Vacation rentals with a pool in Dysart et al

Guest suite in Kawartha Lakes

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.

4.98 out of 5 average rating, 390 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!

5 out of 5 average rating, 4 reviews

A spacious living area is presented with a modern aesthetic, featuring a comfortable seating arrangement and a decorative coffee table. A wall-mounted television is showcased above a stylish fireplace. Natural light fills the room through large windows, offering a view of the outdoors.

Condo in Fenelon Falls

LUXE Lakeside 2 Bdrm, 2 Bath Suite

Visit picturesque Fenelon Falls and stay at this trendy luxury lakeside suite located just steps from the serene waters of Lake Cameron, part of the Kawartha Lakes with spectacular panoramic lake views and lakeside living experience! This upcoming LUXE resort style condo will be the ultimate destination in all seasons featuring a pool, club house and lake access, paddle board and inflatable kayak included! Just minutes from DT Fenelon Falls shops, dining, entertaining and outdoor adventures!

Apartment in Havelock-Belmont-Methuen

A rack holds several kayaks under the shade of trees in a spacious yard. The peaceful lake is visible in the background, bordered by greenery. Sunlight filters through the leaves, creating a calm atmosphere that enhances the natural surroundings.

4.95 out of 5 average rating, 200 reviews

Belmont Lake Getaway

8 + acres w/ Fully Private separate entry facing pond & lake ,one bedroom with queen bed, living room with queen pull out couch , TV etc, dining room, full kitchen, and bathroom is wheelchair accessible, host main house above, Summer: kayaks and canoes , fishing, ducks & pond , full gardens. Pizza night is every Saturday . Winter: snow shoes skating, ice fishing ,curling ,lots of winter activities. Local Chocolate & Cheese factories, Wineries, We added an Eco Pool with beach for swimming.

4.97 out of 5 average rating, 203 reviews

The cozy interior of the Meadow Dome features a brown leather sofa and a stylish armchair positioned on a soft area rug. A wood stove is situated beside a stack of firewood, while a large window provides natural light and views of the outdoor surroundings.

Dome in MONT

Natural Spa: Dome, pool, hot tub, sauna & trails

The Meadow Dome is a private oasis surrounded by 98 acres of gorgeous nature you will have all to yourself. •NEW natural pool, without chlorine •Cedar cabin sauna •Chemical-free hot tub •Walking trails •Indoor fireplace •Outdoor fire pit Close to Algonquin Park Surrounded by thousands of lakes. Meadow Dome is an ideal spot if you want to unwind and enjoy nature at its finest. Meadow Dome is solar powered with wood heating and drinking water provided. There is a close by outhouse.

4.88 out of 5 average rating, 56 reviews

A rustic cabin exterior is framed by tall trees, featuring a porch with multiple seating areas. Steps lead up to a central door, surrounded by decorative signs and wooden details. Natural textures and greenery enhance the inviting atmosphere of the retreat.

Cottage in Tory Hill

Fun countryside retreat on 25 acres with stream

Paul and Anne welcome you to tranquil 2 bedroom retreat on 25 acres of breathtaking forrest in Haliburton. The location offers easy access to various outdoor activities and attractions. Explore the nearby lakes for fishing, boating, or swimming. Embark on a canoeing adventure down a local tranquil river or discover the local wildlife on a hiking trail. For those seeking cultural experiences, visit the lovely town of Haliburton, that offers art galleries, shops, and delicious dining options.

4.98 out of 5 average rating, 130 reviews

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

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.

4.91 out of 5 average rating, 128 reviews

Cottage in L'Amable

Waterfront Cottage with Pool & Hot Tub.

Four Season Cottage on Stimears Lake. 2 bedrooms, 1.5 bathrooms. View of the lake from kitchen, living area and primary bedroom. Small Hot tub (it is a 3 person hot tub / not a large hot tub), games room, dock, waterfront. Summer Only - kayak & row boat + above ground pool. Close to downtown Bancroft, snowmobile/ATV trails, hiking, great fishing, public boat launch, small quiet lake. Please review listing very carefully before booking. Our listing & photos are very accurate & real.

Guesthouse in Palmer Rapids

An above-ground pool with a wooden surround is set within a lush green yard. The guest house, featuring large windows and a welcoming porch, is visible in the background, framed by tall trees and landscaped bushes.

4.94 out of 5 average rating, 35 reviews

Sunshine Guest House & Retreat - Palmer Rapids, ON

Just minutes to several beaches. Our guest house, a 3 season gem, sleeps up to 6 & was renovated from a gazebo & child's playhouse! Enjoy a vacation or create a customized healing retreat with our personalized healing services of readings, energy healing, and other offerings. We LOVE hosting & have put lots of fun & thought into the details. Whether you are a group of friends, a family, or even a couple seeking to get away to a quiet space, we are sure you will enjoy your time here.

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.

4.93 out of 5 average rating, 133 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!

4.86 out of 5 average rating, 103 reviews

An aerial view captures a spacious cottage surrounded by dense trees. The outdoor area features a private saltwater pool, a hot tub, and a sauna. Decking connects to seating areas, while a trampoline is visible in the yard, emphasizing the tranquil, wooded setting.

Cottage in Haliburton

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! Questions? Send us a message.

4.88 out of 5 average rating, 185 reviews

Townhouse in Huntsville

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.

4.95 out of 5 average rating, 117 reviews

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

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

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

Houses

A space thats all yours, with room for everyone

Cottages

Quaint homes, peaceful surroundings

Popular amenities for Dysart et al rentals with a pool

Kitchen

Wifi

Pool

Free parking on premises

Air conditioning

House rentals with a pool

5 out of 5 average rating, 30 reviews

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

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

4.9 out of 5 average rating, 31 reviews

The exterior of the house displays a welcoming entrance featuring stairs leading to a spacious deck. A set of adirondack chairs is positioned on a stone patio, surrounded by well-maintained grass and greenery, providing a perfect area for relaxation.

Home in Brechin

Canal Lake Cottage|6+1 Bedrooms/4Baths/2Kitchens

5 out of 5 average rating, 8 reviews

A quaint stone house is surrounded by lush greenery, with vibrant flowers and plants visible in a landscaped garden. A cheerful yellow picket fence marks the entry to the property, adding a pop of color to the serene environment.

Home in Marmora

Stone House Manor

4.83 out of 5 average rating, 6 reviews

A well-appointed sleeping area features a spacious bed dressed in dark patterned linens. Soft gray towels are neatly placed on the bed. Two bedside lamps are positioned on either side of a dark wood nightstand, while natural light enters through the nearby window, framed by dark curtains.

Home in Marmora

Countryside Getaway | On the Heritage Trail

5 out of 5 average rating, 18 reviews

Home in Gravenhurst

Luxury Resort Villa on Muskoka Bay Golf Course

4.95 out of 5 average rating, 43 reviews

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

Comfort, Luxury and Relaxation

4.91 out of 5 average rating, 23 reviews

An expansive green field stretches under a clear blue sky, dotted with fluffy clouds. A round aboveground pool sits to the right, with a ladder for access. Nearby, a designated play area is partially visible, complementing the serene landscape of rolling hills in the background.

Home in Huntsville

Muskoka Farmhouse w/ Family Amenities | +5 Acres

4.92 out of 5 average rating, 26 reviews

A covered porch area features a glass-top table with four chairs. Beyond, the pool is visible alongside the lake, offering serene water views framed by trees. The setting captures a peaceful outdoor space ideal for relaxation and family gatherings.

Home in Kawartha Lakes

Charming 3-Bedroom Lake Front Cottage with Pool

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Condo rentals with a pool

A spacious living area features a sectional couch with assorted cushions positioned near large windows, allowing natural light to illuminate the space. A modern coffee table sits in front, and a stone fireplace adds a cozy touch, complemented by an area rug with intricate patterns.

4.98 out of 5 average rating, 47 reviews

HIDDEN VALLEY ESCAPE 🛶☀️🎿 Park Pass Included

4.93 out of 5 average rating, 133 reviews

Your Home Away from Home in Beautiful Huntsville!

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.

4.89 out of 5 average rating, 71 reviews

Huntsville Lakeside & Ski Chalet

5 out of 5 average rating, 4 reviews

Condo in Fenelon Falls

LUXE Lakeside 2 Bdrm, 2 Bath Suite

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Other vacation rentals with a pool

5 out of 5 average rating, 5 reviews

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

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

4.88 out of 5 average rating, 17 reviews

A modern boat house is situated on the water's edge, featuring a spacious deck with sun loungers and colorful seating. Kayaks and canoes are visible nearby, while a swimming platform and water trampoline are anchored off the dock, surrounded by lush greenery.

Townhouse in Baysville

Perfect Muskoka Escape ~ Hot tub~ Fireplace

The outdoor area features a spacious wooden deck surrounding a hot tub and an above-ground pool. A cozy seating arrangement is visible, along with lush greenery and landscaped beds, enhancing the cottage's rustic charm. The structure boasts a distinctive log design beneath a sloped green roof.

Cottage in Huntsville

4.85 out of 5 average rating, 87 reviews

Muskoka ♥Log♥ Cottage,♥ Forest♥ Pool,♥ Arrowhead♥ Hot-Tub

5 out of 5 average rating, 6 reviews

An outdoor dining area features a large table surrounded by six chairs, with additional seating provided by two tall chairs nearby. A modern barbecue grill is positioned to the side. The backdrop includes a spacious patio and large windows leading into the villa.

Villa in Gravenhurst

GavenScape a Luxury 3 Bedroom Villa

5 out of 5 average rating, 22 reviews

An indoor lap pool with a clear blue surface is complemented by surrounding tiled flooring. On the opposite side, a tranquil lakeside view reflects soft morning light through a hazy mist, framed by greenery and distant trees.

Cottage in Dorset

Dorset Poolhouse

A log cabin exterior is viewed, featuring a spacious deck with red chairs and soft landscaping. Natural stone pathways lead to the entrance, and trees partially shade the cabin. The warm wood tones of the structure contrast against the blue sky and greenery surrounding the property.

Cottage in Dysart and Others

5 out of 5 average rating, 4 reviews

Lavish Lake Front Cottage Log Cabin, on Eagle Lake

4.92 out of 5 average rating, 12 reviews

A serene view of 3 Mile Lake is presented, surrounded by lush greenery and distant hills. The clear water reflects the sky, with a sandy beach visible on the shore. Docks and boats can be seen along the water's edge, enhancing the tranquil atmosphere.

Cottage in Burk's Falls

The North Retreat