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Vacation rentals with a pool in Lake of Bays

Find and book unique homes with a pool on Airbnb

Top-rated rentals with a pool in Lake of Bays

Guests agree: these homes with a pool are highly rated for location, cleanliness, and more.

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Top guest favorite

The exterior of a well-maintained home is captured, surrounded by lush greenery and flower beds. A stone pathway leads to the entrance, which features a covered porch with large windows. Colorful flowers add vibrancy to the garden area, complemented by a serene natural setting.

Guest suite in Kawartha Lakes

4.98 out of 5 average rating, 397 reviews

A "Peace" of Eden -- Private suite in country home

Quiet country setting surrounded by forest and farmland, bordering on the Altberg Wildlife Sanctuary Nature Reserve. Lower level suite with private entrance includes one separate bedroom, one bed with room divider in the common space, plus a full bath, kitchen facilities, and living area. Once called the "United Nations of birds", we are just a short drive from public beaches, lakes, the Victoria Rail Trail, and Monck's Landing Golf Course (stay and play package available). Fabulous star-gazing!

A peaceful beach scene captures the soft sand shoreline leading to the water's edge. Gentle waves lap at the shore, and the sky is filled with warm sunset hues. A cottage is visible in the background, nestled among trees, enhancing the serene atmosphere.

Cottage in Tiny

4.96 out of 5 average rating, 134 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

The main living area includes a comfortable sectional sofa and an armchair beside the large windows, offering views of the lake. A wooden dining table with matching chairs is centered beneath a lantern. Natural light fills the space, complemented by warm wooden accents.

Townhouse in Huntsville

4.98 out of 5 average rating, 140 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.

A glass table is set on a balcony, featuring an ice bucket holding a bottle of sparkling wine, accompanied by two elegant glasses. Soft string lights provide gentle illumination, enhancing the cozy atmosphere. A potted plant adds a touch of greenery.

Condo in Innisfil

4.99 out of 5 average rating, 172 reviews

Fire & Ice Spa w/ Private Sauna!

Welcome to the most unique suite at Friday Harbour Resort! Relax, refresh, unwind and rejuvenate in your very own spa experience which includes large infrared sauna, 3 indoor fireplaces and outdoor fire table. Kiss those winter blues away while you warm up in the most cozy suite, perfect for a romantic getaway. Every stay includes a bottle of bubbly to toast with the one who is most important to you! We know you will enjoy your stay and love the outdoor elements AND the indoor ones too!

A serene bedroom features a dark headboard positioned against light gray walls. Three botanical prints hang above a cozy bed with soft blue bedding. On either side, glass lamps provide gentle illumination, and a potted plant adds a touch of greenery near the window.

Condo in Innisfil

4.93 out of 5 average rating, 189 reviews

The Friday Flat | Sunny Escape by the Marina

Enjoy access to all of Friday Harbour's world-class amenities, including a golf course and sandy beach. Take a dip in the outdoor pool and explore the kilometres of scenic walking trails that wind through the Nature Preserve Located just a short drive from Toronto, Friday Harbour offers the perfect escape from city life. Spend your days exploring the shops and restaurants of the promenade, or venture out onto the lake Come experience the ultimate waterfront getaway at Friday Harbour

Top guest favorite

The historic log home features detailed architecture with hand-sewn logs, complemented by a vibrant red front door. A well-maintained garden with yellow flowers and greenery surrounds the entrance, while a stone pathway leads to the porch, providing easy access for guests.

Cottage in Sprucedale

4.98 out of 5 average rating, 107 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.

A serene balcony overlooks a sparkling lake, surrounded by lush greenery and distant rolling hills. A single adirondack chair is positioned on the wooden deck, inviting relaxation and enjoyment of the peaceful view.

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!

An open-concept kitchen features sleek white cabinetry and a black granite island with three modern bar stools. Natural light fills the space through large glass doors, which lead to a balcony. A minimalistic design with potted plants enhances the welcoming atmosphere.

Condo in Innisfil

4.87 out of 5 average rating, 166 reviews

Friday Harbor Upscale 1Bed+Sofabed+Pool Option

Experience the allure of Friday Harbour! Stay in this gorgeously furnished 1-bedroom condo, complete with a pullout sofa bed. Enjoy the stunning outdoor relaxation area that overlooks the courtyard pool. The condo features a spacious bedroom with a closet and a large bathroom. Its layout is perfect for both relaxation and entertainment, with an open concept living area and a kitchen featuring an island. Embrace the ultimate indoor and outdoor living experience at Friday Harbour!

Two red Adirondack chairs are positioned on a grassy area, facing a calm lake. A sandy beach and dock are visible in the background, with trees lining the shore. The scene is bathed in natural light under a clear blue sky.

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.

An indoor heated pool is featured, surrounded by wooden paneling and large windows that provide natural light. A comfortable seating area is positioned nearby, along with exercise equipment visible in the background. The clean water reflects the light, enhancing the serene ambiance.

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

Aerial view of a charming multi-unit building surrounded by lush greenery. The structure features a combination of yellow and white exteriors, with distinct architectural details. A paved parking area is visible in the foreground, providing ample space for vehicles.

4.88 out of 5 average rating, 273 reviews

Spacious 1-br w jacuzzi at Horseshoe Valley

Welcome to Horseshoe Valley, just 1.5 hrs north of Greater Toronto Area. It's a four-season wonder of nature with limitless access to lakes, rivers, trails, and rolling hills. Whether you aim to ski in snow-laden forests of pine, hit golf at one of eighteen golf courses, mountain bike or hike in several landscape trails, soak in the healing experience of Vetta Nordic spa, or simply relax at the tranquility of the area, this place is simply yours to enjoy!

A green kayak is positioned at the edge of a calm lake, surrounded by a forest of trees displaying autumn colors. Beyond the kayak, a boat launch area and vehicles are visible along the shoreline, with gentle ripples on the water reflecting the serene landscape.

Cottage in Haliburton

4.83 out of 5 average rating, 116 reviews

Lakefront Cottage W Hottub, Pool, Sauna & Kayaks

Tucked in wooded hills with private access to Redstone lake, our 5-BR, 2.5-bath cottage offers the perfect balance of comfort and nature. Just 10 mins from local shops, trails, and LCBO, and 20 mins to Haliburton. Enjoy a private saltwater pool (June–Sept), hot tub, sauna, fire pit, and high-speed Wi-Fi. Swim, paddleboard (1), or kayak (2) from the dock. We love creating a welcoming space—please, treat it as your own. Questions? Message us anytime!

Vacation rentals for every style

Get the amount of space that is right for you

Cabins

Kick off your hiking boots at these rustic lodgings

Cottages

Quaint homes, peaceful surroundings

Chalets

Adventure-ready homes with après-ski style

Popular amenities for Lake of Bays rentals with a pool

Free parking on premises

Air conditioning

House rentals with a pool

The exterior of a renovated house is framed by lush green trees and shrubs. A wooden staircase leads to the front door, enhancing the welcoming entrance. The light blue siding complements the dark green roof, while a driveway is visible alongside the property.

Home in Orillia

4.95 out of 5 average rating, 43 reviews

Cute and Cozy House

A hot tub is positioned on a deck with views overlooking a tranquil pond surrounded by greenery. A fountain gently bubbles in the water, creating a peaceful ambiance. Lush trees frame the scene, highlighting the natural setting.

Home in Kearney

4.97 out of 5 average rating, 37 reviews

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

A bright and spacious living area features a comfortable white sofa paired with dark blue accent chairs. A stylish dining table is set for meals, while a gas fireplace and mounted television create a cozy atmosphere. Natural light fills the room through large windows.

Home in Shanty Bay

4.92 out of 5 average rating, 89 reviews

King Bed, Pool, Gym, Ravine View, Your Getaway!

A private swimming pool is surrounded by well-maintained gardens, featuring vibrant green shrubs and flowers. A spacious patio area with outdoor furniture is also visible. The clear blue sky enhances the serene ambiance of this inviting outdoor space.

Home in Midland

4.82 out of 5 average rating, 49 reviews

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

The entrance features double doors in a dark finish, adorned with elegant seasonal wreaths. Flanking the doors are decorative wall art pieces. A small bistro table with two chairs is positioned on a stone patio, complemented by potted snake plants and decorative pumpkins.

4.91 out of 5 average rating, 114 reviews

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

The exterior of the Hawkstone cottage is displayed, featuring a well-manicured lawn and a gravel pathway leading to the entrance. The house showcases a blend of natural surroundings, with trees and greenery framing the front. A spacious deck is visible, accompanied by outdoor seating.

Home in Hawkestone

4.84 out of 5 average rating, 43 reviews

Beautiful Cottage w Indoor Pool, Sauna, Pool Table

An indoor heated pool area is featured, enclosed with high ceilings and large windows. Comfortable seating is arranged nearby, with a minimalist coffee table in the center. A garage-style door allows for an open transition to the outdoors, enhancing the spacious feel of the room.

Home in Beaverton

4.84 out of 5 average rating, 56 reviews

Luxury Family Home Indoor Pool Hot Tub Lake Access

Top guest favorite

Home in Gravenhurst

5 out of 5 average rating, 23 reviews

Luxury Resort Villa on Muskoka Bay Golf Course

Condo rentals with a 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, 75 reviews

Luxury Stay at Friday Harbour Resort Lake Simcoe

Top guest favorite

An outdoor area is depicted, featuring five wooden adirondack chairs arranged around a fire pit. Neatly manicured grass surrounds the seating, while trees with colorful foliage offer a vibrant touch. Modern apartment buildings are visible in the background under a clear blue sky.

Condo in Innisfil

5 out of 5 average rating, 16 reviews

Perfect ~Huge Patio ~ 2BR ~ BBQ ~ Friday Harbour

The living room features a comfortable sofa adorned with decorative pillows. A Smart TV is positioned on the wall opposite a glass dining table set for four. Natural light floods the space through large glass doors, offering views of the private patio.

Condo in Innisfil

4.91 out of 5 average rating, 150 reviews

Beautiful Condo, 2 Bedrooms and a Den in a Resort!

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.

4.78 out of 5 average rating, 115 reviews

Spacious King Studio - Pool, Hottub, Kitchenette

A bright living area is showcased with a red sofa and a glass coffee table positioned on a patterned rug. Large glass doors open to a balcony. A colorful wall art piece features a scenic landscape, adding a vibrant touch to the space.

Condo in Innisfil

4.94 out of 5 average rating, 131 reviews

Friday Harbour Luxury Condo Escape, Sleeps 4

Top guest favorite

A stylish living area features a soft gray sofa adorned with various decorative pillows in shades of blue. A light wooden coffee table, with a woven basket beneath, is positioned in front. A serene abstract mural in cool tones enhances the calming ambiance.

Condo in Innisfil

5 out of 5 average rating, 52 reviews

Charming 2 Bed/2 Bath at Friday Harbour Resort

An open-concept living space features modern furnishings and sleek cabinetry. A spacious grey sofa and an accent chair are set around a coffee table. The kitchen area includes stainless steel appliances and a breakfast bar with four stools, creating a warm and functional atmosphere.

Condo in Innisfil

4.85 out of 5 average rating, 188 reviews

Marina view at Friday Harbour 2bd/2bth Pool option

The exterior showcases a striking building with a red-and-white color scheme, surrounded by lush greenery. An indoor pool area is visible through large glass windows. An inviting fireplace is framed by stone, while a spacious dining area features a wooden table accompanied by six chairs.

4.88 out of 5 average rating, 193 reviews

Private 2BR Condo | 4 Beds+Pool+Resort

Other vacation rentals with a pool

A private rooftop patio features comfortable seating and views overlooking Lake Simcoe. An outdoor pool with lounge chairs invites relaxation, while an interior view showcases a modern chef’s kitchen with sleek appliances and bar seating. Natural light fills the open living space through large windows.

Townhouse in Orillia

5 out of 5 average rating, 17 reviews

Lake Simcoe Family Stay | 3BR+Rooftop+Pool+Kayaks

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, 19 reviews

Luxury Modern Muskoka Retreat

Condo in Innisfil

4.91 out of 5 average rating, 56 reviews

Nature trail views with cozy patio and firetable!

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

An aerial view of a spacious cottage surrounded by greenery, featuring a gravel area with six red Muskoka chairs arranged around a central firepit. The sunset casts a warm glow over the landscape, enhancing the natural beauty of the property.

Bungalow in Bracebridge

4.86 out of 5 average rating, 94 reviews

Chic & Spacious Home|Private Hot tub & Pool

Apartment in Shanty Bay

4.88 out of 5 average rating, 8 reviews

King Bed Suite | Pool • Hot Tub • Gym Access

Top guest favorite

A modern living area features a gray sofa adorned with decorative pillows, accompanied by a glass coffee table and a patterned area rug. Wall shelves display decorative items and potted plants, adding a fresh touch to the muted backdrop.

Apartment in Innisfil

4.98 out of 5 average rating, 41 reviews

Trendy 1 Bdrm w/Pool & Hot Tub View

Top guest favorite

The chalet showcases a rustic wooden exterior with large windows and a sloped roof, surrounded by a snow-covered landscape. A fenced yard provides privacy, and an outdoor staircase leads to the upper level, enhancing the chalet's two-story design.

Guesthouse in Barrie

4.98 out of 5 average rating, 91 reviews

Warm rustic luxury chalet near lake & skiing

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

Total rentals
40 properties
Nightly prices starting at
€ 43 before taxes and fees
Total number of reviews
1.6K reviews
Family-friendly rentals
30 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