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, 109 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, 189 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!

4.93 out of 5 average rating, 151 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 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.

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.

4.79 out of 5 average rating, 133 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, 200 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, 198 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.

4.75 out of 5 average rating, 112 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, 133 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, 171 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!

A cozy bedroom features a spacious bed with light-colored linens and two decorative pillows. Nightstands with lamps are positioned on either side, providing soft illumination. A framed artwork hangs on the wall above the bed, and large windows allow natural light to fill the space.

4.89 out of 5 average rating, 225 reviews

Beautifully Furnished New Condo at Friday Harbour

Whether you’re a nature lover, a romantic seeking the ultimate escape or simply fancy a break from the daily grind, Friday Harbour is the perfect destination only 45 minutes from the GTA. Our 1 bedroom condo has high 9' ceilings, beautiful finishes and everything you need for your getaway. Located on the ground floor, easy access to the boardwalk and local shops. This four seasons resort is designed to entertain everyone. Please note our unit is for adults only.

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.

4.87 out of 5 average rating, 287 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!

Popular amenities for Oro-Medonte condo rentals

Kitchen

Wi-Fi

Pool

Free parking on premises

Air conditioning

Weekly condo rentals

An open-concept living area features sleek furnishings and wood flooring. A black sofa is positioned against a wall mirror, complemented by a round coffee table. A dining area with modern chairs is visible, along with a fully equipped kitchen in the background.

4.84 out of 5 average rating, 56 reviews

Horseshoe Valley Resort ,KING Bd 55”Tv Spa Skiing

5 out of 5 average rating, 6 reviews

King Suite – heated Pool, Sauna & Kitchen

4.81 out of 5 average rating, 182 reviews

A modern kitchen area is featured, equipped with sleek cabinetry and stainless-steel appliances. A white island with two gray bar stools is positioned invitingly, while fruit is displayed on the island. Soft overhead lighting illuminates the space, creating a bright and functional environment.

Condo in Barrie

Newly renovated 1 bedroom condo with free parking

The exterior of a two-story building features a modern design with white and blue siding. Balconies with white railings are visible, offering shaded spaces and seating options. Lush greenery surrounds the building, contributing to a peaceful atmosphere under a clear blue sky.

4.97 out of 5 average rating, 36 reviews

Resort Escape - Lovely 1 Bedroom + Full Kitchen

A modern living space features a gray sectional sofa and a wooden coffee table adorned with decorative items. A large flat-screen TV is mounted on the wall opposite the seating area, while the kitchen area showcases a sleek countertop with bar seating and contemporary cabinetry.

5 out of 5 average rating, 32 reviews

1BR Ground Floor in All Season Resort Lake Simcoe

4.96 out of 5 average rating, 73 reviews

Your Dream Escape at Friday Harbour - 2Bdrm 2Bath

4.89 out of 5 average rating, 284 reviews

A welcoming living area features a comfortable gray sofa and two recliners. A coffee table occupies the center, with a potted plant adding a touch of greenery. Warm light is provided by two lamps, and a playful artwork of a dog wearing sunglasses adorns the wall.

Condo in Stayner

Sheard's Landing

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

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.

4.99 out of 5 average rating, 67 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

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, 58 reviews

Friday Harbour Ground Floor w/ Large Terrance

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, 237 reviews

Designer Condo with beautiful harbour view.

A spacious outdoor pool is featured in front of a large red building, showcasing large glass windows. The pool area is surrounded by paved flooring, with a picnic table visible in the background. A lifebuoy is positioned by the pool's edge, emphasizing safety.

4.82 out of 5 average rating, 33 reviews

Resort Condo (1 Bedroom) near Horseshoe & Spa

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, 315 reviews

Resort Condo in Friday Harbour

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.

4.88 out of 5 average rating, 75 reviews

Romantic Country Getaway

Condo rentals with a pool

A spacious bedroom features a large bed dressed in neutral linens, complemented by textured decorative pillows. Two bedside lamps provide soft illumination, and large windows bring in natural light, with curtains partially drawn. Artwork adorns the wall above the bed, adding subtle interest.

4.85 out of 5 average rating, 33 reviews

Beautiful Two Bedroom Suite with Jacuzzi Tub

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

4.98 out of 5 average rating, 93 reviews

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

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, 74 reviews

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

A cozy living area features a spacious sectional sofa adorned with soft pillows, complemented by a minimalist coffee table. Natural elements are highlighted by an accent wall showcasing a scenic forest mural. The nearby sleeping area includes a neatly made bed with fresh linens.

4.99 out of 5 average rating, 82 reviews

Wildwood HotTub+Indoor/Outdoor Pool+Sauna+GameRoom

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

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.