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, 400 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 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, 183 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, 244 reviews

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.

4.79 out of 5 average rating, 129 reviews

An outdoor pool area is featured, surrounded by lounge chairs and picnic tables. A large building with expansive glass windows serves as a backdrop, while bright blue umbrellas provide shade. The surrounding greenery enhances the tranquil ambiance of the resort.

Condo in Oro

Hillside Haven: Serene Studio Retreat for 4

Escape to the serene Carriage Club Resort Studio! Dive into our inviting swimming pool, gather 'round the firepit, or challenge friends to volleyball. Stay active in our modern gym, then explore nearby skiing and golf. Pamper yourself at Vetta SPA or hit mountain biking and hiking trails. Your cozy studio, with a king-size bed and pull-out sofa, sleeps 4 comfortably. Nestled in rolling hills, just a 15-minute drive from Bass Lake's sandy shores. Discover tranquility with a touch of adventure!

4.91 out of 5 average rating, 143 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.

4.98 out of 5 average rating, 109 reviews

A cozy log home is nestled among snow-covered trees. A hot tub sits in the foreground, with steam rising above the bubbling water. The cabin features multiple windows, showcasing a contrast of dark wood and snow-white accents.

Cottage in Sprucedale

*HotTub*Christmas 23-26 available* 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.

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, 127 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

4.86 out of 5 average rating, 101 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!

Enjoy a stylish experience in this spacious and serene space at Highland Estates Resort. You get a completely equipped designer suite that is perfect for couples sneaking away, or families looking for the perfect vacation. Enjoy a peaceful night in your private Jacuzzi then snuggle up in a King Bed. The next day, prepare your own meal in the fully equipped kitchen with Microwave and Electric Stove. Access Netflix, Prime, Disney+. Our Pool is Open! Book Us Today

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

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

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!

4.92 out of 5 average rating, 137 reviews

A modern living area features a comfortable sectional sofa and a sleek coffee table, with a fireplace and TV mounted on the wall. A spacious bedroom showcases a king-sized bed and contemporary decor. A private indoor sauna adds a unique wellness element to the condo.

Home in Innisfil

Sauna*King Bed*Fireplace*SmartTV

The perfect spa getaway an hour away from Toronto! Modern and bright fully stocked condo with a 2-3 person indoor sauna, fireplace, and an outdoor fire pit. 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 → Coffee & Espresso bar

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, 46 reviews

Home in Orillia

Cute and Cozy House

4.97 out of 5 average rating, 39 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

4.98 out of 5 average rating, 53 reviews

A bright entryway is highlighted by a sweeping staircase with white railings. Light wood flooring extends throughout the space, while large windows bring in natural light. The open floor plan leads to a furnished area with a television in the background.

Home in Oakwood

All Season Indoor Pool Escape

4.85 out of 5 average rating, 46 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

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

4.85 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

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, 71 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

Condo rentals with a pool

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, 77 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, 56 reviews

Friday Harbour Ground Floor w/ Large Terrance

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, 73 reviews

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

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.

4.88 out of 5 average rating, 154 reviews

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

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.

5 out of 5 average rating, 58 reviews

Charming 2 Bed/2 Bath at Friday Harbour Resort

4.97 out of 5 average rating, 30 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

4.87 out of 5 average rating, 199 reviews

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.

Condo in Oro

Private 2BR Condo | 4 Beds+Pool+Resort

Other holiday rentals with a pool

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

4.98 out of 5 average rating, 89 reviews

Stunning 1BR w Pool ~ Free Parking & Self Check-In

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

4.92 out of 5 average rating, 59 reviews

Nature trail views with cozy patio and firetable!

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

4.88 out of 5 average rating, 25 reviews

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

ScandinaVilla Retreat

4.98 out of 5 average rating, 49 reviews

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

Trendy 1 Bdrm w/Pool & Hot Tub View