Holiday 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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Top guest favourite

An indoor heated saltwater pool is presented, framed by warm wooden paneling. Natural light enters through large windows, illuminating the serene water surface. Two steps lead into the pool area, complimented by a peaceful indoor plant nearby.

Cottage in Burk's Falls

4.98 out of 5 average rating, 54 reviews

Indoor Saltwater Pool w/ Fire Pit, Near Arrowhead

Unwind at this rare-to-find 9 plus acre all-season retreat in Burk's Falls. Luxurious indoor heated Saltwater Pool, full size multi-sport tennis basketball court, plus an awesome recreation room with Pool Table. Ping Pong, BBQ, Fire Pit. No shortage of things to do! Secluded, private, spacious. Perfect for children's birthday, corporate events, work retreat, team building, multi-family reunion. 9 mins to Golf, Fishing. 20 mins to Arrowhead, 4-wheeling, OFSC snowmobile trails. Sleeps 14. Starlink

Superhost

The swimming pool is framed by concrete surfaces and features a sleek diving board at its edge. Lounge seating is positioned nearby, with vibrant greenery lining the space and providing a sense of privacy. A well-maintained property is visible in the background, surrounded by trees.

Cottage in Penetanguishene

4.74 out of 5 average rating, 66 reviews

Discovery Retreat: Hot Tub, Firepit, Game Room

Welcome to The Discovery Retreat. Nestled amidst 100-year-old trees in the historic town of Penetanguishene, our cozy wooden cottage offers serenity and charm. Wake up to breathtaking views of the forest from your bedroom window. Relax in our large hot tub and a heated 600sqft pool, overlooking the tranquil discovery bay and vibrant sunset hues. Watch the night sky huddled up by the fire pit. Choose from our extensive collection of indoor games for a cozy night in. Your perfect retreat awaits!

Top guest favourite

Townhouse in Port Severn

4.99 out of 5 average rating, 212 reviews

Wifi, Free parking, Ski, Kitchen, Laundry, TV, 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 favourite

The main living area includes a comfortable sectional sofa and an armchair beside the large windows, offering views of the lake. A wooden dining table with matching chairs is centered beneath a lantern. Natural light fills the space, complemented by warm wooden accents.

Townhouse in Huntsville

4.98 out of 5 average rating, 144 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.

Superhost

A modern living area features a spacious gray sofa with decorative pillows, an upholstered chair, and a large ottoman placed on a soft area rug. Bright natural light fills the room through expansive sliding glass doors that open to a serene outdoor view.

Villa in Gravenhurst

4.93 out of 5 average rating, 15 reviews

Nordic Elegance Villa in Muskoka

Welcome to Nordic Elegance Villa at Muskoka Bay Resort! This villa showcases Scandinavian design and offers a sophisticated ambiance. As a 5-star property, it is designed to exceed your expectations, with amenities tailored for families. Explore a wide array of Muskoka Bay Resort's amenities, including a swimming pool, sauna, trails, and golfing (ranked #1 golf course in Ontario). Minutes away from local parks and Muskoka Steamships/Discovery Centre. Bring the family and enjoy all the fun!

Guest favourite

Cottage in Burk's Falls

4.95 out of 5 average rating, 19 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 Hilll, Algonquin ice skating and OFSC snowmobile trails.

Top guest favourite

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, 109 reviews

*HotTub*Christmas 23-26 available* Cozy*Private*

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 favourite

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.

Apartment in Huntsville

4.94 out of 5 average rating, 156 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 favourite

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, 195 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 favourite

An outdoor space features multiple Muskoka chairs arranged in a semi-circle around a stone fire pit. A tranquil pond with a fountain is visible in the background, surrounded by lush greenery and trees. The evening sky is tinged with soft pastel hues.

Home in Kearney

4.97 out of 5 average rating, 39 reviews

Rondial Cottage: Lrg. Kitchen, Hot Tub, Pool &More

Discover This Hidden Gem - Rondial Cottage! Escape the ordinary and enjoy luxury in nature's embrace at our private oasis! With 5 bedrooms + den, a fully equipped kitchen, and entertainment galore. Unwind by cozy fireplaces, enjoy our pool and pingpong tables, or relax in the hot tub under the stars. Explore nearly 6 acres of bliss, swim in the pool, and bond at the bonfire. Nearby adventures at Beaver Lake and Algonquin Park await! Book now for a legendary experience!

Guest favourite

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

4.95 out of 5 average rating, 125 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

Top guest favourite

The exterior of the villa showcases a modern design with a combination of wood and dark paneling. Large glass doors provide access to a patio area, while a well-maintained lawn offers a green space for outdoor activities.

Home in Gravenhurst

4.96 out of 5 average rating, 50 reviews

Comfort, Luxury and Relaxation

Welcome to beautiful Muskoka! Escape the city and relax in this calm, quiet and luxury 4 season villa. Located at Muskoka Bay resort in Gravenhurst, this villa is located steps away from one of the Top Golf Courses in Canada. Enjoy luxury amenities including wood barrel saunas, big wheel bikes, outdoor infinity pool, outdoor children's pool (Pool seasonal) and the Cliff-Top club house boasting one of the best culinary experiences in Muskoka