Vacation rentals in Owen Sound

21 available vacation rental offers

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Owen Sound vacation rentals
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Best Vacation rentals and Airbnb offers in Owen Sound

Discover Family-Friendly Vacation Rentals in Owen Sound

These family-friendly vacation rentals in Owen Sound offer spacious layouts and easy access to top city attractions.

New Luxury Cobble Beach Golf Retreat W/ Games Room & Large Yard - Owen Sound
Owen Sound
09/04 – 09/07
$1140/nighttotal: $3420 (3 )

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

5 2
apartment , Georgian Bluffs
This Georgian Bluffs house rental is located in Kemble, offering proximity to Georgian Bay and a 4-minute drive to Cobble Beach Golf Links.
This 5-bedroom, 4-bathroom home sleeps 10 guests and features a playroom with an indoor basketball arcade, a fully-equipped kitchen, and ample parking.
The Butchart Estate: Heritage Mansion By Georgian Bay - Owen Sound
10 1 review
Owen Sound
08/03 – 08/07
$546/nighttotal: $2184 (4 )

The Butchart Estate: Heritage Mansion By Georgian Bay

4 4
apartment , Owen Sound
This smoke-free Owen Sound vacation home is conveniently located a 10-minute walk from Lake Huron and the Roxy Theatre, with Georgian Bay and the Gallery de Boer also nearby.
This four-bedroom, five-bathroom house sleeps eight guests and boasts a fully equipped kitchen, in-unit laundry, a fireplace, a swimming pool, a hot tub, and a private garden with barbecue grills.
Balmy Beach Cottage - Owen Sound
9.7 40 reviews
Owen Sound
01/01 – 04/30
$281/nighttotal: $33439 (119 )

Balmy Beach Cottage

3 1
apartment , Georgian Bluffs
This lakeside cottage in Georgian Bluffs, Ontario offers a private waterfront location with a private beach and dock, a short drive from several golf courses and hiking trails such as Indian Falls and Ingles Falls, and within an hour of Blue Mountain, Sauble Beach, and Tobermory.
The 9-guest Georgian Bluffs getaway boasts two bathrooms, kayaks, canoes, paddleboards, a waterfront fire pit, and proximity to a public beach and boat launch, plus access to winter snowmobile trails and fishing opportunities.
Waterfront - Sunlight Cottage - Owen Sound
9.6 155 reviews
Owen Sound
11/01 – 01/01
$153/nighttotal: $9333 (61 )

Waterfront - Sunlight Cottage

1 2
bungalow , Georgian Bluffs
This Georgian Bluffs waterfront cottage offers direct Georgian Bay access, a short walk from Sarawak Park and across from Legacy Golf Club & Restaurant.
This three-bedroom, one-bathroom home sleeps six, features a finished basement with a rec room and laundry, and includes multiple large-screen TVs, high-speed internet (90 Mbps), a fully equipped kitchen, air conditioning, and outdoor amenities such as a fire pit, BBQ, and canoe.

Best Owen Sound vacation rentals with parking

Luxury Resort Like Cottage On Southern Georgian Bay - Owen Sound
10 14 reviews
Owen Sound
01/01 – 04/30
$2161/nighttotal: $257159 (119 )

Luxury Resort Like Cottage On Southern Georgian Bay

5 1
cottage , Georgian Bluffs
This Georgian Bluffs cottage is located steps from Lake Huron and Georgian Bay, within 9 miles of Hibou Conservation Area and Bayview Escarpment Provincial Park, offering easy access to nature and outdoor adventures. The property has received excellent user ratings for its amenities and location.
This 5-bedroom, 6-bathroom vacation home has a spacious 5010 square feet of living space and can comfortably accommodate up to 12 guests. The cottage is equipped with a private pool, a fitness center, a tennis court, and a full kitchen, providing a comfortable and luxurious experience for families and groups.
Luxury Lakehouse In Georgian Bluffs Just Steps From Francis Lake. . - Owen Sound
9.2 10 reviews
Owen Sound
01/01 – 04/30
$655/nighttotal: $77945 (119 )

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

8 1
apartment , Georgian Bluffs
This Georgian Bluffs vacation home, situated 9 miles from Cobble Beach Golf Links and Legacy Ridge Golf Club, offers easy access to renowned golf courses and nearby conservation areas.
This spacious 5200-square-foot residence boasts eight bedrooms, four bathrooms, and accommodates up to 22 guests, featuring a fully equipped kitchen, Jacuzzi, and outdoor amenities like a patio, garden, and barbecue grills.
The Bognor House - Owen Sound
10 3 reviews
Owen Sound
07/01 – 07/03
$216/nighttotal: $432 (2 )

The Bognor House

2 4
apartment , Chatsworth
This two-bedroom condo in Chatsworth is situated across from thousands of acres of natural exploration, including a portion of the Bruce Trail, and is a short drive from the Bruce Trail Bognor Marsh Reserve and Bognor Marsh Management Area.
This family-friendly apartment accommodates up to four guests and offers amenities such as a kitchen with a fridge, microwave, and dishwasher, air conditioning, a garden, and parking, making it an ideal base for outdoor enthusiasts with easy access to hiking, biking, snowshoeing, and nearby ski hills.
Beautiful Modern Century Home Minutes From Harbour - Owen Sound
9.7 12 reviews
Owen Sound
01/01 – 04/30
$93/nighttotal: $11067 (119 )

Beautiful Modern Century Home Minutes From Harbour

1 1
apartment , Owen Sound
This two-bedroom apartment is located in a quiet residential area, just a short walk from the bustling harbor and the vibrant downtown core of Owen Sound. The apartment has consistently received excellent ratings for its location, cleanliness, and overall experience.
The apartment comfortably accommodates four guests with a dedicated office space for those who need to work remotely. You'll enjoy a fully equipped kitchen with a dishwasher, an espresso maker, and a cozy backyard, perfect for relaxing after a day of exploring Owen Sound's beautiful waterfront and nearby hiking trails.

Frequently Asked Questions about vacation 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 is during the shoulder seasons, from April to May or September to October, when the weather is still good but the crowds are smaller. You'll also get better rates during these months.
  • What are the best Airbnb and vacation rentals in Owen Sound?

    Owen Sound Coach House - First Floor (2-2), East Side Serenity Apartment and Owen Sound Coach House - Loft Apartment are the most popular Airbnb and vacation rentals in Owen Sound among travelers.

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

    The Owen Sound Summerfest is a popular event that takes place every July. There's live music, food vendors, and family-friendly activities. The Owen Sound Fall Fair is another great event that takes place in September, with agricultural exhibits, live entertainment, and a midway.
  • What are the most popular Airbnbs in Owen Sound?

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

    The Owen Sound harborfront is a great place to spend a day, with free access to the waterfront, the Owen Sound Marine & Transportation Museum, and the Harbourfront Trail. You can also enjoy a picnic lunch at the Harrison Park.
  • What are the best vacation rentals with a pool in Owen Sound?

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

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

    The The Blue Door Bistro has a great menu of local dishes, including fresh seafood and locally sourced produce. The The Harvest is another great option, with a focus on organic and sustainable 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.

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

    The Harbourfront Trail is a great option for a walk or bike ride, with beautiful views of the harbor. The Bruce Trail is a longer, more challenging hike that passes through the Bruce Peninsula National Park.
  • What are the best rentals or Airbnbs with a jacuzzi in Owen Sound?

  • Are there pet-friendly attractions in Owen Sound?

    Yes, many attractions in Owen Sound are pet-friendly. The Harbourfront Trail is a great place to walk your dog, and the Harrison Park also allows dogs on leash.
  • What are the benefits of choosing a vacation rental in Owen Sound?

    Vacation rentals offer more space and privacy than hotels, and they often come with amenities that are not available in hotels, such as kitchens and laundry facilities. You can also find vacation rentals in a variety of locations, from the heart of downtown to the quiet suburbs.
  • What are the top sports attractions and facilities in Owen Sound?

    The Harry Lumley Bayshore Community Centre is home to the Owen Sound Attack, an OHL hockey team. The Owen Sound Golf & Country Club is a great place to play a round of golf. The Owen Sound Recreation Centre offers a variety of fitness and recreational activities.

Destinations nearby

Top Vacation Rentals with Balconies in Owen Sound

Enjoy your own private terrace with city skyline views at these vacation rentals in Owen Sound.

The Kutir - Entire Cottage - 6 Privacy Acres In Meaford - 5 Mins To Georgian Bay - Owen Sound
9.6 11 reviews
Owen Sound
01/01 – 04/30
$181/nighttotal: $21539 (119 )

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

4 1
cottage , Georgian Bluffs
This chalet-style cottage in Meaford, Georgian Bluffs, is a short walk to Georgian Bay and offers proximity to Lake Huron and the Hibou Conservation Area, with attractions like the Owen Sound Marine-Rail Museum and Story Book Park nearby.
This pet-friendly, family-friendly accommodation sleeps 12 and features 4 bedrooms, 2 bathrooms, a full kitchen with a dishwasher, air conditioning, high-speed internet, a fireplace, and parking on 6 private acres with a pond and a tennis court.
Luxury Resort Like Cottage On Southern Georgian Bay - Owen Sound
10 14 reviews
Owen Sound
01/01 – 04/30
$2161/nighttotal: $257159 (119 )

Luxury Resort Like Cottage On Southern Georgian Bay

5 1
cottage , Georgian Bluffs
This Georgian Bluffs cottage is located steps from Lake Huron and Georgian Bay, within 9 miles of Hibou Conservation Area and Bayview Escarpment Provincial Park, offering easy access to nature and outdoor adventures. The property has received excellent user ratings for its amenities and location.
This 5-bedroom, 6-bathroom vacation home has a spacious 5010 square feet of living space and can comfortably accommodate up to 12 guests. The cottage is equipped with a private pool, a fitness center, a tennis court, and a full kitchen, providing a comfortable and luxurious experience for families and groups.

Find the Best Dog-Friendly Vacation Rentals in Owen Sound

Traveling with pets? These dog-friendly vacation rentals and Airbnbs in Owen Sound are steps away from dog parks and city walks.

Balmy Beach Breeze   Waterfront Home - Owen Sound
9.8 91 reviews
Owen Sound
06/27 – 07/04
$366/nighttotal: $2562 (7 )

Balmy Beach Breeze Waterfront Home

3 2
apartment , Georgian Bluffs
This Georgian Bluffs waterfront home, minutes from Owen Sound, offers direct access to Georgian Bay and a private deck with a fire pit.
The three-bedroom, one-bathroom house features a renovated kitchen, updated interior, large living areas with bay views, a spacious backyard, and accommodates up to six guests, perfect for families or groups seeking a peaceful retreat near Owen Sound's attractions.
Modern Rustic Home With Wood Stove & Pool Table - Owen Sound
9.9 90 reviews
Owen Sound
08/03 – 08/07
$382/nighttotal: $1528 (4 )

Modern Rustic Home With Wood Stove & Pool Table

2 4
house , Georgian Bluffs
This modern rustic home is located in Georgian Bluffs, just 91 miles from Lake Simcoe Regional Airport, offering a peaceful retreat in a beautiful setting. This property consistently receives excellent ratings for user experience, location, and cleanliness.
This two-bedroom, two-bathroom dwelling spans 1250 square feet and comfortably accommodates up to eight guests. Enjoy a range of amenities including a fully equipped kitchen, a cozy fireplace, a private outdoor patio, a pool, and a spa, perfect for relaxation and entertainment.
Owen Sound Coach House - First Floor (2-2) - Owen Sound
9.5 349 reviews
Owen Sound
01/01 – 04/30
$115/nighttotal: $13685 (119 )

Owen Sound Coach House - First Floor (2-2)

1 1
house , Owen Sound
This house is located in central Owen Sound, close to the harbor and within easy walking distance of restaurants, shops, and attractions. It has received excellent ratings for location, cleanliness, and user experience.
The house offers a comfortable and spacious living experience on the main floor, perfect for families or groups of up to 4 guests. You'll enjoy amenities like air conditioning, a garden, parking, internet, and a kitchen with a fridge and microwave.
Addy Cabin - Owen Sound
9.6 100 reviews
Owen Sound
07/01 – 07/03
$116/nighttotal: $232 (2 )

Addy Cabin

1 4
cabin , Georgian Bluffs
This rustic cabin is located in Georgian Bluffs, a short drive from Georgian Bay and the town of Owen Sound. The B&B has excellent ratings for cleanliness, location, and overall experience. The cabin has one bedroom and can accommodate up to four guests. Amenities include a picnic table, fire pit, chairs, hammock, and access to swimming, kayaking, and exploring the beautiful Georgian Bay coastline.
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