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Vacation rentals with a pool in Lake of Bays

Find and book unique homes with a pool on Airbnb

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Vacation rentals for every style

Get the amount of space that is right for you

Popular amenities for Lake of Bays rentals with a pool

Kitchen
Wifi
Pool
Free parking on premises
Air conditioning

House rentals with a pool

Guest favorite
A pristine in-ground pool is surrounded by a well-maintained patio and grassy area. The house features a modern exterior with a sloped roof and accessible steps leading to a deck adorned with planters. Sunlight reflects off the water, creating a calming ambiance.
Home in Orillia
4.94 out of 5 average rating, 35 reviews

Cute and Cozy House

Guest favorite
An outdoor swimming pool is surrounded by a wooden deck, offering space for relaxation. A serene landscape of lush green grass and tall trees stretches into the distance, providing a picturesque backdrop. A few lounge chairs are visible near the pool's edge.
Home in Kearney
4.97 out of 5 average rating, 34 reviews

Rondial Cottage: Lrg. Kitchen, Hot Tub, Pool &More

Superhost
A community heated outdoor swimming pool is surrounded by lush greenery and a variety of seating options, including blue umbrellas. The clear blue water reflects the sky, creating a serene setting for relaxation. Lounge chairs are positioned along the poolside for guest use.
Home in The Blue Mountains
4.89 out of 5 average rating, 238 reviews

Large 4 Br - 4.5 Bath; Sauna/Heated Pool/2 King

Guest favorite
A refreshing swimming pool is surrounded by a paved patio and lush greenery. An umbrella provides shade over an outdoor seating area featuring lounge chairs. The vibrant colors of the landscaping complement the clear blue water, creating a tranquil and inviting outdoor space.
Home in Midland
4.81 out of 5 average rating, 48 reviews

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

Guest favorite
Home in The Blue Mountains
4.88 out of 5 average rating, 120 reviews

Blue Mountain Retreat w/ Pool + Village Shuttle

Guest favorite
A serene outdoor space features a sparkling pool surrounded by a mix of greenery, including a neatly trimmed tree and ornamental stones. A wooden fence provides privacy, while decorative white stones add a clean touch to the pool area.
Home in Barrie
4.9 out of 5 average rating, 105 reviews

Luxurious 4BDRM-King Bed-Barrie-near Snow Resorts

Guest favorite
Home in The Blue Mountains
4.94 out of 5 average rating, 205 reviews

Pool Open / Serene mountainside home View/Shuttle

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, 45 reviews

Comfort, Luxury and Relaxation

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Condo rentals with a pool

Top guest favorite
Condo in The Blue Mountains
4.89 out of 5 average rating, 132 reviews

Blue Mountain Getaway at North Creek Resort

Guest favorite
An aerial view reveals a sprawling community of low-rise condos, interspersed with patches of green including a golf course. A swimming pool is visible within the complex, surrounded by a landscaped area. The surrounding hills are dotted with trees, showcasing a range of natural colors.
Condo in The Blue Mountains
4.88 out of 5 average rating, 178 reviews

Close to Village, 2 Bedrooms , Rivergrass

Guest favorite
A cozy family room features a spacious gray sectional sofa and a wooden coffee table. Light-colored walls and a patterned rug create a welcoming atmosphere. In the background, a kitchen area is visible, equipped with modern appliances and seating for two.
Condo in The Blue Mountains
4.93 out of 5 average rating, 305 reviews

Cozy Studio Mountainside stay in Blue Mountains

Guest favorite
An outdoor seasonal pool is surrounded by lounge chairs and lush landscaping. A community building is visible in the background, providing amenities and shade. Clear blue skies reflect off the water's surface, contributing to a peaceful ambiance in the shared space.
Condo in The Blue Mountains
4.89 out of 5 average rating, 259 reviews

Hidden Haven - Shuttle to Blue / Outdoor Pool

Top guest favorite
A bright living area features large windows that allow natural light to fill the space. Comfortable seating is arranged around a central coffee table, with a modern fireplace and a wall-mounted TV providing amenities. Soft, neutral tones dominate the décor, creating a relaxed atmosphere.
Condo in The Blue Mountains
4.97 out of 5 average rating, 107 reviews

3 Peaks at Blue Mountains, your luxury staycation!

Top guest favorite
A modern living area is featured, showcasing a grey sofa and two armchairs. A coffee table sits in front of the seating arrangement, and a wall-mounted television is positioned above a linear fireplace. Natural light streams through large windows, illuminating the space.
Condo in Blue Mountains
4.92 out of 5 average rating, 356 reviews

2 Bedroom, 2 Level Condo on Blue Mountain!

Superhost
A spacious studio features a large bed with neutral linens, a seating area with a chair, and a dining table for two. The kitchenette includes modern appliances. The indoor pool area is bright with large windows, showcasing lounge chairs and a serene swimming pool.
Condo in Oro
4.79 out of 5 average rating, 111 reviews

Spacious King Studio - Pool, Hottub, Kitchenette

Guest favorite
The image shows a private pool surrounded by modern architecture, with a spacious deck area composed of large stone tiles. Planters with greenery are positioned along the edges, enhancing the serene atmosphere. The pool features light blue water and is set against a backdrop of multi-story buildings.
Condo in Innisfil
4.94 out of 5 average rating, 125 reviews

Friday Harbour Luxury Condo Escape, Sleeps 4

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Other vacation rentals with a pool

Superhost
A wooden deck leads to the entrance of the house, featuring a covered seating area with hanging chairs. Lush greenery surrounds the property, providing a natural backdrop. The stairs are designed for easy access, ensuring a welcoming entrance for all guests.
Cottage in Huntsville
4.71 out of 5 average rating, 104 reviews

Muskoka cottage with Pool

Top guest favorite
A spacious living area features a comfortable couch and coffee table surrounded by decorative plants. Large windows provide ample natural light, framed by light-colored curtains. A stylish chandelier hangs overhead, and a wall-mounted TV offers entertainment options, creating a relaxing and inviting environment.
Condo in Innisfil
5 out of 5 average rating, 68 reviews

Luxury Stay at Friday Harbour Resort Lake Simcoe

Guest favorite
A circular arrangement of four dark blue Adirondack chairs features cozy white blankets draped over the arms. In the center, a fire pit sits on a stone patio, surrounded by a lush green lawn and trees displaying vibrant autumn foliage.
Villa in Gravenhurst
4.89 out of 5 average rating, 18 reviews

Luxury Modern Muskoka Retreat

Superhost
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
4.86 out of 5 average rating, 79 reviews

Huntsville Lakeside & Ski Chalet

Top guest favorite
A rectangular hot tub is set under a wooden pergola, featuring steps leading down into the water. Surrounding greenery and a glass railing provide a sense of openness. Sunlight casts shadows across the stone tiles and water surface.
Condo in Innisfil
4.95 out of 5 average rating, 65 reviews

Walkout to Courtyard w/ Pool, Hot Tub and Fire Pit

Guest favorite
An aerial view captures the resort’s clubhouse surrounded by vibrant autumn foliage and rolling landscapes. Two outdoor pools are visible, complemented by sun loungers and a rocky terrain. The expansive greenery suggests recreational opportunities nearby, inviting exploration of the diverse natural surroundings.
Villa in Gravenhurst
4.86 out of 5 average rating, 22 reviews

ScandinaVilla Retreat

Top guest favorite
An open-concept living and dining area features a large wooden table with gray chairs. A comfortable gray sofa and armchairs are arranged around a coffee table. Large windows offer views of the mountains, framed by yellow drapes, and a light fixture hangs above the dining table.
Apartment in The Blue Mountains
5 out of 5 average rating, 45 reviews

Gorgeous Two Bedroom Condo Overlooking Ski Hill

Top guest favorite
A modern living room is presented, featuring a deep grey sofa and a round coffee table at its center. Two abstract artworks adorn the walls, while large sliding glass doors provide views of a snowy landscape outside. A cozy armchair and decorative plants add warmth to the space.
Home in Gravenhurst
5 out of 5 average rating, 20 reviews

Luxury Resort Villa on Muskoka Bay Golf Course

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Quick stats about vacation rentals with a pool in Lake of Bays

  • Total rentals

    40 properties

  • Nightly prices starting at

    ﺩ.ﺇ220 before taxes and fees

  • Total number of reviews

    1.5K reviews

  • Family-friendly rentals

    40 properties are a good fit for families

  • Rentals with dedicated workspaces

    20 properties have a dedicated workspace

  • Wifi availability

    40 properties include access to wifi

Destinations to explore

  1. Airbnb
  2. Canada
  3. Ontario
  4. Muskoka District
  5. Lake of Bays
  6. Rentals with pools