Vacation rentals with a pool in Parry Sound District

Find and book unique homes with a pool on Airbnb

Top-rated rentals with a pool in Parry Sound District

Guests agree: these homes with a pool are highly rated for location, cleanliness, and more.

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Guest favorite
A bright living area features a comfortable gray sectional sofa with yellow accent pillows. A round coffee table sits in front, while large windows allow natural light to fill the space. A ceiling fan hangs overhead, and a piece of wall art adds a touch of color.
Condo in Huntsville
4.88 out of 5 average rating, 111 reviews

Huntsville Lakeside & Ski Chalet

Enjoy the charm of Muskoka lakeside living at our newly renovated, spacious 3-bedroom, 2-bath chalet on stunning Peninsula Lake. Perfect for families seeking a peaceful getaway—no parties permitted. This lake & ski retreat offers three levels of living space, ensuring everyone has their own private area. The loft BR with private bath provides a peaceful escape with stunning views of the lake and ski hills. Enjoy the sandy beach and outdoor pool in summer, and skiing and snowboarding in winter.

Guest favorite
Cottage in Burk's Falls
4.95 out of 5 average rating, 20 reviews

The North Retreat

The ultimate escape at this tranquil 4-season, 3-acre getaway on 3 Mile Lake, 25 minutes north of Huntsville. Loads of water activities, a massive private sandy beach for relaxation & play, captivating creek & forest to explore, & the option to unwind in the hot tub or swim spa, offers endless possibilities. This private getaway provides the perfect setting for a memorable experience all year round. Close to Hidden Valley Ski Hill, Arrowhead Provincial Park iceskating & OFSC snowmobile trails.

Guest favorite
A wooden sun deck surrounds an above-ground pool, featuring two red lounge chairs positioned for comfort. A potted plant with vibrant flowers adds a pop of colour. Lush green grass and trees are visible in the background, enhancing the outdoor relaxation space.
Cottage in Bracebridge
4.83 out of 5 average rating, 36 reviews

Pool | Sauna | HotTub | Cottage on 8 Acre Forest

Escape to your own private oasis in this charming rural retreat, where tranquility meets convenience. While not waterfront- we've brought the water to you with a sparkling pool, relaxing hot tub, and soothing wood burning sauna—perfect for unwinding after a day of exploration of lakes and waterfalls. Additional sleeping spots are located in the Cozy Cabin - 50ft off main house *NEW* Muskoka Room for a bug-free , rain-free outdoor experience! Santa’s Village - 18 mins Town Centre - 15 Mins

Guest favorite
A scenic riverside view is captured, showcasing a calm waterway lined with homes. A large tree stands prominently in the foreground, with the sun setting softly in the background, providing a serene atmosphere. A green lawn leads toward the water's edge.
Home in Severn Bridge
4.86 out of 5 average rating, 78 reviews

Muskoka Riverfront Retreat with Pool & Hot Tub

Escape to a private waterfront getaway perfect for large groups, just 90 mins from the GTA. This stylish home offers flexible booking for 8 to 17+ guests. Enjoy direct water access, a large private dock, a year-round hot tub, and a seasonal pool. With a cozy fireplace (pellet stove) and fully equipped kitchen, it's your ideal retreat for relaxation and adventure in Muskoka. Launch your boat right next to our cottage directly onto the Trent Severt Waterway or enjoy our completemtraty water toys.

Top guest favorite
Townhouse in Port Severn
4.99 out of 5 average rating, 212 reviews

Pool, Wifi, Free parking, Golf, FIFA, Laundry, BBQ

Welcome We share with you our ⭐️⭐️⭐️⭐️⭐️ ‘super clean’ and pet friendly home -Free parking, -EV Charger, -Fast Wifi, -Indoor Fireplace (downstairs in the winter months only) -two outdoor fire pits (Solo Stove) -Full Kitchen, -Air Conditioning, -Peloton, -Hot Tub -Loft -Smart TV, -Washer and Dryer Oak Bay Golf Course, large yard, seasonal shared pool. Children's supplies -Crib, -toys, -playmat and custom dog 🐾house Minutes from Georgian Bay Island National Park in Muskoka.

Top guest favorite
A spacious sitting area features a dark sectional sofa and a black armchair, complemented by a rustic wooden coffee table. Large windows provide generous natural light and a view of the lake and surrounding trees. A door leads to the balcony for outdoor relaxation.
Townhouse in Huntsville
4.98 out of 5 average rating, 147 reviews

Lakehill Haven in Hidden Valley Slope and Lakeside

2 bed, 1.5 bath, 2 levels & spectacular views of Peninsula Lake & mountains. Two balconies to relax on. Enjoy a beach, tennis & basketball courts, sauna, hot tub, indoor & outdoor pool included in price next door at Hidden Valley Resort ( has a bar/restaurant). Ski hill across the road has a variety of hills and when ready, an ice rink on the lake for a game of shinny or fun skate. Also a hill for sledding out front! The area also has numerous places to visit. No water equipment provided.

Guest favorite
An aerial view captures the resort’s clubhouse surrounded by vibrant autumn foliage and rolling landscapes. Two outdoor pools are visible, complemented by sun loungers and a rocky terrain. The expansive greenery suggests recreational opportunities nearby, inviting exploration of the diverse natural surroundings.
Villa in Gravenhurst
4.89 out of 5 average rating, 27 reviews

ScandinaVilla Retreat

ScandinaVilla, an Exquisite Scandinavian-Style Private Villa is surrounded by a lush forest landscape and nestled on the grounds of the sought after Muskoka Bay Golf Resort community. Enjoy golfing, hiking trails, cycling, and water activities in nearby nature & beaches in the summer; and snowshoeing, cross country skiing, ice fishing and ice skating in the winter months. Visit the clubhouse and benefit from all its amenities including state of the art gym & 5-star dining experience!

Top guest favorite
A cozy log home is nestled among snow-covered trees. A hot tub sits in the foreground, with steam rising above the bubbling water. The cabin features multiple windows, showcasing a contrast of dark wood and snow-white accents.
Cottage in Sprucedale
4.98 out of 5 average rating, 114 reviews

*HotTub*Private* Easter* Spring discounts* Cozy*

Welcome to our enchanting family-friendly log home, a spacious and cozy retreat nestled on a secluded lot, surrounded by a lush canopy of mature trees. If you're seeking peace and tranquility, this is the perfect haven for you. Unique large, cozy log home nestled on a very private lot. Cottage is well furnished and equipped. Indoor and outdoor activities for everyone in your group to enjoy. Enjoy all four seasons at this cottage. The perfect getaway for your family and friends.

Top guest favorite
A serene balcony overlooks a sparkling lake, surrounded by lush greenery and distant rolling hills. A single adirondack chair is positioned on the wooden deck, inviting relaxation and enjoyment of the peaceful view.
Condo in Huntsville
4.94 out of 5 average rating, 158 reviews

Your Home Away from Home in Beautiful Huntsville!

Take some time away at this Hidden Valley Hideaway in Huntsville, in Muskoka. Located at the Hidden Valley Resort, next to Deerhurst, this 2-bedroom condominium is perfectly located for all seasons. Winter: Enjoy downhill and cross-country skiing, snowmobile trails, and skating all at your doorstep. Spring/Summer/Fall: Enjoy the beach, water sports, golf, treetop trekking, and so much more. With Arrowhead and Algonquin parks nearby, explore this beautiful part of Ontario!

Guest favorite
Two red Adirondack chairs are positioned on a grassy area, facing a calm lake. A sandy beach and dock are visible in the background, with trees lining the shore. The scene is bathed in natural light under a clear blue sky.
Townhouse in Huntsville
4.87 out of 5 average rating, 197 reviews

Truly Amazing Muskoka Chalet - Beach & Ski hill

*Our Chalet is a licensed Airbnb* Enjoy the Muskoka lifestyle here at our spacious 3 bdrm, 2 bath, Hidden Valley chalet on beautiful Peninsula Lake. The 3 levels of living area provide everyone with their own space. Loft bedroom has its own private bath and provides a nice getaway with views of the lake and ski hills. A place perfect for couples, families and extended families. Enjoy the sandy beach & outdoor pool in the summer months and skiing and snowboarding in the winter.

Top guest favorite
A dining area features a round table set with a light tablecloth, surrounded by black and green chairs. A lantern and small plant are placed on a tray. Large windows provide a view of the lake at sunset, enhancing the natural light.
Cottage in Callander
4.83 out of 5 average rating, 30 reviews

Private Lake front 3 bedroom cottage #6

Private Lakefront 3 Bedroom Cottage on the sheltered South Bay of Lake Nipissing. Enjoy the sunsets on your lakeside deck. Fantastic lake views. Wonderful vacation destination. Tom Rae Lodge has six lakefront well-appointed cottages. Canoes, kayaks, and paddle boats are included. Fishing boat rentals and dockage available. Seasonal Inground heated pool, whirlpool, children's activity center, and outdoor games for all to enjoy. All cottages have their own BBQs and campfire area.

Guest favorite
An indoor heated pool is featured, surrounded by wooden paneling and large windows that provide natural light. A comfortable seating area is positioned nearby, along with exercise equipment visible in the background. The clean water reflects the light, enhancing the serene ambiance.
Cottage in Baysville
4.93 out of 5 average rating, 136 reviews

Muskoka Forest Chalet with a Private Indoor Pool

Welcome to the beautiful Muskoka Forest Chalet. Equipped with a private indoor pool, wood burning fireplace, home gym, fully stocked kitchen, theatre room, new modern furnishings and much more. Escape the city life with a one-of-a-kind recently upgraded cottage. Whether you are coming with family or friends, our cottage provides a fun and relaxing experience for every guest. Enjoy activities nearby including ice fishing, hiking, snowmobile trails or shopping and dining

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