Vacation rentals with a pool in Muskoka District Municipality

Find and book unique homes with a pool on Airbnb

Top-rated rentals with a pool in Muskoka District Municipality

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

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Guest favorite

Townhouse in Port Severn

5 out of 5 average rating, 180 reviews

Top 1% Guest Favourite EV Charger Wi-Fi Hot Tub

Welcome We share with you our ⭐️⭐️⭐️⭐️⭐️ ‘super clean’ and pet friendly home We have: -Self check in -Free parking, -EV Charger, -Fast Wifi, -Indoor Fireplace -two outdoor fire pits (Solo Stove) -Full Kitchen, -Air Conditioning, -Peloton, -Hot Tub -Loft -Smart TV, -Cable, -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. Sustainable

Guest favorite

Home in Gravenhurst

4.97 out of 5 average rating, 30 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 (access to amenities can be attained for a fee of $40)

Superhost

Condo in Huntsville

4.82 out of 5 average rating, 33 reviews

Huntsville Lakeside & Ski Chalet

Enjoy the beauty of Muskoka lakeside living at our newly renovated spacious 3-bedroom, 2-bath chalet on picturesque Peninsula Lake. This lake & ski retreat offers three levels of living space, ensuring everyone has their own private area. The loft bedroom, with a private bath, provides a peaceful escape with stunning views of the lake and ski hills. Perfect for couples, families, and extended families. Enjoy the sandy beach and outdoor pool in summer, and skiing and snowboarding in winter.

Guest favorite

Townhouse in Huntsville

4.98 out of 5 average rating, 114 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

Villa in Gravenhurst

4.86 out of 5 average rating, 14 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

Villa in Gravenhurst

4.89 out of 5 average rating, 9 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!

Guest favorite

Chalet in Huntsville

4.94 out of 5 average rating, 65 reviews

Chalet Next To Hidden Valley Resort!

Relax with the whole family at this cozy, newly furnished getaway! Not only do you have Peninsula Lake steps from the chalet, the Hidden Valley Resort is next door where you have access to the outdoor pool! Due to new ownership, we no longer have access to the amenities but you may purchase a day pass at a 15% discounted rate. See full details in photos section. Regardless, a jacuzzi tub awaits you in the unit after your outdoor activities! Relax in front of a wood burning fireplace.

Guest favorite

Cottage in Sprucedale

4.98 out of 5 average rating, 81 reviews

*HotTub*Large* Cozy*Private* Snow shoe trails*

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

Condo in Huntsville

4.94 out of 5 average rating, 114 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

Townhouse in Huntsville

4.87 out of 5 average rating, 178 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.

Superhost

Cottage in Bracebridge

4.91 out of 5 average rating, 22 reviews

Sauna | HotTub | Private Cottage on 8 Acre Forest

Relax with the whole family at this peaceful place to stay. Our Cottage Sits minutes from the main highway, waterfalls, town center, and ALSO has its own 8 acres of Forest with Hundreds of acres surrounding it! 50 ft off the main house sits the Cozy Cabin with additional sleeping spots. *NEW* Fully enclosed gazebo for a bug-free , rain-free outdoor experience! Above ground pool is open until mid-September with a newly built sun deck . Santa’s Village - 18mins away

Guest favorite

Cottage in Baysville

4.94 out of 5 average rating, 97 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