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.

Owen Sound Coach House - First Floor (2-2) - Owen Sound
9.5 360 reviews

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

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.
Simple Downtown Comfort - Owen Sound
9.8 61 reviews

Simple Downtown Comfort

apartment, Owen Sound
This Owen Sound apartment is highly rated by guests for its cleanliness, location, and user experience. It is a 1-bedroom apartment that can accommodate up to 5 guests. The apartment features a fully equipped kitchen with a fridge and dishwasher, as well as a garden and parking.
It is conveniently located with easy access to local landmarks and attractions. Guests can enjoy a variety of amenities and activities, including internet access, a garden, and parking.
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.
The Last Resort
Cozy 1 Bedroom Apartment Pad - Owen Sound
10 10 reviews

The Last Resort Cozy 1 Bedroom Apartment Pad

apartment, Owen Sound
This Owen Sound apartment rental is conveniently located near Harrison Park, a short walk from restaurants and music venues, and a quick drive from Sauble Beach (15 minutes) and Blue Mountain (40 minutes).
The one-bedroom, one-bathroom unit sleeps two guests and features a kitchen with a refrigerator and microwave, air conditioning, a fenced backyard with a tent garage for parking, and proximity to a kayak launch.

Best Owen Sound vacation rentals with air conditioning

Mancave
Made For A Fun Getaway! - Owen Sound
10 19 reviews

Mancave Made For A Fun Getaway!

house, Owen Sound
This one-bedroom guest suite is located in a central Owen Sound neighborhood, just a short walk from the Owen Sound waterfront and the Owen Sound Farmers' Market.
The suite features a private entrance, a kitchenette with a microwave and a bar fridge, a ping pong table, darts, and a barbecue, and can accommodate up to four guests.
Nice, Clean 1 Bedroom Apartment For Rent. - Owen Sound
9.8 9 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.
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
This bungalow in Owen Sound is located near a 100-acre park and kayak launch, offering convenient access to downtown Owen Sound's music halls and Saturday morning market, the regional hospital, Georgian College, and a 20-minute drive to ski hills and Sauble Beach.
This family-friendly accommodation features one bedroom, one bathroom, a full kitchen with a fridge and microwave, air conditioning, a garden, parking, and a fenced-in backyard with a garage, ideal for two guests seeking outdoor activities like game walks and birdwatching along the river.
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.

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.

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.

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.
Balmy Breezes - Waterfront Cottage With Hot Tub - Owen Sound
9.6 224 reviews

Balmy Breezes - Waterfront Cottage With Hot Tub

apartment
This cozy cottage is located in Balmy Beach, a waterfront community in Georgian Bluffs, just a short drive from Owen Sound. The cottage boasts excellent user, location, and cleanliness ratings, ensuring a comfortable and enjoyable stay.
The two-bedroom, one-bathroom cabin can accommodate up to six guests, perfect for families or groups of friends. Enjoy direct waterfront access with a private deck, a fire pit, a backyard, kayaks, a fully equipped kitchen, a wood stove, and a comfortable living space.
Relax With The Whole Family At This Peaceful Waterfront Cottage. - Owen Sound
10 21 reviews

Relax With The Whole Family At This Peaceful Waterfront Cottage.

cottage, Georgian Bluffs
This Owen Sound waterfront vacation home offers direct access to Lake Huron and Georgian Bay, situated within three miles of Indian Falls Conservation Area and Legacy Ridge Golf Club.
The 1000-square-foot house features three bedrooms, two bathrooms, sleeps nine, and includes a fully equipped kitchen, patio, garden, and free Wi-Fi.
Stylish Capecod Country Villa On 35 Beautiful Acres - Owen Sound
10 3 reviews

Stylish Capecod Country Villa On 35 Beautiful Acres

apartment, Georgian Bluffs
This Georgian Bluffs condo offers a peaceful Annan countryside setting on a 35-acre property overlooking Georgian Bay, located 2.5 hours from Toronto and 15 minutes from Meaford, with Coffin Ridge winery nearby.
This 2500 sq ft residence accommodates up to 10 guests with 5 bedrooms and 3 bathrooms, featuring a fully stocked kitchen, indoor sauna, outdoor fire pit, and a stone terrace perfect for bay-view dining.

Best Owen Sound vacation rentals with parking

A Luxury Waterfront Paradise On Georgian Bay! - Owen Sound
9.8 16 reviews

A Luxury Waterfront Paradise On Georgian Bay!

apartment, Georgian Bluffs
Gracie Cabin - Owen Sound
9.8 88 reviews

Gracie Cabin

cabin, Georgian Bluffs
Modern Lakehouse Georgian Bay - Owen Sound
No reviews

Modern Lakehouse Georgian Bay

apartment, Georgian Bluffs
Butchart Estate: Breathtaking Victorian Mansion - Owen Sound
10 251 reviews

Butchart Estate: Breathtaking Victorian Mansion

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.

Balmy Beach Farm House - Owen Sound
9.6 42 reviews

Balmy Beach Farm House

apartment

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.

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
Cabin Under The Stars -Cabin #2 - Owen Sound
9.8 17 reviews

Cabin Under The Stars -Cabin #2

cabin, Georgian Bluffs
Cabin Under The Stars - Cabin #1 - Owen Sound
10 58 reviews

Cabin Under The Stars - Cabin #1

cabin, Georgian Bluffs
Freshly Renovated 1-bedroom Suite #21 (2nd Floor) - Owen Sound
No reviews

Freshly Renovated 1-bedroom Suite #21 (2nd Floor)

apartment, Owen Sound

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.

Starglazer Dome - Owen Sound
10 3 reviews

Starglazer Dome

bubble, Owen Sound
Bobbi's Glamping Tent - Owen Sound
9.9 17 reviews

Bobbi's Glamping Tent

glamping, Georgian Bluffs
Couples Glamping Trailer - Owen Sound
No reviews

Couples Glamping Trailer

glamping, Owen Sound
Addy Cabin - Owen Sound
9.6 101 reviews

Addy Cabin

cabin, Georgian Bluffs

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.

Bluffs Bay House | Waterfront | Hot Tub | Billiard - Owen Sound
8.9 7 reviews

Bluffs Bay House | Waterfront | Hot Tub | Billiard

apartment, Georgian Bluffs
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
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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