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

4.89 out of 5 average rating, 72 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, 200 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, 130 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 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 in Huntsville

4.75 out of 5 average rating, 99 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

Guest favorite

The wooden dock extends into the calm waters of Otter Lake, surrounded by green trees and natural scenery. The clear blue sky is reflected on the water's surface, creating a serene environment for relaxation and outdoor activities.

Cottage in Coldwater

4.98 out of 5 average rating, 40 reviews

Cozy 3BR cottage on tranquil lake in Severn

Our pup friendly, small but cozy 2 bedroom cottage with separate 1 bd bunkie steps from the cottage offers a serene view of Otter Lake. 🏞 Wake to the sound of birds singing 🐦 or the hoot of an owl 🦉in a nearby tree and have coffee ☕️ on the deck overlooking the lake. Spend your day exploring nature on the lake with our kayaks or peddle boat, 🚣 cast a rod, or just relax at the dock. You can also take a hike in the forest behind the cottage or take a long walk on the gravel road.

Superhost

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

4.83 out of 5 average rating, 18 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

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, 133 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, 186 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, 117 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

Guest favorite

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

4.95 out of 5 average rating, 76 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

4.95 out of 5 average rating, 43 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

Guest favorite

An expansive green field stretches under a clear blue sky, dotted with fluffy clouds. A round aboveground pool sits to the right, with a ladder for access. Nearby, a designated play area is partially visible, complementing the serene landscape of rolling hills in the background.

Home in Huntsville

4.91 out of 5 average rating, 23 reviews

Muskoka Farmhouse w/ Family Amenities | +5 Acres

Escape the city and immerse yourself in a spacious, modern farmhouse nestled on 5+ pristine acres. Just minutes from downtown Huntsville and Arrowhead Provincial Park, this property offers the perfect blend of comfort, convenience, and natural beauty. Ideal for families, our home comes fully equipped with child-friendly amenities and breathtaking landscape views that promise a rejuvenating getaway.