Holiday Rentals in Owen Sound

21 available vacation rental offers

7 nights
2
1
  • airbnb
  • booking
  • bookabach
  • expedia
  • tripadvisor
  • tripcom
  • agoda
  • homestay
  • tuivillas
  • hostelworld
  • hotelscom
  • hotelopia
Owen Sound holiday rentals
Choose the perfect holiday accommodation
Price per night
Accommodation type
Rating

21 Holiday Rentals and Airbnb in Owen Sound

Best family friendly Owen Sound holiday rentals

Among the 21 accommodations in Owen Sound, here are the 4 best family friendly rentals

New Luxury Cobble Beach Golf Retreat W/ Games Room & Large Yard - Owen Sound
Owen Sound
04/09 – 07/09
NZ$1856/nighttotal: NZ$5568 (3 )

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

5 2
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.
The Bognor House - Owen Sound
10 3 reviews
Owen Sound
20/07 – 24/07
NZ$357/nighttotal: NZ$1428 (4 )

The Bognor House

2 2
apartment , Chatsworth
This two-bedroom apartment in Meaford, a short drive from Chatsworth, is located approximately 1.5 kilometres from the Bruce Trail and 3.5 kilometres from the Bognor Marsh Reserve, offering excellent access to hiking and natural exploration.
This family-friendly holiday let accommodates up to four guests, featuring a kitchen with a fridge, microwave, and dishwasher, air conditioning, and private parking, with the surrounding area ideal for biking, skiing, and visiting local wineries.
Relax With The Whole Family At This Peaceful Waterfront Cottage. - Owen Sound
10 16 reviews
Owen Sound
04/09 – 07/09
NZ$783/nighttotal: NZ$2349 (3 )

Relax With The Whole Family At This Peaceful Waterfront Cottage.

3 2
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.
Exclusive Waterfront Cottage - Owen Sound
9.6 71 reviews
Owen Sound
04/09 – 07/09
NZ$818/nighttotal: NZ$2454 (3 )

Exclusive Waterfront Cottage

1 2
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.

Best Owen Sound holiday rentals with parking

Private Suite • Near Bruce Trail • Modern & Bright - Owen Sound
9.9 115 reviews
Owen Sound
04/09 – 07/09
NZ$310/nighttotal: NZ$930 (3 )

Private Suite • Near Bruce Trail • Modern & Bright

1 2
apartment , Owen Sound
This one-bedroom apartment is situated in a peaceful residential area of Owen Sound, just a short walk from the Bruce Trail and a short drive from the beaches and lakes.
The flat can accommodate up to four guests and features a modern bathroom, a fully equipped kitchen, and a small sofa and air mattress for flexible sleeping arrangements. Guests can enjoy amenities such as a private entrance, parking, air conditioning, a garden, and internet access.
Bluffs '67 Chatelaine Hideaway - Owen Sound
10 10 reviews
Owen Sound
14/08 – 16/08
NZ$991/nighttotal: NZ$1982 (2 )

Bluffs '67 Chatelaine Hideaway

1 6
apartment , Georgian Bluffs
This charming apartment is situated in Chatelaine, just off Highway 6, offering easy access to the natural beauty of Georgian Bluffs. The property enjoys excellent user, location and cleanliness ratings.
The apartment is a 1967 Home Expo design winner, blending timeless charm with modern comforts, and has a guest capacity of 6. The apartment comes with a fridge, freezer, microwave, dishwasher, a private airstrip, a garden, parking, and is situated on 10 acres of land.
Beautiful Modern Century Home Minutes From Harbour - Owen Sound
9.7 12 reviews
Owen Sound
01/01 – 30/04
NZ$160/nighttotal: NZ$19040 (119 )

Beautiful Modern Century Home Minutes From Harbour

1 1
apartment , Owen Sound
This apartment is located in a residential area just a short walk from Owen Sound's harbour and downtown, with Kelso Beach a mere 1.5 kilometres away. It has consistently received excellent ratings for its cleanliness, location, and overall experience.
The flat has two bedrooms, comfortably accommodating up to four guests. It boasts a well-equipped kitchen with an espresso machine, a sunny porch, and a private backyard, allowing you to enjoy the outdoors.
Cozy Cabin Inn W/ Private Hot Tub, Fire Pit + Close To Golf, Trails, Waterfalls - Owen Sound
9.7 94 reviews
Owen Sound
01/01 – 30/04
NZ$431/nighttotal: NZ$51289 (119 )

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

4 1
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.

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 shoulder seasons, from April to May or September to October. The weather is still pleasant, but the crowds are smaller, and prices are generally lower. You'll have a more relaxed experience.
  • What are the best Airbnb and holiday rentals in Owen Sound?

  • What events or festivals should visitors check out in and around Owen Sound?

    The Owen Sound Summerfest is a popular event in July, with live music, food vendors, and family-friendly activities. The Owen Sound Farmers' Market is a great place to find local produce and crafts, and it's held every Saturday from June to October.
  • What are the most popular Airbnbs in Owen Sound?

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

    A walk along the harbourfront is a great way to spend an afternoon, and it's completely free. You can also explore the many parks in Owen Sound, like Harrison Park or Kelso Beach Park, which are all free to enter. The Owen Sound Farmers' Market is also a great way to enjoy the local culture without spending much money.
  • 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 restaurants with local dishes in Owen Sound?

    The 'The Little Fish Market' is a popular spot for fresh seafood, and you can't go wrong with a plate of fish and chips. For a more casual dining experience, try 'The Blue Tomato', which serves up delicious burgers and sandwiches. For a more upscale experience, 'The Stone House' is a great choice, offering a wide range of dishes made with fresh, local ingredients.
  • 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?

    Many of the parks in Owen Sound are pet-friendly, including Harrison Park and Kelso Beach Park. You can also take your furry friend for a walk along the Owen Sound Harbour Trail. The Tom Thomson Art Gallery also welcomes well-behaved dogs on a leash.
  • What are the best rentals or Airbnbs with a jacuzzi in Owen Sound?

    The best holiday 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, and often come with amenities like kitchens and laundry facilities. They can also be a more affordable option, especially for families or groups.
  • What are the top sports attractions and facilities in Owen Sound?

    The Harry Lumley Bayshore Community Centre is home to the Owen Sound Attack, the local Ontario Hockey League team. If you're a hockey fan, catching a game is a must. The city also has several parks and recreational facilities, including a golf course, tennis courts, and a swimming pool.

Destinations nearby

Best Owen Sound holiday rentals with a balcony

Luxury Resort Like Cottage On Southern Georgian Bay - Owen Sound
10 14 reviews
Owen Sound
01/01 – 30/04
NZ$3716/nighttotal: NZ$442204 (119 )

Luxury Resort Like Cottage On Southern Georgian Bay

5 1
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.
The Kutir - Entire Cottage - 6 Privacy Acres In Meaford - 5 Mins To Georgian Bay - Owen Sound
9.6 11 reviews
Owen Sound
07/08 – 09/08
NZ$1124/nighttotal: NZ$2248 (2 )

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

4 2
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.

Best pet friendly Owen Sound holiday rentals

Among the 21 accommodations in Owen Sound, here are the 4 best pet friendly rentals

Luxurious Georgian Bay Escape At The Madison - Owen Sound
9.7 7 reviews
Owen Sound
20/07 – 24/07
NZ$783/nighttotal: NZ$3132 (4 )

Luxurious Georgian Bay Escape At The Madison

1 2
apartment , Georgian Bluffs
The Madison is a luxurious bungalow located in the tranquil Balmy Beach area of Georgian Bluffs, just 5km from Owen Sound and its attractions. This peaceful location offers easy access to Georgian Bay, hiking trails, golf courses, and the marina.
This spacious holiday home has three bedrooms and two bathrooms, accommodating up to eight guests. It features a modern kitchen with granite countertops and stainless steel appliances, a gas fireplace, a new aluminium deck with bay views, and high-speed WiFi.
Cozy Owen Sound Getaway - Owen Sound
9.8 152 reviews
Owen Sound
01/01 – 30/04
NZ$166/nighttotal: NZ$19754 (119 )

Cozy Owen Sound Getaway

2 1
bungalow , Owen Sound
This charming bungalow is conveniently located in central Owen Sound, within easy walking distance of the harbour front, Harrison Park, and Inglis Falls. The property has consistently received excellent ratings from previous guests for its cleanliness, location, and overall experience.
This comfortable house has two bedrooms and one bathroom, comfortably accommodating up to five guests. It offers a range of amenities, including a fully equipped kitchen, a gas fireplace, a private garden, and parking, making it an ideal choice for families or groups of friends exploring the region.
Cabin Under The Stars -Cabin #2 - Owen Sound
9.7 14 reviews
Owen Sound
23/06 – 23/09
NZ$241/nighttotal: NZ$22172 (92 )

Cabin Under The Stars -Cabin #2

1 1
cabin , Georgian Bluffs
This secluded Georgian Bluffs cottage is a short walk from the Bruce Trail and a private escarpment.
The pet-friendly retreat, sleeping two, offers a king-size bed, open fire, charcoal BBQ, butane stove, solar lighting, and phone charging; an outhouse and unique open-ceiling hot shower (warm months only) are also provided.
Waverly Heights/owen Sound - Owen Sound
10 4 reviews
Owen Sound
20/07 – 24/07
NZ$294/nighttotal: NZ$1176 (4 )

Waverly Heights/owen Sound

2 2
apartment , Georgian Bluffs
This Georgian Bluffs flat offers direct access to the Bruce Trail and is conveniently located under 5 kilometres from Owen Sound and a short drive from Sauble Beach.
This two-bedroom apartment accommodates up to four guests and features air conditioning, a gas fireplace, a private covered deck with a BBQ, and an in-unit washer/dryer.
©2026 cozycozy.com