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Featured Cottages in Windermere

Timber cottage with large deck overlooking the water. Boat access only, no road.

Timber cottage with large deck overlooking the water. Boat access only, no road.

Coldwater
When you stay at this cottage in Georgian Bay, you'll be on the waterfront and 14 minutes by car from Six Mile Lake Provincial Park.
Timber cottage with large deck overlooking the water. Boat access only, no road.
The Hatch - your family lakehouse retreat in Muskoka w/ Sauna & Hot Tub

The Hatch - your family lakehouse retreat in Muskoka w/ Sauna & Hot Tub

Utterson
With a stay at this cottage in Muskoka Lakes, you'll be on the waterfront, just a 1-minute walk from High Lake and 6 minutes by foot from Skeleton Lake.
The Hatch - your family lakehouse retreat in Muskoka w/ Sauna & Hot Tub
Lake side cottage w- sand beach. 13 acres-forest, steams & waterfalls to explore

Lake side cottage w- sand beach. 13 acres-forest, steams & waterfalls to explore

Huntsville
Located in Huntsville, this cottage is on the waterfront, within a 10-minute drive of Back of Beyond Equine Centre and Port Sydney Falls.
Lake side cottage w- sand beach. 13 acres-forest, steams & waterfalls to explore
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All Season Muskoka Cottage*HotTub*Sauna*Beach*BBQ

All Season Muskoka Cottage*HotTub*Sauna*Beach*BBQ

Huntsville
Located in Huntsville, this cottage is within a 10-minute drive of Arrowhead Provincial Park and Big East River Provincial Park.
All Season Muskoka Cottage*HotTub*Sauna*Beach*BBQ
Renovated Waterfront Cottage on Three Mile Lake in the heart of Muskoka.

Renovated Waterfront Cottage on Three Mile Lake in the heart of Muskoka.

Utterson
Located in Muskoka Lakes, this cottage is on the waterfront, within a 15-minute drive of Dee Bank Falls and Windermere Golf & Country Club.
Renovated Waterfront Cottage on Three Mile Lake in the heart of Muskoka.
Lakefront Cottage with sandy beach on Lake Muskoka

Lakefront Cottage with sandy beach on Lake Muskoka

Port Carling
With a stay at this cottage in Muskoka Lakes, you'll be on the waterfront, just steps from Lake Muskoka.
Lakefront Cottage with sandy beach on Lake Muskoka
Log home & guest cottage in old forest, Waterfall, Sunsets, Sauna, Fishing Boat

Log home & guest cottage in old forest, Waterfall, Sunsets, Sauna, Fishing Boat

Port Carling
With a stay at this cottage in Muskoka Lakes, you'll be on the waterfront, just a 1-minute walk from Lake Rosseau and 12 minutes by foot from Windermere Golf ...
Log home & guest cottage in old forest, Waterfall, Sunsets, Sauna, Fishing Boat
Cozy Cottage in Gravenhurst, tree lot, close to all attractions and activities

Cozy Cottage in Gravenhurst, tree lot, close to all attractions and activities

Gravenhurst
With a stay at this cottage in Gravenhurst, you'll be next to a golf course, within a 5-minute drive of Lake Muskoka and Taboo Golf Course.
Cozy Cottage in Gravenhurst, tree lot, close to all attractions and activities
Waterfront cottage @ Muskoka Pines kayaks/ fireplace /bbq/firepit

Waterfront cottage @ Muskoka Pines kayaks/ fireplace /bbq/firepit

Gravenhurst
With a stay at this cottage in Gravenhurst, you'll be on the waterfront, within a 10-minute drive of Lake Muskoka and Muskoka Wharf.
Waterfront cottage @ Muskoka Pines kayaks/ fireplace /bbq/firepit
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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.

Windermere Budget-Friendly Cottage Accommodation

Adulting can be rough. You love your job, and your sweetheart is the best, but next time someone says “think outside the box” or “we’ll park that”, you just might throw a fit. When was the last time you had one of those really deep convos with your person, anyway? It sounds like you need a holiday, and you’ve come to the right place. Budget-friendly cottage accommodation in Windermere will have you feeling like your SO is the peanut butter to your jelly again in no time.

We’re not here to tell you what you want—we think you already know. You want a spot that’s totally relaxing, but still has plenty of things to do, you know, if you feel like it. You want great scenery, and you want food that’s worthy of your number one hashtag: #nomnom. Cottage getaways to Windermere definitely fit the bill.

Yes, the scenery is stunning, but on a romantic cottage holiday, it’s what’s inside that counts. Today’s cottages are filled with those little touches of luxury, like fine bath amenities and gourmet kitchens. You know the saying about how the way to someone’s heart is through their stomach? Don’t miss your chance to impress this holiday—even if that just means remembering their favourite wine. (Hey, that still counts!)

Before you can check out entirely, you’ve got a few last bits of adulting to take care of: pick your perfect cheap country cottage in Windermere, then type up that email to your boss and request your annual leave. We’re sure they’ll understand.

Windermere Cottages essential information

Accommodation
262 Cottages
Lowest Price
AU$131
Highest Price
AU$1,068
Popular accommodation
Timber cottage with large deck overlooking the water. Boat access only, no road., The Hatch - your family lakehouse retreat in Muskoka w/ Sauna & Hot Tub, Lake side cottage w- sand beach. 13 acres-forest, steams & waterfalls to explore, All Season Muskoka Cottage*HotTub*Sauna*Beach*BBQ, Renovated Waterfront Cottage on Three Mile Lake in the heart of Muskoka., Lakefront Cottage with sandy beach on Lake Muskoka , Log home & guest cottage in old forest, Waterfall, Sunsets, Sauna, Fishing Boat, Cozy Cottage in Gravenhurst, tree lot, close to all attractions and activities, Waterfront cottage @ Muskoka Pines kayaks/ fireplace /bbq/firepit

Top trending hotels in Windermere

Windermere House

Windermere House

3.5 out of 5
2508 Windermere Road, Muskoka Lakes, ON
The price is AU$222 per night from 24 Feb to 25 Feb
AU$222
includes taxes & fees
24 Feb - 25 Feb
When you stay at Windermere House in Muskoka Lakes, you'll be on the beach, just steps from Lake Rosseau and Windermere Marina.
Windermere House
Family Friendly Private Beach with Water Toys + Hot Tub with Stunning Lake Views

Family Friendly Private Beach with Water Toys + Hot Tub with Stunning Lake Views

Utterson
With a stay at this cottage in Muskoka Lakes, you'll be within a 15-minute drive of Lake Rosseau and Dee Bank Falls.
Family Friendly Private Beach with Water Toys + Hot Tub with Stunning Lake Views
Lake Rosseau Muskoka Cottage Rental 5 min from Windermere w boat parking at dock

Lake Rosseau Muskoka Cottage Rental 5 min from Windermere w boat parking at dock

utterson windermere muskoka
The price is AU$1,068 per night from 24 Feb to 25 Feb
AU$1,068
includes taxes & fees
24 Feb - 25 Feb
With a stay at this cottage in Muskoka Lakes, you'll be on the waterfront, just steps from Lake Rosseau and a 5-minute drive from Windermere Golf & Country ...
Lake Rosseau Muskoka Cottage Rental 5 min from Windermere w boat parking at dock
Save an average of 15% on thousands of hotels when you're signed in
Comfort Inn

Comfort Inn

2.5 out of 5
86 King William St, Huntsville, ON
Fully refundableReserve now, pay when you stay
The price is AU$131 per night from 26 Feb to 27 Feb
AU$131
includes taxes & fees
26 Feb - 27 Feb
A stay at Comfort Inn places you in the heart of Huntsville, within a 5-minute drive of Huntsville Civic Center Algonquin Theater and Group of Seven Outdoor ...
Comfort Inn
Don't see what you're looking for?
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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.

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^Subject to availability and chosen travel dates.