Holiday Rentals in Owen Sound

21 available vacation rental offers

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Owen Sound holiday rentals
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Best Holiday rentals and Airbnb offers in Owen Sound

Explore Holiday Rentals for Families in Owen Sound

Travelling to Owen Sound with children? A quality family holiday rental or Airbnb makes everything easier with city attractions nearby.

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
£135/nighttotal: £16065 (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.
Stylish Capecod Country Villa On 35 Beautiful Acres - Owen Sound
10 3 reviews
Owen Sound
01/01 – 30/04
£426/nighttotal: £50694 (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.
Luxury Resort Like Cottage On Southern Georgian Bay - Owen Sound
10 14 reviews
Owen Sound
01/01 – 30/04
£1613/nighttotal: £191947 (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.
Cozy 'Off The Grid" Rustic Cabin - Owen Sound
9.9 266 reviews
Owen Sound
30/07 – 05/08
£163/nighttotal: £978 (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.

Popular Holiday Rentals with Parking in Owen Sound

A car park at your holiday rental in Owen Sound means exploring the city centre is easy every day with no extra faff. Find your perfect stay.

Bluffs '67 Chatelaine Hideaway - Owen Sound
10 10 reviews
Owen Sound
04/09 – 07/09
£401/nighttotal: £1203 (3 )

Bluffs '67 Chatelaine Hideaway

1 2
apartment , Georgian Bluffs
This charming apartment is situated in Chatelaine, just off Highway 6, offering easy access to the natural beauty of Georgian Bluffs. The property enjoys excellent user, location and cleanliness ratings.
The apartment is a 1967 Home Expo design winner, blending timeless charm with modern comforts, and has a guest capacity of 6. The apartment comes with a fridge, freezer, microwave, dishwasher, a private airstrip, a garden, parking, and is situated on 10 acres of land.
New Luxury Cobble Beach Golf Retreat W/ Games Room & Large Yard - Owen Sound
Owen Sound
04/09 – 07/09
£805/nighttotal: £2415 (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.
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
£187/nighttotal: £22253 (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.
Private Suite • Near Bruce Trail • Modern & Bright - Owen Sound
9.9 115 reviews
Owen Sound
04/09 – 07/09
£134/nighttotal: £402 (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.

Frequently asked questions about holiday rentals in Owen Sound

  • When is the best time to book a vacation rental in Owen Sound?

    Summer is the busiest time in Owen Sound, so if you're looking for a good deal, you'll want to book your vacation rental in the shoulder seasons - spring or autumn. The weather's still nice, but 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?

    Take a walk along the waterfront trail, enjoy a picnic in Harrison Park, or explore the many free museums and galleries in the city. There are also plenty of hiking trails in the surrounding area that are free to use.
  • 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. Try the pickerel tacos or the fish and chips. If you're looking for something more casual, The 'The Red Door' has a great selection of burgers and sandwiches, made with locally sourced ingredients.
  • 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 Owen Sound Harbour Trail is a great option for a leisurely walk or bike ride. It follows the waterfront for about 5 km and offers stunning views of Georgian Bay. For a more challenging ride, try the Bruce Trail, which runs through the Niagara Escarpment and offers spectacular views of 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?

    Many of the parks and trails in Owen Sound are dog-friendly. Harrison Park is a great place to let your dog run around, and the waterfront trail is also dog-friendly. You can also find a number of pet-friendly restaurants and shops in the city.
  • 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 often offer more space and privacy than a hotel room. They can also be a good option if you're travelling with a family or group of friends. And, of course, you can often save money by choosing a vacation rental over a hotel.
  • 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 city's OHL hockey team. It's a great place to catch a game and experience the local hockey culture. The city also has a number of other sports facilities, including a golf course, a tennis club, and a swimming pool.

Destinations nearby

Top Holiday Rentals with a Balcony in Owen Sound

Having city skyline views from your own balcony in Owen Sound is a detail that truly elevates your stay. Explore our holiday rentals and

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
£135/nighttotal: £16065 (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
£1613/nighttotal: £191947 (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.

Our Favourite Dog-Friendly Self-Catering Holiday Rentals in Owen Sound

A quality pet-friendly holiday rental and Airbnb in Owen Sound offers city walks on the doorstep without compromising on your comfort. Start comparing our top picks now.

The Bognor House - Owen Sound
10 3 reviews
Owen Sound
01/07 – 03/07
£163/nighttotal: £326 (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.
The Bognor House - Owen Sound
10 3 reviews
Owen Sound
01/07 – 03/07
£161/nighttotal: £322 (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.
Gracie Cabin - Owen Sound
9.8 84 reviews
Owen Sound
01/07 – 03/07
£76/nighttotal: £152 (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.
Cabin Under The Stars -Cabin #2 - Owen Sound
9.7 14 reviews
Owen Sound
23/06 – 23/09
£104/nighttotal: £9568 (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.
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