
Vacation rentals with a pool in Parry Sound District
Find and book unique homes with a pool on Airbnb
Top-rated rentals with a pool in Parry Sound District
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.
4.86 out of 5 average rating, 144 reviews
The North Retreat
The ultimate escape at this tranquil 4-season, 3-acre getaway on 3 Mile Lake, 25 minutes north of Huntsville. Loads of water activities, a massive private sandy beach for relaxation & play, captivating creek & forest to explore, & the option to unwind in the hot tub or swim spa, offers endless possibilities. This private getaway provides the perfect setting for a memorable experience all year round. Close to Hidden Valley Ski Hill, Arrowhead Provincial Park iceskating & OFSC snowmobile trails.
4.97 out of 5 average rating, 32 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!
4.94 out of 5 average rating, 186 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 !
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.
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.
4.99 out of 5 average rating, 233 reviews
Hot tub! Fall colours! Private! Peaceful! Cozy!
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.
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.
4.88 out of 5 average rating, 202 reviews
Indoor Saltwater Pool w/ Fire Pit, Near Arrowhead
Unwind at this rare-to-find 9 plus acre all-season retreat in Burk's Falls. Luxurious indoor heated Saltwater Pool, full size multi-sport tennis basketball court. Pool Table, Ping Pong, BBQ + Fire Pit. No shortage of things to do! Secluded, private, spacious. Perfect for children's birthday, corporate events, work retreat, team building, multi-family reunion. 9 mins to Golf, Fishing + sandy Beach. 20 mins to Arrowhead, 4-wheeling, OFSC snowmobile trails. Sleeps 14. Starlink
4.99 out of 5 average rating, 68 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
4.94 out of 5 average rating, 158 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!
5.0 out of 5 average rating, 9 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.
4.88 out of 5 average rating, 111 reviewsPopular amenities for Parry Sound District rentals with a pool
House rentals with a pool

Muskoka Riverfront Retreat + Hot Tub, pool, sauna
4.86 out of 5 average rating, 94 reviews
Comfort, Luxury and Relaxation
4.95 out of 5 average rating, 66 reviews
Muskoka Farmhouse w/ Family Amenities | +5 Acres
4.95 out of 5 average rating, 56 reviews
Harrison Haven
4.84 out of 5 average rating, 19 reviews
Spacious Cottage with Hot Tub

8 Acre Wood
4.94 out of 5 average rating, 185 reviews
Muskoka 50 Acre Retreat w/ Pool, Game Room, Trails
5.0 out of 5 average rating, 14 reviews
The Franklin at Dillon Cove
5.0 out of 5 average rating, 5 reviewsOther vacation rentals with a pool

GavenScape a Luxury 3 Bedroom Villa
5.0 out of 5 average rating, 16 reviews
ScandinaVilla Retreat
4.82 out of 5 average rating, 39 reviews
Luxury Modern Muskoka Retreat
4.92 out of 5 average rating, 24 reviews
HIDDEN VALLEY ESCAPE 🛶☀️🎿 Park Pass Included
4.99 out of 5 average rating, 70 reviews
Private Lake front 3 bedroom cottage #6
4.84 out of 5 average rating, 32 reviews
Rivers Edge Camping Cottage
4.9 out of 5 average rating, 69 reviews
Luxury Resort Villa in Muskoka
4.94 out of 5 average rating, 50 reviews
Muskoka♥Log♥Cottage♥Forest♥Pool♥Arrowhead♥Hot-Tub
4.81 out of 5 average rating, 102 reviewsDestinations to explore
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