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

Guest favourite
Home in Grand Valley
4.94 out of 5 average rating, 16 reviews

2 bdrm lower level large apt

RianRating, 5 stars1 month ago
Great stay and host was very friendly
Superhost
Home in Port McNicoll
5 out of 5 average rating, 3 reviews

Nice retreat pool, sauna, hottub

JocelinRating, 5 stars10 months ago
Beautiful home. Outside was stunning. Pool stones are wobbly (be extremely careful sitting on the side)
Top guest favourite
Home in Whitby
4.96 out of 5 average rating, 55 reviews

Brand new 3 bedroom house

SaskiaRating, 5 stars1 month ago
It’s a really nice place to stay ! We had a great time. We would definitely come back and recommended ! 🌸
Guest favourite
Home in Shanty Bay
4.9 out of 5 average rating, 69 reviews

King Bed, Pool, Gym, Ravine View, Your Getaway!

KenRating, 5 stars2 weeks ago
We had a fantastic stay! The home was clean, quiet, and nestled in a beautiful, peaceful community — the view from the balcony is perfect for morning coffee or evening wine. There are walking trails just steps from the front door, and it’s a great jumping-off point for exploring Horseshoe Valley or spending the day at Vettä Spa. We didn’t use the pool or hot tub since we opted for the spa, but having access to those amenities is a great bonus for anyone staying longer. The hosts were friendly and responsive, and the space had everything we needed for a relaxing weekend getaway. Would definitely recommend to anyone looking for a peaceful escape with nature close by.
Guest favourite
Home in Barrie
5 out of 5 average rating, 7 reviews

Luxurious and Beautiful, Barrie

MarlonRating, 5 stars3 months ago
Stayed here for the long weekend to do a few activities in the area and have to say that the space was amazing. Would 100% recommend anyone coming to barrie to come stay here!
Top guest favourite
Home in Eagle Lake
5 out of 5 average rating, 60 reviews

HyggeHaus—sleek snuggly secluded ski-in/out cabin

IslaRating, 5 stars3 weeks ago
We were so happy to stay at this cottage! The house was cozy and welcoming, and both our child and our dog had an amazing time. It was the perfect place for a fun and relaxing family getaway. We would love to come back again!
Guest favourite
Home in The Blue Mountains
4.95 out of 5 average rating, 195 reviews

Pool Open / Serene mountainside home View/Shuttle

KimberleyRating, 5 stars1 month ago
Thank you Brendan for a wonderful stay in your beautifully decorated and very clean townhouse in Blue Mountain!! We had a wonderful time celebrating my Mom’s 80th birthday! It felt very comfortable and spacious for our small group. The shuttle to and from the village was on time and friendly - we also walked there too during the day. Excellent customer service and amenities. I highly recommend. Thanks again!
Superhost
Home in Wasaga Beach
5 out of 5 average rating, 4 reviews

Your home away from home

JenniferRating, 5 stars3 months ago
We loved our stay. Such a clean and beautiful space. It had everything we needed and a lot of space for the 9 of us to celebrate my birthday. The hot tub was great after a day of skiing and snowboarding. The host is very responsive too. Amazing overall!

Family-friendly, ski-in/out home rentals

Superhost
Flat in The Blue Mountains
4.65 out of 5 average rating, 471 reviews

Hidden Gem Escape at Blue Mtn @Great Rates@

SahanaRating, 5 stars1 month ago
We stayed here 2 weekends in a row! It's so close to the mountains. Has great views, and Vijay is super cool It's so convenient getting a place this nice at such a last minut
Guest favourite
Townhouse in The Blue Mountains
4.94 out of 5 average rating, 505 reviews

3BR Sierra Scandi Chic - Closest to Village

SharonRating, 5 stars1 week ago
Accommodation was spacious, comfortable, clean and well equipped. Short walk to restaurants, shops and activities. Would recommend!
Superhost
Apartment in The Blue Mountains
4.53 out of 5 average rating, 434 reviews

Beautiful Studio Condo in Blue Mountains Sleeps 4

JavierRating, 5 stars3 weeks ago
The place was great. Clean and organized. Everything you need. Good location, quiet, beautiful surroundings. close to Everything.
Guest favourite
Townhouse in The Blue Mountains
4.92 out of 5 average rating, 109 reviews

Modern 3BR Chalet at Blue Mountain Village

NancyRating, 5 stars3 months 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
Cottage in Kawartha Lakes
4.98 out of 5 average rating, 81 reviews

Beautiful Balsam Lake Retreat-2Hammocks on Balsam

TaraRating, 5 stars5 months ago
Beautiful cottage with a spectacular view of the lake! Very quiet and peaceful for rest and relaxation. The fireplace made the cottage even more cozy on some very cold winter days during our stay. The bed was very comfortable and the entire cottage was well set up for a relaxing atmosphere. Everything was easy to find and anything you could possibly need was there. We loved that amenities like grocery stores and restaurants were close by and easily accessible.
Guest favourite
Townhouse in The Blue Mountains
4.88 out of 5 average rating, 180 reviews

Private condo getaway at base of Blue Mountain

DhartiRating, 5 stars3 weeks ago
We stayed here over the long weekend and absolutely loved it! The place was gorgeous—cozy, clean, and the view of the mountains from the Airbnb was stunning. The beach just two minutes down the road was also beautiful and made the stay even better. We’ll definitely be booking this place again whenever we return to Blue Mountain!
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 stars4 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!
Guest favourite
Apartment in Blue Mountains
4.92 out of 5 average rating, 343 reviews

2 Bedroom, 2 Level Condo on Blue Mountain!

BraydonRating, 5 starstoday
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!

Ski-in/out cabin rentals

Cabin in Bewdley

Luxury Cabin Meditative Escape

RaeRating, 5 stars9 months ago
Our Labor Day weekend stay was delightful! The hosts were incredibly friendly and respectful, always ready to answer any questions we had. The rooms beautiful, with tasteful furniture that made the space feel both elegant and cozy. I particularly loved the large mirror in the main room, which catches the sunlight in the late afternoon, creating great ambiance. The 8-acre property that the accommodations are situated on is well maintained, and features many walking trails, sitting areas and peaceful spaces for the healing rituals they offer. Myself, my girlfriend, and our two friends all would recommend staying here!
Guest favourite
Cabin in ALGONQUIN HIGHLANDS, HALIBURTON
4.92 out of 5 average rating, 160 reviews

Rustic Log cabin retreat

ElonieRating, 5 stars2 weeks ago
My husband and I were looking for a peaceful escape from the city, and this place was exactly what we needed. Even with the constant rain, we had such a relaxing and memorable stay. Helen and her husband were incredibly welcoming, responsive, and genuinely funny—it really made the experience even better. The property is absolutely beautiful, with scenic trails and the calming sound of birds everywhere (such a refreshing change from the usual city noise). The cabin was cozy and thoughtfully set up, and the outdoor bathroom and shower were no problem at all—especially for us, since we’re comfortable with camping. One of the highlights was the animals—the horses and dogs were so friendly and affectionate. It was such a treat for us as animal lovers, and really added to the charm of the stay. We’d definitely come back!
Cabin in Trent Lakes
5 out of 5 average rating, 3 reviews

Cozy Cottage with Great Views

HarvinderRating, 5 stars3 weeks ago
Very nice location and place Peaceful environment and beautiful nature Very recommended
Cabin in Kawartha Lakes
4.5 out of 5 average rating, 16 reviews

Newly Renovated 2 BR Cottage Beach, Park & Firepit

LeonidRating, 5 stars17 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.
Cabin in Brampton

Chic Cabin in the Toronto area

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