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Featured Cottages in Windermere

Sunny Point Resort Cottages and Inn

Sunny Point Resort Cottages and Inn

3 out of 5
41 Sunny Point Road Seguin ON
Fully refundableReserve now, pay when you stay
The price is AU$207 per night from 14 May to 15 May
AU$207
14 May - 15 May
includes taxes & fees
When you stay at Sunny Point Resort Cottages and Inn in Seguin, you'll be on the beach and 13 minutes by car from Horseshoe Lake Beach.
Opens in a new windowSunny Point Resort Cottages and Inn
Charming Muskoka Wilderness Cottage

Charming Muskoka Wilderness Cottage

Windermere ON
With a stay at this cottage in Muskoka Lakes, you'll be within a 5-minute drive of Dee Bank Falls and Windermere Golf & Country Club.
Opens in a new windowCharming Muskoka Wilderness Cottage
Lakeside Haven (Your Cottage Retreat)

Lakeside Haven (Your Cottage Retreat)

Bracebridge ON
With a stay at this cottage in Bracebridge, you'll be on the beach, and 11.5 mi (18.4 km) from Santa's Village and 11.8 mi (19 km) from Lake Muskoka.
Opens in a new windowLakeside Haven (Your Cottage Retreat)
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Large Spacious Waterfront Cottage

Large Spacious Waterfront Cottage

Bracebridge ON
When you stay at this cottage in Bracebridge, you'll be on the waterfront, a 4-minute drive from Lake Muskoka and 9 minutes from Santa's Village.
Opens in a new windowLarge Spacious Waterfront Cottage
Muskoka Cottage Living

Muskoka Cottage Living

Huntsville ON
With a stay at this cottage in Huntsville, you'll be within a 15-minute drive of Port Sydney Beach and Fairy Lake.
Opens in a new windowMuskoka Cottage Living
Richview on Morrison Lake, Gravenhurst - Muskoka

Richview on Morrison Lake, Gravenhurst - Muskoka

Gravenhurst ON
When you stay at this cottage in Gravenhurst, you'll be on the beach and 10 minutes by car from Torrance Barrens Dark-Sky Preserve.
Opens in a new windowRichview on Morrison Lake, Gravenhurst - Muskoka
Waterfront Muskoka Cottage | Hot Tub, Fire Pit, BBQ and Canoes

Waterfront Muskoka Cottage | Hot Tub, Fire Pit, BBQ and Canoes

Bracebridge ON
The price is AU$839 per night from 14 May to 15 May
AU$839
14 May - 15 May
includes taxes & fees
With a stay at this cottage in Bracebridge, you'll be on the waterfront, and 12.2 mi (19.6 km) from Santa's Village and 12.5 mi (20.2 km) from Lake Muskoka.
Opens in a new windowWaterfront Muskoka Cottage | Hot Tub, Fire Pit, BBQ and Canoes
6BR Lakefront Muskoka Sunset Retreat w/ Hot Tub, Dock & Firepit

6BR Lakefront Muskoka Sunset Retreat w/ Hot Tub, Dock & Firepit

Utterson ON
Located in Muskoka Lakes, this cottage is on the waterfront, within a 15-minute drive of Lake Rosseau and Dee Bank Falls.
Opens in a new window6BR Lakefront Muskoka Sunset Retreat w/ Hot Tub, Dock & Firepit
Charcoal Tree House: Cozy Cottage, Luxe Deck, Stargazing, Theatre, Forest Views

Charcoal Tree House: Cozy Cottage, Luxe Deck, Stargazing, Theatre, Forest Views

Gravenhurst ON
With a stay at this cottage, you'll be centrally located in Gravenhurst, within a 5-minute drive of Lake Muskoka and Gull Lake.
Opens in a new windowCharcoal Tree House: Cozy Cottage, Luxe Deck, Stargazing, Theatre, Forest Views
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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
490 Cottages
Lowest Price
AU$207
Highest Price
AU$839
Popular accommodation
Sunny Point Resort Cottages and Inn, Charming Muskoka Wilderness Cottage, Lakeside Haven (Your Cottage Retreat), Large Spacious Waterfront Cottage, Muskoka Cottage Living , Richview on Morrison Lake, Gravenhurst - Muskoka, Waterfront Muskoka Cottage | Hot Tub, Fire Pit, BBQ and Canoes, 6BR Lakefront Muskoka Sunset Retreat w/ Hot Tub, Dock & Firepit, Charcoal Tree House: Cozy Cottage, Luxe Deck, Stargazing, Theatre, Forest Views

Top trending hotels in Windermere

Windermere House

Windermere House

3.5 out of 5
2508 Windermere Road Muskoka Lakes ON
The price is AU$273 per night from 14 May to 15 May
AU$273
14 May - 15 May
includes taxes & fees
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.
Opens in a new windowWindermere House
Charming Muskoka Wilderness Cottage

Charming Muskoka Wilderness Cottage

Windermere ON
With a stay at this cottage in Muskoka Lakes, you'll be within a 5-minute drive of Dee Bank Falls and Windermere Golf & Country Club.
Opens in a new windowCharming Muskoka Wilderness Cottage
Muskoka Tiny Home

Muskoka Tiny Home

Windermere ON
Located in Muskoka Lakes, this cabin is a 3-minute drive from Dee Bank Falls and 5 minutes from Windermere Golf & Country Club.
Opens in a new windowMuskoka Tiny Home
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Large Dock, Hot Tub, Private Beach w Water Toys

Large Dock, Hot Tub, Private Beach w Water Toys

Utterson ON
With a stay at this cottage in Muskoka Lakes, you'll be within a 15-minute drive of Lake Rosseau and Dee Bank Falls.
Opens in a new windowLarge Dock, Hot Tub, Private Beach w Water Toys
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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.