Holiday houses in Owen Sound

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Top-rated holiday rentals in Owen Sound

Guests agree: these stays are highly rated for location, cleanliness and more.

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Guest favourite

Guest suite in Chatsworth

4.85 out of 5 average rating, 349 reviews

Settler's Loft in Log Home

This charming original log home is set amongst rock fences and mature maples on 80 acres of reforested farmland. This two-storey suite sleeps up to 5 guests, has 2 bedrooms, 4-piece bathroom, kitchenette, living area, deck, & private balcony. Trails for exploring, campfire ring, and large grassy area for outdoor games. Brand new AC system. Very close to OFSC snowmobile trails. (Note - barn access is for weddings only) NO pets >> 40 minute drive to Blue Mountain; 30 minutes to Lake Huron beaches

25 Oct – 1 Nov

$193 NZD per night

Guest favourite

Apartment in Owen Sound

4.92 out of 5 average rating, 155 reviews

Charming Renovated Century Home-close to all!

This beautiful 3 bedroom, 1,800 sq ft apartment was completely renovated from top to bottom in summer of 2019! Only 45 minutes from the top of Blue Mountain, 1 hour and 15 minutes to the tip of Tobermory and the famous Grotto at the Bruce Peninsula National Park! This gorgeous home is very centrally located in Owen Sound, this area features extremely scenic hiking trails, such as the Bruce Trail and many others. Whether for business or pleasure, this private home is certain to suit your needs.

22–29 May

$286 NZD per night

Guest favourite

Apartment in Meaford

4.96 out of 5 average rating, 274 reviews

Sunrise and Bayview with Kayaks & Bikes

🌊 Bright and inviting waterfront/view ground level apartment in the heart of Meaford. 👥Ideal for a romantic getaway 🏔20 minute drive to Blue Mountain attractions. 2 hours from Bruce Peninsula National Park Golfing Close by 🏖 5 minute stroll to the Harbour and Sandy Beach or a pebble beach right across the road ! 🚶‍♂️Walking distance to Meaford Hall 🍽Dining options a block away:) Kayaks, Bikes, Floaties, snowshoes and snorkels are complimentary. Come and discover our gem of a town.

27 Nov – 4 Dec

$223 NZD per night

Guest favourite

Guesthouse in Kemble

4.82 out of 5 average rating, 132 reviews

Waterfront Sunrise Cottage

Private waterfront cottage 15 mins north of Owen Sound on the crystal clear waters of Georgian Bay. With a 150 feet of shoreline shared only with a neighbouring cottage, enjoy the stunning sunrises, relax on a lounger, go for a swim, kayak, paddle board, go fishing or have a camp fire and stargaze. Use our cottage as a jumping off point for many hikes along the Bruce Trail, Sauble Beach (35min), Tobermory (70min) and many more. Or just work from here while enjoying the great view and wifi.

7–14 May

$176 NZD per night

Guest favourite

Cabin in Owen Sound

4.97 out of 5 average rating, 226 reviews

Cozy 'Off the Grid" Rustic Cabin

If you enjoy 'roughing it', stay in our beautiful log home from the late 1800's. It has been completely redone, maintaining all of the old character. It is nestled in the edge of the bush, that provides kilometres of hiking trails. The cabin is also situated on a pond so you can spend your days swimming, canoeing, fishing and exploring this nature lover's paradise. Spend your time here unplugging from your everyday life and reconnecting to the healing properties of a natural environment.

8–15 May

$246 NZD per night

Guest favourite

Guesthouse in Neustadt

4.92 out of 5 average rating, 300 reviews

Bunkie in the Country

Now Open! The bunkie has a great view of the sunrise. It's a quiet rural area (please note it is a GRAVEL road). Good for couples, solo adventurers, hunters, someone looking to be outside of town. The bunkie is located approx. 30 feet behind our home. We have 2 large dogs on site (live in the house). For allergenic reasons and safety of other animals, we do not allow pets. May not be suitable for those with mobility issues (small hill & stairs). The bunkie has heat and A/C!

25 Nov – 2 Dec

$102 NZD per night

Guest favourite

Guest suite in Holland Centre

4.97 out of 5 average rating, 193 reviews

Dragonfly Hollow bnb

Nature lovers, Come experience the natural beauty of the Grey-Bruce region. Our home is in a very quite natural setting surrounded by trees. In summer explore the many lakes, beach or waterfalls . Hike the Bruce trail, or one of many others; good for ATVing, Scenic Motorcycle Routes. Fall is especially beautiful, the hills and valleys fill with vibrant colours. In winter, enjoy cross-country, downhill skiing, snowboarding, skidooing. Blue Mountain only a Scenic 40 mins away.

3–10 Mar

$156 NZD per night

Guest favourite

Apartment in Meaford

4.98 out of 5 average rating, 292 reviews

Fuller House Airbnb

Steps from Georgian Bay and beach. This newly renovated 400 sq/ft walk out, self-contained apartment is located on a quiet double lot, offering privacy and a beautiful natural setting. Enjoy the comfort of a substantial continental breakfast, homemade baking and more in your cozy kitchenette, or outdoor seating areas. Apartment includes microwave, coffee maker, toaster, kettle and kitchenware. BBQ provided on site. Front of home is owners' living space and Art Studio/Gallery.

8–15 Nov

$156 NZD per night

Guest favourite

Guest suite in Meaford

4.95 out of 5 average rating, 167 reviews

The Beach Button

Cute as a Button, this cozy home inspired by beach house vibes is nestled in the quaint town of Meaford. This town offers some of the most amazing waterfront to explore! 2 minutes east is a spacious public beach, 2 minutes towards the west is the beautiful Harbor or step out the door and enjoy a 3min walk down to the lake! This property is also located a scenic 25min to the famous Blue Mountain Ski Resort! and Scandinave Spa!

1–8 Sep

$242 NZD per night

Guest favourite

Cabin in Owen Sound

4.87 out of 5 average rating, 305 reviews

Heritage Reflections Guest House

Our place is perfect for someone looking for quiet, private place for a getaway. It is close to the Bruce Trail for hiking and Sauble Beach. We also are close to the Georgian Bluffs rail trail for cycling and hiking. Our guest house is great for couples, solo adventurers, and business travelers. We are a rural property with extensive gardens that you are welcome to explore and enjoy.

26 Oct – 2 Nov

$175 NZD per night

Guest favourite

Apartment in Owen Sound

4.98 out of 5 average rating, 153 reviews

Victorian on Main Street

Beautiful two bedroom duplex centrally located in Owen Sound. Our century home has been fully updated to provide a comfortable stay, while holding on to yesterdays charm. A short walk to downtown, restaurants, and Harrison Park. Discounted rates are available for weekly and monthly (or longer) stays, just enter your dates to see the lower price.

12–19 Sep

$232 NZD per night

Guest favourite

Dome in Markdale

4.93 out of 5 average rating, 160 reviews

Forest Dome

This is an air b&b you'll definitely remember. Experience the magical feeling of waking up among the trees and birds. Feel the exhilaration of taking an outdoor shower. Enjoy the crackling fire and take the time to dream again. Nature, art, waterfalls and trails are all just outside your doorstep. You don't want to miss this peaceful retreat.

23–30 Aug

$233 NZD per night