Vacation rentals with a pool in Parry Sound District

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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
4.87 out of 5 average rating, 118 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
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

Top guest favorite
Townhouse in Port Severn
4.99 out of 5 average rating, 213 reviews

Pool, Wifi, Free parking, Golf, 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, 148 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.

Top guest favorite
A fire pit surrounded by six wooden Adirondack chairs is set in a gravel area, offering a cozy gathering spot. The two-story villa is visible in the background, framed by the surrounding trees and under a bright blue sky.
Cottage in Lake of Bays
5 out of 5 average rating, 37 reviews

Luxe Muskoka retreat for 8, hot tub sauna fire pit

Nestled amongst 2.5 acres of tranquil forest, our luxurious 4-bedroom villa offers a private, hidden retreat with breathtaking views of the stars at night. Perfectly designed for those seeking both adventure and relaxation, this home combines natural beauty with modern elegance. Whether you’re sipping your morning coffee on the deck or stargazing in the evening, every moment at this secluded sanctuary feels like a peaceful escape from the everyday. Huntsville and Dwight Beach are nearby.

Guest favorite
A spacious outdoor area features bright blue Adirondack chairs around a stone fire pit. A lawn is visible with lush greenery, and a two-story cottage stands in the background, adorned with string lights. A patio space is equipped with lounge chairs and a large inflatable pool accessory.
Cottage in Severn Bridge
4.95 out of 5 average rating, 22 reviews

Your Getaway to Summer fun in Muskoka

Fun for the whole family! Located on the Trent Seven River just south of Sparrow lake. Swimming off the dock or in the pool your family will truly enjoy this cottage. Campfires in the fire pit by the water making s'mores on warm summers nights. No need to worry about getting to sleep as the cottage is fully air conditioned. Bring your own boat and tie up at the dock there is a private launch 2 mins down the road The cottage is fully stocked with essentials and has high speed internet.

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
Cottage in Sprucedale
4.98 out of 5 average rating, 115 reviews

Hot tub, Pool, private, Long Wknd21 degrees BOOK!

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, 159 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, 198 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.

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
4.94 out of 5 average rating, 140 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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