Holiday rentals with a pool in Dysart et al

4.96 out of 5 average rating, 133 reviews

Guest suite in Keene

Welcome to Paradise on Rice Lake 4-6 month winter

Welcome to Paradise on Rice Lake Unique, semi-detached cottage has a heated pool, southern exposure, private deck with glass railing overlooking the lake. Included: 3 beds total, King, Queen Murphy bed with Tempur-Pedic + pull out Queen sofa bed All S/S appliances, W&D, dishwasher, gas stove, firewood available $15, propane BBQ, outdoor dining area overlooking the lake. boat dock in front, great fishing, 5min to Keene for LCBO, Pharmacy, Gen Store, ATM, 1:20 from Toronto, :20 to Peterborough

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, 179 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, 243 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.

4.98 out of 5 average rating, 143 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, 142 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, 156 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!

4.95 out of 5 average rating, 125 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

4.88 out of 5 average rating, 279 reviews

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.

Condo in Oro

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!

4.83 out of 5 average rating, 123 reviews

This living room features a cozy atmosphere with a comfortable sofa and a coffee table, accompanied by accent cushions and a woven chair. Large windows provide a view of the surrounding trees, while a stone fireplace and a mounted TV add functionality.

Cottage in Haliburton

Lakefront Cabin W Hottub, Sauna, Near Sir Sam Ski

Set in quiet wooded hills with private Redstone Lake access, our 5-BR cottage invites slow mornings and feel-good days. Coffee on dock, swims in saltwater pool (June–Sept), long soaks in hot tub, warm moments in sauna, fast wi-fi for movie nights and starry nights by fire pit. Kayaks and paddleboard ready for lake fun. Trails, shops, LCBO 10 and Haliburton 20 mins away. A space thoughtfully curated for you—for JOY, REST, and MEMORIES. Qs? Message us!

4.95 out of 5 average rating, 549 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, 103 reviews

The spacious living area features a comfortable couch and an additional patterned armchair. Two side tables with lamps are present, providing soft lighting. Large windows with sheer curtains allow natural light to fill the room, while a flat-screen TV is mounted on the wall.

Apartment in Shanty Bay

Spacious Hideaway in Nature

Welcome to the charming Shanty Bay area! Embrace the relaxed vibes surrounded by natural beauty. Enjoy leisurely walks by Lake Simcoe or explore nearby parks like Oro-Medonte Rail Trail. Discover local shops and eateries, or indulge in water activities and outdoor adventures. Our cozy Airbnb accommodates 4 guests, with a king-size bed and comfy couches. Experience the best of both worlds - a laid-back getaway and exciting local attractions.

4.88 out of 5 average rating, 214 reviews

A spacious bedroom features a large bed with a light-colored comforter and decorative pillows. A living area boasts modern furniture, including a sofa and seating around a fire pit. The outdoor pool area is highlighted, alongside the exterior view of the building, showcasing multiple levels.

Home in Innisfil

King Bed*Pool*Fireplace*BBQ*Smart TV

The perfect getaway an hour away from Toronto! Modern and bright fully stocked condo with a king bed and queen pull out loaded with entertainment from TVs (Netflix, Amazon Prime, Disney+) to the best board games! Outside you are surrounded by 200 acres of nature preserve, with trails for walking and biking, golf, kayak, canoe, boat, etc. → Beach access → Underground Parking for 1 vehicle → Fully equipped + stocked kitchen

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

4.96 out of 5 average rating, 45 reviews

Home in Orillia

Cute and Cozy House

4.87 out of 5 average rating, 97 reviews

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

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

4.85 out of 5 average rating, 60 reviews

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

Luxury Family Home Indoor Pool Hot Tub Lake Access

5 out of 5 average rating, 26 reviews

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

Luxury Resort Villa on Muskoka Bay Golf Course

4.96 out of 5 average rating, 50 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

4.77 out of 5 average rating, 69 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, 34 reviews

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*

Condo rentals with a pool

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, 102 reviews

Cozy Stays – Your Fall Getaway at Friday Harbour

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, 72 reviews

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

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.

4.87 out of 5 average rating, 169 reviews

Friday Harbor Upscale 1Bed+Sofabed+Pool Option

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.

4.91 out of 5 average rating, 153 reviews

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

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, 132 reviews

Friday Harbour Luxury Condo Escape, Sleeps 4

4.96 out of 5 average rating, 28 reviews

The bedroom displays a king-sized bed adorned with soft linens and multiple decorative pillows. Next to the bed, a stylish lamp provides warm light, while three framed nature photos hang above the headboard. A cozy seating area features a plush sofa with decorative cushions and a small table, enhancing comfort.

Condo in Shanty Bay

Serenity 1Bed+Sauna+HotTub+Indoor/OutdoorPool

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

An open living area features a deep green sofa, a round coffee table, and a warm rug on light wood flooring. Natural light floods through large glass doors adorned with teal curtains, framed by plants and decorative wall art, creating a cozy and vibrant atmosphere.

4.99 out of 5 average rating, 92 reviews

Bohemian Luxury at Friday Harbour Resort Simcoe

Other holiday rentals with a pool

4.73 out of 5 average rating, 118 reviews

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

Muskoka cottage with 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, 63 reviews

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

4.97 out of 5 average rating, 58 reviews

A multi-level building showcases a welcoming entrance with a staircase leading to the upper floors. White railings and balconies are visible on each level, surrounded by manicured greenery and a stone pathway that enhances the inviting appearance.

Apartment in Oro-Medonte

Oro-Medonte/(ski),in/out pool 1

4.89 out of 5 average rating, 83 reviews

A modern living area is highlighted by a sleek, electric fireplace beneath a large flat-screen TV. A rustic accent wall features wooden panels and decorative art. A comfortable gray sofa and a table set for dining complete the welcoming space, complemented by blue and natural tones.

Home in Innisfil

2 Bd Boardwalk Condo Patio Oasis

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, 56 reviews

Friday Harbour Ground Floor w/ Large Terrance

4.9 out of 5 average rating, 20 reviews

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

Luxury Modern Muskoka Retreat

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

An outdoor area features a large swimming pool surrounded by lounge chairs and tables. A clubhouse is visible in the background, alongside a calm lake. Lush greenery and flowers are positioned around the space, creating a serene environment.