Windermere Cottages

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Our top choices for Windermere cottages

A cabin with a wooden deck, a fire pit, and a small outdoor seating area surrounded by trees.

1. 3 Mile Lakehouse

Utterson

rhowzie e.

includes taxes & fees

27 Sept - 28 Sept

A view from a cabin overlooking a lake with docked boats, surrounded by tall trees.

2. Lakefront Muskoka Beautiful Cottage

Gravenhurst

seshu

includes taxes & fees

4 Oct - 5 Oct

A wooden cabin with a small porch, a door, and a window.

3. Lakefront Muskoka Good View cottage

Gravenhurst

Wonjoon J.

includes taxes & fees

26 Sept - 27 Sept

A cabin with a front porch, wooden deck, and a door with a small window above it.

4. Beautiful Muskoka Waterfront Cottage with Canoes, Fire Pit and BBQ

Huntsville

Jeewaka K.

includes taxes & fees

1 Oct - 2 Oct

A covered deck with wooden railings and a view of a lake.

5. Sunny Point Resort Cottages and Inn

Seguin

Natasa

includes taxes & fees

1 Oct - 2 Oct

A wooden deck with chairs and a barbecue grill, surrounded by trees.

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

Gravenhurst

Tabish k.

includes taxes & fees

27 Sept - 28 Sept

A cabin with a dock, two Adirondack chairs, and a view of a lake.

7. 1 Bedroom Cottage VI: PL

Gravenhurst

includes taxes & fees

1 Oct - 2 Oct

A two-story building with a sign reading 'The Shipyards Muskoka Marketplace.'

8. Luxury Muskoka Beach Retreat, Games Room & Hot Tub

Gravenhurst

Mar S.

includes taxes & fees

26 Oct - 27 Oct

A view from inside a cabin looking out at a snowy lake with trees and a house in the background.

9. Muskoka Private & Peaceful Waterfront Cottage. Lake-View Panoramic Sauna

Bracebridge

Mykola S.

includes taxes & fees

28 Sept - 29 Sept

A single-story cabin with a porch, a grill, and a small deck.

10. 2 Bedroom Cottage V: PL

Gravenhurst

includes taxes & fees

7 Oct - 8 Oct

A rustic cabin with a wooden deck, a picnic table, and a gravel path.

11. 2 Bedroom IV: PL

Gravenhurst

includes taxes & fees

2 Oct - 3 Oct

A cabin with a deck, outdoor seating, and a fire pit.

12. 1 Bedroom Cottage IX: PL

Gravenhurst

includes taxes & fees

2 Oct - 3 Oct

A wooden deck with a grill, overlooking a lake with trees and a cabin in the background.

13. 1 Bedroom Cottage VIII: PL

Gravenhurst

"First, the positive. The cabin was clean and was dry during a lot of rain. The location is on the water and close to Gravenhurst. We arrived at the cabin not having received an email with check in instructions. There is no office there. Thankfully the cleaning lady let us in. We had called the host twice and messaged on VRBO inbox twice. It wasn’t until I texted him that he responded. I had asked prior to going if there was a coffee maker and was told no, yet there was one and I hadn’t brought...

Melissa S.

includes taxes & fees

7 Oct - 8 Oct

A wooden deck with chairs, a fire pit, and a fenced area with a barn in the background.

14. 3 Bedroom Cottage VII: PL

Gravenhurst

includes taxes & fees

7 Oct - 8 Oct

A lakeside view from a wooden deck with a dock, a small building, and autumn foliage.

15. 4 Bedroom Main Cottage XIV: PL

Gravenhurst

includes taxes & fees

7 Oct - 8 Oct

A rustic cabin with a covered patio, a picnic table, and a grill area.

16. 3 Bedroom Cottage XII: PL

Gravenhurst

MaryJane

includes taxes & fees

11 Oct - 12 Oct

A cabin with a deck, surrounded by trees and a lake.

17. Cozy Muskoka cottage

Bracebridge

Brianna B.

includes taxes & fees

6 Oct - 7 Oct

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Top Windermere Hotel Reviews

Tru By Hilton Bracebridge, On

8/10 Good

"Clean and close to everything"

Find out more about Windermere