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

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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.

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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
4.86 out of 5 average rating, 138 reviews

Lakefront detached house on the little lake

♥️an unique, 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 new 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, pickerel and bass.

Top guest favorite
A cozy family room features a spacious gray sectional sofa and a wooden coffee table. Light-colored walls and a patterned rug create a welcoming atmosphere. In the background, a kitchen area is visible, equipped with modern appliances and seating for two.
Condo in The Blue Mountains
4.93 out of 5 average rating, 325 reviews

Cozy Studio Mountainside stay in Blue Mountains

Enjoy spring or summer in Blue Mountains! Book your much getaway now. This cozy ground-floor STUDIO condo is perfect for a couple or girls getaway(max 4). Features a comfy queen bed, pop-up sofa bed, full bathroom, electric fireplace, and full kitchen with everything you need. Free parking included. The hot tub is open daily. Pool opens in May. Access to Blue Mountain hiking trails and activities. Blue Mountain Village is only a 5-minute drive (20-minute walk) with great restaurants and shops.

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
4.97 out of 5 average rating, 225 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 (Scheduled to open Fri May 15 2026- Tues Oct 13 2026) *Tennis Courts *Ski or Hike In/Out to the North Hill (hiking trails, intermediate-advanced daytime skiing)

Top guest favorite
An open concept living area features rustic wood beams and sliding barn doors. Comfortable wicker chairs are paired with a wooden coffee table, while a cozy sofa adds to the inviting space. The modern kitchen is visible in the background, creating a seamless flow.
Guesthouse in Mansfield
4.99 out of 5 average rating, 114 reviews

Brookside Cottage - Charming Rural Getaway Mulmur

Our cozy guest house, situated in the Headwaters region, has it all! Close to hiking,golfing,biking,skiing. XCski/snowshoe from your door! Big skies for astronomers and astrophotography! We offer 32 acres of forest and fields for walking and taking in the magnificent views. The area boasts fine restaurants, boutiques, markets and artisans. Minutes to Mono Cliffs, Boyne, Mansfield Ski Club and easy driving to Blue Mountain and Wasaga Beach. Ideal for couples, solo adventurers or a small family.

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
4.97 out of 5 average rating, 558 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.

Guest favorite
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
4.91 out of 5 average rating, 379 reviews

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

Guest favorite
An open-concept living area features a spacious bed with a dark headboard and matching bedside lamps. A modern kitchen is visible, highlighted by stainless steel appliances and a breakfast bar with three stools. A soft gray couch with decorative pillows is placed in the foreground.
Condo in The Blue Mountains
4.89 out of 5 average rating, 108 reviews

Studio Condo @ North Creek|Pool/Hot Tub/Crave TV

Come and relax by the mountain and enjoy our renovated open concept living space. Our clean & comfortable studio condo has everything you need for a memorable getaway. We want you to have a fantastic time and have stocked our condo with all the things we expect when we travel. You'll find all the extras that make a place special: 40 inch flat screen T.V., fresh linens, well stocked kitchen, newer furnishings & decor, napoleon fireplace, deep jetted tub & free WiFi, NETFLIX and cable.

Top guest favorite
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, 561 reviews

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.

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
4.86 out of 5 average rating, 113 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+. Get Some Fun in the Sun and Book Today

Guest favorite
The studio features a spacious living area with a comfortable sofa and a modern armchair. A king bed adorned with blue and yellow linens is positioned in the background. Natural light filters through the window treatments, enhancing the serene ambiance.
Condo in The Blue Mountains
4.84 out of 5 average rating, 458 reviews

Ski in/out @ North Creek W King bed! New Hot Tub

Welcome to our beautiful studio at the foot of Blue Mountain ski hills. Fully renovated from top to bottom in 2021 and ready for visitors! 'Cascade Cabin' is a modern studio which sleeps 3 and features a King bed with a queen sofa bed in the living area. Unit features a fully equipped kitchen with seating for 3, full bathroom with shower & new soaker tub. The condo is located within minutes from Blue Mountain Village and within walking distance to the north ski lift.

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, 376 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 (Scheduled to open Fri May 15 2026- Tues Oct 13 2026) *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
4.98 out of 5 average rating, 176 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 (Scheduled to open Fri May 15 2026- Tues Oct 13 2026) *Tennis Courts *Ski or Hike In/Out to the North Hill (hiking trails, intermediate-advanced daytime skiing)!

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

KitchenWifiPoolFree parking on premisesAir conditioning

Ski-in/ski-out house rentals

Top guest favorite
Home in The Blue Mountains
5 out of 5 average rating, 12 reviews

Peak Perfection @ The Blue Mountains

Superhost
Home in The Blue Mountains
4.88 out of 5 average rating, 273 reviews

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

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, 191 reviews

4 Bedroom Fully Private Townhouse in Barrie

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, 14 reviews

Luxurious and Beautiful, Barrie

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, 236 reviews

Serene mountainside home with View/Shuttle Bus

Guest favorite
The exterior of the town-home is showcased, featuring a combination of stone and blue siding. Neatly manicured lawns surround the property, and several large windows allow natural light to illuminate the interior. A small tree is planted in the foreground, adding a touch of greenery.
Home in The Blue Mountains
4.85 out of 5 average rating, 118 reviews

Blue Mountain Village Townhome 4 Bedroom w Shuttle

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
4.69 out of 5 average rating, 127 reviews

Brand new One Bedroom apartment

Top guest favorite
Home in Collingwood
4.95 out of 5 average rating, 142 reviews

Driftwood on 6th Heritage Downtown Collingwood

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

Guest favorite
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.
Condo in Innisfil
4.91 out of 5 average rating, 98 reviews

Family-friendly luxury getaway at Friday Harbour

Superhost
Condo in The Blue Mountains
4.88 out of 5 average rating, 520 reviews

Enjoy the Return of Spring at Blue Mountain

Guest favorite
A dining area features a long wooden table surrounded by six chairs, with vibrant red cushions. A vase is placed at the center of the table, and sunlight streams through a large window, illuminating the room and offering a view of the greenery outside.
Cottage in Oro Station
4.86 out of 5 average rating, 65 reviews

Farmhouse next to Bike, Hike, Ski Forest Trails

Guest favorite
A modern cottage exterior is framed by tall trees, with a stone pathway leading to the entrance. A red Adirondack chair sits to the side, complementing the dark wood facade and large windows that reflect natural surroundings.
Cottage in Gooderham
5 out of 5 average rating, 19 reviews

Lazy Loons Cottage- Tamarack Lake

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, 89 reviews

Beautiful Balsam Lake Retreat-2Hammocks on Balsam

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
4.98 out of 5 average rating, 50 reviews

Serenity 1Bed+Sauna+HotTub+Indoor/OutdoorPool

Guest favorite
Condo in The Blue Mountains
4.93 out of 5 average rating, 59 reviews

Open Loft Condo at Blue Mountain

Guest favorite
A year-round Jacuzzi hot tub sits near the edge of the property, featuring a smooth surface and built-in jets. In the background, a fire pit is surrounded by blue Adirondack chairs, with kayaks lined up on the grass and the expansive waterfront visible.
Cottage in Victoria Harbour
4.85 out of 5 average rating, 62 reviews

Perfect summer gateway.lots to do here

Ski-in/ski-out condo rentals

Guest favorite
The inviting living area features a large, comfortable couch and an armchair, with a coffee table centrally located. A fireplace adds warmth, and a wall-mounted TV is positioned above it. The open layout connects to a modern kitchen equipped with dining space for four.
Condo in The Blue Mountains
4.89 out of 5 average rating, 159 reviews

Blue Mountain Getaway at North Creek Resort

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
4.89 out of 5 average rating, 203 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, 324 reviews

Mountainside Studio Bliss: Steps to Slopes, Renova

Guest favorite
Condo in Innisfil
4.94 out of 5 average rating, 90 reviews

Luxury Getaway | Friday Harbour Condo

Superhost
A cozy living space features a flat-screen TV mounted on the wall above a wooden media console. There are two small tables in front of a comfortable grey sofa, with a light neutral rug underneath. The kitchen area is visible, showcasing modern appliances and bar stools.
Condo in The Blue Mountains
4.81 out of 5 average rating, 190 reviews

TIMBUK-BLUE Ski In/Ski Out

Guest favorite
A modern living area is highlighted by a sleek gas fireplace, surrounded by a light-colored sectional sofa. A low-set coffee table sits in the center, complemented by hardwood flooring that enhances the spacious layout. A flatscreen TV is mounted on the wall across from the seating.
Condo in The Blue Mountains
4.9 out of 5 average rating, 252 reviews

Hillside Hideaway Walk or Shuttle to Village Fun

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
4.93 out of 5 average rating, 401 reviews

2 Bedroom, 2 Level Condo on Blue Mountain!

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
4.82 out of 5 average rating, 204 reviews

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

Destinations to explore

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