Winter & all season

Winter Cottage Rentals in Muskoka, Parry Sound and Lake Simcoe

Snowy weekends with a warm place to land. Cottages open for winter stays, with fireplaces, saunas and hot tubs to warm up.

Call 705-996-6799 Text 705-996-6799

Direct booking is by call or text. Share your dates and group size and we confirm availability.

The collection

Winter cottages

Winter availability changes by week. Call or text to check your dates; other cottages may also be open.

Year-round hot tub

Parry Sound

Hemlock Retreat

4 bedrooms3.5 bathsSleeps 10

Hot tub with lake views, a separate bunkie, games room, private dock and beach

See it on our cottages page →

Driveway cleared

Washago, Clearwater Lake

Blue Cottage

4 bedrooms2.5 bathsSleeps 10

Private dock, floating dock, kayaks, paddleboards and a pool table

View cottage →

Lake Simcoe

Innisfil, Lake Simcoe

Sunrise Lakehouse

4 bedrooms4 bathsSleeps 10

Chef's kitchen with coffee bar and wine fridge, fire pit and game room

View cottage →

Driveway cleared

Port Carling, Brandy Lake

Sunrise Vista

4 bedrooms3 bathsSleeps 8

Private sandy beach, swim dock, kayaks and canoe, games room and Starlink Wi-Fi

View cottage →

Barrel sauna

Bala

Over the Moon

3 bedrooms2 bathsSleeps 7

Electric barrel sauna, shallow-entry beach, cathedral ceilings and stone fireplace

View cottage →

How it works

Three simple steps

Pick a cottage or two.
Use the filters above to narrow it down.
Call or text 705-996-6799.
Share your dates and group size and we confirm availability.
Arrive and relax.
The cottage is cleaned and ready when you get there.

Questions

Frequently asked questions

Are driveways cleared in winter?

At Hemlock Retreat and Over the Moon the driveway is plowed and doorways and paths are salted or sanded. At Blue Cottage and Sunrise Vista the driveway is cleared by a snow contractor. For Sunrise Lakehouse, call or text to ask.

Is the hot tub open in winter?

At Hemlock Retreat the hot tub runs year-round.

Can I bring my dog in winter?

Every cottage on this page is pet friendly, with approval before booking.

How do I book?

Call or text 705-996-6799 with your dates and group size.

Plan your winter weekend

Call or text to check winter dates.

Call 705-996-6799 Text 705-996-6799

Call Text 705-996-6799

Find your happy place

Winter / All Season Cottages

All Season and Ski Cottage Rentals in Muskoka: Embrace Snow & Adventure

Chasing winter thrills doesn’t mean sacrificing comfort. If you’re dreaming of a Muskoka escape where you can hit the slopes by day and warm up by the fire by night, you’re in the right place. Our curated collection of winter and ski cottages invites you to experience the magic of snow‑covered landscapes with amenities like cozy fireplaces, steaming hot tubs and even ski‑in/ski‑out access for maximum convenience.

Why Choose a Winter & Ski Cottage?

Our winter cottages are designed to make your snowy getaway memorable. Here are some of the highlights:

Proximity to slopes – Stay steps away from cross‑country or downhill trails, with many properties offering ski‑in/ski‑out convenience or a short drive to Muskoka’s top resorts.
Cozy features – Enjoy evenings by a roaring fireplace, soak in a private hot tub under the stars, or unwind in a cedar sauna after a day on the snow.
Gear storage & amenities – Keep your equipment safe and ready with dedicated ski/snowboard storage, heated boot racks and space to dry winter gear.
Local recommendations – We're happy to recommend local operators. You book and pay them directly.
Scenic winter views – Floor‑to‑ceiling windows and expansive decks offer panoramic vistas of snow‑covered forests, frozen lakes and star‑filled night skies.

Discover Our Winter & Ski Cottage Collection

At Homeseeker Vacation Homes, we hand‑select properties that meet exacting standards for winter getaways. Our seasonal portfolio spans a range of styles and sizes—each offering something unique:

Modern Ski Chalets – Contemporary designs with open‑concept living areas, gourmet kitchens and warm touches like heated floors.
Rustic Log Cabins – Cozy wood‑beam retreats nestled in nature, ideal for romantic escapes or small groups.
Family Ski Lodges – Spacious multi‑bedroom cottages with rec rooms, bunk beds and large kitchens, perfect for extended family gatherings.
Secluded Winter Retreats – Private hideaways tucked deep in the forest or on remote lakefronts for serene solitude.
Group‑Friendly Chalets – Large cottages that can accommodate big groups, complete with game rooms and expansive living areas for après‑ski fun.