Holiday Rentals in Owen Sound

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Owen Sound holiday rentals
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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

The Bognor House - Owen Sound
10 3 reviews
Owen Sound
01/07 – 03/07
187 €/nighttotal: 374 € (2 )

The Bognor House

2 4
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.
Exclusive Waterfront Cottage - Owen Sound
9.6 71 reviews
Owen Sound
01/11 – 01/01
308 €/nighttotal: 18788 € (61 )

Exclusive Waterfront Cottage

3 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.
The Kutir - Meaford Mirage Chalet - Owen Sound
9.2 49 reviews
Owen Sound
26/06 – 27/06
262 €/nightfor 1 night

The Kutir - Meaford Mirage Chalet

1 2
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.
New Luxury Cobble Beach Golf Retreat W/ Games Room & Large Yard - Owen Sound
Owen Sound
04/09 – 07/09
986 €/nighttotal: 2958 € (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.

Best Owen Sound holiday rentals with parking

The Butchart Estate: Heritage Mansion By Georgian Bay - Owen Sound
10 1 review
Owen Sound
03/08 – 07/08
473 €/nighttotal: 1892 € (4 )

The Butchart Estate: Heritage Mansion By Georgian Bay

4 4
apartment , Owen Sound
This smoke-free holiday home in Owen Sound is less than 1.6km from Lake Huron and the Roxy Theatre, and within 1.6km of Georgian Bay and the Gallery de Boer.
This five-bathroom property sleeps eight guests and boasts a private hot tub, barbecue, Smart TV, fireplace, fully equipped kitchen including dishwasher, and parking, all within easy walking distance of Owen Sound's attractions.
Relax With The Whole Family At This Peaceful Waterfront Cottage. - Owen Sound
10 16 reviews
Owen Sound
04/09 – 07/09
400 €/nighttotal: 1200 € (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.
Cozy Cabin Inn W/ Private Hot Tub, Fire Pit + Close To Golf, Trails, Waterfalls - Owen Sound
9.7 98 reviews
Owen Sound
01/01 – 30/04
217 €/nighttotal: 25823 € (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.
Luxury Lakehouse In Georgian Bluffs Just Steps From Francis Lake. . - Owen Sound
9.2 10 reviews
Owen Sound
20/07 – 24/07
886 €/nighttotal: 3544 € (4 )

Luxury Lakehouse In Georgian Bluffs Just Steps From Francis Lake. .

8 2
apartment , Georgian Bluffs
This Georgian Bluffs holiday home is situated just steps from the Bruce Peninsula and within 14.5km of Cobble Beach Golf Links and Legacy Ridge Golf Club.
This eight-bedroom property sleeps 22 guests, boasting a fully equipped kitchen, Jacuzzi, terrace, garden, parking, and free Wi-Fi; ideal for groups visiting the Bruce Peninsula National Park.

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.

Destinations nearby

Best Owen Sound holiday rentals with a balcony

The Kutir - Entire Cottage - 6 Privacy Acres In Meaford - 5 Mins To Georgian Bay - Owen Sound
9.6 11 reviews
Owen Sound
01/01 – 30/04
156 €/nighttotal: 18564 € (119 )

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

4 1
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 14 reviews
Owen Sound
01/01 – 30/04
1869 €/nighttotal: 222411 € (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.

Best pet friendly Owen Sound holiday rentals

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

Gracie Cabin - Owen Sound
9.8 84 reviews
Owen Sound
01/07 – 03/07
88 €/nighttotal: 176 € (2 )

Gracie Cabin

1 4
cabin , Georgian Bluffs
This charming woodland cabin is located just a short drive from the beautiful shores of Georgian Bay and the town of Owen Sound, offering a peaceful retreat in nature. The property has received excellent ratings for its cleanliness, location, and overall experience.
The cabin has one bedroom and one bathroom, comfortably accommodating up to four guests. Enjoy a range of amenities, including a swimming pool, garden, fitness centre, and parking, as well as outdoor activities like fishing, hiking, and relaxing by the bonfire.
The Bognor House - Owen Sound
10 3 reviews
Owen Sound
03/08 – 07/08
178 €/nighttotal: 712 € (4 )

The Bognor House

2 4
apartment , Chatsworth
This two-bedroom flat in Chatsworth, Grey County, offers unparalleled direct access to thousands of acres of natural land, including a portion of the Bruce Trail, and is a short drive from Owen Sound and Meaford.
This accommodation sleeps up to six guests and features air conditioning, Wi-Fi, a fully equipped kitchen with a fridge, freezer, microwave, and dishwasher, as well as a garden and parking, making it ideal for exploring local outdoor activities like skiing and snowmobiling.
Addy Cabin - Owen Sound
9.6 100 reviews
Owen Sound
01/07 – 03/07
101 €/nighttotal: 202 € (2 )

Addy Cabin

1 4
cabin , Georgian Bluffs
This rustic cabin is situated in a secluded spot in Georgian Bluffs, just a short drive from the beautiful shores of Georgian Bay and within easy reach of the charming town of Owen Sound. The property has received excellent ratings for its cleanliness, location, and overall experience, making it a popular choice for travellers seeking a peaceful getaway.
The cabin has one bedroom and can accommodate up to four guests. It offers a unique off-grid experience, with outdoor amenities such as a picnic table, fire pit, chairs, and hammock. Guests can enjoy the tranquil surroundings, explore the nearby hiking trails, and stargaze under the clear night sky.
Luxury Log Home, Southern Georgian Bay - Explore Blue Mountain To Tobermory - Owen Sound
10 163 reviews
Owen Sound
01/01 – 30/04
288 €/nighttotal: 34272 € (119 )

Luxury Log Home, Southern Georgian Bay - Explore Blue Mountain To Tobermory

5 1
apartment , Georgian Bluffs
This lakeside Georgian Bluffs property offers direct access to Lake Huron and Georgian Bay, situated 14.5km from both the Hibou Conservation Area and the Harry Lumley Bayshore Community Centre.
Sleeping up to nine guests, this five-bedroom house boasts a fully equipped kitchen, jacuzzi, sauna, spa, terrace, and parking; enjoy on-site relaxation facilities and outdoor barbecues, all within a smoke-free environment.
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