Condo holiday rentals in Simcoe County

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.

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 !

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!

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.

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.

Booked a spa day at Vetta for my birthday and needed a place somewhere close to stay and Tracy’s & Tiffany’s airbnb was ideal! It was so close to the spa, the complex/neighbourhood was so peaceful. The gym was less than a 2 minute walk away, everything was great! Tiffany and Tracey were so easy to communicate with and the airbnb itself had everything I needed! It didnt have a stove but we just simply brought home cooked meals there and warmed it up :) i had the most relaxing weekend and would definitely recommend coming back!

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!

Our stay was exactly what we were looking for quiet, nice location, good price communication was clear and concise. If we are ever that way again we would definitely stay here again. Would be nice to stay more than one night to enjoy the area and what the location has to fully offer.

We recently had the pleasure of staying at a fantastic condo in Friday Harbour, and we can’t recommend it highly enough! From the moment we arrived, we were greeted with warm hospitality and a stunning view that took our breath away. The condo itself was a perfect blend of luxury and comfort. It was impeccably clean, stylishly decorated, and equipped with all the amenities one could wish for. One of the highlights of our stay was the private balcony, where we spent many mornings sipping coffee and evenings watching the sunset over the harbor. The location of the condo is unbeatable. Just a short walk to charming local shops, restaurants, and the marina, it offered the perfect mix of relaxation and convenience. Overall, our stay at this condo in Friday Harbour was exceptional. It’s clear that the owners have put a lot of thought and care into creating a perfect retreat. If you’re looking for a memorable getaway, this place should be at the top of your list!

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.

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!!!!

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!

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!

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.

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!

great location, lots to do in the area. Anastasia was very communicative and a great host. highly recommend

Bruce was super helpful and has a great place. Would highly recommend!

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!

We had a wonderful stay at Steph and Joseph’s place! The home was spotless—very clean and well-kept, with extra towels, pillows, and blankets thoughtfully provided. It felt private, peaceful, and perfect for a family stay. My family absolutely loved it. Steph and Joseph were amazing hosts—always responsive, no matter the time. We truly felt taken care of. Highly recommend this place for anyone looking for comfort and great hospitality!

We had a great stay! The place was beautiful and clean, and so spacious! Would definitely return. Was a great location, about a 4 minute drive from where we needed to be and had the weather been nicer could have walked! We were very happy with our stay!

My kids & I had a fantastic experience at this Airbnb. The space was exactly as described—clean, comfortable, and well-equipped with everything I needed. The host was incredibly responsive and helpful, providing clear check-in instructions and great local recommendations. The location was perfect—close to everything, but quiet enough to relax. I would definitely stay here again and highly recommend it to anyone visiting the area!

This place was beautiful! As soon as we walked in, we felt at home. All the amenities listed were in the property and in good condition. Richard was very helpful and responsive when we had questions for him. There were extra pillows for people who sleep with more than just one lol. The ceiling fan in the loft really cooled down the place and kept the place at a good temperature. The area is also lovely, with a nearby tennis court on the resort. My friends and I spent most of our time there playing pickleball and tennis. Also, Blue Mountain village is about a 20 minute walk from the resort, so my friends and I went to visit at night. Overall, this was a lovely place to stay for the weekend and I would definitely come back again!

Great location, walking distance to Blue Mountain Village! Stephanie was incredibly friendly and helpful with instructions for check-in and check-out. Would absolutely stay here again!

My boyfriend and I stayed the weekend, it was a great location, Joe was very responsive and friendly! We had only 1 concern with the bbq that was not clean, but it has been handled with effectively. Overall space was very clean, it was easy to find kitchen supplies, and other items in the house! A great location with stores, restaurants at a walking distance, and other attractions within a 30 minute drive