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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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Top guest favorite
An indoor heated saltwater pool is presented, framed by warm wooden paneling. Natural light enters through large windows, illuminating the serene water surface. Two steps lead into the pool area, complimented by a peaceful indoor plant nearby.
Cottage in Burk's Falls
4.98 out of 5 average rating, 54 reviews

Indoor Saltwater Pool w/ Fire Pit, Near Arrowhead

Unwind at this rare-to-find 9 plus acre all-season retreat in Burk's Falls. Luxurious indoor heated Saltwater Pool, full size multi-sport tennis basketball court, plus an awesome recreation room with Pool Table. Ping Pong, BBQ, Fire Pit. No shortage of things to do! Secluded, private, spacious. Perfect for children's birthday, corporate events, work retreat, team building, multi-family reunion. 9 mins to Golf, Fishing. 20 mins to Arrowhead, 4-wheeling, OFSC snowmobile trails. Sleeps 14. Starlink

Guest favorite
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 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
4.96 out of 5 average rating, 140 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
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!

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 Hilll, Algonquin ice skating and OFSC snowmobile trails.

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, 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.

Guest favorite
Home in Orillia
4.92 out of 5 average rating, 25 reviews

Spruce Lane Retreat

Spruce Lane retreat, a farmhouse with a pool, pond, trails, firepit, hot tub, and gorgeous open and private landscape, situated on 22 acres. Chef's kitchen formal dining room, Napoleon BBQ, Orillia restaurants, entertainment, Rama, golf, skiing, beaches - almost all are 15 mins away. Multiple gathering areas inside and out - front porch, quiet sitting room, basement games room with pool table, massive great room combined w/ kitchen, back deck, screen room, patio, and cabana!

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

Superhost
The exterior of a modern estate showcases a combination of stone and sleek dark materials. Large windows reflect warm light, highlighting the architectural design against a colorful sunset sky. A gravel pathway leads to the entrance, framed by landscaped grounds.
Villa in Tiny
4.9 out of 5 average rating, 41 reviews

*NEW* Breathtaking Estate in Tiny | Hot tub | Pool

This breathtaking 9-bedroom, 6-bathroom estate sits on 10+ acres and comfortably sleeps 22 guests. The property features a sparkling pool, hot tub, and expansive outdoor space for relaxation. Inside, the entertainment-ready basement includes a bar, game area, and plenty of room to gather. Whether you're hosting a family reunion, a retreat with friends, or simply looking for a luxurious escape, this stunning estate offers the perfect blend of comfort, style, and fun.

Guest favorite
An indoor pool is framed by large windows that allow natural light to fill the space. The ceiling features wooden beams that create an airy atmosphere. Two chairs are positioned nearby, and vibrant yellow flowers are visible through an adjacent window.
Home in Orillia
4.77 out of 5 average rating, 70 reviews

Casa ~ Pool ~ Fire Pit ~ BBQ

Relax with the whole family at our peaceful forest estate. Mother nature is your only neighbour and she comes right to your doorstep to welcome you. Enjoy the peaceful serenity of the forest that surrounds you. Enjoy our pool, nearby ATV trails, and all the activities Orillia has to offer. Guest access You'll have access to the entire property. The backyard is completely private, with zero light pollution, so please enjoy the stars and the peace and calm of nature.

Top guest favorite
A hot tub is positioned in the foreground, bubbling gently under a twilight sky. In the background, a modern lakefront cottage with extensive glass windows offers views of the surrounding nature. A well-maintained yard features a pathway leading to the cottage and additional outdoor seating.
Home in Victoria Harbour
5 out of 5 average rating, 14 reviews

Sunrise

This beautiful four bedroom lakefront cottage features huge windows that offer breathtaking views of the water and surrounding nature. Natural light floods every room, creating a warm and inviting space to relax in. The open-concept design connect the living, dining, and kitchen areas, making it perfect for entertaining or family gathering Step outside to enjoy the fresh air and peaceful sounds of the lake.

Popular amenities for The Archipelago rentals with a pool

Quick stats about vacation rentals with a pool in The Archipelago

  • Total vacation rentals

    Explore 20 vacation rentals in The Archipelago

  • Nightly prices starting at

    The Archipelago vacation rentals start at ﺩ.ﺇ294 per night before taxes and fees

  • Verified guest reviews

    Over 270 verified reviews to help you choose

  • Family-friendly vacation rentals

    20 properties offer extra space & kid-friendly amenities

  • Pet-friendly vacation rentals

    Find 10 rentals that welcome pets

  • Wi-Fi availability

    20 of The Archipelago vacation rentals include wi-fi access

  • Popular amenities for guests

    Guests love Kitchen, Wifi, and Pool across The Archipelago rentals

  • 4.9 Average rating

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