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Holiday rentals with a pool in Muskoka District

Find and book unique homes with a pool on Airbnb

Top-rated rentals with a pool in Muskoka District

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

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Guest favourite
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.
Apartment in Huntsville
4.88 out of 5 average rating, 89 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
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

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
4.75 out of 5 average rating, 64 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
5 out of 5 average rating, 211 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, 141 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 favourite
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
4.89 out of 5 average rating, 19 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!

Guest favourite
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!

Superhost
A wooden deck leads to the entrance of the house, featuring a covered seating area with hanging chairs. Lush greenery surrounds the property, providing a natural backdrop. The stairs are designed for easy access, ensuring a welcoming entrance for all guests.
Cottage
4.74 out of 5 average rating, 114 reviews

Muskoka cottage with Pool

Enjoy at this stylish, spacious, & family-friendly place with your friends and family ➤5 Bedrooms house with 3 queens, 1 king, & 1 bunk bed ➤2 Living rooms with sitting arrangements & a sofa bed ➤3 Full bathrooms ➤Pool (available during summer only) ➤Fully equipped kitchen ➤Toy room in the basement for Kids ➤85" HD TV with Netflix ➤Patio, BBQ, & fire pit ➤Fresh linens, towels, toiletries, & essentials provided ➤Professionally cleaned every time ➤On-driveway parking for up to 4 vehicles

Top guest favourite
The historic log home features detailed architecture with hand-sewn logs, complemented by a vibrant red front door. A well-maintained garden with yellow flowers and greenery surrounds the entrance, while a stone pathway leads to the porch, providing easy access for guests.
Cottage in Sprucedale
4.98 out of 5 average rating, 107 reviews

*HotTub*Large* Fall Colours*FirePit* 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.

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, 155 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
4.88 out of 5 average rating, 192 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 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, 124 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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