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Beachfront holiday rentals in Regional Municipality of York

Find and book unique beachfront homes on Airbnb

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Popular amenities for beachfront rentals in Regional Municipality of York

Pet-friendly beachfront home rentals

Superhost
Apartment in Innisfil
4.79 out of 5 average rating, 89 reviews

Loft Condo Resort Style Living in FRidAy HarBOUR

AlexRating, 5 stars4 months ago
Ashley was quick to respond to messages and the room was very clean. It is somewhat far from surrounding towns. This is the ideal place for a quiet and cozy stay.
Top guest favourite
Apartment in Innisfil
4.96 out of 5 average rating, 73 reviews

Luxury Getaway @ Friday Harbour Condo at Marina

SueRating, 5 stars4 days ago
My husband and I had a wonderful stay at Ana’s place at Friday Harbour! The ground-level location is fantastic — just steps from the Promenade — yet private enough to feel peaceful. Shops and restaurants are a one-minute walk, and you can see the marina and hear the water birds from the cozy patio! Ana thoughtfully left us a welcome basket and bottle of wine, which was such a nice touch. The unit was spotless, well-appointed, and had everything we needed -- perfect for watching the playoffs! Ana communicated clearly and promptly, giving us total peace of mind. One note for pet owners: the outdoor space (patio) isn’t fully fenced, so you will need to keep furry friends leashed. We were thrilled to be able to bring our dog though! Thank you, Ana, for a fantastic stay.
Superhost
Flat in Markham
4.81 out of 5 average rating, 36 reviews

First floor walk out .

CoryRating, 5 stars1 month ago
this unit has great value for your dollar. close to everything with a beautiful backyard for your travel companions. Shirin was easy to talk to, very kind and welcoming. our dogs really enjoyed her back yard. would stay again
Apartment in Simcoe County
4.88 out of 5 average rating, 40 reviews

Condo in Innisfil All-Season Ontario Resort

GeeanneRating, 5 stars57 months ago
Rita, is an amazing host. She was always quick to respond when I needed something or had any questions. Her condo is exactly as pictured. The area was beautiful. I definitely will be coming back!
Home in Innisfil
4.71 out of 5 average rating, 35 reviews

Sunrise Villa on the Lake

ManinderdeepRating, 5 stars1 week ago
Beautiful place with nice view. This place has everything you need for a stay. Lily and Mike were quick to respond.
Apartment in Innisfil
4.76 out of 5 average rating, 107 reviews

All Season Resort 2BR 800sqft Condo in Innisfil

JenniferRating, 5 stars2 months ago
Really enjoyed our stay! The condo was spacious, clean and the kitchen was well equipped. Beautiful location with great access to local amenities. Thomas was very responsive and quickly addressed questions. Would definitely stay here again!
Guest favourite
Townhouse in Barrie
4.82 out of 5 average rating, 57 reviews

Full Townhouse - Trails, Lakes, Rinks & much more!

JimRating, 5 stars2 months ago
Great place, clean, spacious, the TV options were great when we hung around at the house. Jeff was very communicative, and he left great instructions in the house for the TV, wifi, washrooms. The location is quiet but only minutes away from Walmart, numerous fast food restaurants and coffee shops, and the Georgian Mall. I would stay again if I come back to Barrie.
Superhost
Cottage in Brock
4.96 out of 5 average rating, 26 reviews

Unique waterfront Cottage -1.5 hours from T0

DerrickRating, 5 stars7 months ago
We had a great time at Todd's place. Julie and Todd were both easy to reach and helpful whenever we had questions! The location is beautiful and there was a lot to do around the area! would recommend!!

Beachfront home rentals with a pool

Top guest favourite
Apartment in Innisfil
5 out of 5 average rating, 40 reviews

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

ElenaRating, 5 stars8 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!
Guest favourite
Apartment in Innisfil
4.95 out of 5 average rating, 20 reviews

Luxury Condo At Friday Harbour

DaraRating, 5 stars10 months ago
Joe was extremely helpful and detailed. Always took initiative to contact us. The condo is beautiful and spotless . The only problem we faced was with the management of the Friday harbour as it was extremely difficult to communicate with the staff and convince them that we do have access to the pool
Top guest favourite
Apartment in Innisfil
4.98 out of 5 average rating, 59 reviews

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

GloriaRating, 5 stars1 week ago
Very nice and peaceful location, had an amazing and relaxing time with my family. Host was very responsive and accommodating, great value for money. It felt like home, with amazing restaurants, overall great experience… Hope to be back in summer!
Guest favourite
Apartment in Innisfil
4.95 out of 5 average rating, 84 reviews

3FL Views*2 King BR*SoundBar*Smrt Tv*Fire & BBQ

CorriRating, 5 stars18 months ago
The space was perfect for our family of 4–comfortable and quiet. Loved the outdoor space and the amenities on the site. Would definitely stay again!
Guest favourite
Apartment in Innisfil
5 out of 5 average rating, 26 reviews

Elegant 2bdrm/2bath condo at Friday Harbour

AngelRating, 5 stars9 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 favourite
Apartment in Innisfil
4.8 out of 5 average rating, 55 reviews

The Penthouse at Friday Harbour

AnjuliRating, 5 stars4 days ago
The stay was amazing! We had a great time and the condo was gorgeous. Thank you Stephen!
Guest favourite
Apartment in Innisfil
4.95 out of 5 average rating, 73 reviews

Luxury Beach Spa w/ Hot Tub & Sauna!

KhushdeepRating, 5 stars2 weeks ago
I recently had the pleasure of staying at this beautiful condo, and I couldn’t be more pleased with the experience. From the moment I arrived, everything was seamless — check-in was easy, the space was spotless, and the amenities were top-notch. The condo was not only stylish and cozy, but also thoughtfully equipped with everything I needed for a comfortable and relaxing stay. The location was perfect — close to everything I wanted to explore, yet peaceful and quiet for downtime. I especially appreciated the small touches like the welcome basket, extra linens, and local recommendations. A huge thank you to the host for being so responsive, kind, and accommodating throughout my stay. Your hospitality truly made this a memorable visit, and I’m so grateful. Warmest thanxx..

Private beachfront home rentals

Guest favourite
Holiday home in Innisfil
4.93 out of 5 average rating, 14 reviews

Lake Simcoe waterfront cottage

MikelRating, 5 stars6 months ago
Eddy is a fantastic host who was very fast to answer all of my questions! Every bedroom in this home has a bathroom and shower, which made for an extremely comfortable stay. This home was perfect for our Autumn getaway. Thank you!
Guest favourite
Apartment in Innisfil
4.92 out of 5 average rating, 74 reviews

Family-friendly luxury getaway at Friday Harbour

PaulaRating, 5 stars1 month ago
We love Friday Harbour! We've visited both in the summer and winter, and there's always something to do, though it's a lot quieter in the winter, as expected. This condo is relatively small in common/living space, but it's perfect for a quick weekend visit. My only complaint, due to no fault of the owners, of course, is that the whole place is a maze to navigate. If you park underground, it's tricky to find the correct door to enter, and if you're exploring the resort, it's easy to mistake the wrong building. Secondly, it was extremely windy when we were there, and the wind was deafening throughout the building. It sounded like the windows were going to come right off.
Superhost
Cottage in Innisfil
4.91 out of 5 average rating, 57 reviews

Beach Kayak Firepit BBQ Luxury Waterfront Cottage

AnaRating, 5 stars2 months ago
the sunrise was breathtaking looking over the frozen lake. the cottage was beautiful and exactly as described. we loved our stay! we had a 5 year old in tow and she had the most amazing time playing in the space. so close to Friday Harbour which is very lovely.
Apartment in Innisfil
4.96 out of 5 average rating, 28 reviews

Luxury Condo at Friday Harbour 2 Bedroom, 2 bath

KiyomiRating, 5 stars3 months ago
Had a great time from day 1. Modern, clean and extremely well stocked with care. Felt like home. Super cozy blankets and fireplace heating! Anne-Louise was very helpful and flexible to our needs. Lots to do even in the winter! Will be visiting again in future.
Apartment in Innisfil
4.96 out of 5 average rating, 46 reviews

Luxurious Friday Harbour Ground Floor Condo- 1 Bed

SarahRating, 5 stars40 months ago
Wonderful stay! Super convenient location and the communication was great. My boyfriend and I loved our stay.
Cottage in Innisfil
4.82 out of 5 average rating, 106 reviews

Hot Tub / BANYA / Sauna - True Cottage experience

IrynaRating, 5 stars1 month ago
Great vacation for the family, we enjoyed everything even though it was Winter! Very private neighborhood and amazing location! P.S Hot tub and sauna were the best (so relaxing) 😎
Cottage in Innisfil
4.88 out of 5 average rating, 326 reviews

Crystal Beach Cottage & Spa

AnneRating, 5 stars6 months ago
The place was spacious and very close to the walk by the water. Brian left clear instructions on checking in and how to use the hot tub. Overall a great weekend getaway for the family :)
Guest favourite
Apartment in Innisfil
4.93 out of 5 average rating, 30 reviews

Beautiful gateway @ Four Seasons Resort, Innisfill

MarcRating, 5 stars16 months ago
I highly recommend Sam’s accommodation. It’s a very comfortable place and Sam makes herself available and checks in on a regular basis. I look forward to returning in the not too distant future.

Destinations to explore