Vacation 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.

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Guest favourite

Home in Midland

4.8 out of 5 average rating, 46 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!

Top guest favourite

Townhouse in Port Severn

4.99 out of 5 average rating, 199 reviews

Top 1% Guest Favourite EV Charger, Golf, Hot Tub

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

Cottage in Tiny

4.97 out of 5 average rating, 117 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.

Top guest favourite

Townhouse in Huntsville

4.98 out of 5 average rating, 130 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

Cottage in Coldwater

4.98 out of 5 average rating, 40 reviews

Cozy 3BR cottage on tranquil lake in Severn

Our pup friendly, small but cozy 2 bedroom cottage with separate 1 bd bunkie steps from the cottage offers a serene view of Otter Lake. 🏞 Wake to the sound of birds singing 🐦 or the hoot of an owl 🦉in a nearby tree and have coffee ☕️ on the deck overlooking the lake. Spend your day exploring nature on the lake with our kayaks or peddle boat, 🚣 cast a rod, or just relax at the dock. You can also take a hike in the forest behind the cottage or take a long walk on the gravel road.

Superhost

Houseboat in Penetanguishene

4.8 out of 5 average rating, 15 reviews

Float House on Georgian Bay

Enjoy this unique floating home located on Georgian Bay. This floating home has a bedroom with a Queen Bed with a private bathroom, full kitchen, couch that can be converted into a bed, a loft with 2 single beds and a deck to enjoy the beautiful view. Enjoy the adjoining BBQ cabana as well as the marina’s amenities including the outdoor swimming pool. This is a completely non smoking/vaping building. There is also free transient dockage for a 26 ft boat or rent a boat during your stay.

Guest favourite

Condo in Huntsville

4.93 out of 5 average rating, 132 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!

Top guest favourite

Townhouse in Huntsville

4.88 out of 5 average rating, 185 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, 115 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

Guest favourite

Bungalow in Lafontaine Beach

4.92 out of 5 average rating, 61 reviews

Sweet Memories of Georgian Bay

Beautiful renovated cottage at the family oriented Georgian Bay Beach Club! Amazing views of Georgian Bay. Private beach, stunning pool and lounge area. Private courtyard for dining/lounge beside cottage. Enclosed porch with view of Georgian Bay. Very quiet and tranquil, nature walks outside your door. Surrounded by beautiful mature trees...the perfect place just to read a book and watch the waves. Parking for 2 cars with easy access to main entrance door.

Guest favourite

Chalet in Huntsville

4.95 out of 5 average rating, 76 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!

Guest favourite

Cottage in Lafontaine

4.83 out of 5 average rating, 246 reviews

Beach house (with pool open May-Oct)

Georgian Bay Beach club. Cute cottage perfect for families, couples, or anyone wanting to relax! 2 bedrooms, 1 bathroom, furnished, pool and private beach on the shores of beautiful Georgian Bay! Cottage is part of a 12 cottage community that shares the pool and beach area. Always super clean, professionally cleaned after every guest! Note: pool is closed October to mid May.