Vacation 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 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

4.86 out of 5 average rating, 80 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.

Top guest favorite

An inviting outdoor seating area is presented, featuring bright orange Adirondack chairs arranged around a stone patio. The backyard is landscaped with green grass and is bordered by wooden fencing, enhancing the sense of privacy. A hot tub is visible in the background.

Townhouse in Port Severn

5 out of 5 average rating, 207 reviews

Top 1% Guest Favourite EV Charger, Golf, Hot Tub

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, 136 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

4.89 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 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

4.86 out of 5 average rating, 22 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, 103 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 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

4.93 out of 5 average rating, 142 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!

Top guest favorite

Townhouse in Huntsville

4.88 out of 5 average rating, 189 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

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, 123 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

Superhost

A cozy living area features a grey sofa adorned with throw pillows, set against a light-colored, nature-patterned wallpaper. A rustic wooden coffee table rests on a light area rug, complemented by a blue accent chair and a lamp, providing soft, ambient lighting.

Chalet in Huntsville

4.89 out of 5 average rating, 82 reviews

Chalet Next To Hidden Valley Resort! STRA-2025-6

Relax with the whole family at this cozy ski themed getaway! Steps from beautiful Peninsula Lake steps & next to the Hidden Valley Resort and ski hills where you have access to the outdoor pool! Due to new ownership, we no longer have access to the amenities but you do have access to the outdoor pool! See full details in photos section. Regardless, a jacuzzi tub and wood burning fireplace awaits you in the chalet after your outdoor activities!

Guest favorite

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, 47 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

Superhost

An aerial view of the spacious cottage showcases its large backyard, featuring a swimming pool and a fire pit area surrounded by nature. The property is bordered by trees, offering privacy from the outside, with winding driveways leading to the home.

Bungalow in Bracebridge

4.86 out of 5 average rating, 93 reviews

Chic & Spacious Home|Private Hot tub & Pool

This is the perfect place for a relaxing getaway! The spacious 2500sqft cottage is situated on a stunning 2.5 acre property with plenty of privacy, peace and quiet. This luxurious 4 bedroom , 3 bathroom cottage is a 3 minute drive to the Muskoka Highlands Golf course and is 4 minutes away from downtown Bracebridge. It features an outdoor hot tub, pool, firepit and much more.