Holiday 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, 398 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!

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.

4.94 out of 5 average rating, 210 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.

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.

4.99 out of 5 average rating, 173 reviews

Fire & Ice Spa w/ Private Sauna!

Welcome to the most unique suite at Friday Harbour Resort! Relax, refresh and unwind in your very own private 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! Make Fire & Ice your next vacation destination and reconnect in a most romantic, relaxing suite!

4.97 out of 5 average rating, 234 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.

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.

4.85 out of 5 average rating, 188 reviews

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

This Black Cherry model condo is the most sought after layout at Friday harbour, featuring a spacious-well-designed kitchen, living room and balcony area with two bedrooms and two bathrooms ideal for families, couples, or solo travellers. Enjoy comfortable sleeping with a king bed in the master bedroom also featuring an ensuite bath and walking closet, and a Queen bed in the second bedroom. Enjoy a view of the beautiful landscaped courtyard out to the marina while lounging or eating outside.

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.

4.93 out of 5 average rating, 192 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

4.91 out of 5 average rating, 138 reviews

A wooden dock extends into a calm lake, reflecting surrounding trees and a clear blue sky. The still water highlights the serene atmosphere, while small ripples are visible near the dock's edge. Natural beauty surrounds this tranquil outdoor space.

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.

4.94 out of 5 average rating, 155 reviews

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

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!

4.88 out of 5 average rating, 192 reviews

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

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, 124 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

4.95 out of 5 average rating, 547 reviews

Cabin in Golden Lake

Cozy Cabin Getaway-Fireplace • Algonquin Pass

Featured in Condé Nast Traveler "8 log cabins worth an air ticket" you won’t find anything else quite like this tiny cottage on Golden Lake. Designed for romantic getaways with that special someone, this gorgeous lakefront cabin is exactly what you need to leave behind the hustle and bustle of the city. As soon as you arrive, you will be greeted by the charming exterior and adorable balcony that will be the perfect place to enjoy your morning coffee.

4.83 out of 5 average rating, 118 reviews

A well-lit outdoor deck is surrounded by snow-covered terrain, featuring patio furniture arranged for relaxation. Warm string lights are hung above, creating a charming atmosphere. A hot tub and barbecue grill are positioned nearby, inviting guests to enjoy the tranquil winter setting.

Cottage in Haliburton

Lakefront Cabin W Hottub, Sauna, Near Sir Sam Ski!

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!

Popular amenities for Dysart et al rentals with a pool

Kitchen

Wi-Fi

Pool

Free parking on premises

Air conditioning

House rentals with a pool

4.95 out of 5 average rating, 43 reviews

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

Cute and Cozy House

4.97 out of 5 average rating, 38 reviews

An outdoor space features multiple Muskoka chairs arranged in a semi-circle around a stone fire pit. A tranquil pond with a fountain is visible in the background, surrounded by lush greenery and trees. The evening sky is tinged with soft pastel hues.

Home in Kearney

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

5 out of 5 average rating, 26 reviews

Home in Gravenhurst

Luxury Resort Villa on Muskoka Bay Golf Course

4.96 out of 5 average rating, 49 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

4.76 out of 5 average rating, 68 reviews

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

Casa ~ Pool ~ Fire Pit ~ BBQ

4.94 out of 5 average rating, 33 reviews

A modern farmhouse sits atop a gently sloping grassy area, surrounded by lush green hills. The spacious deck extends from the back of the house, with several red chairs arranged in a circle near a fire pit, inviting outdoor gatherings.

Home in Huntsville

Muskoka Farmhouse w/ Family Amenities | +5 Acres

4.97 out of 5 average rating, 101 reviews

An indoor heated saltwater pool is surrounded by a spacious area with large windows allowing natural light. Comfortable seating arrangements are visible along one side, and a lifebuoy is mounted on the wall, enhancing safety. The pool is clear and inviting, reflecting the room's bright atmosphere.

Home in Buckhorn

Blue Haven *Saltwater, Indoor Pool & Hot tub*

4.75 out of 5 average rating, 24 reviews

A panoramic view of Sturgeon Lake showcases calm waters reflecting a clear blue sky. A wooden dock extends into the lake, with a paddleboard resting alongside. Lush green grass frames the scene, enhanced by vibrant foliage in the foreground.

Home in Kawartha Lakes

The Birch Cottage

Condo rentals with a pool

An open living area is highlighted by a spacious sectional sofa and a round coffee table. Floor-to-ceiling windows offer views of the marina. A dining table with chairs is positioned nearby, and a stylish kitchen island with a marble countertop completes the space.

4.98 out of 5 average rating, 61 reviews

Lake/Marina Front, Luxury 2 Storie 1500 Sqft At FH

A modern living area features a light-colored sofa adorned with decorative pillows, positioned next to a wooden coffee table. A striped area rug lies beneath, while a kitchen island with bar stools and stainless steel appliances is visible in the background.

4.97 out of 5 average rating, 101 reviews

Cozy Stays – Your Fall Getaway at Friday Harbour

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.

5 out of 5 average rating, 75 reviews

Luxury Stay at Friday Harbour Resort Lake Simcoe

A bright and airy living area showcases a plush white sectional sofa, paired with a modern light fixture above. Large windows invite natural light, while a sleek kitchen with bar seating is visible in the background. The backyard patio is furnished for outdoor gatherings.

5 out of 5 average rating, 52 reviews

Friday Harbour Ground Floor w/ Large Terrance

4.88 out of 5 average rating, 90 reviews

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

Huntsville Lakeside & Ski Chalet

The living area features a light-colored sofa paired with a stylish armchair, placed on a neutral-toned area rug. Large glass doors provide access to the private patio, allowing natural light to fill the space. An elegant coffee table is centered in the area, complemented by modern decor.

4.96 out of 5 average rating, 71 reviews

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

A modern living area features a white sectional sofa adorned with blue cushions. A glass coffee table sits atop a decorative rug, and the open kitchen is visible in the background with sleek cabinetry and stainless-steel appliances. Natural light illuminates the space through large windows.

4.97 out of 5 average rating, 59 reviews

Modern elegance Aquarius Fri Harb

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.

4.94 out of 5 average rating, 131 reviews

Friday Harbour Luxury Condo Escape, Sleeps 4

Other holiday rentals with a pool

4.97 out of 5 average rating, 31 reviews

A balcony view showcases a serene waterfront landscape, framed by sleek black railings. Lush greenery and vibrant flower pots are visible along the balcony, with the blue water extending into the horizon under a clear sky.

Condo in Fenelon Falls

Lakeview Condo / Fenelon Falls

5 out of 5 average rating, 13 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

4.93 out of 5 average rating, 15 reviews

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

Nordic Elegance Villa in Muskoka

4.84 out of 5 average rating, 43 reviews

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

Beautiful Cottage w Indoor Pool, Sauna, Pool Table

4.86 out of 5 average rating, 95 reviews

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

Chic & Spacious Home|Private Hot tub & Pool

4.98 out of 5 average rating, 58 reviews

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.

Condo in Huntsville

HIDDEN VALLEY ESCAPE 🛶☀️🎿 Park Pass Included

Guesthouse in Palmer Rapids

A charming two-story guest house with yellow siding is surrounded by a grassy area. Large windows reflect natural light, and a cozy seating arrangement with chairs is positioned outside. Lush trees and a clear blue sky offer a peaceful backdrop, enhancing the outdoor space.

4.95 out of 5 average rating, 39 reviews

Sunshine Guest House & Retreat - Palmer Rapids, ON