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Condo vacation rentals in Collingwood

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Top-rated condo rentals in Collingwood

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A balcony is presented with a wooden table and four chairs, accompanied by a patio heater. Potted plants and decorative greenery are arranged along the railing, enhancing the outdoor space. Soft lighting and a view of nearby buildings create a calm, inviting environment.

Condo in Innisfil

4.97 out of 5 average rating, 165 reviews

Stylish getaway condo, resort living

Modern, bright, luxurious, fully furnished 2 bedroom condo with balcony overlooking beautiful courtyard, harbour and lake views of Friday Harbour All Seasons Resort. Features activities, golf course, nature preserve & trails, waterfront beach, boating, canoeing, biking & more. King bed, Queen bed, sleeps 4. Smart TV, High Speed WiFi. 1 reserved parking spot and paid per night lot parking, BBQ, In-Suite Laundry NOTE: short stay of 2-3 nights must book full weekends and not break up weekend dates

Condo in Innisfil

4.84 out of 5 average rating, 180 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.

A modern pool area is surrounded by lush greenery and contemporary buildings. Lounge chairs are positioned around the pool, providing relaxation spots. A covered area features seating, while guests enjoy the serene environment. The atmosphere reflects a stylish and inviting outdoor space.

Condo in Innisfil

4.94 out of 5 average rating, 115 reviews

Friday Harbour Luxury Condo Escape, Sleeps 4

Escape and unwind in our luxurious, open concept fully furnished 1 bedroom condo with a walkout balcony located in Friday Harbour All Seasons Resort community. Enjoy the season with access to golf, walking trails, beach, boating, biking, 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 Laundry

An aerial view captures a modern marina building named 'Harbour Master' facing the calm waters of Lake Simcoe. Surrounding structures are visible along the shoreline, with boats moored at the docks and greenery framing the tranquil scene at dawn.

Condo in Innisfil

4.85 out of 5 average rating, 112 reviews

2 Bedroom Condo at Friday Harbour Resort

Luxury 2 bedroom 2 bathroom condo at the gorgeous Friday Harbour Resort on Lake Simcoe. Fully furnished and includes everything you need for a comfortable stay, including fully equipped kitchen, linens, bedding, towels, shampoo and conditioner, laundry, toilet paper, utensils, pots and pans, dishes, etc. Quiet building on the 2nd floor with a main view of the terrace gardens and slight view of the marina. Please visit the Friday Harbour website for information about the resort and amenities.

A spacious patio is visible, featuring Muskoka chairs and a barbecue grill. Lush greenery surrounds the area, providing a view of trees and open space under a clear blue sky. The decking material appears to be wood, enhancing a natural ambience.

Condo in The Blue Mountains

4.98 out of 5 average rating, 151 reviews

Lovely 3 Bedroom Condo with Stunning View and Pool

Beautifully Newly Renovated Condo Located in Rivergrass on Fairway Crt, which is in the heart of Blue Mountain and Steps to the Village! Condo features 3 bedrooms(One king, two Queen and Two Twin beds with trundle pullouts), 2 full baths, kitchen, washer/dryer, living room, and dining room. Outdoor Pool (Middle of June and closes Sept 3) and Hot Tub(All Year). Short walk or take the shuttle bus to the village. Our cleaners are extensively disinfecting and sanitizing between each booking.

Condo in Innisfil

4.88 out of 5 average rating, 207 reviews

Lake Simco penthouse at Friday Harbour resort

Modern Penthouse with beautiful furniture located in the Friday Harbor Resort with beautiful patio…outside pool in the summer and hot tub year round ..gas barbecues ..seating and dining area with fire place large balcony where smoking is allowed. Beautiful sunset on the right Forest 200acres with beautiful trails Beach area with rental equipment .paddle board .basketball court ..bike rentals… eagle nest golf with the restaurant overlooking golf course Beach club restaurant on the water

Condo in Innisfil

4.93 out of 5 average rating, 208 reviews

Designer Condo with beautiful harbour view.

Unique top floor. Rare views where every room overlooks the harbour. Professionally designed with new stylish furnishings. Ideal for those who like a little sophistication while spending time at the lake. Enjoy going out to eat every night or make a meal and curl up and relax in the beautiful living room, or a combination of both! Friday Harbour is a resort with beautiful walking trails, cafes, and restaurants, and a perfect get-away that celebrates the seasons with exiting activities.

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

4.89 out of 5 average rating, 140 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 landscaped area is visible with neatly arranged greenery and paths leading to the building's entrance. Modern balconies overlook the courtyard, while trees provide a touch of nature. Paving stones create structured walkways within the outdoor space, inviting exploration.

Condo in Innisfil

4.88 out of 5 average rating, 278 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.

Condo in The Blue Mountains

4.86 out of 5 average rating, 245 reviews

Stylish & Spacious 2 Bdrm/2 bths/2 balc Condo Loft

Welcome to our Stylish and Spacious 2 bedroom, 2 bathroom, 2 balcony & 2 level condo loft. Located at the foot of the north hills at Blue Mountain with ski-to-slope access and stunning views of the hills and just a short walk away to Blue Mountain Village. It will comfortably sleep 4, with room for 6 with 1 sofa bed. Linens, towels and toiletries are available as well as unlimited wifi. Complimentary parking is available.

A wide promenade is lined with modern buildings that host various shops and restaurants. Planters with greenery are positioned along the pathway, and people are seen walking, some pushing strollers. Flags flutter in the breeze, enhancing the inviting outdoor atmosphere.

Condo in Innisfil

4.82 out of 5 average rating, 473 reviews

Lovely 2-bedroom at Friday Harbour

Friday Harbour Resort welcomes you to the start of something extraordinary. Friday Harbour was designed to be a destination. A destination you look forward to visiting all year round, where you can unwind and truly feel relaxed. Whether you arrive to take in the peaceful serenity of the lake, spend hours in the Nature Preserve or mingle with friends over a gourmet meal, there’s no shortage of way to enjoy your days.

A modern balcony is equipped with gray outdoor seating, featuring a low table. Glass panels provide a clear view of the surrounding area. Lush green plants are positioned in one corner, enhancing the outdoor space's appeal.

Condo in Innisfil

4.95 out of 5 average rating, 146 reviews

Lake Simcoe Resort Retreat

Beautiful, fully furnished one bedroom vacation retreat in the vibrant resort community of Friday Harbour. Experience the all-season recreation including the beach, marina, nature preserve, eighteen hole golf course, sports facilities and more! Find everything you're looking for, from grocery stores and restaurants to coffee shops and the LCBO, just steps from the boardwalk.

Vacation rentals for every style

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Popular amenities for Collingwood condo rentals

Free parking on premises

Air conditioning

Weekly condo rentals

Condo in The Blue Mountains

4.88 out of 5 average rating, 123 reviews

Blue Mountain Getaway at North Creek Resort

An aerial view captures a modern courtyard featuring a private outdoor pool, surrounded by sleek buildings. Lounge chairs are positioned along the pool's edge, and landscaped areas with greenery add to the serene atmosphere. Soft light from the evening sky complements the setting.

Condo in Innisfil

5 out of 5 average rating, 62 reviews

FH Aquarius Bldg: Modern 2BR/2B Condo

An elegant dining space features high ceilings supported by wooden beams. Multiple tables are arranged throughout, with soft lighting fixtures adding to the ambiance. A bar area can be seen in the background, enhancing the inviting atmosphere for guests.

Condo in Innisfil

4.96 out of 5 average rating, 50 reviews

Your Dream Escape at Friday Harbour - 2Bdrm 2Bath

A modern lobby area is featured, with a grey sofa along one wall and two accent chairs positioned around a small table. Natural light filters through sheer curtains, highlighting a large artwork on another wall. A decorative plant adds a touch of greenery.

Condo in Innisfil

4.84 out of 5 average rating, 70 reviews

2 BR with a private terrace at Friday Harbour

Lush greenery surrounds a pathway leading to a tennis court, with a view of the hillside visible in the background. The scene is framed by tall trees, creating a natural ambiance and connecting guests to the outdoor environment.

Condo in The Blue Mountains

4.79 out of 5 average rating, 218 reviews

Mountainside Retreat - Ski in/out - Endless Coffee

A modern kitchen area features sleek cabinetry and a spacious island with seating for three. Large windows provide natural light, while stainless steel appliances, including a refrigerator and built-in microwave, add functionality to the space. A sliding glass door leads to an outdoor balcony.

Condo in Innisfil

4.94 out of 5 average rating, 47 reviews

Spectacular 2 BDRM Penthouse at Friday Harbour

A shared outdoor pool area features a circular pool surrounded by lounge chairs and blue umbrellas. Wooden decking encircles the space, while lush greenery provides a natural backdrop. The scene is tranquil, ideal for relaxation during the summer months.

Condo in Blue Mountains

4.83 out of 5 average rating, 270 reviews

Private Backyard/Shuttle/Pool/10min walk 2 village

A cozy living area features a dark sofa and a pull-out couch, complemented by colorful throw pillows. Natural light streams through multiple windows, highlighting the light wood flooring. A large flat-screen TV is mounted above a black fireplace, and a door leads out to a patio area.

Condo in The Blue Mountains

4.85 out of 5 average rating, 399 reviews

Mountain Side One Bedroom

Pet-friendly condo rentals

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

4.94 out of 5 average rating, 125 reviews

Bright MCM 2 Bedroom Walk Up with Private Deck/BBQ

A modern living space showcases a sectional sofa facing a mounted television. A dining table with place settings is positioned nearby, and a kitchen area is equipped with stainless steel appliances. Soft lighting is provided by a chandelier above, illuminating the light wood flooring.

Condo in Innisfil

4.79 out of 5 average rating, 89 reviews

Loft Condo Resort Style Living in FRidAy HarBOUR

A cozy sleeping area features a wooden bed frame with a plush white comforter. A portrait of a Highland cow is displayed above the headboard. Adjacent mirrors and wooden furniture provide storage, while floral decorations frame the image.

Condo in The Blue Mountains

4.9 out of 5 average rating, 439 reviews

Spring Sneak Away | Blue Mountain

A modern kitchen area features blue cabinetry with open shelves displaying neatly arranged dishes. A central island with seating for two is complemented by sleek bar stools. Stainless steel appliances are integrated into the kitchen layout, providing a functional and inviting cooking space.

Condo in The Blue Mountains

4.86 out of 5 average rating, 440 reviews

Base of Blue Mountain, Modern Studio

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.

Condo in Innisfil

4.81 out of 5 average rating, 32 reviews

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

A spacious seating area is presented with a sleek black sofa and a light gray Klik Klack sofa, complemented by a dark blanket draped over the seat. Sunlight filters through shuttered windows, illuminating the area. A brown storage ottoman is positioned between the couches.

Condo in The Blue Mountains

4.76 out of 5 average rating, 753 reviews

Mountainside Studio w/Kitchen - Beside Blue

A serene outdoor view features modern buildings along the water's edge, with a marina visible in the distance. Balconies are adorned with glass railings, and well-maintained landscaping includes neatly arranged shrubs. The clear blue sky enhances the tranquil setting.

Condo in Innisfil

5 out of 5 average rating, 8 reviews

Resort Living with Amazing Water Views, Balcony

The living room features a cozy sectional sofa against a light blue wall, complemented by a textured brick feature wall. A flat-screen TV is positioned on a modern media console, while a wood coffee table adds warmth to the space, providing a relaxed environment.

Condo in Collingwood

4.78 out of 5 average rating, 134 reviews

Collingwood Boutique Suites - Unit B

Condo rentals with a pool

Condo in The Blue Mountains

4.81 out of 5 average rating, 192 reviews

Mountainside Escape - Shuttle to the Village

An aerial view reveals a sprawling community of low-rise condos, interspersed with patches of green including a golf course. A swimming pool is visible within the complex, surrounded by a landscaped area. The surrounding hills are dotted with trees, showcasing a range of natural colors.

Condo in The Blue Mountains

4.89 out of 5 average rating, 163 reviews

Close to Village, 2 Bedrooms , Rivergrass

An open-concept living area features a large sectional sofa and a coffee table centered on a textured rug. A cozy fireplace is flanked by windows, allowing natural light to fill the space. Decorative wall paddles add a subtle touch of charm.

Condo in The Blue Mountains

4.91 out of 5 average rating, 111 reviews

The Fairway Chalet

A spacious balcony features a cozy seating area with a large hanging chair and a fire table surrounded by stylish furnishings. A propane grill is positioned nearby, and warm lights create a soothing ambiance against a twilight backdrop over the water.

Condo in Innisfil

4.95 out of 5 average rating, 73 reviews

Luxury Beach Spa w/ Hot Tub & Sauna!

The exterior of the condo features a modern architectural design with a sheltered entrance. Stone columns support the upper balcony, and a set of stairs leads up to the main door. Soft lighting illuminates the entrance, enhancing the overall appearance.

4.81 out of 5 average rating, 31 reviews

Large 1 Bedroom Condo Near Horseshoe

A modern two-story townhouse complex is presented, featuring balconies with comfortable seating. Above the outdoor pool, laundry items are displayed on a clothesline. A well-maintained grassy area surrounds the pool, providing a relaxing atmosphere for guests.

Condo in Wasaga Beach

4.91 out of 5 average rating, 79 reviews

Wasaga Beach/WaterFront BeachHouse/ BBQ/AC/parking

A year-round indoor/outdoor pool is set within a modern facility, featuring large glass windows that allow ample natural light. The clear blue water invites relaxation, surrounded by a patio and a backdrop of lush trees.

4.93 out of 5 average rating, 14 reviews

Stunning Two Bedroom Condo in Horseshoe Valley

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.

4.87 out of 5 average rating, 89 reviews

Hillside Haven: Serene Studio Retreat for 4

Quick stats about condo rentals in Collingwood

Total rentals
80 properties
Nightly prices starting at
$20 before taxes and fees
Total number of reviews
3.9K reviews
Family-friendly rentals
60 properties are a good fit for families
Pet-friendly rentals
30 properties allow pets
Rentals with a pool
40 properties have a pool

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