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

4.87 out of 5 average rating, 95 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.

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 favorite

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 favorite

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, 143 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

A circular arrangement of four dark blue Adirondack chairs features cozy white blankets draped over the arms. In the center, a fire pit sits on a stone patio, surrounded by a lush green lawn and trees displaying vibrant autumn foliage.

Villa in Gravenhurst

4.9 out of 5 average rating, 20 reviews

Luxury Modern Muskoka Retreat

Exquisite Scandinavian-style private villa surrounded by a lush forest landscape. Situated on the grounds of the Muskoka Bay Golf Resort, this 5 star property won’t disappoint. RARE special corner villa with walls of windows. Only two in the entire community. Enjoy the infinity pool (May-Oct), tennis, trails, golfing or just a lovely bonfire overlooking the hilly landscape. Don’t forget to visit the clubhouse and all its amenities including state of the art gym & 5 star dining experience!

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!

Top guest favorite

A spacious living area features a sectional couch with assorted cushions positioned near large windows, allowing natural light to illuminate the space. A modern coffee table sits in front, and a stone fireplace adds a cozy touch, complemented by an area rug with intricate patterns.

Condo in Huntsville

4.98 out of 5 average rating, 59 reviews

HIDDEN VALLEY ESCAPE 🛶☀️🎿 Park Pass Included

LOOK NO FURTHER ☀️🫎🛶🦆🏖️ * Park Pass included -Algonquin & Arrowhead!!! * Book a week and save 10% / Book a month (28 days) and save 25% ‼️ * Superhosts have 30 Years experience in 5 ⭐️ hotel industry * Disney+ !! * Work and Play confidently with 180 mbps unlimited wifi * Walk onto the Slopes!Easy!! * Secure storage locker for 🎿 🏂 ⛳️ * Steps from Beach and docks! * 10 min to town for all conveniences! * 2 mins from Deerhurst (restaurants etc) * Walk to HV restaurant steps away!

Guest favorite

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 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, 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 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, 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 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, 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 favorite

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!