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Featured Cottages in Windermere

5 Bedroom Cottage in Muskoka. Beach, swimming, pool, boating available on site.

5 Bedroom Cottage in Muskoka. Beach, swimming, pool, boating available on site.

Bracebridge
With a stay at this cottage in Bracebridge, you'll be on the waterfront, within a 15-minute drive of Lake Muskoka and High Falls Water Park.
5 Bedroom Cottage in Muskoka. Beach, swimming, pool, boating available on site.
Brand new cottage on 3-Mile Lake in the heart of Muskoka

Brand new cottage on 3-Mile Lake in the heart of Muskoka

Utterson
Located in Muskoka Lakes, this cottage is on the waterfront, within a 15-minute drive of Nutt Lake and Diamond In The Ruff Golf Course.
Brand new cottage on 3-Mile Lake in the heart of Muskoka
Tranquil Waterfront Getaway

Tranquil Waterfront Getaway

Huntsville
When you stay at this cottage in Huntsville, you'll be on the waterfront, within a 5-minute drive of Muskoka Heritage Place and Huntsville Civic Center Algonquin ...
Tranquil Waterfront Getaway
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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
Located in Muskoka Lakes, this cottage is on the waterfront, within a 15-minute drive of High Lake and Nutt Lake.
The Hatch - your family lakehouse retreat in Muskoka w/ Sauna & Hot Tub
Great Location and Fun For Everyone!

Great Location and Fun For Everyone!

Port Carling
With a stay at this cottage in Muskoka Lakes, you'll be on the waterfront, within a 15-minute drive of Lake Muskoka and Lake Rosseau.
Great Location and Fun For Everyone!
Spacious 5 bedroom waterfront cottage. Billiard, TV, 3 kayaks, fishing, swimming

Spacious 5 bedroom waterfront cottage. Billiard, TV, 3 kayaks, fishing, swimming

Utterson
Located in Muskoka Lakes, this cottage is on the waterfront, within a 10-minute drive of Lake Rosseau and Nutt Lake.
Spacious 5 bedroom waterfront cottage. Billiard, TV, 3 kayaks, fishing, swimming
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
Pool|Firepit|Starlink: Waterfront Muskoka Cottage

Pool|Firepit|Starlink: Waterfront Muskoka Cottage

Port Carling
With a stay at this cottage in Muskoka Lakes, you'll be on the beach, within a 10-minute drive of Lake Muskoka and Lake Rosseau.
Pool|Firepit|Starlink: Waterfront Muskoka Cottage
Inn The Moment: A Bright and Cozy Getaway in the Heart of Muskoka

Inn The Moment: A Bright and Cozy Getaway in the Heart of Muskoka

Huntsville
A stay at this cottage places you in the heart of Huntsville, within a 5-minute drive of Port Sydney Falls and Port Sydney Beach.
Inn The Moment: A Bright and Cozy Getaway in the Heart of Muskoka
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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
304 Cottages
Lowest Price
AU$221
Highest Price
AU$1,065
Popular accommodation
5 Bedroom Cottage in Muskoka. Beach, swimming, pool, boating available on site. , Brand new cottage on 3-Mile Lake in the heart of Muskoka, Tranquil Waterfront Getaway, The Hatch - your family lakehouse retreat in Muskoka w/ Sauna & Hot Tub, Great Location and Fun For Everyone!, Spacious 5 bedroom waterfront cottage. Billiard, TV, 3 kayaks, fishing, swimming, Waterfront cottage @ Muskoka Pines kayaks/ fireplace /bbq/firepit, Pool|Firepit|Starlink: Waterfront Muskoka Cottage, Inn The Moment: A Bright and Cozy Getaway in the Heart of Muskoka

Top trending hotels in Windermere

Windermere House

Windermere House

3.5 out of 5
2508 Windermere Road, Muskoka Lakes, ON
The price is AU$221 per night from 2 Apr to 3 Apr
AU$221
includes taxes & fees
2 Apr - 3 Apr
When you stay at Windermere House in Muskoka Lakes, you'll be next to a golf course, just steps from Lake Rosseau and Windermere Marina.
Windermere House
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$1,065 per night from 11 Apr to 12 Apr
AU$1,065
includes taxes & fees
11 Apr - 12 Apr
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
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
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JW Marriott The Rosseau Muskoka Resort & Spa

JW Marriott The Rosseau Muskoka Resort & Spa

4.5 out of 5
1050 Paignton House Road, Muskoka Lakes, ON
Fully refundableReserve now, pay when you stay
The price is AU$501 per night from 21 Apr to 22 Apr
AU$501
includes taxes & fees
21 Apr - 22 Apr
With a stay at JW Marriott The Rosseau Muskoka Resort & Spa in Muskoka Lakes, you'll be 0.3 mi (0.5 km) from The Rock Golf Course and 14.7 mi (23.6 km) from ...
JW Marriott The Rosseau Muskoka Resort & Spa
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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.