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Ski-in/out vacation rentals in Lake Simcoe

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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 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
4.98 out of 5 average rating, 195 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 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
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 favourite
Home in Collingwood
4.95 out of 5 average rating, 132 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, 3 queen beds. 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.

Guest favourite
A modern kitchen area features blue cabinetry with open shelves displaying neatly arranged dishes. A central island with seating for two is complemented by sleek bar stools. Stainless steel appliances are integrated into the kitchen layout, providing a functional and inviting cooking space.
Condo in The Blue Mountains
4.87 out of 5 average rating, 473 reviews

Base of Blue Mountain, Modern Studio

Discover the perfect mountain escape in this updated ski-in/ski-out studio, located beside the North Chair Lift. Ideal for couples or small families, it offers a custom kitchen, cozy fireplace, modern finishes, and warm chalet charm. Only 1 km to Blue Mountain Village, Scandinavian Spa, beaches, trails, and great dining, this stylish retreat delivers comfort, convenience, and unbeatable year-round adventure right at your door. Relax, recharge, and enjoy every moment in this inviting hideaway.

Superhost
Home in The Blue Mountains
4.89 out of 5 average rating, 257 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 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 The Blue Mountains
4.94 out of 5 average rating, 542 reviews

3BR Sierra Scandi Chic - Closest to Village

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. Taxes include 13% HST and 4% municipal accommodation tax

Guest favourite
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
4.86 out of 5 average rating, 104 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 favourite
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.

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.
Apartment in The Blue Mountains
4.96 out of 5 average rating, 336 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 favourite
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
4.98 out of 5 average rating, 129 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)!

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 The Blue Mountains
4.94 out of 5 average rating, 220 reviews

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

Top guest favourite
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, 102 reviews

HyggeHaus—sleek snuggly secluded ski-in/out cabin

For a getaway that merges serenity with style; imagination with intention, look no further than HyggeHaus and its private Haliburton Highlands wooded retreat. Indulge in a stay where there is time and space for both leisure and adventure, and where beautiful design enables beautiful experiences. To view a short property video, search Youtube for "HyggeHaus Eagle Lake Haliburton". STR Licence# STR-25-00010

Popular amenities for Lake Simcoe ski-in/out rentals

KitchenWifiPoolFree parking on premisesAir conditioning

Ski-in/out house rentals

Guest favourite
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, 80 reviews

Entire Brand new 3 bedroom house

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

Guest favourite
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

Superhost
Home in Innisfil
4.54 out of 5 average rating, 52 reviews

Beautiful House by Lake Simcoe

Guest favourite
Home in The Blue Mountains
5 out of 5 average rating, 19 reviews

Canyon Connection Chalet - Pool Table + Hill View!

Guest favourite
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
4.93 out of 5 average rating, 27 reviews

Cozy 3-Bdrm Lodge beside Dagmar & Lakeridge Resort

Guest favourite
A polished grand piano occupies the center of a well-lit room, surrounded by sleek dark wooden flooring. A vintage cabinet with glass doors is positioned against the wall, illuminated by soft lighting. Framed artwork adorns the walls, adding a modern touch to the space.
Home in Collingwood
5 out of 5 average rating, 8 reviews

Blue Mountain Mansion House

Guest favourite
Home in Orillia
4.95 out of 5 average rating, 19 reviews

Entire Detached Home - Beautiful and Super-clean

Family-friendly, ski-in/out home rentals

Guest favourite
Condo in Innisfil
4.9 out of 5 average rating, 92 reviews

Family-friendly luxury getaway at Friday Harbour

Top guest favourite
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, 90 reviews

Luxury Getaway @ Friday Harbour Condo and Marina

Guest favourite
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
4.9 out of 5 average rating, 88 reviews

Oro-medonte/ski/Pool/Vetta spa/2

Guest favourite
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, 66 reviews

Gym+Pool+PetFriendly+KingBeds

Guest favourite
Place to stay in Cold wate
4.84 out of 5 average rating, 25 reviews

Amazing Cottage in Horseshoe Valley

Superhost
A modern living area features a cozy futon with decorative cushions, complemented by a wooden coffee table. Sunlight filters through the window with white blinds, illuminating the space. A dining table for four is visible, and a doorway leads to the separate bedroom.
Condo in The Blue Mountains
4.8 out of 5 average rating, 246 reviews

Mountainside Retreat - Ski in/out - Endless Coffee

Top guest favourite
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
4.97 out of 5 average rating, 32 reviews

Serenity 1Bed+Sauna+HotTub+Indoor/OutdoorPool

Top guest favourite
Apartment in Shanty Bay
5 out of 5 average rating, 8 reviews

Luxury Jacuzzi Suite w/ Full Kitchen & Heated Pool

Ski-in/out condo rentals

Guest favourite
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, 209 reviews

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

Guest favourite
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 favourite
The kitchen displays modern appliances, including a refrigerator, microwave, and stove, set against a stylish backsplash. A granite countertop extends into a small dining area with two black stools, while light fixtures offer bright illumination in the space.
Condo in The Blue Mountains
4.81 out of 5 average rating, 209 reviews

Blue Mountain Escape, WIFI, Base of North lift

Guest favourite
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, 293 reviews

Mountainside Studio Bliss: Walk to Slopes, Hot Tub

Guest favourite
Condo in The Blue Mountains
4.89 out of 5 average rating, 489 reviews

Explore a Winter Wonderland at Blue Mountain

Guest favourite
Condo in The Blue Mountains
4.87 out of 5 average rating, 285 reviews

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

Top guest favourite
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, 385 reviews

2 Bedroom, 2 Level Condo on Blue Mountain!

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, 439 reviews

Mountain Side One Bedroom

Destinations to explore

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