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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 favorite
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.

Guest favorite
A scenic riverside view is captured, showcasing a calm waterway lined with homes. A large tree stands prominently in the foreground, with the sun setting softly in the background, providing a serene atmosphere. A green lawn leads toward the water's edge.
Home in Severn Bridge
4.87 out of 5 average rating, 75 reviews

Muskoka Waterfront + hot tub, pool and ice hut

Experience the perfect blend of relaxation and adventure at this riverfront getaway, ideal for large groups. Summer: Enjoy the cool clear water of the Severn River or Sparrow Lake, along with a large pool (closed end of September), hot tub, and a ton of fun activities in the premises. Enjoy the stunning beauty of Muskok’s Winter Wonderland from our hot tub, ride your sled in the amazing Muskoka Snowmobile Trail system, or go ice fishing in our complementary hut. Just 90 minutes from the GTA!

Guest favorite
Home in Midland
4.8 out of 5 average rating, 50 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 favorite
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 favorite
Cottage in Tiny
4.97 out of 5 average rating, 146 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 favorite
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.

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

Guest favorite
The cottage features a welcoming porch with large windows, providing a view of the surrounding trees and nature. The entrance is flanked by picnic tables, inviting outdoor gatherings. Soft evening light enhances the cozy atmosphere of the renovated exterior.
Bungalow in Lafontaine Beach
4.91 out of 5 average rating, 74 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 favorite
A clear blue sky hovers over a tranquil pool, with vibrant green hydrangeas framing the view. The pool's edge is lined with stone paving, offering direct sightlines to the expansive waters of Georgian Bay, enhancing the peaceful outdoor retreat.
Guest suite in Midland
4.95 out of 5 average rating, 43 reviews

The Magic by Georgian Bay

Settled in a quiet neighbourhood within walking distance to restaurants, shops, art and cultural events in central Midland. Enjoy waterfront views, next to a beautiful pool with direct access to the Georgian Bay trail, that is meandering along the shore of Georgian Bay. Cyclists paradise cruising the shores of Georgian Bay as part of the Trans Canada trail for miles. From Penetanguishene to Victoria Harbor and Coldwater.

Guest favorite
Cottage in Lafontaine
4.84 out of 5 average rating, 271 reviews

Cozy Beach Cottage with Pool | Georgian Bay

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 in Tiny township. 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.

Top guest favorite
The exterior of the villa showcases a modern design with a combination of wood and dark paneling. Large glass doors provide access to a patio area, while a well-maintained lawn offers a green space for outdoor activities.
Home in Gravenhurst
4.96 out of 5 average rating, 52 reviews

Comfort, Luxury and Relaxation

Welcome to beautiful Muskoka. Leave the city behind and unwind in this calm, quiet, four-season luxury villa at Muskoka Bay Resort in Gravenhurst. Just steps from one of Canada’s top golf courses, enjoy refined amenities including wood-barrel saunas, infinity and children’s pools (seasonal), scenic bike rides, and the cliff-top clubhouse offering one of Muskoka’s finest dining experiences.

Top guest favorite
Home in Huntsville
4.94 out of 5 average rating, 35 reviews

Muskoka Farmhouse w/ Family Amenities | +5 Acres

Welcome to Vista Farm - Your Model Muskoka Retreat🌾 Escape the city and unwind at Vista Farm, a spacious and bright farmhouse-style retreat set on 5+ acres of rolling Muskoka landscape just minutes from downtown Huntsville and Arrowhead Provincial Park. Perfect for families, groups, or multi-family getaways, this beautifully appointed home offers space, comfort, and unforgettable views.

Popular amenities for The Archipelago rentals with a pool