Condo vacation rentals in Regional Municipality of York

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Popular amenities for Regional Municipality of York condo rentals

Weekly condo rentals

Top guest favorite
Condo in Innisfil
4.99 out of 5 average rating, 73 reviews

Spring Escape at Friday Harbour

SueRating, 5 stars1 week 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.
Superhost
Condo in Toronto
4.84 out of 5 average rating, 86 reviews

Lovely Toronto entire Condo!Renovated!Amazing view

StevenRating, 5 stars2 weeks ago
Great place, decided to stay there for a weekend away with my partner and the place was perfect, peaceful and easy of access.
Guest favorite
Condo in Innisfil
4.96 out of 5 average rating, 51 reviews

Your Dream Escape at Friday Harbour - 2Bdrm 2Bath

KaylaRating, 5 stars1 month ago
Overall we were very satisfied staying here for the Easter long weekend. The place was easy to find, easy to get in, extremely clean, and set up nicely for a small family with a young child (out of a crib). The hosts were very proactive to make sure you knew where everything was and how to get in touch with them. While we were able to take advantage of the events happening during the weekend, if we didn't already have passes for the other locations we would have needed to purchase them. We would recommend this place and would return for another weekend (especially in the summer when more is open in the resort).
Top guest favorite
Condo in Toronto
4.95 out of 5 average rating, 41 reviews

Luxury 2BR - Subway/Pool/Gym/Sauna + Free Parking

RayRating, 5 stars1 month ago
Fantastic location, right above the subway line downtown which allowed me to work in the city, easily. Down the road are many Korean and Japanese restaurants. Groceries stores are abundant.
Guest favorite
Condo in Toronto
4.88 out of 5 average rating, 32 reviews

Romantic Experience of a 2 Bedroom Apartment

TeresaRating, 5 stars3 months ago
I had a great experience at Azadeh’s place! She is a friendly lady and always responsive through text messages. The price is great and it is convenient to go everywhere!
Guest favorite
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!
Guest favorite
Condo in Toronto
4.97 out of 5 average rating, 31 reviews

King-size mattress + work space

GaryRating, 5 stars1 month ago
The place had everything I needed—fully stocked kitchen, cozy bed, and a living room that was perfect for chilling. The location was unbeatable. So many restaurants and shops right around the corner, and the subway was just a short walk away. Super easy to get anywhere in the city. The host was great, always quick to answer my questions. I'd 100% stay here again and would recommend it to anyone visiting!
Guest favorite
Condo in Innisfil
4.9 out of 5 average rating, 29 reviews

La Dolce Vita at Friday Harbour | 2 bed|2 bath

VanessaRating, 5 stars5 months ago
Luciana’s place in Friday Harbour was perfect for my friends and I to celebrate New Years Eve! It’s walking distance to the strip of restaurants and shops in Friday Harbour and when we got back from dinner we had a great assortment of board games to keep us entertained and a bottle of champagne courtesy of Luciana which was a super sweet touch. We’d like to come back in the Summer, thank you for your hospitality!

Pet-friendly condo rentals

Top guest favorite
Condo in Innisfil
5 out of 5 average rating, 41 reviews

Lake/Marina Front, Luxury 2 Storie 1500 Sqft At FH

ElenaRating, 5 stars9 months ago
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!
Top guest favorite
Condo in Innisfil
4.96 out of 5 average rating, 75 reviews

Luxury Getaway @ Friday Harbour Condo at Marina

AngelaRating, 5 stars2 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
Condo in Innisfil
5 out of 5 average rating, 31 reviews

Friday Harbour Ground Floor w/ Large Terrance

WinstonRating, 5 stars4 days ago
Booked this condo for a weekend with some friends! The place was perfect with nice living and sleeping spaces. The yard and patio was a great hang out spot as well. Kitchen was great and the grill was fun to use! The surrounding area is beautiful as well. Overall an excellent place to stay!!
Guest favorite
Condo in Innisfil
4.94 out of 5 average rating, 35 reviews

Cozy south view suite overlooking the nature trail

KimberlyRating, 5 stars1 week 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
Condo in Innisfil
4.82 out of 5 average rating, 34 reviews

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

TaylorRating, 5 stars3 days 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
Condo in Innisfil
4.85 out of 5 average rating, 71 reviews

2 BR with a private terrace at Friday Harbour

JoanneRating, 5 stars1 week ago
Beautiful home, well furnished and spotless. Great location with lots to do! Host is awesome too, very helpful and friendly. Would definitely recommend!!
Superhost
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!
Superhost
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!

Condo rentals with a pool

Guest favorite
Condo in North York,
4.96 out of 5 average rating, 55 reviews

1 Bedroom Suite

SimonRating, 5 stars1 month ago
The space was wonderful and so was our host. Couldn’t have been happier. Thanks so much for letting us stay and being so accommodating Azeta!
Guest favorite
Condo in Markham
4.91 out of 5 average rating, 114 reviews

Downtown Markham Unionville

AndreaRating, 5 stars3 months ago
We had a great stay at Thomas' place. He met us at check in, showed us the building, parking and any details we needed to know. He was very responsive, provided early check in, and coordinated parking spots for both our vehicles. The place was very clean and quiet. We would definitely stay again!
Guest favorite
Condo in Innisfil
4.94 out of 5 average rating, 16 reviews

Luxurious Friday Harbour Condo

AliciaRating, 5 stars1 week ago
This is my first time staying in an Airbnb and my family enjoyed the entire experience so much that we'll be doing it again. We felt safe, secure, relaxed and comfortable. All that was needed was provided and the location was a gem.
Top guest favorite
Condo in Innisfil
4.96 out of 5 average rating, 52 reviews

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

DanikaRating, 5 stars3 weeks ago
Had a wonderful stay here. This airbnb was very clean, nicely decorated and matched the description. Adriana was a great host letting us know before hand the pool/hot tub was closed for maintenance if we changed our mind about the place but that didn’t affect our decision. Location was great, just a 5 minute walk to the main shop/restaurant area. It was nice being on the ground floor that we could exit on the patio by locking the sliding door rather than going through the building. Parking spot in the garage was very convenient. Definitely recommend and we will try to stay here again!
Superhost
Condo in Markham
4.68 out of 5 average rating, 76 reviews

Luxury Corner View Penthouse Downtown Markham

JoshRating, 5 stars2 weeks ago
excellent stay. wonderful host
Superhost
Condo in Innisfil
4.91 out of 5 average rating, 142 reviews

Beautiful Condo, 2 Bedrooms and a Den in a Resort!

AnisaRating, 5 stars3 weeks ago
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!
Guest favorite
Condo in Innisfil
4.89 out of 5 average rating, 19 reviews

Enjoy your stay at a cozy One bedroom apartment!

YugrajRating, 5 stars3 months ago
"Peaceful and Convenient Stay!" I had a great stay at this Airbnb! The place was very peaceful, making it perfect for relaxation. The location is incredibly convenient—just a 2-minute walk to Starbucks, FH Finefood grocery store, and plenty of restaurants. It made everything super easy, whether I needed coffee, groceries, or a nice meal. The host was also responsive and helpful. I’d definitely recommend this place and would love to stay again.
Guest favorite
Condo in Innisfil
4.94 out of 5 average rating, 115 reviews

Friday Harbour Luxury Condo Escape, Sleeps 4

SoniaRating, 5 stars8 months ago
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

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