Ski-in/Ski-out holiday rentals in Lake Simcoe

Find and book unique ski-in/out homes on Airbnb

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Popular amenities for Lake Simcoe ski-in/out rentals

Ski-in/out house rentals

Superhost
Home in Port McNicoll
5 out of 5 average rating, 3 reviews

Nice retreat pool, sauna, hottub

JocelinRating, 5 stars9 months ago
Beautiful home. Outside was stunning. Pool stones are wobbly (be extremely careful sitting on the side)
Superhost
Home in The Blue Mountains
4.82 out of 5 average rating, 51 reviews

Spacious Chalet close to Ski resort. Pet friendly!

SamanthaRating, 5 stars3 weeks ago
Our stay at Tuan’s place was as expected! It was great having so many things to do all in one place. The hot tub and pool table were a huge hit for our group! Tuan and his family were very responsive, which made our check in and check out very easy. The only constructive feedback is the basement could be cleaned more thoroughly, and information on the shuttle bus would have been helpful. We ended up walking to the village for dinner on Saturday night, which was about a 20 minute walk. Overall, Happy Home was the perfect place to stay for our friend’s getaway weekend!
Superhost
Home in The Blue Mountains
4.89 out of 5 average rating, 219 reviews

Large 4 Br - 4.5 Bath; Sauna/Shuttle Bus/2 King bd

AliceRating, 5 stars1 week ago
It is a wonderful house, furnished in every detail, it offers many entertainments to have fun with your family. My children had a great time. The house is in a quiet and relaxing location surrounded by nature.
Guest favourite
Home in Barrie
4.95 out of 5 average rating, 163 reviews

4 Bedroom Fully Private Townhouse in Barrie

BonnieRating, 5 stars2 weeks ago
It's a great spot. Definitely good for families. We used it as a space to eat, sleep, and explored the night life. Kitchen was stocked with what we need, even with some extras. Everyone who stayed had positive things to say about the space. You do need to be mindful of the neighbours for noise levels. We tried to be respectful and we got no complaints for noise. I would recommend this if you are a respectful bunch of adults going and definitely for families. The park is right now front, and there was family's and kids out and about.
Top guest favourite
Home in Eagle Lake
5 out of 5 average rating, 57 reviews

HyggeHaus—sleek snuggly secluded ski-in/out cabin

StephenRating, 5 stars1 week ago
This is a great place to stay. The inside is beautiful, super clean and great place to hang out in. Beds are comfortable. Washrooms are nice, clean and have what you need. Kitchen is well stocked, nice to cook in. Common area is very comfortable and the wood burning stove is a great touch. The outside property is super private and an amazing place to walk around. The fire pit is a great way to pass the time. Although we did not end up using the hot tub, it looked very clean. If you’re looking to get away and relax, stay here.
Guest favourite
Home in The Blue Mountains
4.95 out of 5 average rating, 192 reviews

Serene mountainside home View/Shuttle Bus/Pool

LisaRating, 5 stars3 weeks ago
We had a wonderful stay - Brendan's place was clean, organized and in a great area (close to village). Brendan was responsive and helpful and I would recommend this place to relax and enjoy Collingwood.
Top guest favourite
Home in Collingwood
4.95 out of 5 average rating, 109 reviews

Driftwood on 6th Heritage Downtown Collingwood

ChristineRating, 5 stars4 days ago
We thoroughly enjoyed our time here. Seema's home is even more lovely than in pictures. The kitchen was fully stocked with everything you could possibly need. The beds were very comfortable and linens were high quality. This is always a make or break deal for me. The living room with big screen TV and comfy furniture was the perfect spot for us girls to relax and catch up. One thing to note is that both bathrooms are on the main floor. If you are one to get up through the night, she has installed 3 motion lights that come on as you go down the stairs. We really appreciated this safety measure. The backyard looked gorgeous. Unfortunately, we didn't have the best weather so we could not enjoy it. We'll look forward to using it the next time we book Seema's lovely home as we will most definitely be back!
Guest favourite
Home in Collingwood
5 out of 5 average rating, 5 reviews

Blue Mountain Mansion House

VictoriaRating, 5 stars20 months ago
Excellent and massive space great for hosting your friends and family… There are so many bathrooms in every bedroom which allowed everyone to have their private space, and then a great room and dining room to enjoy everyone’s company. We were really impressed by how clean the place was.

Family-friendly, ski-in/out home rentals

Superhost
Chalet in The Blue Mountains
4.84 out of 5 average rating, 773 reviews

Blue Mountain / Collingwood Hill Side Condo

Aikon NikkiRating, 5 stars4 weeks ago
The host was very clear on instructions and the place was spotless. Great location and space for two people Unfortunately, with the heavy rain, there seems to be a hole on the sliding door of the balcony that let water in enough to pool on the floors and got our stuff wet. The host said it will be fixed
Guest favourite
Farm stay in Kawartha Lakes
4.85 out of 5 average rating, 110 reviews

GcLittle Tourist Cabin on the Marsh

EllenRating, 5 stars1 month ago
We had a fantastic stay! Beautiful property& great hosts✨ we will for sure be back!
Guest favourite
Chalet in Huntsville
4.94 out of 5 average rating, 162 reviews

Luxury Cottage /Chalet, Muskoka Canada

PennyRating, 5 stars1 month ago
We had a wonderful March break week at Mark and Betty's. It's like living in an art gallery! The view was beautiful and a very peaceful and private location. My daughter loved the rooms and toys downstairs and we really appreciated the modern kitchen and fantastic fireplace.
Guest favourite
Townhouse in The Blue Mountains
4.92 out of 5 average rating, 109 reviews

BLUE MOUNTAIN LUX 3 BED AT VILLAGE chalet

NancyRating, 5 stars1 month ago
This place was a home away from home which was close to the hill we could walk with skis. The fireplace was clean and easy yo use. Great family getaway with lots of room to gather. Love it would book again.
Guest favourite
Chalet in The Blue Mountains
4.98 out of 5 average rating, 109 reviews

Walk to the village at Blue - Regal

JulieRating, 5 stars2 months ago
Sara’s place was absolutely spectacular! Every little detail was thoughtfully considered, making it perfect for a big group or family. From an abundance of towels, blankets, and dishes to a well-stocked kitchen with spices—you name it, they had it! Our family frequently rents large homes, and it's usually hard to please everyone, but this time, not a single person had any complaints—only praise for how much they enjoyed the stay. The amenities were top-notch! We made great use of the sauna, red light bathrooms, and hot tub. Plus, the home offered plenty of gathering spaces for both adults and kids to relax and enjoy. It was truly a comfortable and welcoming experience. We would absolutely stay here again and highly recommend it to anyone looking for a well-equipped, thoughtfully designed getaway!
Superhost
Apartment in The Blue Mountains
4.76 out of 5 average rating, 753 reviews

Mountainside Studio w/Kitchen - Beside Blue

KylieRating, 5 stars1 month ago
Just as described and pictures. A quiet unit at the back on the building, which is as nice. Check in and accessibility was easy. Just as pictured and you can’t beat the price! Uber was under $7 to the mountain, we did not look at free shuttle but know it was available. Hot tub was great, pool looks like it would be too in the summer months. Extra toilet paper would be appreciated, but we did bring back up so was not a problem. Ottoman/coffee table could use an upgrade, something easier to clean. Overall great experience, would book again. Dave and his team were on the ball and in communication often. Appreciated the instructions for check in/ check out. He had the unit ready 3+ hours before planned check in which was amazing! Lots of extra linens and pillows were available. Fireplace was a nice touch. Wifi was easy to access and worked well. Did not use the jacuzzi tub, but definitely a nice added feature to have. Deck out front and on the side we’re more spacious than expected.
Guest favourite
Apartment in Blue Mountains
4.92 out of 5 average rating, 340 reviews

2 Bedroom, 2 Level Condo on Blue Mountain!

JamesRating, 5 stars1 week ago
It was the best location in the village, and it was quiet and the sound of the stream was friendly. If you are skiing during the ski season, it would be very convenient because the bottom of the slope and the entrance to the building are in contact. The interior was clean and well-organized. Thanks, Richard.
Guest favourite
Chalet in dysart et al,
4.85 out of 5 average rating, 259 reviews

Modern Luxury Chalet w/ Studio Option Cedars East

KarenRating, 5 stars3 months ago
This is our third time staying at the Cedars and it was amazing as always! Such a cozy, peaceful spot for our family of 4. Loved the wintry landscape and warmth of the cottage. Beautiful views of the lake. Beds were super cozy and the bathrooms were pristine! Only a 20 minute drive to Sir Sam’s ski resort, which we ventured to as well. The outdoor sauna was a fantastic addition, especially after a day of skiing! Ashley is a fantastic host who is always available and responsive if needed. We wish we had stayed longer! Thanks Ashley and Peter! We will be back for sure! :)

Ski-in/out cabin rentals

Cabin in Huntsville
4.33 out of 5 average rating, 49 reviews

22 Moose

AnettRating, 5 stars40 months ago
A lovely little cottage in an amazing area. The cottage was very clean and up-to-date! We had everything we needed and more: wood and kindling for the fire place, extra blankets for cold nights, and coffee for an early morning. Communication wasn’t directly through the host but an automatic system, which was absolutely fine as it provided all necessary information! We’ll come back again!!
Guest favourite
Cabin in Huntsville
4.93 out of 5 average rating, 192 reviews

Beech Cottage - Peninsula Lake 6 Bedrooms

JulieRating, 5 stars4 months ago
It was our second stay Dee's place for a ladies weekend. This is one of our favourite spots! Comfy beds, each bedroom with a bathroom, 2 large seating areas, well equipped kitchen. And Dee is quick to respond to any questions. Thanks again Dee!
Guest favourite
Cabin in ALGONQUIN HIGHLANDS, HALIBURTON
4.92 out of 5 average rating, 159 reviews

Rustic Log cabin retreat

BrentRating, 5 stars1 week ago
What great quiet place to unwind and relax from the daily grind. Helen and Carl were great host's. All the extra amenities included. Great experience. We highly recommend a stay here!
Cabin in Kawartha Lakes
4.53 out of 5 average rating, 15 reviews

Newly Renovated 2 BR Cottage Beach, Park & Firepit

LeonidRating, 5 stars16 months ago
It was a pleasure staying here. The host was very responsive and helpful; everything matched the property description and was clean. We are having a really good time here celebrating the New Year. I recommend this cozy house to everyone looking for a quiet place with a good cost-to-quality ratio.
Top guest favourite
Cabin in Huntsville
4.96 out of 5 average rating, 27 reviews

Woodland Lodge in Heart of Hidden Valley

PhilRating, 5 stars8 months ago
Our family had a great stay at the lodge. The kids ran around the back yard trying to catch frogs and we made the short drive down to the beach every morning. Brett was extremely helpful in responding to a question about the BBQ, and the place was exactly what we wanted. Thrilled about our time there and we'll book again!
Guest favourite
Cabin in Huntsville
4.98 out of 5 average rating, 350 reviews

Muskoka A-Frame | Chalet Near Arrowhead & Beaches

CourtneyRating, 5 stars4 days ago
David’s place has been on our airbnb bucketlist for three years now and so thankful and happy we finally found an opportunity to go and celebrate my birthday with my fiancé! This place was so worth the wait, we had the most relaxing weekend and left feeling well rested and in great spirits. The location was great and was such in a peaceful and quiet location, felt so private even though there were neighbours and downtown Huntsville just a ten minute drive away. The home was so cozy, extremely clean, and had everything we needed to cook our meals and brew endless cups of coffee! The communication with David was nothing like I’ve experienced before- was very proactive and informed us of everything way ahead of time before we can even ask questions. Check-in was super smooth and everything was truly so perfect. Would love to stay here again as it felt like home.

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