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Condo holiday rentals in Ontario

Find and book unique condos on Airbnb

Top-rated condo rentals in Ontario

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Top Guest favourite
A stylish living area features deep green walls adorned with framed artwork. A plush velvet sofa and leather armchair provide cozy seating around a wooden dining table. A vintage chandelier hangs from the ceiling, while a decorative fireplace adds character to the space.
Condo in Port Hope
5 out of 5 average rating, 226 reviews

The Wilf Jones – Heritage Loft, Downtown & Hot Tub

The Wilf Jones, the most central airbnb in Port Hope! This main street stay is the optimal location for a morning walk to the coffee shop, unique eateries, and evening cocktails. To see more, visit: @thewilfjones PLEASE NOTE There are two stair cases from street level to the apartment. Expect some noise transfer from other travellers at times. While the hot tub itself is only available to you, the patio has a shared privacy wall with the neighbouring unit (there is a second fully private patio).

Top Guest favourite
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, 192 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!

Guest favourite
The living area features a sleek black entertainment center with a large television and decorative glass display cabinets. A coffee table is positioned in front of a dark leather sofa, with warm wood flooring and exposed brick walls adding character to the space.
Condo in Stratford
4.97 out of 5 average rating, 178 reviews

The Loft on Downie - Downtown Stratford

Located on the top floor, with a view of downtown, our 450 square foot condo is steps away from the heart of downtown Stratford and all it has to offer including cozy coffee shops, elegant restaurants, the Avon Theatre, close to the famous Stratford festival, and other shops for all to enjoy. Perfect for a couple’s getaway or to enjoy as friends travelling together. Our condo offers all the essentials including a luxurious queen bed, fully equipped kitchen, a 55” smart TV and ensuite laundry.

Guest favourite
Condo in Innisfil
4.93 out of 5 average rating, 201 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 favourite
A private balcony is framed by tall green pines, offering a view of the peaceful waters of Cookson Bay. The area features two comfortable chairs positioned to enjoy the serene environment and the lush landscape under a partially cloudy sky.
Condo in Huntsville
4.95 out of 5 average rating, 235 reviews

Lakeside in Muskoka

Welcome to "Lakeside," a Muskoka waterfront condo. Surrounded by majestic pines, our top-floor unit has a patio that overlooks Cookson Bay, on Fairy Lake. Lakeside is located close to everything "Muskoka"! Want the cottage experience? Consider hiking at Arrowhead, canoeing in Algonquin, paddle boarding downtown, golfing, skiing at Hidden Valley, or relaxing at the Deerhurst spa. Lakeside is a one bed, one bath, luxury condo, suitable for two guests looking for a Muskoka getaway!

Top Guest favourite
Condo in Mont-Tremblant
4.98 out of 5 average rating, 168 reviews

Oh the View! Ski In/Out Walk or shuttle to Village

Ski in/out on Plateau trail, shuttle to village, fireplace, heated floors & jetted tub! Great for year round getaways! In the Plateau complex & 10 min walk to Pedestrian Village. The complex has a winter ice rink & seasonal pool. Private & quiet location with the ability to hike & go for walks in nature. Real fireplace, living room AC unit and amazing views from the back deck. Complimentary bus from the condo complex to Pedestrian Village (schedule varies). Quiet and cozy condo.

Superhost
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, 173 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!

Top Guest favourite
An inviting living area features large windows, allowing ample natural light. A dining table for six sits next to a cozy seating arrangement with a sofa and lounge chair. A piano adds a musical touch, while a modern light fixture hangs above, enhancing the aesthetic.
Condo in Stratford
4.94 out of 5 average rating, 217 reviews

River Merchant Inn Heintzman Music Suite

Nestled on the Avon river is the Heintzman Music Suite at the River Merchant Inn & Spa. After exploring Stratford, enjoy this One-Of-A-Kind space accented with music memorabilia, chronicling the musical history of this award winning heritage building. Featuring 2 bedrooms, 1 full bath and full chef's kitchen. With free designated parking nearby and private entry pin-pad lock making checking in and out a breeze. SPECIAL NOTE: Unit is on 2nd floor, stairs only (2 flights)

Superhost
The studio features a spacious living area with a comfortable sofa and a modern armchair. A king bed adorned with blue and yellow linens is positioned in the background. Natural light filters through the window treatments, enhancing the serene ambiance.
Condo in The Blue Mountains
4.83 out of 5 average rating, 436 reviews

Ski in/out @ North Creek W King bed! New Hot Tub

Welcome to our beautiful studio at the foot of Blue Mountain ski hills. Fully renovated from top to bottom in 2021 and ready for visitors! 'Cascade Cabin' is a modern studio which sleeps 3 and features a King bed with a queen sofa bed in the living area. Unit features a fully equipped kitchen with seating for 3, full bathroom with shower & new soaker tub. The condo is located within minutes from Blue Mountain Village and within walking distance to the north ski lift.

Superhost
Condo in Lac-Supérieur
4.86 out of 5 average rating, 175 reviews

Lakefront, Mountain View - 2 Bedrooms Resort Suite

Immerse yourself in the luxury of a restful lakeside suite nestled in the beautiful Lac-Supérieur region. This spacious condo, perfect for families or friends, accommodates up to 4 guests. Experience an array of Amenities such as shared pool, kayaking, and canoeing, just a stroll away! A mere 10-minute drive from the majestic Mont-Tremblant's North Side for all your holiday adventures. Please note, some Amenities are seasonal. BBQ électrique non accessible l'hiver.

Superhost
A modern living area features a dark sectional sofa and a round coffee table placed atop a patterned area rug. Large glass doors provide access to a balcony, while light pours in, illuminating the textured wall design. A beige accent chair adds to the inviting space.
Condo in Innisfil
4.86 out of 5 average rating, 122 reviews

*HotTub*Pool*FirePit*King Bed*

The perfect getaway an hour away from Toronto! Modern and bright fully stocked condo with a year-round hot tub, outdoor pool, 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 → Year Round Hot Tub → Outdoor Swimming Pool

Top Guest favourite
A colorful seating area features a bright, multi-colored sofa alongside a contemporary black shelf. A mirror is positioned above the shelf, which holds decorative items and books. Natural light enters through large windows, illuminating the warm wood flooring.
Condo in Innisfil
4.99 out of 5 average rating, 274 reviews

Boho by the Bay

BlogTO writes: " Friday Harbour Resort is a vibrant, upscale destination...That's perfect for a quick getaway..., with plenty of cool restaurants and shops, a waterfront pedestrian village, and year-round recreational activities." I encourage you to search eventsatfridayharbour to see what is seasonally available. if after searching, you still have questions or need clarification, please ask!

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