Holiday rentals with a pool in The Archipelago

Find and book unique homes with a pool on Airbnb

Top-rated rentals with a pool in The Archipelago

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
4.87 out of 5 average rating, 95 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
Home in Midland
4.82 out of 5 average rating, 49 reviews

Our vacation home. Fully equipped. Pool. Fire Pit.

Stylish. Privacy. Location. Our Vacation Home, is in vibrant Downtown Midland. We’ve recently renovated our amazing century home and it is ready for you to enjoy! – its beauty matches the beauty of the town. Our spacious home features a great backyard for you to relax in. When venturing out to explore the area we know you’ll enjoy Midland Harbour. This picturesque natural attraction has been a favourite of tourists and boaters from around the world. Our home is just a few minutes’ walk away!

Superhost
The swimming pool is framed by concrete surfaces and features a sleek diving board at its edge. Lounge seating is positioned nearby, with vibrant greenery lining the space and providing a sense of privacy. A well-maintained property is visible in the background, surrounded by trees.
Cottage in Penetanguishene
4.74 out of 5 average rating, 66 reviews

Discovery Retreat: Hot Tub, Firepit, Game Room

Welcome to The Discovery Retreat. Nestled amidst 100-year-old trees in the historic town of Penetanguishene, our cozy wooden cottage offers serenity and charm. Wake up to breathtaking views of the forest from your bedroom window. Relax in our large hot tub and a heated 600sqft pool, overlooking the tranquil discovery bay and vibrant sunset hues. Watch the night sky huddled up by the fire pit. Choose from our extensive collection of indoor games for a cozy night in. Your perfect retreat awaits!

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
A peaceful beach scene captures the soft sand shoreline leading to the water's edge. Gentle waves lap at the shore, and the sky is filled with warm sunset hues. A cottage is visible in the background, nestled among trees, enhancing the serene atmosphere.
Cottage in Tiny
4.96 out of 5 average rating, 139 reviews

Ultimate Georgian Bay Vacation Getaway

Come and stay at our beautifully renovated *all-season* beachfront cottage and enjoy a breathtaking panoramic view of Georgian Bay! You'll discover the cottage sitting atop a sand dune, right on one of the most stunning freshwater beaches in the world. This rare location hosts a private covered deck hovering over the white sand, in a beach house closer to the bay than anywhere else around! Summer guests also enjoy use of a heated salt water pool and large resort deck created by Paul Lafrance.

Superhost
An inviting living space features a comfortable gray sofa adorned with decorative pillows. A rustic wooden coffee table sits at the center on a layered area rug, complemented by the natural light filtering through the windows. Plants add a touch of greenery to the room.
Cottage in Penetanguishene
4.92 out of 5 average rating, 39 reviews

Georgian Bay Escape

Located right next to Georgian Bay, our well-equipped home is the perfect get away with lots of activities in the quaint town of Penetanguishene. Explore the area with a snowmobile tour or ski at near by slopes. Lots of beautiful beach's near by for your summer stays. The home is also equipped for remote work. Only minutes from the waterfront, Champlain Wendat Park with a splash pad, outdoor gym, skateboard, museum , floating fishing dock, beach volleyball, restaurants along the way!

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, 143 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 modern living area features a spacious gray sofa with decorative pillows, an upholstered chair, and a large ottoman placed on a soft area rug. Bright natural light fills the room through expansive sliding glass doors that open to a serene outdoor view.
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
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, 109 reviews

*HotTub*Christmas 23-26 available* 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.

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
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, 125 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

Popular amenities for The Archipelago rentals with a pool

Quick stats about holiday rentals with a pool in The Archipelago

  • Total holiday rentals

    Explore 20 holiday rentals in The Archipelago

  • Nightly prices starting at

    The Archipelago holiday rentals start at $122 AUD per night before taxes and fees

  • Verified guest reviews

    Over 270 verified reviews to help you choose

  • Family-friendly holiday rentals

    20 properties offer extra space and kid-friendly amenities

  • Pet-friendly accommodation

    Find 10 rentals that welcome pets

  • Wi-Fi availability

    20 of The Archipelago holiday rentals include Wi-Fi access

  • Popular amenities for guests

    Guests love Kitchen, Wi-Fi and Pool across The Archipelago rentals

  • 4.9 Average rating

    The Archipelago stays are highly rated by guests—averaging 4.9 out of 5!