
Sleeping up to 12 guests in four bedrooms and two bathrooms, this spacious chalet boasts a full kitchen, dishwasher, Wi-Fi, air conditioning, a terrace, a garden, and even a private tennis court on its 6-acre grounds with a pond.
Luxury Resort Like Cottage On Southern Georgian Bay - Owen Sound
10 15 reviews

Luxury Resort Like Cottage On Southern Georgian Bay

cottage, Georgian Bluffs
This charming cottage is situated directly on the beach in Georgian Bluffs, just 15km from Hibou Conservation Area and Bayview Escarpment Provincial Park, offering stunning views of Lake Huron and Georgian Bay. It has consistently received excellent user ratings, making it a popular choice for travellers.
The 465 square metre property comfortably accommodates up to 12 guests across its five bedrooms and six bathrooms. Guests can enjoy a private pool and spa tub, a fitness centre, a garden, and a tennis court, as well as a fully equipped kitchen and free WiFi.

Best pet friendly Owen Sound holiday rentals

Among the 54 accommodations in Owen Sound, here are the 4 best pet friendly rentals

Stylish Capecod Country Villa On 35 Beautiful Acres - Owen Sound
10 3 reviews

Stylish Capecod Country Villa On 35 Beautiful Acres

apartment, Georgian Bluffs
This Georgian Bluffs holiday let offers a unique 35-acre countryside setting with direct views of Georgian Bay, located just 4 kilometres from Coffin Ridge winery and 40 kilometres from Harrison Park.
This spacious 232 square metre apartment accommodates up to 10 guests across 5 bedrooms and 3 bathrooms, featuring a well-equipped kitchen with a dishwasher, air conditioning, a sauna, a garden, and ample parking, with nearby opportunities for hiking the Bruce Trail, skiing, and swimming.
Cozy Cabin Inn W/ Private Hot Tub, Fire Pit + Close To Golf, Trails, Waterfalls - Owen Sound
9.7 104 reviews

Cozy Cabin Inn W/ Private Hot Tub, Fire Pit + Close To Golf, Trails, Waterfalls

cabin, Owen Sound
The Cozy Cabin Inn is a rustic log cabin situated in the countryside near Owen Sound, a short drive from beaches, hiking trails, and waterfalls. It has consistently received excellent ratings for its location, cleanliness, and overall experience.
The cabin spans 139 square metres and comfortably accommodates up to six guests in its four bedrooms and three bathrooms. It features a well-equipped kitchen, a spacious backyard with a hot tub, a terrace, and a garden, as well as modern amenities like two Smart TVs and high-speed internet.
New Luxury Cobble Beach Golf Retreat W/ Games Room & Large Yard - Owen Sound
No reviews

New Luxury Cobble Beach Golf Retreat W/ Games Room & Large Yard

apartment, Georgian Bluffs
This five-bedroom, four-bathroom Georgian Bluffs residence is ideally situated in Kemble, offering convenient access to Cobble Beach Golf Links (6.4 km), Owen Sound (19.3 km), and Sauble Beach (48.3 km).
This spacious holiday home accommodates up to 10 guests and features a gourmet kitchen, two living areas including a basement games room, a dedicated playroom with an indoor basketball arcade, and ample parking.
*New Luxury Cobble Beach Golf Retreat W/ Game Room - Owen Sound
9.8 11 reviews

*New Luxury Cobble Beach Golf Retreat W/ Game Room

apartment, Georgian Bluffs
This modern flat in Kemble, Georgian Bluffs, offers proximity to the Georgian Bay area, with Cobble Beach Golf Links 644 metres away, the Kemble Mountain Bruce Trail 1.77 kilometres away, and Owen Sound 1.93 kilometres away.
This expansive 5-bedroom, 4-bathroom property accommodates up to 10 guests, featuring a fully equipped kitchen, a dedicated playroom with arcade games, and a private deck, ideal for families and groups seeking a comfortable stay with ample parking.
©2026 cozycozy.com