Condo holiday rentals in Oro-Medonte

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

Welcome to our exquisite 2BR/2BA oasis, where relaxation knows no bounds. Embrace the tranquility of our inviting space. Indulge in the comforts of home with a fully equipped kitchen, cozy living area and two private bedrooms designed for restful nights. Soak in the hot tub's warmth, swim and lounge by the pool or gather round the fire pit for memorable conversations under the stars. Your perfect vacation retreat awaits. Book now to experience luxury, comfort & outdoor delight like never before!

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, 175 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!

4.94 out of 5 average rating, 148 reviews

A modern living area is showcased, featuring a spacious lounge with a stylish sectional couch, accent chairs, and a flat-screen TV. A dining table with white chairs is positioned alongside a sleek kitchen island, illuminated by pendant lights, with natural light coming through large windows.

Condo in Barrie

Bright MCM 2 Bedroom Walk Up with Private Deck/BBQ

Your family will be close to everything when you stay with us. Suite is close to RVH hospital (3.5 km) a walk to downtown Barrie restaurants, shopping, craft brewery and amazing waterfront/ beach. 2 min. to Hwy 400 - Central to local ski resorts (Horseshoe Resort, Mount St. Louis Moonstone, Snow Valley) and golf courses. Newly updated with midcentury modern vibe, kitchen is fully equipped with soapstone counter, undermount sink, dishwasher and fridge with ice-maker. Private outdoor space/BBQ

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.

4.8 out of 5 average rating, 121 reviews

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!

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.

4.88 out of 5 average rating, 195 reviews

Private 2BR Condo | 4 Beds+Pool+Resort

🌲Your private headquarters for adventure in Horseshoe Valley! 🌲 Private 4-Bed, 2-Suite Highland Estate retreat - perfect for families and groups. You’ll have the entire suite to yourself with no shared interior spaces. Unlike other Highland Estate listings, this one is fully private. Enjoy two bedrooms, 4 beds, a full kitchen, open-concept living with gas fireplace, two balconies, Wi-Fi, smart TVs, in-suite laundry, and premium resort-style amenities. Pet-friendly and SuperHost-managed.

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, 193 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

A spacious bedroom is highlighted by a large bed with crisp white linens and a decorative throw pillow. A cozy seating area features a light-colored sofa and lamps, adding to the calm ambiance. Framed artwork and a neutral color palette create an inviting atmosphere.

4.74 out of 5 average rating, 107 reviews

Lovely king size room with kitchenette

An inviting four-season natural playground surrounded by rolling hills and forested trails is located in a spectacular country setting. The Mount St. Louis Moonstone Ski Area is 12 km away, Barrie is 25 km away, and Toronto is 138 km away. Onsite amenities include a pool, fitness center, fire pit, and play area. Nearby, you can enjoy an array of fun attractions and activities for every season! Several convenient perks are available to provide you with the best and most comfortable stay.

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

The Holiday Markets are here, escape to our spacious, furnished, 1 bedroom condo with a walkout balcony located in Friday Harbour All Seasons Resort community. Enjoy this season with access to walking trails, boardwalk festivities, live music, events and weekend markets on the boardwalk. Queen bed + pullout, sleeps 4. Two Smart TVs, High Speed WiFi. Relax on furnished balcony overlooking our private pool, courtyard & beautiful sunset. 1 Free Parking, Electric BBQ, In-Suite Lau

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, 168 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!

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.

4.88 out of 5 average rating, 275 reviews

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!

4.9 out of 5 average rating, 106 reviews

A modern kitchen features dark wood cabinetry and granite countertops. Essential appliances include a microwave, refrigerator, and oven. The counter is equipped with a coffee maker and various utensils, while a sink is positioned to the right. Soft lighting enhances the workspace.

Condo in Oro-Medonte

Lovely condo unit in Horseshoe Valley

Relax at this peaceful place to stay. A luxury unit with separate entrance. Rental unit 2066 includes fully furnished bedroom (1 King size bed), livingroom ( Double size sofa bed and a folding single bed), full kitchen and full bathroom with additional sink. A whole suite comprises two separate units. Both units have common hallway and additional locked entrance doors from hallway. Second unit 2067 is owned by host and may be occupied by other guests.

A modern living area is presented, featuring a pull-out couch draped with a light gray blanket. A glass-top coffee table is centered on a striped rug. Adjacent, a sleek entertainment unit is visible with a large television. Natural light is filtered through sheer curtains.

4.87 out of 5 average rating, 311 reviews

Resort Condo in Friday Harbour

Exquisite 1 Bedroom condo with separate pull out couch. Get ready to relax and unwind. Only 45 minutes from Toronto. Great getaway for couples, singles, work travelers and those just wanting to relax or some adventure. Enjoy the marina, boardwalk, shops, restaurants, nature trails, golf course and much more. Visit: friday harbour .com for complete list of activities and explore all that FH has to offer. Owner only restrictions apply.

Popular amenities for Oro-Medonte condo rentals

Kitchen

Wi-Fi

Pool

Free parking on premises

Air conditioning

Weekly condo rentals

A stylish living area features a cozy dark sofa beside a circular coffee table. A large flat-screen TV is mounted against a striped wood accent wall. Soft natural light filters through sheer and blackout window treatments.

4.98 out of 5 average rating, 86 reviews

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

A modern kitchen features sleek cabinetry and a central island with three stools. Stainless steel appliances, including a refrigerator and microwave, are visible. Natural light fills the space through large windows, highlighting the contemporary design and neutral color palette.

4.96 out of 5 average rating, 71 reviews

Your Dream Escape at Friday Harbour - 2Bdrm 2Bath

4.8 out of 5 average rating, 15 reviews

A modern building features multiple stories with large glass windows and a mix of brick and stone exteriors. Balconies are visible on upper floors, and green spaces can be seen around the property. The surrounding area includes paved pathways and a parking lot.

Condo in Barrie

One Bedroom Condo Apartment

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.

4.94 out of 5 average rating, 34 reviews

Luxurious Friday Harbour Condo

An outdoor area is depicted, featuring five wooden adirondack chairs arranged around a fire pit. Neatly manicured grass surrounds the seating, while trees with colorful foliage offer a vibrant touch. Modern apartment buildings are visible in the background under a clear blue sky.

5 out of 5 average rating, 16 reviews

Perfect ~Huge Patio ~ 2BR ~ BBQ ~ Friday Harbour

A modern kitchen and living area feature an island with a sink, complemented by stylish bar stools. Floor-to-ceiling windows provide views of the surroundings and lake beyond. Neutral tones and natural light contribute to a bright and open layout.

4.94 out of 5 average rating, 51 reviews

Spectacular 2 BDRM Penthouse at Friday Harbour

A modern living space features a cozy sectional sofa and a small coffee table on a patterned area rug. A minimalist dining area is visible with a bowl of fresh fruit and simple seating, while large windows allow natural light to brighten the room.

4.86 out of 5 average rating, 22 reviews

Enjoy your stay at a cozy One bedroom apartment!

A modern living area features a comfortable sofa accompanied by decorative cushions. A round coffee table sits at the center, complemented by a potted plant. A flat-screen TV is mounted on the wall, while a dining space with bar stools is visible next to a sleek kitchen.

4.81 out of 5 average rating, 27 reviews

Beautiful Friday Harbour Resort.

Pet-friendly condo rentals

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

5 out of 5 average rating, 15 reviews

A cozy bedroom is presented with a spacious bed adorned in crisp white linens and a dark throw blanket. Flanking the bed are two bedside lamps, adding soft illumination. A plant adds a touch of greenery, while a living area is visible through an open doorway.

Condo in Oro-Medonte

NEW Ski-In Ski-Out 1-BED Condo - Pool, Gym, Sauna

The marina at twilight features calm waters reflecting the vibrant colors of the sunset. Multiple boats are docked along the well-lit marina, with modern buildings lining the shore, creating a serene and inviting atmosphere.

4.94 out of 5 average rating, 88 reviews

Luxury Getaway @ Friday Harbour Condo at Marina

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, 53 reviews

Friday Harbour Ground Floor w/ Large Terrance

4.91 out of 5 average rating, 57 reviews

Nature trail views with cozy patio and firetable!

An indoor pool area is highlighted by large windows that allow natural light to fill the space. The pool features a spacious design with inviting seating areas nearby, all surrounded by tasteful wood beams and stone accents, offering a relaxing environment.

4.97 out of 5 average rating, 37 reviews

Spacious 1 bedroom condo in Carriage Hills (2248)

A wide wooden boardwalk is shown alongside a marina, with modern buildings lining the waterfront. Soft sunlight reflects off the water and the boats docked. Comfortable blue chairs are placed on the green lawn, inviting relaxation while enjoying the serene harbor view.

4.94 out of 5 average rating, 233 reviews

Designer Condo with beautiful harbour view.

4.9 out of 5 average rating, 70 reviews

The living area features a comfortable seating arrangement, including a sofa and two armchairs. A coffee table sits centrally on a patterned rug, accompanied by a dining table set for four. A stone fireplace and a mounted TV are also visible, with large windows allowing natural light to enter.

Condo in Shanty Bay

Romantic Country Getaway

Condo rentals with a pool

An aerial view captures the expansive Friday Harbour Resort, showcasing the marina and surrounding greenery. The second image features a bright dining area, furnished with a circular table and chairs, adjacent to a comfortable living space with a sofa and large windows. An inviting outdoor pool area is depicted, surrounded by elegant lounge seating and woody accents, providing a relaxing atmosphere.

4.93 out of 5 average rating, 27 reviews

FH Penthouse | Luxury 4-Bed | Pool & Hot Tub | BBQ

A serene bedroom is presented with a queen-size bed dressed in soft gray linens. Mirrored closet doors reflect the light, enhancing the space. A nightstand holds a lamp, while framed wall art depicting a tranquil scene adds a touch of elegance. The adjoining hallway is visible.

4.94 out of 5 average rating, 18 reviews

Friday Harbour Beautiful Pool View Condo

A stylish living room is depicted, featuring a plush gray sofa and two comfortable armchairs. A wooden coffee table centers the space. A large mirror reflects the natural light coming through expansive sliding glass doors that open to a patio area. Warm tones from a nearby lamp enhance the inviting ambiance.

4.85 out of 5 average rating, 46 reviews

Convenient Garden Walkout to Pier, 2BR+2bath Condo

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, 60 reviews

Modern elegance Aquarius Fri Harb

4.88 out of 5 average rating, 89 reviews

A spacious outdoor pool is surrounded by lounge chairs arranged neatly around the perimeter. A shaded gazebo is visible, providing shelter from the sun. The tranquil blue water contrasts with the clear sky, dotted with fluffy clouds, creating a relaxing atmosphere.

Condo in Wasaga Beach

Wasaga Beach/WaterFront BeachHouse/ BBQ/AC/parking

A vibrant yellow towel labeled 'La Dolce Vita' is placed on a textured gray stone surface beside a glistening pool. The sunlight reflects off the water, creating a serene and inviting atmosphere around the pool area.

4.91 out of 5 average rating, 35 reviews

La Dolce Vita at Friday Harbour | 2 bed|2 bath

5 out of 5 average rating, 9 reviews

Condo in Alliston

Enjoy the City Skyline View with Pool & Gym

An open-concept living area features a modern kitchen with stainless steel appliances. A dining table with four chairs is positioned near large windows, allowing abundant natural light. A comfortable seating area with a sectional couch invites relaxation, complemented by green plants and decorative accents.