Condo vacation rentals in Lake Simcoe

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Popular amenities for Lake Simcoe condo rentals

Weekly condo rentals

Top guest favorite
An aerial view captures a serene marina with numerous boats docked along tranquil waters. A spacious swimming pool is visible alongside the marina, surrounded by lounge chairs. Modern buildings and lush greenery create a welcoming resort atmosphere in the background under a colorful sky.
Condo in Innisfil
4.98 out of 5 average rating, 65 reviews

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

LisaRating, 5 stars4 days ago
We had the best weekend! the place was spotless, there were items left for us like seasonings and snacks (the kids LOVED eating the popcorn out of the cool containers) and the place is in a great location!!! We will definitely be back!!
Top guest favorite
A spacious dining area features a central wooden fireplace, surrounded by large windows that offer abundant natural light. Stylish woven chairs and a modern bar enhance the cozy atmosphere, while wooden floors add warmth to the elegant design.
Condo in Innisfil
4.96 out of 5 average rating, 75 reviews

Luxury Getaway @ Friday Harbour Condo at Marina

AngelaRating, 5 stars3 weeks ago
We had such a peaceful long weekend stay at Ana's! The location was perfect and exactly described; overlooks right into the marina, amazing restaurants just right down the steps and extremely quiet! We didn't hear a single sound from any of neighbours around us. The space looked even more beautiful than the pictures. My husband and I were shocked to see just how incredibly clean the apartment was; not a single speckle anywhere! We were welcomed by a lovely snack basket (which my husband devoured on the first night) and a bottle of wine. Even included amenities in the bathroom which was wonderful since I forgot our toothbrush. The bathroom was so cozy and such a lovely surprise to have a tub. We will definitely be coming back!
Top guest favorite
An open-concept kitchen and living area are showcased, featuring a large island with a white marble countertop. Elegant light fixtures with multiple bulbs hang from the ceiling. A comfortable seating area in soft tones is visible, along with a fireplace and large windows allowing natural light.
Condo in Kawartha Lakes
5 out of 5 average rating, 36 reviews

Luxurious 2 Bedroom Penthouse - Fenelon Falls

LauraRating, 5 stars1 month ago
Fantastic needed weekend away. We loved the place and little add ons for us. The condo was immaculate. Would absolutely rent again.
Guest favorite
Condo in Innisfil
4.94 out of 5 average rating, 35 reviews

Cozy south view suite overlooking the nature trail

KimberlyRating, 5 stars2 weeks ago
Loved our stay! Place was spotless and just as described, and check-in was smooth with clear instructions. Unfortunately the Nature Preserve was closed during our stay, and the pool was closed for maintenance, but Lina was accommodating otherwise. One thing to note is that the unit is right next to a stairwell exit, so if you have a sensitive dog like ours, they may be disturbed by some noises. Thanks again for the great stay!
Guest favorite
A spacious dining area features an elegant fireplace at its center, surrounded by comfortable seating arrangements. Large windows offer views of the lake, and pendant lighting hangs from the ceiling, creating a cozy yet refined atmosphere. Tables are set for dining with thoughtful decor.
Condo in Innisfil
4.94 out of 5 average rating, 17 reviews

Luxurious Friday Harbour Condo

AntonioRating, 5 stars4 days ago
This condo is a great weekend getaway spot. It’s clean, well-equipped, and has everything needed for a comfortable and relaxing stay. The space is well laid out, with two good-sized bedrooms, a functional kitchen, and a cozy living area. The only downside is the check-in and check-out times. Check-in is later than expected, and check-out is quite early, which cuts into the weekend a bit. That said, the overall experience is excellent and the condo delivers on everything else. Perfect for a quick escape.
Top guest favorite
Condo in Innisfil
5 out of 5 average rating, 10 reviews

Perfect Comfort 2 Bed ~ BBQ ~ Parking ~ Resort

ConradRating, 5 stars3 months ago
Franco and his team are lovely to deal with. They are extremely communicative and in a timely manner. The apartment is exactly “like” the pictures shown, warm, cozy and overall a very welcoming home. In addition, to having such a wonderful place to stay in, they have thought of every kitchen tool you may need during your stay, it’s great to have access to all these accessories. Thank you for the great stay, I would definitely recommend your place to anyone staying in the area.
Superhost
A well-paved promenade features various storefronts, including a restaurant with outdoor seating. Planters with flowers add color to the scene. Flags flutter in the breeze, while people can be seen strolling along the walkway, which is lined with umbrellas and seating areas.
Condo in Innisfil
5 out of 5 average rating, 26 reviews

Elegant 2bdrm/2bath condo at Friday Harbour

AngelRating, 5 stars10 months ago
Mary was very accommodating! The place was clean. The appliances were in great condition. She provided everything that we needed during our WHOLE stay. Most places we’ve been at jist gives us a starter kit, but Mary went above and beyond to make our stay enjoyable, and well taken care of. She even gave our kiddos bubble wands when we came in. It’s the little touch that gives the biggest meaning. Thank you! The only thing we wish there was, was more storage. We kept our clothes in our luggages. The rack could use some storage bins maybe? So that we can store clothes in it without it calling off the shelves. But overall the stay was just great! If we come back to Friday harbour again, we sure will come back to Mary!
Superhost
A modern building with large glass walls offers views of the surrounding area. Outside, several blue Adirondack chairs are positioned on a green lawn, creating a relaxing atmosphere. The sky is partly cloudy, with soft clouds visible above.
Condo in Innisfil
4.95 out of 5 average rating, 22 reviews

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

OlgaRating, 5 stars2 weeks 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!

Pet-friendly condo rentals

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.
Top guest favorite
A stylish dining area features a wooden table surrounded by chairs, illuminated by a hanging lamp. Behind the table, a wall-to-wall bookshelf displays an array of books, contributing to a cozy, inviting environment. Natural light enters through a window dressed with woven shades.
Condo in Port Hope
4.99 out of 5 average rating, 194 reviews

Historic 1850s Walton St. Apt w/ Rooftop Hot Tub

JuliaRating, 5 stars1 week ago
Jasmine & Scott’s place was even more beautiful than the photos! A truly unique spot that was super clean in a great location. The attention to detail in decor and Jasmine’s friendliness and responsiveness made us feel right at home. We had some issues with the projector when we arrived and Jasmine came right over and fixed it for us while we were out for dinner (at one of Jasmine’s amazing recommendations!). We couldn’t have asked for a better trip :)
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!!!!
Superhost
A cozy living area is equipped with a sofa and two armchairs, providing comfortable seating. The coffee table is centrally placed on a soft area rug. Natural light filters through sliding doors, leading to an outdoor space, while a staircase offers access to upper levels.
Condo in The Blue Mountains
4.86 out of 5 average rating, 246 reviews

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

AlisaRating, 5 stars5 days ago
We had a great stay! The place was exactly as described- clean, comfortable, and well-equipped. It’s in a perfect location, within walking distance to both Blue Mountain Village and the beach, which made it super convenient for our trip. The host was friendly and responsive, and everything went smoothly from check-in to check-out. Highly recommend!
Superhost
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 stars6 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 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
4.82 out of 5 average rating, 34 reviews

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

TaylorRating, 5 stars1 week ago
Kin provided us with a beautiful place to stay and gave very clear instructions on what to do for check in, check out, where garbage can be disposed, and was super responsive when we had any questions. The pool and hottub were out of service at this time so giving us a heads up about that would be the only thing we would have changed! Everything else was perfect and we had everything we needed, we will definitely be back! Thank you so much Kin for providing us with a wonderful and stress free place to stay!
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!
Guest favorite
A bright living area features a modern fireplace surrounded by decorative plants. A dark wooden coffee table and a light-colored sofa are highlighted in the cozy space. Large windows allow natural light, offering views of the outdoors complemented by artwork on the walls.
Condo in Elora
4.87 out of 5 average rating, 121 reviews

Elora Grandeur: The Pinnacle Retreat"

GayleRating, 5 stars4 days ago
We were lucky to book an available weekend for this suite. The space was perfect for the five of us, with lots of room to cook, eat and relax. Loved using the beautiful kitchen range. Everything was very clean and comfy. We enjoyed sitting out on the side deck which was very peaceful and green, even with the downtown activity nearby. Easy walk to restaurants and shopping. And of course, multiple visits for ice cream! Great stay. Highly recommend.

Condo rentals with a pool

Top guest favorite
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.
Condo in Innisfil
4.97 out of 5 average rating, 74 reviews

Spring Escape at Friday Harbour

SueRating, 5 stars2 weeks ago
Perfect weekend with girlfriends overnight at Friday Harbour in a perfect location. Hosts were extremely responsive and genuine, and offered us some added perks like early checkin and late checkout to buffer the fact that the pool and hot tub were not open in time for our visit. The weather was frightfully cool anyway, so best to stay indoors, and a great condo to do just that. Kitchen fully equipped and spotless home for a group of 4 to spend a night or two. Lovely furnished balcony and had it been warmer, we would have enjoyed it outside the condo. Thank you to our great hosts.
Guest favorite
Condo in The Blue Mountains
4.98 out of 5 average rating, 158 reviews

Lovely 3 Bedroom Condo with Stunning View and Pool

JohnRating, 5 stars3 weeks ago
Our one night stay at Sabine’s was tremendous. The home is well appointed with plenty of space and easy walking distance to the village. Located in a second floor end unit, it’s a place you immediately feel comfortable in. There is a view of the slopes from the main room picture windows and a small deck area with muskoka chairs. There’s a sizeable fridge to store your beverages to drink while soaking up the views. There are two bedrooms on the main floor, and good sized master in the loft with king bed and en suite. Sabine was very communicative and left detailed instructions. Remote check in was a breeze. There is parking available. I would definitely recommend, and would definitely come back.
Guest favorite
A cozy family room features a spacious gray sectional sofa and a wooden coffee table. Light-colored walls and a patterned rug create a welcoming atmosphere. In the background, a kitchen area is visible, equipped with modern appliances and seating for two.
Condo in The Blue Mountains
4.93 out of 5 average rating, 292 reviews

Cozy Studio Mountainside stay in Blue Mountains

EmmaRating, 5 stars1 week ago
Absolutely Wonderful Stay! I had an amazing stay at John and Kristi’s condo! From the moment I arrived, everything was spotless, cozy, and thoughtfully equipped with everything one could possibly need for a comfortable stay. The attention to detail made it feel like a home away from home. The pool and hot tub area were a real bonus—clean, relaxing, and perfect after a day of exploring. I definitely made the most of it! The location was also ideal, just a pleasant 10-minute walk to the village, which made it easy to enjoy the local shops, restaurants, and atmosphere without needing to drive. John and Kristi were fantastic hosts—friendly, responsive, and clearly committed to creating a great guest experience. I would absolutely stay here again and highly recommend it to anyone visiting the area!
Top guest favorite
An outdoor swimming pool is centered within a landscaped courtyard, surrounded by contemporary apartment buildings. Comfortable lounge chairs line the pool deck, while a graceful pathway leads to the water's edge. Lush greenery frames the area, enhancing the tranquil atmosphere.
Condo in Toronto
5 out of 5 average rating, 86 reviews

The Penty: Luxurious Penthouse with Pool, Hot Tub

Lilia SaloméRating, 5 stars1 week ago
Amazing place, besides the location, the apartment was very nice to enjoy Robert was very helpful and responded fast
Guest favorite
Condo in The Blue Mountains
4.95 out of 5 average rating, 872 reviews

Stunning Mountain Views- WalkTo Blue, Pool, HotTub

RobertRating, 5 stars1 week ago
Enjoyed our family stay with a toddler. Have everything we needed, and easy to access Village area with food + activities.
Guest favorite
Condo in The Blue Mountains
4.94 out of 5 average rating, 298 reviews

Cozy & Charming Retreat at Blue Mountain

GhazalaRating, 5 stars2 weeks ago
Leo and Josie were great! They were friendly and responsive and made sure we had everything we needed for our stay! There were 6 of us and we all had more than enough space. It was a great stay, would definitely recommend! :)
Top guest favorite
Condo in Shanty Bay
5 out of 5 average rating, 27 reviews

Wildwood HotTub+Indoor/Outdoor Pool+Sauna+GameRoom

NinaRating, 5 stars1 week ago
Perfect place to have a peaceful break from the city!!
Superhost
An outdoor courtyard is displayed, featuring a rectangular pool surrounded by lounge chairs. A wooden deck area is seen with seating options, and landscaped greenery adds a natural touch. Multiple buildings with modern architecture are positioned in the background.
Condo in Innisfil
4.94 out of 5 average rating, 47 reviews

Spectacular 2 BDRM Penthouse at Friday Harbour

Stephanie AlexisRating, 5 stars9 months ago
Ali's place was great and exactly what you see. It was our very first AirbNb booking. It was very very clean, super cozy and relaxing atmosphere. Everything was just steps away. We brought own food for breakfast, lunch and things BBQ. we brought are own condiments and Nespresso machine/frother. We didn't know about a market, so if you need anything thet have it all. Prices are reasonable. We purchased alot of water as there was no filter system. (Personal preference) everything they had, we used & was great! The pool wasn't open and that was the main part of our booking, as we have 1 son, 6 years old. we did have an opportunity to go to the resort pool at a cost for only 2 hours ($95 reimbursement- thank you!) but we made the best of it and spent 1 day at the beach. also the seating is only for home owners, so we weren't able to use the lawn chairs. The trip turned out to be a little different then we planned. But overall great experience, lovely location and would def return back!

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