Condo vacation rentals in Collingwood

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Popular amenities for Collingwood condo rentals

Weekly condo rentals

Top guest favorite
The image shows a clear swimming pool framed by a spacious deck area, bordered by modern condominium buildings. Transparent glass railings provide a view of the surrounding courtyard, which features landscaped gardens and lounge seating. Natural light fills the area under a wooden pergola.
Condo in Innisfil
5 out of 5 average rating, 54 reviews

Luxury Stay at Friday Harbour Resort Lake Simcoe

KellyRating, 5 stars3 days ago
The condo was absolutely immaculate and we will 100% be coming back and staying at one of Jack's units and would love to have people come back with us! The amenities however at Friday Harbor were disappointing because the pool, hot tub and nature preserve were all closed. All of these things were the main reason we booked at Friday Harbor because we knew the water in Lake Simcoe would be freezing and having the pool and hot tub would make up for that. But, that is no fault of Jack's so he is still getting a 5 star rating ! The short walk to all the shops and restaurants was amazing and the Dirty Oar food and service was incredible. We would love to come back when everything is open! Thank you for being an amazing host !
Superhost
Condo in The Blue Mountains
4.53 out of 5 average rating, 434 reviews

Beautiful Studio Condo in Blue Mountains Sleeps 4

JavierRating, 5 stars4 weeks ago
The place was great. Clean and organized. Everything you need. Good location, quiet, beautiful surroundings. close to Everything.
Guest favorite
Condo in The Blue Mountains
4.87 out of 5 average rating, 188 reviews

Still Winds - Outdoor Pool / Shuttle to Blue

HiepRating, 5 stars1 week ago
My team members all thought then place was great.
Superhost
Condo in The Blue Mountains
4.85 out of 5 average rating, 86 reviews

Clearview Chalet - Modern 3BR / Outdoor Pool

ZeyuRating, 5 stars4 weeks ago
Great places to stay if you plan on visiting the Blue Mountains area. Very close to the village with parking. Lots of spaces and cozy vibes.
Top guest favorite
The image showcases a charming multi-level condo building surrounded by lush green grass and trees. Rolling hills extend in the background, highlighting the natural landscape of the Blue Mountains. A clear blue sky adds to the serene ambiance of the area.
Condo in The Blue Mountains
4.97 out of 5 average rating, 93 reviews

3 Peaks at Blue Mountains, your luxury staycation!

LyndaRating, 5 stars1 day ago
Nick and Danielle’s home is the perfect get-away. We used it for some fun on the nearby biking trails, but it would be equally perfect for skiing and any other nearby activity. Nick and Danielle’s home is clean, tidy, spacious and has comfortable seating in the living room. The outdoor patio is lovely to sit on to peacefully enjoy the surrounding nature and watch the nearby golf. The kitchen and bathrooms have all the necessary amenities and more. We found the beds very comfortable for some good sleeps after our fun days. Nick and Danielle were easy to communicate with. They even checked in with us to let us know they’d noticed that we hadn’t started the AC and wondered if we’d like them to start it for us. It was a little cool out so we didn’t need it, but we were impressed at this thoughtful gesture! Thank you for a wonderful stay. We’d be happy to return again!
Guest favorite
A dining area is presented with a glass table surrounded by four black chairs. Decorated with wall art featuring pink blossoms, a lantern sits at the center of the table. Natural light filters through a window with sheer curtains, providing a view of the outdoors.
Condo in Stayner
4.9 out of 5 average rating, 261 reviews

Sheard's Landing

KarenRating, 5 stars3 weeks ago
Clean, quiet and comfortable place in a country setting. Looks exactly like the pictures. It was unseasonably cool and rainy so it was nice to have a cozy, warm place with a fireplace to come home to at the end of the day. Close to downtown Stayner that has some cute shops and a great little coffee place. Lovely trail path close by for walking if you have some time. Owners were very respectful of guest privacy. I would book again when in the area.
Top guest favorite
Condo in Shanty Bay
5 out of 5 average rating, 27 reviews

Wildwood HotTub+Indoor/Outdoor Pool+Sauna+GameRoom

JohnRating, 5 stars1 week ago
Everything was as described. It was great to have a guest sweet so the teenagers had a place to hang out. Had fun in the pool and with the ping pong table. Great value.
A tranquil shoreline scene features colorful kayaks resting on a rocky beach, overlooking calm blue waters. Sunlight casts a warm glow on the smooth stones, and gentle waves can be seen in the distance. The shoreline is lined with scattered greenery, enhancing the natural setting.
Condo in The Blue Mountains
4.8 out of 5 average rating, 93 reviews

2BR Golf Course View in Blue Mountain shared Pool

Anne MarieRating, 5 stars3 days ago
Great stay! The location was perfect, check-in and check-out were a breeze, and the place was very clean. Would definitely stay here again.

Pet-friendly condo rentals

Guest favorite
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, 130 reviews

Bright MCM 2 Bedroom Walk Up with Private Deck/BBQ

WoojaeRating, 5 stars3 days ago
I rented unit for my parents and they absolutely loved their stay! The place was clean, nicely decorated, and had everything they needed for a comfortable visit. The host was incredibly welcoming and responsive, making check-in was nice and easy. The location was perfect—quiet, yet close to everything. Would definitely stay here again and highly recommend to anyone visiting the area!
Superhost
A comfortable sofa with plush cushions is positioned in front of a small black table. Nearby, a spacious bed is visible, framed by soft lighting and a bedside lamp. Neutral-colored throw pillows add subtle color to the seating area.
Condo in The Blue Mountains
4.83 out of 5 average rating, 290 reviews

Blue Mountain Condo. The perfect staycation!

KevinRating, 5 stars1 month ago
Rosa was very responsive amidst the busy Mother’s Day weekend. She was able to accommodate us with a late checkout which helped us plenty with enjoying our experience at the Scandinavian spa nearby. The place was very cozy and tidy and served its purpose for our weekend stay. Thank you Rosa for everything!
Guest favorite
A spacious living area features a dark leather sofa complemented by blue accent pillows. A wooden coffee table holds magazines, while a decorative rug covers the floor. The open layout connects to a modern kitchen with white cabinetry, bar seating, and large windows allowing natural light.
Condo in The Blue Mountains
4.93 out of 5 average rating, 149 reviews

Large 3BR Modern Luxury Escape | Walk to Blue

DipalRating, 5 stars2 months ago
It was great staying at Karim’s place. The location is ideal for visiting Blue Mountain with restaurants and grocery stores near by. Also, Karim was very responsive and made sure we had everything we needed.
Superhost
The living area features a comfortable sofa beside a stone fireplace, providing a cozy focal point. A light-toned armchair sits nearby, while a television is mounted on the wall. Natural light enters through the glass door, leading to an outdoor space.
Condo in Oro
4.78 out of 5 average rating, 102 reviews

Cozy 1-Bedroom Romantic Retreat with full Kitchen

KristenRating, 5 stars1 week ago
Had a great stay! Very comfortable, clean and great communication from Vlad! Had a high chair available for use which was a nice touch! The only feedback we would give would be it would be nice to have more than two towels for a family especially being that there’s a pool but that was no big deal! Thanks for a great stay!
Guest favorite
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, 443 reviews

Spring Sneak Away | Blue Mountain

NancyRating, 5 stars2 weeks ago
Loved our stay at the moose cabin even though it was short. We just needed a place to break a long drive up. Unfortunately we arrived late and left early because the location was awesome!! Cabin very comfortable. The communications were fast host was very helpful. Wish we could have stayed for a week!!!!
Guest favorite
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, 444 reviews

Base of Blue Mountain, Modern Studio

HollyRating, 5 stars3 days ago
Kate was a responsive host and the suite was comfortable. The king sized bed was a dream. The kitchen had everything we needed and there were ice cubes in the freezer upon our arrival.
Guest favorite
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.
Condo in Innisfil
4.93 out of 5 average rating, 211 reviews

Designer Condo with beautiful harbour view.

EdwardRating, 5 stars4 weeks ago
Very beautiful place and surroundings. Host was very helpful with giving us advice and answering any questions we had
Superhost
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
4.77 out of 5 average rating, 137 reviews

Collingwood Boutique Suites - Unit B

BrittanyRating, 5 stars1 month ago
We loved staying here, super convenient location, right downtown, close to lots of fun things to do, everything is in walking distance, parking was easy and convenient, the Airbnb was very nice and clean, very aesthetically pleasing as well, the key pad to get in was easy to use! We would definitely book here again! Super nice getaway location! We couldn’t hear the neighbours at all and they were lovely when we did run into them in the hall!

Condo rentals with a pool

Superhost
A comfortable living area features a bright red sofa adorned with bear motifs. Natural light fills the space through large windows, complemented by soft lighting from lamp fixtures. A rustic wood panel wall adds character, while a wooden coffee table and cozy throw blanket enhance the inviting ambiance.
Condo in The Blue Mountains
4.76 out of 5 average rating, 29 reviews

Rustic Studio @ North Creek Resort

AprilRating, 5 stars1 month ago
Loved the place it was beautiful area felt at home. It wasn’t that far from downtown. Teresa and Ian was so helpful with all and any questions I had. I would definitely book it again and definitely recommend it to friends and family.
Guest favorite
An indoor swimming pool glistens under natural light, with large glass windows framing views of vibrant fall foliage. Comfortable lounge seating is arranged nearby, creating a tranquil relaxation area. The pool features clear, inviting water with lane markers visible in the foreground.
Condo in Oro
4.89 out of 5 average rating, 245 reviews

Spacious 1-br w jacuzzi at Horseshoe Valley

VarleyRating, 5 stars2 weeks ago
Great place to stay for a week….all the amenities, very quiet and quick access to The 400. Recommended highly
Guest favorite
The kitchen displays modern appliances, including a refrigerator, microwave, and stove, set against a stylish backsplash. A granite countertop extends into a small dining area with two black stools, while light fixtures offer bright illumination in the space.
Condo in The Blue Mountains
4.8 out of 5 average rating, 203 reviews

Blue Mountain Escape, WIFI, Base of North lift

JessicaRating, 5 stars3 months ago
If you’re looking for a ski in/out location with access to a hot tub and very close to the village action, then this is the place! The unit was clean and tidy, very easy to access, and was exactly as described. We’ll definitely be back!
Top guest favorite
A rectangular hot tub is set under a wooden pergola, featuring steps leading down into the water. Surrounding greenery and a glass railing provide a sense of openness. Sunlight casts shadows across the stone tiles and water surface.
Condo in Innisfil
4.96 out of 5 average rating, 53 reviews

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

StephanieRating, 5 stars1 day ago
My family and I had the best time at Friday Harbour accommodated my Adriana. Her place was beautiful and clean. Literally everything we needed was already thought of and stocked. The condo was walking distance to the main boardwalk area where we found lots to do. My family and I will definitely revisit this condo soon!
Superhost
Two blue Adirondack chairs are positioned on a grassy area, facing a serene body of water. In the distance, modern waterfront buildings and docks are visible under a partly cloudy sky, creating a tranquil setting.
Condo in Innisfil
4.95 out of 5 average rating, 22 reviews

Sunsets by the Lake at 2BR 2BA Condo in Innisfil

OlgaRating, 5 stars1 week ago
We had a lovely family stay at these peaceful and beautifully located apartments. Surrounded by nature and calm, it was the perfect escape from the city. The apartment was very clean, and the kitchen had everything we needed to cook and feel comfortable. The host was kind, responsive, and made us feel truly welcome. We appreciated the quiet atmosphere, the fresh air, and the overall coziness. Highly recommended for families looking for a relaxing getaway!
Guest favorite
A heated hot tub is situated outdoors, surrounded by a snow-covered landscape. The tub features bubbling water and is framed by tall trees, with nearby townhouses visible beyond a protective fence.
Condo in The Blue Mountains
4.81 out of 5 average rating, 152 reviews

Rivergrass Hot Tub, Pool, Clean, Lovely, Great Loc

BillRating, 5 stars2 weeks ago
We had an excellent time. The place is a very short walk to Blue Mountain Village, its shops and restaurants. The whole apartment was clean and comfortable. We would come back anytime.
Superhost
Condo in The Blue Mountains
4.81 out of 5 average rating, 131 reviews

The Bears Den - Outdoor Pool / Walk to the Village

AkshayaRating, 5 stars2 weeks ago
It was an excellent stay - this was conveniently located near the blue mountain village (within walking distance) and the parking was plentiful. We were in the area during a cold spell so chose to spend a lot of time indoors - with a beautiful view of a golf course, we never felt like we missed out on the natural beauty of the area. Thank you to the hosts for the quick responsiveness and their periodic check ins to make sure everything was to our liking. We will be back!
Top guest favorite
The modern kitchen features sleek cabinetry and a spacious island with bar seating. Stainless steel appliances, including an oven and refrigerator, complement the stylish quartz countertops. Natural light filters in from the adjoining living area, creating a bright and open atmosphere.
Condo in Innisfil
4.98 out of 5 average rating, 41 reviews

Luxury Living at Friday Harbour High Point

RinkiRating, 5 stars1 week ago
Absolutely wonderful place and location! We loved our stay here- wish we could have stayed longer. The place is exactly as described in the listing. Well stocked, clean and cozy. Would definitely recommend and love to come back.

Quick stats about condo rentals in Collingwood

  • Total rentals

    80 properties

  • Nightly prices starting at

    G$4,183 GYD 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

Destinations to explore

  1. Airbnb
  2. Canada
  3. Ontario
  4. Simcoe County
  5. Collingwood
  6. Condo rentals