Family-friendly holiday rentals in Parry Sound District

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Top-rated family-friendly rentals in Parry Sound District

Guests agree: these family-friendly homes are highly rated for location, cleanliness and more.

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Top guest favourite
An open-concept living area features a rustic wooden ceiling and floors, highlighted by warm lighting. A wooden bar with tall stools sits adjacent to the kitchen area, while a staircase leads to the upper loft. Cozy seating can be seen in the background.
Farm stay in Emsdale
4.98 out of 5 average rating, 101 reviews

The Hill Crest Cottage.

If peace and quiet is what you seek, then you have found it here at the Hillcrest Cottage. Enjoy beautiful sunsets. The warmth of a campfire awaiting a starry nights sky. Let the love of our adorable farm animals fill your hearts with joy and the comfort our cozy little cottage has to offer will surely make memories to last a lifetime. 15 min to Huntsville, 5 min to the sequin trail. beaches near by. Discount on! Reg price $225-$260 per night before taxes and fees. Now on sale for summer! .

Guest favourite
A wooden dock extends over calm waters, framed by lush forests and rocky shores. Two adirondack chairs face the sunset, inviting a moment of connection. Vibrant hues of orange and purple fill the sky, reflecting gently on the water's surface.
Cottage in Gravenhurst
4.94 out of 5 average rating, 119 reviews

Private & Modern Muskoka Lakefront Cottage w/ WiFi

This ultra private and modernly designed Muskoka lakefront / beachfront cottage is perfectly situated at the corner of a beautiful lake, only a 1.5h drive from the GTA and 2hs from Toronto. It borders acres of pristine Crown pine forests, has a private beach, and a luxury new dock that extends from sandy shores. It has a massive new deck and large premium Weber BBQ. New leather couch. Swim, fish, canoe, kayak, sunbathe. Modern interior. High-speed WiFi. Trails. Superhost and guest favourite.

Top guest favourite
A cozy living space features a comfortable dark blue sofa complemented by a small wooden table. Two large windows allow natural light to illuminate the area, revealing views of the surrounding trees. A pendant light hangs from a wood-paneled ceiling above.
Guest house in Huntsville
4.99 out of 5 average rating, 181 reviews

Muskoka Retreat with Arrowhead/Algonquin Park Pass

Welcome to our beautiful Muskoka Retreat, just 20 mins from the town of Huntsville. There is a complimentary Provincial Park Pass provided, between check in and check out times. The decor is fresh and intimate, with warm wood accents. Our property is surrounded by trees, on 10 acres of forested land, where you can enjoy the company of many species of birds and wildlife. The guest house is completely separate and private, from our home, which is 50 feet away, and it was newly built in 2022.

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
5 out of 5 average rating, 250 reviews

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.

Top guest favourite
Farm stay in Powassan
5 out of 5 average rating, 137 reviews

Highland Cow Farm Stay - The Highland Bunkie

Welcome to The Highland Bunkie. Experience a unique Highland cow farm stay just steps from our Scottish Highland cows as they graze our beautiful 15-acre hobby farm. Your stay includes a free hands-on guided tour ($50 value) where you’ll meet and interact with all of our farm animals. After an unforgettable day of animal encounters, relax in your cozy, fully electric bunkie and enjoy a farm glamping experience. Reconnect with nature and make memories you won’t find anywhere else.

Guest favourite
Guest house in Parry Sound
4.89 out of 5 average rating, 165 reviews

Parry Sound Bunkie |Dock, BBQ, Firepit & Pets

🍁 Escape to Hemlock Cabin, your private fall lakeside retreat. Wake to sunrise views over vibrant foliage, spend crisp autumn days kayaking, hiking, or enjoying the calm lake, then savor BBQ dinners on the covered patio. End evenings by the fire pit under starlit skies 🔥. With cozy interiors, A/C, and space for couples or small families, this rustic-meets-modern gem is perfect for leaf-peeping, relaxation, and making Muskoka memories. Book your fall getaway today! 🍂

Top guest favourite
Home in Huntsville
4.97 out of 5 average rating, 320 reviews

Wolegib Muskoka | Hot Tub | Beach | Swimming

Welcome to our private, modern Scandinavian-style cottage, set on 3 acres of pristine land with conservation property across the water, ensuring ultimate privacy and tranquility. The cottage boasts floor-to-ceiling windows that invite natural light and offer stunning views of the Muskoka River and surrounding nature. Just 40 steps from the front door, you'll find a private beach and dock, offering calm, clear waters perfect for swimming—ideal for families with children.

Top guest favourite
Guest house in Parry Sound
4.95 out of 5 average rating, 309 reviews

Private Barn style loft king bed

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.

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.
Apartment in Parry Sound
4.91 out of 5 average rating, 140 reviews

Discover beautiful Parry Sound

Beautifully renovated, coxy, 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 the 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.

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.
Flat in Parry Sound
4.93 out of 5 average rating, 387 reviews

Crabtree House

This private, cozy one bedroom apartment is suited to two adults 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 or there are lots of restaurants to enjoy close by. Walking trails, provincial parks, golf courses and Georgian Bay are all within close reach.

Top guest favourite
A wooden treetop rental is nestled among trees, featuring a deck with stairs leading up to the entrance. The structure blends with the natural surroundings, highlighted by sunlight filtering through the greenery, creating a serene atmosphere typical of a forest setting.
Treehouse in Sundridge
4.97 out of 5 average rating, 370 reviews

Treetop Rentals - Unit 1

Welcome to Treetop Rentals and Farmstead Nestled high up in the trees and surrounded by hundreds of acres of forest, this is a stay you are certain not to forget. With a 3 piece bathroom, hot water and a full kitchenette, this treetop stay will not ask you to sacrifice any of the comforts you look for. Come and recharge with the calm quiet of nature, warm yourself by a campfire and enjoy a spectacular view of the night sky.

Guest favourite
A modern living area is showcased, featuring a black couch with light-colored cushions and a framed wall art piece. A flat-screen TV is mounted above a white brick fireplace, with shelving units displaying decorative items on either side. A floor lamp adds soft lighting to the space.
Home in Parry Sound
4.92 out of 5 average rating, 129 reviews

Carol's Cottage - 3 BR Bungalow in Parry Sound

Welcome Carol's Cottage - a fully renovated 3 bedroom bungalow in Parry Sound. Within walking distance to everything the town has to offer: 0.5KM to the Bobby Orr Community Centre, a 10 minute walk to the Trestle Brewery and 1 km from the harbour. Carol's Cottage has been carefully updated to pay homage to Georgian Bay, its history and how its geography has helped shape this beautiful town.

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