Holiday 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.

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Guest favourite
Apartment in Huntsville
4.87 out of 5 average rating, 85 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 favourite
Townhouse in Port Severn
5 out of 5 average rating, 208 reviews

Wifi, Free parking, Ski, Kitchen, Laundry, TV, 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, -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 favourite
Townhouse in Huntsville
4.98 out of 5 average rating, 139 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 favourite
Villa in Gravenhurst
4.93 out of 5 average rating, 15 reviews

Nordic Elegance Villa in Muskoka

Welcome to Nordic Elegance Villa at Muskoka Bay Resort! This villa showcases Scandinavian design and offers a sophisticated ambiance. As a 5-star property, it is designed to exceed your expectations, with amenities tailored for families. Explore a wide array of Muskoka Bay Resort's amenities, including a swimming pool, sauna, trails, and golfing (ranked #1 golf course in Ontario). Minutes away from local parks and Muskoka Steamships/Discovery Centre. Bring the family and enjoy all the fun!

Top guest favourite
Apartment in Huntsville
4.98 out of 5 average rating, 56 reviews

HIDDEN VALLEY ESCAPE 🛶☀️🎿 Park Pass Included

LOOK NO FURTHER ☀️🫎🛶🦆🏖️ * Park Pass included -Algonquin & Arrowhead!!! * Book a week and save 10% / Book a month (28 days) and save 25% ‼️ * Superhosts have 30 Years experience in 5 ⭐️ hotel industry * Disney+ !! * Work and Play confidently with 180 mbps unlimited wifi * Walk onto the Slopes!Easy!! * Secure storage locker for 🎿 🏂 ⛳️ * Steps from Beach and docks! * 10 min to town for all conveniences! * 2 mins from Deerhurst (restaurants etc) * Walk to HV restaurant steps away!

Top guest favourite
Cottage in Sprucedale
4.98 out of 5 average rating, 106 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 favourite
Apartment in Huntsville
4.93 out of 5 average rating, 149 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 favourite
Townhouse in Huntsville
4.88 out of 5 average rating, 190 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 favourite
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
Home in Carling
5 out of 5 average rating, 4 reviews

The Franklin at Dillon Cove

- 3-bedroom rental overlooking the bay– perfect for families or small groups - Sleeps up to 6+ guests with 1 queen bed, 1 double bed, bunk bed, and a futon - Step outside to your private deck with comfortable patio furniture for relaxing outdoors - Equipped with a coffee maker and microwave for convenient meals - Dishes and utensils included for all your cooking needs - Fire TV available for your entertainment - 4-piece bathroom (tub, shower, toilet, sink) - Propane BBQ

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!

Top guest favourite
Home in Gravenhurst
4.96 out of 5 average rating, 48 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

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