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

Home in Barrie

4.88 out of 5 average rating, 104 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.

Guest favourite

Cabin in Huntsville

4.98 out of 5 average rating, 359 reviews

Muskoka A-Frame | Chalet Near Arrowhead & Beaches

Welcome to Muskoka A-frame, the perfect couple’s getaway or solo retreat, nestled in beautiful Hidden Valley. Wake up to swaying treetops, make gourmet meals & relax by the fire, with 2-story forest views. This classic 70’s A-frame has been re-imagined for the modern world. Hide away or make it your base for 4-seasons of adventure. 3 min to a private beach. Hike, canoe or swim at Arrowhead or Limberlost Forest. And visit Huntsville for restaurants, breweries & local amenities just minutes away.

Guest favourite

Treehouse in Port Perry

4.98 out of 5 average rating, 555 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.

Superhost

Cottage in Huntsville

4.93 out of 5 average rating, 309 reviews

Pri Hot Tub. Close to Lake, Cabin in Muskoka for 2

This traditional, cozy cabin with a private cedar barrel hot tub is in the heart of Muskoka ! Our cabin is perfect for couples wanting to get away from it all, yet providing great proximity to amenities in downtown Huntsville, just five minutes away. We are just a 5 minute walk to Peninsula Lake, and located directly beside the ski hill. Our cottage is the perfect place to unwind in the outdoor cedar barrel hot tub, or by the fire. Our chalet is a cozy dream. Arrive and relax in nature.

Guest favourite

Chalet in The Blue Mountains

4.92 out of 5 average rating, 370 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 favourite

Treehouse in Huntsville

4.97 out of 5 average rating, 181 reviews

Muskoka A-Frame I HotTub, Pet-Friendly, Near Beach

Escape to our charming A-Frame TreeHouse nestled among Muskoka trees. Relax, disconnect and immerse yourself in this truly unique getaway. Whether you seek serenity or outdoor adventures like hiking, biking, SUP boarding or skiing, the Door25 TreeHouse offers the ideal blend of relaxation & adventure for a unforgettable escape from the city. Features: *Hot Tub & Fireplace *Pet-Friendly *Beautiful Views *Free Provincial Park Pass *10 Min Walk to Lake & Ski Hill 📷 Check us out @door25stays

Top guest favourite

Apartment in The Blue Mountains

4.98 out of 5 average rating, 129 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 * New Pull Out Sofa * Stone Fireplace * Modern, Stylish Decor *please note there is not a traditional oven- there is a microwave/convectional oven combo along with a stove top *Shuttle Service *2 Year Round Hot Tubs *Seasonal Pool (open as of May 31st 2025) *Tennis Courts *Ski or Hike In/Out to the North Hill (hiking trails, intermediate-advanced daytime skiing)!

Guest favourite

Chalet in Grey Highlands

4.95 out of 5 average rating, 131 reviews

Private 5 Acre Chalet with Bunkie & Sauna

An enchanting, private, 4 season retreat in the escarpment atop Beaver Valley, metres from a beautiful section of the Bruce Trail. The property has nearly 5 acres with cut trails, hammocks, and a sports field. It has two buildings connected by a large deck that has outdoor furniture and a BBQ. The sauna is just feet away. The buildings are fully outfitted offering a comfortable base for daily adventuring, or a stay put retreat. This spot is ideal for a family, or a couple's getaway.

Guest favourite

Tiny homes in Minden Hills

4.91 out of 5 average rating, 222 reviews

A cozy cabin for intimate wilderness escape

An absolutely private site of a former hunting camp above a peaceful lake surrounded by a quiet forest. Three comfortable cabins on site, each with a screened porch, kitchenette, running water, and a tree-house-like sleeping loft, can accommodate up to six guests double occupancy. This completely private property has many trails to explore, comes with a canoe and a rowboat, and is perfect for people of all ages seeking adventure or a tranquil atmosphere to relax and rejuvenate.

Superhost

Chalet in The Blue Mountains

4.84 out of 5 average rating, 785 reviews

Blue Mountain / Collingwood Hill Side Condo

Ski To Ski From - Studio Condo with a mountain view. 5 minute walk to the north chairlift. Easy keypad check in. Relax in style in this beautiful, newly renovated ground floor unit located at the newly remodeled North Creek Resort at Blue Mountain. Located minutes from the award winning le Scandinave Spa, some of the most scenic golf courses in Ontario, the condo is also located in one of the province's prime destinations for lovers of wine, craft beer and cider.

Guest favourite

Farm stay in Kawartha Lakes

4.85 out of 5 average rating, 111 reviews

GcLittle Tourist Cabin on the Marsh

Nature enthusiasts welcome. We offer a large campsite complete with dock on a private nature reserve. Stay in a converted/restored century tourist cabin/hunt camp on the edge of Provincially Significant Wetlands & Woodlands and overlook 5 pristine acres of wetlands off the Pigeon River in the heart of the Kawarthas. All this is set on a 55 acre organic farm. We have a 10 kw solar panel, native plant nursery as well as heritage breed cattle, turkeys and chickens.

Guest favourite

Apartment in The Blue Mountains

4.96 out of 5 average rating, 267 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 *2 Year Round Hot Tubs *Seasonal Pool (open as of May 31st 2025) *Tennis Courts *Ski or Hike In/Out to the North Hill (hiking trails, intermediate-advanced daytime skiing)!