Vacation rentals in Owen Sound

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

Browse Vacation Rentals in the Historic District of Owen Sound

Choose a downtown Owen Sound vacation rental for easy sightseeing. Compare the top centrally located properties and book your city stay with confidence.

Nice, Clean 1 Bedroom Apartment For Rent. - Owen Sound
9.8 8 reviews

Nice, Clean 1 Bedroom Apartment For Rent.

apartment, Owen Sound
This one-bedroom, one-bathroom condo in central Owen Sound offers a private entry and parking, placing you within easy reach of local amenities and attractions.
This rental sleeps up to three guests and features a full kitchen, a queen bed, a private patio, and includes Rogers Ignite TV, internet, and Netflix for a comfortable stay.
1 Bedroom Basement Apartment Owen Sound - Owen Sound
8.9 12 reviews

1 Bedroom Basement Apartment Owen Sound

apartment, Owen Sound
This 1-bedroom rental unit in Owen Sound is situated 31 miles from Craigleith Provincial Park and 91 miles from Region of Waterloo International Airport.
This Owen Sound apartment offers Wi-Fi, air conditioning, a full kitchen, and free parking for up to three guests.
Sunny Side Up Studio Apartment - Owen Sound
10 35 reviews

Sunny Side Up Studio Apartment

apartment, Owen Sound
This newly renovated studio apartment in Owen Sound is located at the base of the escapement, a short 0.3-mile walk from downtown Owen Sound's food and arts district.
This accommodation offers air conditioning, internet, parking, and a garden, with a private upper deck and space for up to four guests across a queen bed and a queen pull-out couch.
1 Bedroom Apartment - Owen Sound
9.0 2 reviews

1 Bedroom Apartment

apartment, Owen Sound
This basement apartment in downtown Owen Sound offers direct access to shopping, dining, and the LCBO, with outdoor recreation like hiking, camping, and beaches only a short drive away.
This one-bedroom unit accommodates up to two guests and features a separate entrance, modern appliances, and a unique interior design.

Best Owen Sound vacation rentals with air conditioning

Cozy Cabin Inn & Spa (Hottub, Sauna, Chalet Vibe) - Owen Sound
9.7 109 reviews

Cozy Cabin Inn & Spa (Hottub, Sauna, Chalet Vibe)

cabin, Owen Sound
This log cabin is located near Owen Sound, just a short drive from beaches, parks, and attractions, and a 30-minute drive from Blue Mountain. The cabin has received excellent ratings for location, cleanliness, and user experience.
This spacious 4-bedroom cabin can comfortably accommodate up to 6 guests and features a fully equipped kitchen, a private hot tub, and a large backyard with a fire pit, hammock, and BBQ grill. The cabin also offers amenities like air conditioning, a Jacuzzi, and a terrace.
Modern & Spacious Cobble Beach Golf Retreat - Owen Sound
10 2 reviews

Modern & Spacious Cobble Beach Golf Retreat

apartment, Georgian Bluffs
This spacious Georgian Bluffs rental is located in Kemble, a short drive from Cobble Beach Golf Resort, Owen Sound, and Sauble Beach.
This 4,500-square-foot five-bedroom, three-bathroom home sleeps fourteen guests and features two living areas, a game room with a ping pong table, a private backyard with a BBQ grill, high-speed internet, and in-unit laundry.
Luxury 5br Home W/ Fire Pit Near Georgian Bay - Owen Sound
9.8 74 reviews

Luxury 5br Home W/ Fire Pit Near Georgian Bay

apartment, Georgian Bluffs
This five-bedroom, three-bathroom house in Kemble, Ontario, is a short drive from Cobble Beach Golf Resort, Owen Sound, Inglis Falls, and Sauble Beach.
This spacious Georgian Bluffs rental boasts a fully equipped kitchen, two living areas with smart TVs, a game room, a private backyard with a BBQ, and sleeps up to 14 guests.
The Butchart Estate: Heritage Mansion By Georgian Bay - Owen Sound
10 2 reviews

The Butchart Estate: Heritage Mansion By Georgian Bay

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.

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.

Popular destinations

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
9.4 13 reviews

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

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 15 reviews

Luxury Resort Like Cottage On Southern Georgian Bay

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.

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.

Cozy Hideaway - Owen Sound
9.8 337 reviews

Cozy Hideaway

apartment, Owen Sound
This 2-bedroom apartment is located on the east side of Owen Sound, just a short drive from shopping, restaurants, Georgian College, and the Grey Bruce Regional Health Centre. The apartment has received excellent ratings for its cleanliness, location, and overall experience.
The entire lower level of the townhome is dedicated to the apartment, accommodating up to 5 guests. Enjoy a cozy living area with a gas fireplace, a well-equipped kitchenette, and a bedroom with a unique platform bed.
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 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.
Balmy Beach Cottage - Owen Sound
9.7 46 reviews

Balmy Beach Cottage

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.
Modern Rustic Home With Wood Stove & Pool Table - Owen Sound
9.9 98 reviews

Modern Rustic Home With Wood Stove & Pool Table

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.

Best Owen Sound vacation rentals with parking

Waterfront Cottage With Hot Tub - Balmy Breezes - Owen Sound
9.9 15 reviews

Waterfront Cottage With Hot Tub - Balmy Breezes

apartment, Georgian Bluffs
Mancave
Made For A Fun Getaway! - Owen Sound
10 19 reviews

Mancave Made For A Fun Getaway!

house, Owen Sound
Couples Glamping Trailer - Owen Sound
No reviews

Couples Glamping Trailer

glamping, Owen Sound
Welcome To Shady Rest, A Charming One-bedroom Bungalow Apartment - Owen Sound
No reviews

Welcome To Shady Rest, A Charming One-bedroom Bungalow Apartment

apartment, Owen Sound

Best 5-Star Vacation Rentals in Owen Sound

Stay in a luxury city-center vacation rental in Owen Sound for a sophisticated urban escape with premium 5-star amenities.

Cottage#1 "Mallard" On Georgian Bay,lakefront,bbq - Owen Sound
10 1 review

Cottage#1 "Mallard" On Georgian Bay,lakefront,bbq

cottage, Owen Sound

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.

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

Stylish Capecod Country Villa On 35 Beautiful Acres

apartment, Georgian Bluffs
Relax With The Whole Family At This Peaceful Waterfront Cottage. - Owen Sound
10 20 reviews

Relax With The Whole Family At This Peaceful Waterfront Cottage.

cottage, Georgian Bluffs
Bluffs Bay House | Waterfront | Hot Tub | Billiard - Owen Sound
9.2 5 reviews

Bluffs Bay House | Waterfront | Hot Tub | Billiard

apartment, Georgian Bluffs

Search Vacation Rentals with Swimming Pool in Owen Sound

Choose a vacation rental in Owen Sound with a swimming pool for a proper workout or a leisurely dip right in the heart of the city.

Luxury Resort Like Cottage On Southern Georgian Bay - Owen Sound
10 15 reviews

Luxury Resort Like Cottage On Southern Georgian Bay

cottage, Georgian Bluffs
Starglazer Dome - Owen Sound
10 3 reviews

Starglazer Dome

bubble, Owen Sound
Couples Glamping Trailer - Owen Sound
No reviews

Couples Glamping Trailer

glamping, Owen Sound
The Butchart Estate: Heritage Mansion By Georgian Bay - Owen Sound
10 2 reviews

The Butchart Estate: Heritage Mansion By Georgian Bay

apartment, Owen Sound

Top-Rated Vacation Rentals with a Hot Tub in Owen Sound

Unwind at the end of a busy city day with a private hot tub at these hand-selected vacation rentals in Owen Sound.

One Bedroom Apartment On The River, With Hot Tub - Owen Sound
9.7 142 reviews

One Bedroom Apartment On The River, With Hot Tub

apartment, Owen Sound
Luxury Lakehouse In Georgian Bluffs Just Steps From Francis Lake. . - Owen Sound
9.6 14 reviews

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

apartment, Georgian Bluffs
Luxurious Waterfront 5br W/kings Beds & Hot Tub - Owen Sound
9.9 63 reviews

Luxurious Waterfront 5br W/kings Beds & Hot Tub

apartment, Georgian Bluffs
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