Become a host

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

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

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

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

%{current} / %{total}1 / 1
Guest favorite
A spacious outdoor deck features comfortable seating and a low table, surrounded by lush green trees. Sliding glass doors offer a connection to the interior. Inside, a modern living area includes a television mounted on a wooden wall, with warm wood paneling enhancing the inviting atmosphere.
Chalet in dysart et al,
4.85 out of 5 average rating, 268 reviews

Waterfront Modern Cottage w/Sauna & Large Dock

Stunning views from this 3 bedroom family cozycottage with an optional 500sqf hot yoga studio on beautiful West Lake. Vaulted living room ceilings,windows to capture that view, new luxury vinyl flooring - plus a huge walk out deck. Modernized decor throughout with an elevated view. Close to Sir Sam's Ski Lodge offering outdoor activities and biking trails all summer long as well as winter activities. If you have more than 6 in your group please inquire directly for further accommodation details.

Top guest favorite
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.
Apartment in The Blue Mountains
4.99 out of 5 average rating, 187 reviews

Evergreen Studio-KingBed/Pool/HotTub/Shuttle

Renovated studio unit at the North Creek Resort featuring: * King Bed * SMART TV, High-Speed Rogers Ignite WIFI and TV * Pull Out Sofa * Stone Fireplace * Modern, Stylish Decor *please note there is not a traditional oven- there is a microwave/convection oven combo along with a stove top *Shuttle Service *Year Round Hot Tub *Pool (closed for the winter season- to reopen Spring '26) *Tennis Courts *Ski or Hike In/Out to the North Hill (hiking trails, intermediate-advanced daytime skiing)

Guest favorite
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
4.98 out of 5 average rating, 556 reviews

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.

Top guest favorite
Home in Collingwood
4.95 out of 5 average rating, 129 reviews

Driftwood on 6th Heritage Downtown Collingwood

Welcome to Driftwood on 6th. A pet friendly unique & tranquil space like none other, nestled in the heart of famous heritage downtown Collingwood. Fully renovated boutique hotel inspired century home with all the modern amenities.4bedrooms.1 king,2 queen,1 double.Each bedroom has a unique decor. Fully equipped kitchen with upgraded appliances.Vintage & modern art through out.Large outdoor space, for lounging.Discover unique shops,restaurants & bars walking distance from this historic property.

Top guest favorite
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 The Blue Mountains
4.91 out of 5 average rating, 422 reviews

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

Guest favorite
Home in The Blue Mountains
4.89 out of 5 average rating, 253 reviews

Large 4 Br - 4.5 Bathroom: 2 King beds/Sauna/games

Imagine a super large, cozy vacation home nestled in the heart of Blue Mountain Ski Resort, offering a perfect blend of luxury and comfort. Four bedrooms with 2 King beds. This expansive retreat boasts multiple levels to provide the utmost relaxation and tranquility. The home features 4.5 spacious bathrooms. Our Sauna and Entertainment basement is ready for guests' enjoyment. Walk to the Village or take a Free Shuttle Bus. Walk to Outdoor Heated Pool (Seasonal June-September) in 1 minute.

Top guest favorite
A charming three-level home is surrounded by tall, snow-covered trees, showcasing a welcoming entrance. The property features a pitched roof with a snow-dusted exterior and a porch that invites guests inside. The clear blue sky adds to the serene winter setting.
Cottage in Dysart et al
4.96 out of 5 average rating, 147 reviews

The Hidden Porch (ski -in/ski-out) at Sir Sam's

Large 3 level oasis, private 2 acre forest, full kitchen, 2 living rooms, wet bar, games room with pool table, 4 bedrooms, 3 bath, wrap around porch nestled in landscaped grounds featuring a hot tub, fire pit (wood provided), wood burning sauna with sitting area & screened in gazebo. This property is easy ski in/ski out access to Sam's Ski hill in the Winter & bike in/bike out in the summer &hiking trails. 10min walk to Eagle Lake. ATV/snowmobile. EV fast charging station available!

Guest favorite
A bright and spacious living area features a comfortable white sofa paired with dark blue accent chairs. A stylish dining table is set for meals, while a gas fireplace and mounted television create a cozy atmosphere. Natural light fills the room through large windows.
Home in Shanty Bay
4.87 out of 5 average rating, 99 reviews

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

Enjoy a stylish experience in this spacious and serene space at Highland Estates Resort. You get a completely equipped designer suite that is perfect for couples sneaking away, or families looking for the perfect vacation. Enjoy a peaceful night in your private Jacuzzi then snuggle up in a King Bed. The next day, prepare your own meal in the fully equipped kitchen with Microwave and Electric Stove. Access Netflix, Prime, Disney+. Our Pool is Open! Book Us Today

Top guest favorite
A serene winter landscape is depicted with the sun shining through bare trees. Snow blankets the ground, creating a tranquil atmosphere, while long shadows from the trees stretch across the snow-covered forest floor.
Place to stay in Oro Station
4.96 out of 5 average rating, 106 reviews

The Bunkie- A Cozy Modern Escape

Our cozy, modern Bunkie is nestled in a secluded forest setting with access to local trails and attractions. Whether you are seeking relaxation, adventure or exploration - this beautiful, four season destination will not disappoint. The bunkie has ski in ski out/ ride in ride out access to the Trails at Hardwood Ski and Bike for those who are interested. Trail passes are required, and available at a discount when staying at the bunkie. Contact us for more info.

Top guest favorite
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.
Apartment in The Blue Mountains
4.96 out of 5 average rating, 330 reviews

Studio at Blue-KingBed/Pool/HotTub/Shuttle

Welcome to our studio unit in the mountainside North Creek Resort! *King bed *sofa bed-double sized memory foam mattress *SMART TV, High-Speed Rogers Ignite WIFI and TV *Cookware, Utensils and Keurig *freshly painted *remodeled washroom Property Features: *Shuttle Service *Year Round Hot Tub *Pool (closed for the winter season- to reopen Spring '26) *Tennis Courts *Ski or Hike In/Out to the North Hill (hiking trails, intermediate-advanced daytime skiing)

Top guest favorite
An open-concept studio unit is shown, featuring a cozy living area with a dark sectional sofa and a wooden coffee table. The king bed is visible in the background, accompanied by modern bedding. The kitchen area includes a bar with stools and is equipped with countertop appliances.
Apartment in The Blue Mountains
5 out of 5 average rating, 114 reviews

Alpine Bliss: King Bed/Pool/HotTub/Shuttle

Newly renovated studio unit at the mountainside North Creek Resort featuring: * King Bed * SMART TV, High-Speed Rogers Ignite WIFI and TV * Double Pull Out Sofa * Remodeled Washroom *Equipped Kitchen with Keurig * Modern, Stylish Decor *Shuttle Service *Year Round Hot Tub *Pool (closed for the winter season- to reopen Spring '26) *Tennis Courts *Ski or Hike In/Out to the North Hill (hiking trails, intermediate-advanced daytime skiing)!

Superhost
A cozy living area features an orange L-shaped sofa adorned with decorative pillows, paired with a round coffee table. A 55" smart TV sits on a sleek black stand against the wall, surrounded by neutral decor and natural light from the nearby window.
Home in Barrie
4.93 out of 5 average rating, 185 reviews

4 Bedroom Fully Private Townhouse in Barrie

This spacious four-bedroom, four-bath townhouse is in Barrie South. It is a fully private and independent house, so you will have full privacy in and out. Enjoy the beautiful lake, which is five minutes away. Guests will have access to a fully stocked kitchen, washer/dryer, free high-speed internet (1500mbps), and a 55" smart TV with popular streaming services. All popular stores and amenities are nearby, within five minutes.

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

KitchenWifiPoolFree parking on premisesAir conditioning

Ski-in/ski-out house rentals

Guest favorite
A spacious living area is shown, featuring a large sectional sofa adorned with decorative pillows. A round wooden coffee table sits at the center, accompanied by a cozy throw blanket. The open kitchen area is visible in the background, illuminated by recessed lighting.
Home in Whitby
4.95 out of 5 average rating, 79 reviews

Entire Brand new 3 bedroom house

Guest favorite
A welcoming living area is highlighted by comfortable seating arrangements, including a sofa and two armchairs. A round coffee table sits in the center, surrounded by a soft area rug. A mounted television is above a modern fireplace, with natural light filtering through the windows.
Home in Barrie
5 out of 5 average rating, 11 reviews

Luxurious and Beautiful, Barrie

Top guest favorite
A modern cabin is nestled among tall trees, showcasing large floor-to-ceiling windows that invite natural light. A spacious covered porch, framed by lush greenery, features outdoor seating. The grassy area surrounding the cabin adds to the serene atmosphere of the wooded retreat.
Home in Eagle Lake
4.98 out of 5 average rating, 95 reviews

HyggeHaus—sleek snuggly secluded ski-in/out cabin

Guest favorite
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 The Blue Mountains
4.94 out of 5 average rating, 217 reviews

Serene mountainside home with View/Shuttle Bus

Guest favorite
An aerial view of Olive & Willow Lodge reveals a spacious green lawn surrounded by trees. The white house is centrally located, with a driveway leading to the entrance. Scenic highways are visible along the property's edge, enhancing the natural tranquility of the setting.
Home in Uxbridge
4.92 out of 5 average rating, 25 reviews

Cozy 3-Bdrm Lodge beside Dagmar & Lakeridge Resort

Superhost
A modern bathroom is equipped with a walk-in shower featuring marble-like tiles. A wall-mounted mirror reflects soft light from three globe fixtures above a large sink, complemented by grey cabinetry. Two neatly hung towels are visible, and a small rug adds warmth to the floor.
Home in Brampton
4.74 out of 5 average rating, 120 reviews

Brand new One Bedroom apartment

Guest favorite
Home in Orillia
4.94 out of 5 average rating, 17 reviews

Entire Detached Home - Beautiful and Super-clean

Guest favorite
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 Barrie
4.85 out of 5 average rating, 129 reviews

Lakefront detached house on the little lake

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

Top guest favorite
The marina at twilight features calm waters reflecting the vibrant colors of the sunset. Multiple boats are docked along the well-lit marina, with modern buildings lining the shore, creating a serene and inviting atmosphere.
Condo in Innisfil
4.94 out of 5 average rating, 89 reviews

Luxury Getaway @ Friday Harbour Condo at Marina

Guest favorite
The exterior of a three-story building exhibits a yellow facade with white accents and balconies. A central staircase leads to the entrance, flanked by well-maintained shrubs and grass. The pathway is paved, creating a welcoming approach to the property.
Apartment in oro- medonte
4.91 out of 5 average rating, 86 reviews

Oro-medonte/in/out pool/ski-2

Top guest favorite
The dock is illuminated by string lights, creating a warm ambiance. Multiple lounge chairs surround a central seating area, positioned under trees. Kayaks and paddleboards rest against the side, with water reflecting their vibrant colors and the soft glow of the lights.
Cottage in Kawartha Lakes
4.98 out of 5 average rating, 88 reviews

Beautiful Balsam Lake Retreat-2Hammocks on Balsam

Guest favorite
A row of charming units features gabled roofs and inviting porches, framed by colorful trees and well-maintained landscaping. The path leads towards the units, which are complemented by lush lawns and seasonal foliage.
Apartment in Shanty Bay
4.82 out of 5 average rating, 65 reviews

Gym+Pool+PetFriendly+KingBeds

Guest favorite
A bright dining area features a large wooden table surrounded by eight chairs. Soft lighting is provided by a pendant light above the table. Large windows allow natural light, while a bar area with stools is seen in the background, enhancing the spacious feel.
Place to stay in Cold wate
4.83 out of 5 average rating, 24 reviews

Amazing Cottage in Horseshoe Valley

Top guest favorite
A modern living area is featured, showcasing a grey sofa and two armchairs. A coffee table sits in front of the seating arrangement, and a wall-mounted television is positioned above a linear fireplace. Natural light streams through large windows, illuminating the space.
Condo in Blue Mountains
4.92 out of 5 average rating, 378 reviews

2 Bedroom, 2 Level Condo on Blue Mountain!

Top guest favorite
The bedroom displays a king-sized bed adorned with soft linens and multiple decorative pillows. Next to the bed, a stylish lamp provides warm light, while three framed nature photos hang above the headboard. A cozy seating area features a plush sofa with decorative cushions and a small table, enhancing comfort.
Condo in Shanty Bay
4.96 out of 5 average rating, 28 reviews

Serenity 1Bed+Sauna+HotTub+Indoor/OutdoorPool

Superhost
A cozy living area features a dark sofa and a pull-out couch, complemented by colorful throw pillows. Natural light streams through multiple windows, highlighting the light wood flooring. A large flat-screen TV is mounted above a black fireplace, and a door leads out to a patio area.
Condo in The Blue Mountains
4.85 out of 5 average rating, 435 reviews

Mountain Side One Bedroom

Ski-in/ski-out condo rentals

Guest favorite
The open concept living area features a spacious sofa with blue accent pillows, a flat-screen TV mounted above a modern fireplace, and large windows providing natural light. A dining area with bar stools is visible, complemented by a rustic wooden table.
Condo in The Blue Mountains
4.82 out of 5 average rating, 207 reviews

Blue Escape | Ski-In-Out, Hot Tub & Shuttle

Guest favorite
A cozy sleeping area features a spacious bed with a patterned blanket and two bedside lamps mounted on a black headboard. Artwork is displayed on the gray walls, and a nightstand is positioned beside the bed, complementing the warm wood flooring.
Condo in The Blue Mountains
4.78 out of 5 average rating, 325 reviews

Blueview Suite (Studio Condo) Blue Mountain

Guest favorite
A modern dining area features a large wooden table surrounded by six upholstered chairs. Above, a geometric light fixture provides illumination, while artwork hangs on the wall, complementing the warm tones of the cabinetry visible in the kitchen.
Condo in The Blue Mountains
4.88 out of 5 average rating, 187 reviews

Close to Village, 2 Bedrooms , Rivergrass

Guest favorite
A bright living area features a plush beige sofa, a stylish green accent chair, and a dark coffee table atop a soft area rug. Natural light streams through the multi-paned windows, with cozy curtains partially drawn, while a stone fireplace adds a touch of warmth.
Condo in The Blue Mountains
4.92 out of 5 average rating, 286 reviews

Mountainside Studio Bliss: Walk to Slopes, Hot Tub

Guest favorite
Condo in The Blue Mountains
4.89 out of 5 average rating, 486 reviews

Explore a Winter Wonderland at Blue Mountain

Guest favorite
Condo in The Blue Mountains
4.87 out of 5 average rating, 275 reviews

Stylish & Spacious 2 Bdrm/2 bths/2 balc Condo Loft

Guest favorite
A heated hot tub is situated outdoors, surrounded by a snow-covered landscape. The tub features bubbling water and is framed by tall trees, with nearby townhouses visible beyond a protective fence.
Condo in The Blue Mountains
4.83 out of 5 average rating, 179 reviews

Rivergrass Hot Tub, Pool, Clean, Lovely, Great Loc

Guest favorite
A cozy seating area features two black chairs positioned beside a small wooden table. A modern television is mounted above a contemporary electric fireplace, which emits a soft, colored glow. Bright light filters in through the window adorned with wooden blinds.
Condo in The Blue Mountains
4.75 out of 5 average rating, 465 reviews

Cozy Blue Mountain Retreat Ski in/ Ski out

Destinations to explore

  1. Airbnb
  2. Canada
  3. Ontario
  4. Lake Simcoe
  5. Ski-in/ski-out rentals