Holiday houses in Parry Sound District

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Top-rated holiday rentals in Parry Sound District

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Guest favourite
A calm lake reflects a clear blue sky and colorful fall foliage from surrounding trees. A wooden dock extends into the water, and a canoe with paddles rests on the sandy shore, inviting guests to enjoy the serene outdoor setting.
Cottage in Parry Sound

☀ Private Waterfront LogStyle Cottage w/ Lakeview!

Complete Privacy and Serenity Within 2-Hour Drive From The Greater Toronto Area (GTA). This One-of-a-Kind Dog Friendly Cottage Amasses Private Shoreline Direct Access to The Lake With A Sandy Beach & Open Lake View From The House! Great outdoor space perfect to explore & play! Smart TV (FireTV), wireless internet (Wi-Fi), children friendly, books & table games, coffee & tea, fully equipped kitchen with appliances, dishwares & utenstils. Outdoor - Canoe, BBQ grill, Outdoor tables & chairs, etc.

4.9 out of 5 average rating, 142 reviews
Guest favourite
Treehouse in Huntsville

Magical TreeHouse I Hot Tub, Fireplace, Pets OK

Escape to our one-of-a-kind A-Frame TreeHouse, tucked among snowy Muskoka trees near Huntsville, ON. Slow down, cozy up, and enjoy winter’s beauty. Spend evenings by the fireplace, soak under the stars in the hot tub, or head out for adventure— skiing, snowshoeing, skating, and hiking are all close by. Highlights - Hot tub & fireplace - Snowshoes provided - Sweeping snowy forest views - Free Ontario Parks pass - 10-min walk to ski hill & lake 📷 See more @door25stays for photos & inspiration!

4.97 out of 5 average rating, 238 reviews
Top Guest favourite
An A-frame cottage is nestled among autumn trees, featuring large glass windows and a spacious deck. Surrounding the fire pit are several dark wooden Adirondack chairs, with a nearby barrel sauna visible, enhancing the outdoor gathering space.
Cottage in Sundridge

European A-Frame on 6 Private Acres with Sauna

Nestled on 6 private acres the a-frame is perfect for nature enthusiasts, couples, and friends seeking a weekend retreat. The Estonian-designed cottage blends luxury with rustic charm, featuring 3 bedrooms, 2 bathrooms and a fully equipped kitchen. Unwind in the barrel sauna or gather around the fire pit under the stars. Discover a small public beach, boat launch and dock within walking distance. Explore local distilleries, breweries, and shops or adventure into nature for countless activities.

4.99 out of 5 average rating, 148 reviews
Top Guest favourite
A two-story brick building showcases a warm exterior, with large windows illuminated by soft interior lighting. A single-car garage is visible, complemented by a charming front courtyard lined with wooden fencing and greenery in the background.
Condo in Parry Sound

Discover beautiful Parry Sound

ALL AIRBNB FEES are now included in the base price. Beautifully renovated, cozy, spacious 3 bedroom apartment in downtown Parry Sound with views of historic Trestle Bridge. Steps to shops, waterfront trail, restaurants, the new Trestle Brewery and Pub, and Legend Distillery. It's walking distance to the hospital. Snowmobile trails on doorstep. Private parking for two, vehicles. The apartment is located on the second floor of our duplex. Parry Sound is located in a UNESCO Biosphere reserve.

4.92 out of 5 average rating, 168 reviews
Guest favourite
Home in Parry Sound

Renovated 3 bedroom home in the heart of the town!

Renovated 3-bedroom home, all on one level (no stairs). Open-concept kitchen and dining area, living room with propane fireplace, and a new bathroom with heated floors. Includes laundry, A/C, parking for up to 6 vehicles, (room for boat, trailer, or RV) Outside, relax in the private fenced gazebo or screened in porch with BBQ. A short walk/drive to Georgian Bay and downtown Parry Sound, with local favorites like the Dent Bay Bakery, Legends Cocktail Bar, and award-winning Maurizio’s Pizzeria!

4.95 out of 5 average rating, 106 reviews
Top Guest favourite
A front porch features a wooden floor and an inviting atmosphere. The red exterior walls are complemented by a decorative metal tree artwork. Two rocking chairs are positioned to create a cozy space, with large windows allowing natural light to enter.
Apartment in Parry Sound

Crabtree House

This private, cozy one bedroom apartment is suited to two adults. Dogs are welcome but I am sorry, cats are not. Decorated with antiques and charm, it is in a renovated, century home on a quiet, dead end street with a short walk to down town, the dock, the beach and the hospital. Parking for ONE vehicle. We have everything you need to cook meals and there are lots of restaurants to enjoy close by. Walking trails, provincial parks, golf courses and Georgian Bay are all within close reach.

4.93 out of 5 average rating, 411 reviews
Guest favourite
A sunlit living space features large windows with views of the lake, allowing natural light to fill the room. A cozy striped armchair and a simple wooden coffee table are positioned on a wooden floor. A round table with decorative placemats complements the inviting atmosphere.
Cottage in Parry Sound

Muskoka Waterfront w/ Hot tub (Silver Linings)

*No extra fees* Come enjoy our designer furnished, newly-built, 4-season, Silver Lining Muskoka Lakehouse. This cottage offers you and your loved ones the perfect getaway with tons to do and memories to make with Insta sunsets over a lake wrapping around the entire property, a sandy beach to dip your toes, hot tub to warm up with friends, fire pit for roasting marshmallows. Other amenities: fully stocked kitchen, treehouse, games, BBQ, 1 acre of privacy, pet bed, well maintained hot tub.

4.93 out of 5 average rating, 194 reviews
Top Guest favourite
A handcrafted timber frame cabin is set among trees, featuring natural wood siding and large windows that invite the outdoors in. A welcoming porch is accessed by a wooden staircase, while a covered area to the side provides shelter. The surrounding forest complements the rustic design.
Cabin in Bracebridge

Secluded Lakeside Retreat - Atkins Hideaway

Tucked in the heart of Muskoka, this handcrafted timber frame cabin rests alongside a scenic spring-fed lake, surrounded by 8 acres of private forest. Only 10 minutes from Bracebridge, enjoy serene lake life and natural beauty while remaining close to town amenities, local shops, and eateries. Enjoy private dock relaxation, cozy cabin comforts, and outdoor fires. A Provincial Park Day Pass is included (*security deposit required) for added adventure. Come relax, recharge and reconnect.

5.0 out of 5 average rating, 290 reviews
Guest favourite
Guesthouse in Parry Sound

Private Barn style loft king bed hot tub

Enjoy your own private loft retreat above a charming barn-style garage, thoughtfully equipped for a comfortable and relaxing stay. This cozy little getaway is just a short 3-minute walk or drive to two beautiful lakes with public beaches and boat launches, and only a quick 7-minute drive to Parry Sound for restaurants, shops, and local charm. A 24-hour convenience store and gas station are also nearby, making it the perfect peaceful spot to unwind and explore the area.

4.95 out of 5 average rating, 373 reviews
Guest favourite
The cottage features a contemporary design with large glass windows, reflecting autumn foliage and the serene lake surrounding it. A deck offers outdoor seating with steps leading down to a small dock where canoes are moored, nestled among lush trees.
Treehouse in Utterson

The Water’s Edge * * Unique Muskoka Treehouse * *

CottageCreators presents a once-in-a-lifetime (or as often as you’d like!) Muskoka escape. Perched among the treetops on one of the region’s most stunning lakes, this rustic-luxury retreat offers a floating hammock net, two-sided indoor/outdoor fireplace, and private dock for swimming, canoeing, kayaking and SUP. Fall asleep to the gentle sounds of the lake, wake up to sunrise through the trees, and unwind in total seclusion—just you, the forest, and the water.

4.97 out of 5 average rating, 265 reviews
Top Guest favourite
Cabin in Huntsville

Aux Box Muskoka | Boutique | Private Nordic Spa

Escape to The Aux Box—a private boutique cabin nestled in the Muskoka woods with river views. Every amenity is exclusively yours, including the Nordic spa with a sauna, hot tub, cold plunge, and outdoor shower (summer). A short trail leads to your private dock with lounge chairs and canoe on the Muskoka River. Inside, enjoy custom cabinetry, a spa-inspired bathroom, and bespoke Canadian amenities, all just 10 minutes from downtown Huntsville.

4.95 out of 5 average rating, 615 reviews
Guest favourite
Cabin in Parry Sound

Beach, Hot Tub, Firepit, Canoe, Dock, Games Room

🍂 Escape to a serene lakeside retreat this fall. From your private dock, soak in the beauty of golden foliage, crisp autumn air, and peaceful waterfront views. As evening falls, unwind in the hot tub surrounded by fall colours, gather around the fire pit for s’mores and stargazing, or cozy up by the fireplace with a warm drink. ☕🍁 Book your unforgettable fall waterfront getaway and make memories that last! 🏡✨

4.92 out of 5 average rating, 145 reviews

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