
Guesthouse vacation rentals in Lake Simcoe
Find and book unique guesthouse rentals on Airbnb
Top-rated guesthouses in Lake Simcoe
Guests agree: these guesthouses are highly rated for location, cleanliness, and more.
Vacation rentals for every style
Get the amount of space that is right for you.
Popular amenities for Lake Simcoe guesthouses
Family-friendly guesthouses

Cozy Private Ensuite Basement Bedroom

The pampered camper bunkie 1 Tiny home

Newly Renovated 2 bdr basement

Fairytale - Spotlessly Clean Getaway - 2 Bedroom

Airport| Couples| Garden Suite| Skylight |Smart TV

Nash's Comfy Hideaway

Cozy 2 Bedroom Guest Suite in Aurora

Spacious & Bright 1Bdr Private Walkout Basement
Guesthouses with a patio

Mono Countryside Home & Farm

The Farmhand’s Cottage

A Greyt Escape

Warm rustic luxury chalet near lake & skiing

Windfall Cottage On Little Lake

The Hideout

Private Guest House Retreat

Cozy Guesthouse Heart of RichmondHill Bayview
Guesthouse rentals with a washer and dryer

Cozy Studio Close to the Beach in Wasaga

Country Cabin Escape | King Bed | Pet Friendly

Chic & Cozy 1Bed Guest Suite

Bright & Modern Lower Level Apt in Keswick

Guesthouse Getaway

Hillside Studio: Georgian Bay + Small Town

Entire rental unit Richmond Hill

Guesthouse across the street from Lake Ontario
Destinations to explore
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- Fitness-friendly rentals Lake Simcoe
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- Pet-friendly rentals Lake Simcoe
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- Rentals with a washer and dryer Lake Simcoe
- Townhouse rentals Lake Simcoe
- Private suite rentals Lake Simcoe
- Rentals with an EV charger Lake Simcoe
- Guesthouse rentals Ontario
- Guesthouse rentals Canada
- Blue Mountain Village
- Toronto Zoo
- Rouge National Urban Park
- Horseshoe Resort
- Cedar Park Resort
- Snow Valley Ski Resort
- Gull Lake
- Craigleith Ski Club
- Port Carling Golf & Country Club
- Osler Bluff Ski Club
- Devil's Glen Country Club
- Hockley Valley Resort - Golf, Spa and Ski
- Angus Glen Golf Club
- Lakeridge Ski Resort
- The Club At Bond Head
- Wooden Sticks Golf Club
- Muskoka Lakes Golf and Country Club
- Mount St. Louis Moonstone
- Muskoka Bay Resort
- Lake Joseph Golf Club
- Windermere Golf & Country Club
- Georgian Bay Islands National Park
- Dagmar Ski Resort
- Earl Bales Park