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

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

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Popular amenities for Lake Simcoe ski-in/ski-out rentals

Ski-in/ski-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
Top Guest favourite
Home in Whitby
4.96 out of 5 average rating, 56 reviews

Brand new 3 bedroom house

MauriceRating, 5 stars3 weeks ago
Just had a wonderful relaxing stay . The home just had peaceful home feeling about it in witch i love and Mike's was super helpful when needed other then that I would stay their again .
Superhost
Home in The Blue Mountains
4.89 out of 5 average rating, 225 reviews

Large 4 Br - 4.5 Bath; Sauna/Heated Pool/2 King

PamelaRating, 5 stars2 weeks ago
Visited with 4 couples for a few nights away. Beautiful location. Would recommend
Guest favourite
Home in Shanty Bay
4.9 out of 5 average rating, 70 reviews

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

KenRating, 5 stars3 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
4.95 out of 5 average rating, 167 reviews

4 Bedroom Fully Private Townhouse in Barrie

MoniqueRating, 5 stars2 weeks ago
family of 5 adults, one toddler for a weekend. Playground across the street was great. Good location for quick access to major roads. Quiet. Unit was clean & had what we needed for our visit. Great value!
Guest favourite
Home in Barrie
5 out of 5 average rating, 7 reviews

Luxurious and Beautiful, Barrie

MarlonRating, 5 stars4 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 stars1 month 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, 196 reviews

Pool Open / Serene mountainside home View/Shuttle

TimRating, 5 stars1 month ago
We had a wonderful stay with a family of four including 18 year old teen boys and two dogs. The boys enjoyed the pool table and great tv's while my wife and I enjoyed the great walking and quiet surroundings. It was also easy to have our well trained dogs with us in this location which was wonderful. Thank you Brendan for the terrific stay and allowing us to change our reservation when our plans changed with ease.

Family-friendly, ski-in/ski-out home rentals

Guest favourite
Cottage in Huntsville
4.95 out of 5 average rating, 164 reviews

Luxury Cottage /Chalet, Muskoka Canada

JasminaRating, 5 stars4 weeks ago
We loved our stay at Mark and Betty's chalet. The place was quiet and clean. There was plenty of space for our two families, a beautiful deck space for enjoying a morning coffee, an indoor pool for the kids to use at the nearby resort (at a reasonable cost and only a 5 minute walk from the chalet) and plenty of hiking trails nearby. The hosts were responsive and offered helpful suggestions for things to do in the area. We especially enjoyed Mark and Betty's art collection, the many klompen (for the Dutch in us!) and the giant pileated woodpecker that would visit the birdfeed in the morning.
Guest favourite
Townhouse in The Blue Mountains
4.94 out of 5 average rating, 507 reviews

3BR Sierra Scandi Chic - Closest to Village

LorenzoRating, 5 stars2 weeks ago
Very clean place, excellent location next to the village and at a great price recommend for blue mountain stays
Guest favourite
Townhouse in The Blue Mountains
4.92 out of 5 average rating, 109 reviews

Family-Friendly 3BR Chalet Near 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.
Superhost
Townhouse in The Blue Mountains
4.87 out of 5 average rating, 181 reviews

Private condo getaway at base of Blue Mountain

DhartiRating, 5 stars4 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
Condo in Blue Mountains
4.92 out of 5 average rating, 344 reviews

2 Bedroom, 2 Level Condo on Blue Mountain!

BraydonRating, 5 stars1 week ago
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!
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 stars5 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! :)
Superhost
Cottage in Algonquin Highlands
4.91 out of 5 average rating, 366 reviews

Long Beach on Big Boshkung

StevanRating, 5 stars1 month ago
This is Airbnb concept working at its best. Ken’s place was a home away from home. Not just a mere house to generate extra income. Great care was put in for someone to feel good staying there ( night lights meticulously placed around the house for navigating oneself in the dark - just an example) . We found the house in immaculate cleanliness ( thank you Jackie). Ken was always present via messages to address us, suggest activities, provide general logistics of area. The house is a gem, with lots of windows and light, large kitchen with anything you might need, and very comfortable beds with premium mattresses. Thank you Ken, we’d love to be back soon 🙏🏻

Ski-in/ski-out cabin rentals

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

22 Moose

AnettRating, 5 stars41 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!!
Top Guest favourite
Cabin in Huntsville
4.93 out of 5 average rating, 198 reviews

Beech Cottage - Peninsula Lake 6 Bedrooms

MuneebaRating, 5 stars1 week ago
Amazing location and the cottage was perfect for our extended family reunion! The number of bedrooms and bathrooms were better than any other cottage situation .. gave everyone privacy and made the getting ready process very fast! The beautiful surroundings were so peaceful and enjoyable...we loved hanging out on the dock, used the firepit, the canoe and pedal boat. The town of Huntsville was had so many great restaurants and art murals ... can't wait to come back someday! Thank you Dee, you're the best!
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 stars3 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 stars4 weeks ago
Very nice location and place Peaceful environment and beautiful nature Very recommended
Top Guest favourite
Cabin in Huntsville
4.96 out of 5 average rating, 27 reviews

Woodland Lodge in Heart of Hidden Valley

PhilRating, 5 stars10 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!
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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