Vacation rentals in Windermere

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Vacation rentals in Windermere

Cozy Muskoka Winter Escape **Hot Tub** **Hidden Valley Ski Resort**

Cozy Muskoka Winter Escape **Hot Tub** **Hidden Valley Ski Resort**

Utterson ON
6.4 km from city centre
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Book a stay at this family-friendly cottage in Muskoka Lakes. Enjoy free WiFi, a garden, and laundry facilities. Popular attractions Dee Bank Falls and Diamond In The Ruff Golf Course are located nearby.
Hot tub
Kitchen
Muskoka Tiny Home

Muskoka Tiny Home

Windermere ON
2.54 km from city centre
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Stay at this cabin in Muskoka Lakes. Enjoy laundry facilities and air conditioning. Popular attractions Dee Bank Falls and Windermere Golf & Country Club are located nearby.
Washer
Dryer
3 Mile Lakehouse

3 Mile Lakehouse

Utterson ON
4.45 km from city centre
The price is CA $400 per night
CA $400
CA $711 total
Jan 1 - Jan 2, 2026
includes taxes & fees
Stay at this cottage in Muskoka Lakes. Enjoy air conditioning. Popular attractions Dee Bank Falls and Windermere Golf & Country Club are located nearby.
Pet-friendly
Air conditioning
Windermere! South! Private! Wallsend is Muskoka Classic Luxury!

Windermere! South! Private! Wallsend is Muskoka Classic Luxury!

Port Carling Ontario
0.99 km from city centre
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Stay at this cottage in Muskoka Lakes. Enjoy a fitness center, laundry facilities, and concierge services. Popular attractions Windermere Marina and Windermere Golf & Country Club are located nearby.
Hot tub
Kitchen
Touchstone Resort

Touchstone Resort

4 out of 5
1869 Muskoka District Road 118 West Muskoka Lakes ON
Free cancellation
Reserve now, pay when you stay
15.91 km from city centre
The price is CA $269 per night
CA $269
CA $328 total
Jan 3 - Jan 4, 2026
includes taxes & fees
Book a stay at this spa aparthotel in Muskoka Lakes. Enjoy an outdoor pool, a full-service spa, and a private beach. Our guests praise the helpful staff in our reviews. Popular attractions Lake Muskoka and Santa's Village are located nearby.
Pool
Kitchen
Lakeside Haven (Your Cottage Retreat)

Lakeside Haven (Your Cottage Retreat)

Bracebridge ON
31.5 km from city centre
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Book a stay at this beach cottage in Bracebridge. Enjoy free WiFi, a beach locale, and a water park. Popular attractions Bracebridge Golf Club and Rotary Centennial Gardens are located nearby.
Hot tub
Kitchen
Muskoka River Retreat

Muskoka River Retreat

Bracebridge ON
32.82 km from city centre
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Stay at this vacation home in Bracebridge. Enjoy free WiFi, a garden, and laundry facilities. Popular attractions Baysville Public Library and Lake of Bays Brewing Company are located nearby.
Kitchen
Washer
Log Cabin On the Lake B&B

Log Cabin On the Lake B&B

Kilworthy ON
32.51 km from city centre
The price is CA $239 per night
CA $239
CA $400 total
Jan 8 - Jan 9, 2026
includes taxes & fees
Stay at this cabin in Gravenhurst. Enjoy free breakfast, free WiFi, and a sauna. Popular attractions Muskoka Bay Golf Course and Muskoka Wharf are located nearby.
Breakfast included
Kitchen
Muskoka Lake Cottages

Muskoka Lake Cottages

3 out of 5
2978 Muskoka District Road 118 West Muskoka Lakes ON
7.15 km from city centre
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Stay at this cabin in Muskoka Lakes. Enjoy free WiFi, free parking, and a private beach. Popular attractions Mirror Lake and Muskoka Lakes Museum are located nearby.
Stillwater Lakehouse • 20 Acre Lakefront • Sandy Beach • Dock • Firepit!

Stillwater Lakehouse • 20 Acre Lakefront • Sandy Beach • Dock • Firepit!

Port Carling ON
12.44 km from city centre
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Book a stay at this family-friendly cottage in Muskoka Lakes. Enjoy free WiFi, a garden, and laundry facilities. Popular attractions Mirror Lake and Hardy Lake Provincial Park are located nearby.
Kitchen
Washer
Lake Muskoka Executive Cottage

Lake Muskoka Executive Cottage

Port Carling ON
13.08 km from city centre
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Stay at this vacation home in Muskoka Lakes. Enjoy free WiFi, a sauna, and a garden. Popular attractions Hardy Lake Provincial Park and Bala's Museum are located nearby.
Hot tub
Kitchen
Luxury Muskoka Waterfront Private Beach Dock 20+Party 7 Bedrooms 4 Washrooms

Luxury Muskoka Waterfront Private Beach Dock 20+Party 7 Bedrooms 4 Washrooms

Gravenhurst ON
29.33 km from city centre
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Book a stay at this beach cottage in Gravenhurst. Enjoy free WiFi, a beach locale, and a water park. Popular attractions Muskoka Wharf and Muskoka Boat and Heritage Centre are located nearby.
Waterfront Cottage| Firepit Family Retreat 10mins to DT Huntsville & Deerhurst

Waterfront Cottage| Firepit Family Retreat 10mins to DT Huntsville & Deerhurst

Huntsville ON
31.24 km from city centre
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Stay at this cottage in Huntsville. Enjoy free WiFi, a fitness center, and a garden. Popular attractions Muskoka Heritage Place and Lions Lookout are located nearby.
Kitchen
Free WiFi
Muskoka Lakeshore Cottage Bliss

Muskoka Lakeshore Cottage Bliss

Gravenhurst ON
23.71 km from city centre
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Book a stay at this family-friendly cottage in Gravenhurst. Enjoy free WiFi, a water park, and a fitness center. Popular attractions Muskoka Boat & Heritage Centre and Muskoka Boat Heritage Centre are located nearby.
Kitchen
Washer
Muskoka lakefront,private sand beach ,cosy-family cottage

Muskoka lakefront,private sand beach ,cosy-family cottage

Port Carling ON
11.92 km from city centre
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Stay at this cottage in Muskoka Lakes. Enjoy free WiFi, a beach locale, and laundry facilities. Popular attractions Muskoka Lakes Winery and Lake Joseph Golf Club are located nearby.
Kitchen
Washer
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Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.