Vacation rentals in Lake Simcoe

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Top-rated vacation rentals in Lake Simcoe

Guests agree: these stays are highly rated for location, cleanliness, and more.

Guest favorite

Dome in Bradford West Gwillimbury

4.98 out of 5 average rating, 201 reviews

Four season glamping dome under the stars

Whether you are looking for a romantic getaway for two, a solo remote work week in solitude surrounded by nature, or a family adventure, this 4-season geodesic dome is just the right place. Explore picturesque trails of Scanlon Creek Conservation Area, enjoy inground pool in summer, experience breathtaking sunsets over the farm fields, the starry skies by the bonfire, mesmerizing dance of fireflies in June, and let the frogs and crickets lull you to sleep in the place where time stands still...

Feb 21 – 28

G$25,259 GYD per night
Guest favorite

Place to stay in Wasaga Beach

5.0 out of 5 average rating, 186 reviews

Newly Built Woodsy Loft Retreat

Welcome to Woodsy Loft, a newly built retreat. A great spot for a getaway! A perfect home base for not just the beach and stunning walks into the sunset, but Blue Mtn, Scandinavian Spa, Collingwood, Cross Country Skiing Provincial Park and a brand new casino, all close by. Packed with amenities like screened in patio, XL bathtub, King size bed, 'The Frame' Smart TV, full kitchen, fast WIFI, motorized blind...and the list goes on. Situated and designed to offer max. privacy and relaxation.

Sep 27 – Oct 4

G$29,068 GYD per night
Guest favorite

Loft in Barrie

4.95 out of 5 average rating, 184 reviews

The Penthouse | Luxury at the Lake

Live the good life at 'The Penthouse' on Lake Simcoe. This is a luxurious and historical loft with stunning views of the bay. It's beautiful, bright, clean and spacious - perfect for romance and adventure with friends. Steps to the sandy beach, waterfront trails and the heart of downtown. Enjoy a meal downstairs at the legendary 'Farmhouse Restaurant'. Perfect all-in-one wedding venue, room to get ready and a party downstairs. If you're looking to unwind or a night on the town, it's all yours!

Apr 13 – 20

G$32,608 GYD per night

Popular amenities for Lake Simcoe vacation rentals

Other great vacation rentals in Lake Simcoe

Guest favorite

Farm stay in Gravenhurst

4.98 out of 5 average rating, 367 reviews

Stix N Stones (Includes Light Breakfast & Kayaks)

Dec 7 – 14

G$25,298 GYD per night
Guest favorite

Condo in Innisfil

4.86 out of 5 average rating, 119 reviews

2 Bed/2 Bath at Friday Harbour All Seasons Resort

Apr 5 – 12

G$17,228 GYD per night
Guest favorite

Tiny home in Waubaushene

4.97 out of 5 average rating, 283 reviews

Unique Tiny Home

May 21 – 28

G$24,686 GYD per night
Guest favorite

Condo in Oro

4.89 out of 5 average rating, 152 reviews

Spacious 1-br w pool & jacuzzi at Horseshoe Valley

Aug 28 – Sep 4

G$20,823 GYD per night
Superhost

Guest suite in Moonstone

4.82 out of 5 average rating, 156 reviews

SKI, Trails HOT TUB and SAUNA in the woods

May 10 – 17

G$22,156 GYD per night
Guest favorite

Dome in East Gwillimbury

5.0 out of 5 average rating, 34 reviews

Starry nights…

Jul 12 – 19

G$27,948 GYD per night
Guest favorite

Home in Hawkestone

4.92 out of 5 average rating, 53 reviews

Lakeside Cottage Getaway

Nov 29 – Dec 6

G$28,582 GYD per night
Guest favorite

Cottage in Caesarea

5.0 out of 5 average rating, 9 reviews

Lakeside Cottage Getaway South Shore Lake Scugog

Oct 24 – 31

G$19,463 GYD per night
Guest favorite

Cabin in Innisfil

4.94 out of 5 average rating, 70 reviews

Lake Simcoe Cabin, Innisfil, Ont

Oct 2 – 9

G$31,180 GYD per night
Guest favorite

Cottage in Keswick

4.91 out of 5 average rating, 32 reviews

Private lakefront cottage of Lake Simcoe

Apr 8 – 15

G$38,304 GYD per night
Guest favorite

Cottage in Orillia

4.97 out of 5 average rating, 63 reviews

Two person, full house w/hot tub, waterfront

Jun 14 – 21

G$20,840 GYD per night
Guest favorite

Cottage in Innisfil

4.94 out of 5 average rating, 17 reviews

Lakefront Luxury 5-Bedroom with Private Dock

May 21 – 28

G$166,959 GYD per night

Destinations to explore

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  2. Canada
  3. Ontario
  4. Lake Simcoe