
Holiday rentals with a pool in Muskoka
Find and book unique homes with a pool on Airbnb
Top-rated rentals with a pool in Muskoka
Guests agree: These homes with a pool are highly rated for location, cleanliness and more.

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.
ValueFamilyView
4.86 out of 5 average rating, 143 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, Limberlost, and Algonquin parks nearby, explore this beautiful part of Ontario!
ValueLocationCondition
4.94 out of 5 average rating, 185 reviews
New Built Modern Luxury Cottage
Escape to this newly built, modern luxury waterfront cottage—only 1.5 hrs from Toronto! bedrooms+(inquire), 5 baths, and space for 13+guests, it's perfect for big groups or multi-family getaways. Walk just 3 mins to the marina, LCBO, and local restaurant. Golf is 5 mins away, with Orillia 20 mins south and Gravenhurst 20 mins north. Enjoy year-round comfort, stylish design, and endless indoor/outdoor games and activities (Volleyball and badminton net) for all ages. Your perfect getaway !
ValueFamilyLayout
4.94 out of 5 average rating, 36 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.
LocationValueHeating
4.98 out of 5 average rating, 158 reviews
Pool, Wifi, Free parking, Golf, Laundry, 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, -Private Hot Tub -Loft -Smart TV, -Washer and Dryer Golf, large yard, seasonal shared pool. Children's supplies -Crib, -toys, -playmat and custom dog 🐾house Minutes from Georgian Bay Island National Park in Muskoka.
LocationValueCheckout
4.99 out of 5 average rating, 233 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!
LocationFamilyBarbecue
4.82 out of 5 average rating, 39 reviews
Hot tub! Fall colours! Thanksgiving! 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.
FamilyValueKitchen
4.95 out of 5 average rating, 127 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.
ValueFamilyBathroom
4.88 out of 5 average rating, 201 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
FamilyLocationBathroom
4.94 out of 5 average rating, 157 reviews
Luxury Cottage with Hot Tub
Boat access only cottage with hot tub and spectacular water views. Located in Muskoka Lakes on the spectacular Trent Severn Waterway 1.5 hours North of Toronto. Perfect for boating, water skiing, tubing, canoeing, swimming and fishing Gorgeous deck with views of the Severn River. Stylish and luxurious finishes throughout including a gourmet kitchen. Not to be missed is the screened in Muskoka Room perfect for enjoying dinner and game nights, even in the rain!
LocationFamilyCondition
5.0 out of 5 average rating, 9 reviews
Muskoka Luxury Cottage.Hot Tub/Outdoor Steam Sauna
Quaint, cozy, cottage on Mirror Lake in the heart of Port Carling. A family friendly getaway for all ages! This stunning waterfront property is in between Lake Muskoka and Lake Joseph. The perfect spot for family and friends to get together and make memories. Sauna, hot tub. Quiet and peaceful, yet so close to shopping, dining, LCBO, and golfing. Please note air hockey table is under repair.
FamilyLocationPets
4.79 out of 5 average rating, 115 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.
LocationFamilyKitchen
4.88 out of 5 average rating, 110 reviewsPopular amenities for Muskoka rentals with a pool
House rentals with a pool

Comfort, Luxury and Relaxation
LocationFamilyView
4.95 out of 5 average rating, 66 reviews
Muskoka Riverfront Retreat with Pool & Hot Tub
ValueFamilyView
4.86 out of 5 average rating, 93 reviews
Muskoka Farmhouse w/ Family Amenities | +5 Acres
LocationFamilyCheckout
4.95 out of 5 average rating, 56 reviews
Spacious Cottage with Hot Tub

8 Acre Wood
ValueFamilyLaundry
4.93 out of 5 average rating, 184 reviews
Muskoka 50 Acre Retreat w/ Pool, Game Room, Trails
FamilyLocationBathroom
5.0 out of 5 average rating, 13 reviews
Rocky Crest Cottage
FamilyLocationIndoor spaces
5.0 out of 5 average rating, 9 reviews
Adorable 3-bedroom Cottage with Pool & Hot tub
FamilyLocationIndoor spaces
4.93 out of 5 average rating, 56 reviewsOther holiday rentals with a pool

Largest Villa at Muskoka Bay Club with a Hot Tub!
FamilyValueBeach
4.73 out of 5 average rating, 583 reviews
Luxury Modern Muskoka Retreat
LocationFamilyCheckout
4.92 out of 5 average rating, 24 reviews
Luxury Resort Villa in Muskoka
LocationFamilyCondition
4.94 out of 5 average rating, 50 reviews
HIDDEN VALLEY ESCAPE 🛶☀️🎿 Park Pass Included
FamilyLocationAccuracy
4.99 out of 5 average rating, 70 reviews
Muskoka ♥Log♥ Cottage,♥ Forest♥ Pool,♥ Arrowhead♥ Hot-Tub
FamilyValueDecor
4.81 out of 5 average rating, 102 reviews
Doe Lakehouse | Pool + Hot Tub Lakeside Escape
FamilyLocationBiking
4.6 out of 5 average rating, 121 reviews
Discovery Retreat: Hot Tub, Firepit, Game Room
FamilyValuePool
4.76 out of 5 average rating, 79 reviews
Moon Rock: The Muskoka Retreat
LocationFamilyBreakfast
4.92 out of 5 average rating, 37 reviewsDestinations to explore
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- Rentals with pools Ontario
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- Ontario Cottage Rentals
- Wasaga Beach Area
- Arrowhead Provincial Park
- Torrance Barrens Dark Sky Conservation Area
- Mount St. Louis Moonstone
- Gull Lake
- Killbear Provincial Park
- Awenda Provincial Park
- Deerhurst Highlands Golf Course
- Menominee Lake
- Fairy Lake
- Casino Rama Resort
- Georgian Bay Islands National Park
- Lions Lookout
- Three Mile Lake
- Bass Lake Provincial Park
- Wye Marsh Wildlife Centre
- Dorset Lookout Tower
- Couchiching Beach Park
- Burl's Creek Event Grounds
- Kee To Bala
- South Muskoka Curling and Golf Club
- Orillia Opera House
- Haliburton Forest & Wild Life Reserve Ltd





