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.

%{current} / %{total}1 / 1

Guest favourite

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

4.88 out of 5 average rating, 104 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.

Guest favourite

Cottage in Burk's Falls

4.95 out of 5 average rating, 19 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.

Top Guest favourite

Townhouse in Port Severn

4.99 out of 5 average rating, 212 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.

Guest favourite

The kitchen features a modern design with ample counter space and cabinetry. Natural light enters through the windows, illuminating the stove, microwave, and refrigerator. Open shelves display dishware and utensils, while a dining table is positioned at the center, providing a welcoming area for meal preparation.

Cabin in Callander

4.89 out of 5 average rating, 61 reviews

Rivers Edge Camping Cottage

We offer fully equipped and newly renovated 2 bedroom housekeeping cottages that overlook the tranquil South River full kitchen including fridge, stove, microwave, coffee maker, toaster, dishes, pots, pans, dinning area for your great meals. Living room includes comfortable seating and pullout couch for extra guests with 32" flat screen TV with satellite and DVD player for movies. Large deck with patio set for 6 with BBQ . Come and enjoy our 13 acre property. secluded at the end of our road.

Top Guest favourite

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, 145 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.

Top Guest favourite

A spacious living area features a sectional couch with assorted cushions positioned near large windows, allowing natural light to illuminate the space. A modern coffee table sits in front, and a stone fireplace adds a cozy touch, complemented by an area rug with intricate patterns.

Condo in Huntsville

4.98 out of 5 average rating, 61 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

A cozy log home is nestled among snow-covered trees. A hot tub sits in the foreground, with steam rising above the bubbling water. The cabin features multiple windows, showcasing a contrast of dark wood and snow-white accents.

Cottage in Sprucedale

4.98 out of 5 average rating, 111 reviews

*HotTub*Cozy*Private* Large* Winter Wonderland *

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.

Top Guest favourite

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

4.94 out of 5 average rating, 156 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

Two red Adirondack chairs are positioned on a grassy area, facing a calm lake. A sandy beach and dock are visible in the background, with trees lining the shore. The scene is bathed in natural light under a clear blue sky.

Townhouse in Huntsville

4.87 out of 5 average rating, 195 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.

Top Guest favourite

An outdoor space features multiple Muskoka chairs arranged in a semi-circle around a stone fire pit. A tranquil pond with a fountain is visible in the background, surrounded by lush greenery and trees. The evening sky is tinged with soft pastel hues.

Home in Kearney

4.98 out of 5 average rating, 42 reviews

Rondial Cottage: Lrg. Kitchen, Hot Tub, Pool &More

Discover This Hidden Gem - Rondial Cottage! Escape the ordinary and enjoy luxury in nature's embrace at our private oasis! With 5 bedrooms + den, a fully equipped kitchen, and entertainment galore. Unwind by cozy fireplaces, enjoy our pool and pingpong tables, or relax in the hot tub under the stars. Explore nearly 6 acres of bliss, swim in the pool, and bond at the bonfire. Nearby adventures at Beaver Lake and Algonquin Park await! Book now for a legendary experience!

Guest favourite

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, 130 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

A living area features two comfortable sofas arranged around a wooden coffee table, which holds decorative items. A dining table with white chairs is positioned nearby, and the wall displays a subtle blue texture, adding visual interest to the space.

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