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

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

Top-rated ski-in/out rentals in Lake Simcoe

Guests agree: these ski-in/out homes are highly rated for location, cleanliness and more.

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Guest favourite

An A-frame house featuring a white exterior and a steep roof stands beside a serene lake. A gravel driveway leads to the entrance, surrounded by greenery. Large windows allow ample natural light, providing views of the lake and trees in the background.

Home in Little Lake

Lakefront detached house on the little lake

♥️an unique, historically, lovely elf house in front of the little lake. Here you’ll find a unique hideaway in the middle of the city Barrie with gorgeous lake views as far as the eye can see. ♥️ Only one hour drive from Toronto. Walking distance to everywhere (shoppers,restaurants, cinemas….) ♥️This home including furniture, microwave, coffee maker, washing machine and all other appliances. Walk out the back door and be greeted by our updated dock where you can fish for pike, perch and bass.

FamilyLocationNearby

4.86 out of 5 average rating, 152 reviews

Superhost

Home in Blue Mountain Resort Area

Large chalet 3 King bed, Sauna-Hot Tubs, Projector

Welcome to our charming vacation chalet, where modern comfort meets rustic charm. Nestled in a serene setting, this spacious chalet is perfect for large families, friends, or groups looking to unwind and enjoy nature without sacrificing comfort. The chalet features a perfect blend of some contemporary updates and cozy, traditional touches, Sauna, Hot tubs and 110 projector Conveniently located near The Village/ a very short 2 minute driving to the Parking Lot and Valley Express Lift for skiing.

FamilyValueCleanliness

4.83 out of 5 average rating, 109 reviews

Guest favourite

An inviting dining area features a large wooden table adorned with a decorative centerpiece. The fully-equipped kitchen, visible in the background, showcases modern appliances and sleek cabinetry. Ample natural light enters through nearby windows, enhancing the room's welcoming ambiance.

Chalet in Blue Mountain Resort Area

Swiss chalet | Hot tub • Sauna • Walk to Village

Experience the best of Blue Mountain in every season.Whether you're skiing in winter, relaxing on the sandy beaches of Georgian Bay in summer, hiking colourful trails in the fall, or enjoying spring festivals, our luxury Swiss-style chalet 6 bdrm, a spacious open-concept living area for 16+guests is perfect for family & group retreats year around. Enjoy a private Hot Tub & Barrel Sauna & mountain views.Just an 8-min walk to Blue Mountain Village & only 4min drive to the beaches of Georgian Bay.

FamilyLocationIndoor spaces

4.94 out of 5 average rating, 109 reviews

Guest favourite

A tree house is nestled among tall trees, featuring a wooden structure with a balcony and staircase. Soft sunlight filters through the branches, highlighting the natural wood finish and the serene forest surroundings.

Treehouse in Port Perry

Treehouse on private, isolated forest (300 acres)

You will feel like you're a thousand miles from Toronto. Your own private space with several ponds for swimming, gazebo, fire pits, running water, hot shower, mtn bike and hiking trails. With 300 acres at your door step, you can choose not to see another soul during your stay or venture to a nearby winery, restaurants, shopping, horse farms, golf courses or ski hills! We are just 1 hour from Toronto with easy access off the 407. We also have an amazing log cabin for rent on the same 300 acres.

ValueFamilyHospitality

4.98 out of 5 average rating, 567 reviews

Guest favourite

The exterior of the chalet features a two-story structure with large windows providing ample natural light. A small balcony is visible above the lower level, accompanied by a natural gas BBQ. Colorful adirondack chairs in red and blue are placed on the patio, surrounded by green shrubbery.

Chalet in Blue Mountain Resort Area

Modern Ski In/Out Mountain Side Ground Floor

SKI IN AND SKI OUT from the back deck (snow dependent)!! Notice the amount of comfortable seating for NINE PEOPLE around the TV that many other places are without. At the end of a long ski day having a comfortable place for everyone to sit is what most Chalets are missing. Enjoy our family’s beautiful renovated GROUND FLOOR chalet with 2 Bedrooms, 2 Baths, 6 Beds conveniently located next to the Blue Mountain Inn. Blue Mountain Village is a 7 minute walk away. Location, Location, Location

LocationFamilyGrill

4.9 out of 5 average rating, 496 reviews

Top guest favourite

An aerial view captures the expansive layout of Friday Harbour, showcasing various buildings along the marina and natural surroundings. A peaceful golf course is visible with a distinctive lighthouse, all framed by serene water reflections under a twilight sky.

Apartment in Innisfil

Family-friendly luxury getaway at Friday Harbour

Happy Holidays! At Canada's most sought after all seasons resort, you, your family, and friends can unwind to the peaceful serenity of Lake Simcoe, spend hours in the 200-acre Nature Preserve, experience unforgettable fine dining, or stroll along the beautiful boardwalk. Our one-of-kind 2-bedroom open concept luxury Corner unit with floor-to-ceiling windows will give you a taste of paradise - an hour away from the Greater Toronto Area! Come and enjoy all that Friday Harbour has to offer!

FamilyLocationAccuracy

4.92 out of 5 average rating, 107 reviews

Guest favourite

The cottage features a welcoming exterior framed by a lush canopy of trees. A spacious deck accommodates various seating options, including colorful chairs and a dining table. Large windows provide natural light, reflecting a harmonious connection with the surrounding nature.

Cottage in Algonquin Highlands

Long Beach on Big Boshkung

Welcome to Long Beach on Boshkung. A beautiful private 2 bedroom (2 Queens) , 1 Loft (2 Singles) cottage complete with a 3 piece bathroom on 300 feet of frontage on Big Boshkung Lake in Haliburton Ontario. Bungalow cottage property is a unique combination of comfort and beauty. Shaded by towering white pines, the cottage holds one of the best and clearest views of Boshkung lake, private 300 foot sand beach and spectacular sunsets. Front deck on lake side has hill may not be child friendly

FamilyValueKitchen

4.91 out of 5 average rating, 391 reviews

Guest favourite

A spacious bedroom is showcased with a large bed dressed in neutral linens and accented by decorative pillows. Natural light enters through a window, illuminating the room's soft gray walls. A contemporary art piece adorns one wall, while a doorway leads to a bathroom.

Townhouse in Blue Mountain Resort Area

Upgraded 3-Bed Chalet in Blue Mtn Village

Licensed with Town of Blue Mountain # LCSTR20220000176 Exquisite and modern three bedroom chalet at Mountain Walk. Right at Blue Mountain Village, ALL LINENS AND TOWELS INCLUDED. Ski hills and golf course. Accommodate up to 7 people and features beautiful kitchen, two and half baths and wood fireplace. Beautifully decorated with tons of upgrades and perfect location this condo offers best of both worlds. kitchen fully equipped! Perfect vacation getaway with all amenities of modern living.

LocationValueView

4.92 out of 5 average rating, 142 reviews

Top guest favourite

An open concept living and dining area features a comfortable grey sectional sofa and two circular coffee tables on a textured area rug. The kitchen bar is equipped with four high-backed chairs. Large windows allow natural light to illuminate the space, with views of lush greenery outside.

Townhouse in Blue Mountain Resort Area

3BR Sierra Scandi Chic - Closest to Village

CONSTRUCTION ALERT Please see property details below Treat yourself to a getaway at our uncluttered, spacious, and fully-equipped 3 bedroom end-unit stacked townhouse at 110 Fairway Court. Just a 5 minute walk from the village and facing the Monterra golf course 1st hole, you’ll enjoy beautiful views of the mountain and easy access to village activities. With over 1,600 square feet of living space and all the comforts of home, our place has everything you need for a relaxing stay.

LocationFamilyIndoor spaces

4.94 out of 5 average rating, 585 reviews

Guest favourite

An open layout of the studio unit is displayed, featuring a modern kitchen with a breakfast bar and sleek cabinetry. The cozy living area contains a pullout sofa with decorative cushions, and a spacious king bed is situated in the corner, complemented by subtle green accent walls.

Flat in Blue Mountain Resort Area

Evergreen Studio | King Bed/Pool/Hot Tub/Shuttle

Welcome to Evergreen Studio, a cozy mountain retreat at North Creek Resort featuring a stone fireplace. *King bed *Pull-out sofa *Stone fireplace *SMART TV, Rogers Ignite TV & high-speed Wi-Fi *Equipped kitchen *No traditional oven; stovetop + microwave/convection oven Resort Amenities: *Shuttle Service *Year-round hot tub *Pool (scheduled to close Tues Oct 13, 2026) *Tennis Courts *Ski or hike in/out to the North Hill (hiking trails, intermediate-advanced daytime skiing)

LocationFamilyCheckout

4.96 out of 5 average rating, 264 reviews

Top guest favourite

The airy studio unit features a spacious king bed framed by green accent walls. A cozy sectional sofa is positioned in front of a coffee table. Natural light filters through window shutters, highlighting the adjacent balcony with Muskoka chairs.

Flat in Blue Mountain Resort Area

Sage & Stone | King Bed/Pool/Hot Tub/Shuttle

Welcome to Sage & Stone, a warm and stylish studio retreat at mountainside North Creek Resort. *King bed *Double sofa bed with memory foam mattress *SMART TV, Rogers Ignite TV & high-speed Wi-Fi *Equipped kitchen with cookware, utensils & Keurig *Updated bathroom Resort Amenities: *Shuttle Service *Year-round hot tub *Pool (scheduled to close Tues Oct 13, 2026) *Tennis Courts *Ski or hike in/out to the North Hill (hiking trails, intermediate-advanced daytime skiing)

FamilyValueKitchen

4.96 out of 5 average rating, 411 reviews

Guest favourite

A master bedroom features a spacious bed adorned with a blue and white comforter. Light wooden flooring is complemented by a decorative nightstand and a stylish chandelier. Large windows allow natural light to fill the room, offering views of the greenery outside.

Home in Blue Mountain Resort Area

Serene mountainside home with View/Shuttle Bus

Welcome to this peaceful haven within the mountains. We have decorated our spacious and cozy home with comfortable beds, ample living amenities, and high-quality furniture to welcome you, your family and friends. Enjoy the carefully curated art pieces collected from around the world and look upon a stunning view of the snow-capped mountains from the master bedroom. Heated outdoor pool is seasonal! Walkable to the Village. Free Shuttle Bus

ValueLocationHospitality

4.93 out of 5 average rating, 249 reviews