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

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.
Stylish Capecod Country Villa On 35 Beautiful Acres - Owen Sound
10 3 reviews
Owen Sound
01/01 – 30/04
NZ$981/nighttotal: NZ$116739 (119 )

Stylish Capecod Country Villa On 35 Beautiful Acres

5 1
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.
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.
Spacious Country Villa | Hot Tub, Games - Owen Sound
8.7 3 reviews
Owen Sound
01/07 – 03/07
NZ$1332/nighttotal: NZ$2664 (2 )

Spacious Country Villa | Hot Tub, Games

4 4
apartment , Georgian Bluffs
This four-bedroom house in Chatsworth, Georgian Bluffs, is situated 32 kilometres from Georgian Shores Marina and less than 322 kilometres from Toronto.
This family-friendly residence accommodates up to eight guests and features a private hot tub, seasonal swimming pool, a secluded swing area, and a basement retreat with entertainment options.

Best Owen Sound holiday rentals with parking

One Bedroom Apartment On The River, With Hot Tub - Owen Sound
9.7 134 reviews
Owen Sound
04/09 – 07/09
NZ$229/nighttotal: NZ$687 (3 )

One Bedroom Apartment On The River, With Hot Tub

1 2
apartment , Owen Sound
This apartment is located in Owen Sound, just 30-40 kilometres from Port Elgin, Southampton and a 75-kilometre drive to Tobermory. It has received excellent ratings for its location, cleanliness, and user experience.
The property is a one-bedroom dwelling with one bathroom, accommodating up to three guests. It offers a fully equipped kitchen, a hot tub, a private garden, and kayaks, a canoe and life jackets for exploring the nearby waters.
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
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.
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.
Luxury Log Home, Southern Georgian Bay - Explore Blue Mountain To Tobermory - Owen Sound
10 162 reviews
Owen Sound
01/01 – 30/04
NZ$573/nighttotal: NZ$68187 (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.

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

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
NZ$311/nighttotal: NZ$37009 (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.

Best pet friendly Owen Sound holiday rentals

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

Addy Cabin - Owen Sound
9.6 99 reviews
Owen Sound
01/07 – 03/07
NZ$200/nighttotal: NZ$400 (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.
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.
The Bognor House - Owen Sound
10 3 reviews
Owen Sound
01/07 – 03/07
NZ$375/nighttotal: NZ$750 (2 )

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.
Cozy 'Off The Grid" Rustic Cabin - Owen Sound
9.9 266 reviews
Owen Sound
26/07 – 01/08
NZ$375/nighttotal: NZ$2250 (6 )

Cozy 'Off The Grid" Rustic Cabin

1 5
cabin , Chatsworth
This charming log cabin is located in the Chatsworth bush, a few kilometres from the snowmobile trail and a short drive from the main road. The cabin has received excellent ratings for its location, cleanliness, and user experience.
The cabin has one bedroom, one bathroom and can accommodate up to six guests. It offers a unique off-grid experience with a wood-burning fireplace, a propane hot plate for cooking, and a composting toilet. Guests can enjoy a variety of activities on the 100-acre property, including hiking, swimming, fishing, and canoeing.
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