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.

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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!

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.

Guest favourite
Cottage in Tiny
4.97 out of 5 average rating, 133 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, 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.

Superhost
Cottage in Huntsville
4.73 out of 5 average rating, 111 reviews

Muskoka cottage with Pool

Enjoy at this stylish, spacious, & family-friendly place with your friends and family ➤5 Bedrooms house with 3 queens, 1 king, & 1 bunk bed ➤2 Living rooms with sitting arrangements & a sofa bed ➤3 Full bathrooms ➤Pool (available during summer only) ➤Fully equipped kitchen ➤Toy room in the basement for Kids ➤85" HD TV with Netflix ➤Patio, BBQ, & fire pit ➤Fresh linens, towels, toiletries, & essentials provided ➤Professionally cleaned every time ➤On-driveway parking for up to 4 vehicles

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
Condo in Huntsville
4.93 out of 5 average rating, 151 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, 192 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, 124 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

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

Top Guest favourite
Home in Gravenhurst
5 out of 5 average rating, 23 reviews

Luxury Resort Villa on Muskoka Bay Golf Course

Brand new, luxury Villa on award winning golf course in Muskoka Bay Resort. Whether you're staying with friends to fine tune your golf game, relaxing at the clubhouse pool and sauna, or bringing the family for some quality time together, our Villa will provide you with the warmth and comfort you deserve. Note: Seasonal closing date for the outdoor heated pool is October 14, 2025.

Popular amenities for The Archipelago rentals with a pool

Quick stats about holiday rentals with a pool in The Archipelago

  • Total rentals

    20 properties

  • Nightly prices starting at

    $123 AUD before taxes and fees

  • Total number of reviews

    270 reviews

  • Family-friendly rentals

    20 properties are a good fit for families

  • Pet-friendly rentals

    10 properties allow pets

  • Wi-Fi availability

    20 properties include access to Wi-Fi