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Vacation rentals in Simcoe County

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Top-rated vacation rentals in Simcoe County

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

SUPERHOST
  1. Entire guest suite
  2. Tiny
Beach house suite Steps to beach.

Fantastic walk out basement suite, with tons of natural light and only a few steps to the best sandy beach in Ontario. New everything in this suite from the full size kitchen, appliances to the modern bathroom.

$98 per night
SUPERHOST
  1. Entire home
  2. Midland
Midland Stone Cottage

Stay in our charming stone cottage conveniently located in central Midland. Just a short walk to our picturesque downtown and beautiful Little Lake Park. Our house is cozy and comfortable - perfect for 4 people. We welcome all.

$98 per night
  1. Entire guest suite
  2. Orillia
Entire guest suite on 110 acres outside of Orillia

Our beautiful 110 acre property just outside of Orillia hosts many well kept trails for hiking / snowshoeing , scenic ponds and the opportunity to view some of our regions beautiful wildlife who frequent the back 40! Additional add ons available : Date night charcuterie Breakfast kit incl. farm fresh eggs And more! No smoking Allowed Pets not permitted ( no exceptions) Parking available Farm fresh eggs / veggies available

$81 per night

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Other great vacation rentals in Simcoe County

  1. Entire rental unit
  2. Wasaga Beach
Steps to the Beach
$47 per night
SUPERHOST
  1. Entire cottage
  2. Torrance
Beautiful Nine Mile Lake
$182 per night
  1. Entire cottage
  2. Barrie
The Guesthouse on the North Shore Trail
$76 per night
  1. Entire cottage
  2. Utopia
Utopian WOW 2 Bdrm Box Car Cottage! NO SMOKING/PET
$148 per night
SUPERHOST
  1. Entire guesthouse
  2. Victoria Harbour
Sunset Beach Cottage
$104 per night
SUPERHOST
  1. Private room
  2. Barrie
Prime Location, Quiet Room, Free Parking, Smart TV
$31 per night
SUPERHOST
  1. Private room
  2. Barrie
Near College & RVH-free parking- Netflix-Quiet
$40 per night
SUPERHOST
  1. Entire guesthouse
  2. Gravenhurst
Waterfront Guest Cabin in Muskoka
$164 per night
SUPERHOST
  1. Hotel room
  2. Hawkestone
Glamping Eco-Retreat with Luxury Stargazer Dome
$313 per night
SUPERHOST
  1. Entire guest suite
  2. Collingwood
Beyond The Blue Door
$98 per night
SUPERHOST
  1. Entire cottage
  2. Tiny
Bluestone
$141 per night
SUPERHOST
  1. Entire cottage
  2. Tiny
Luxury Cottage (2BR) 1 Min from Beach (w/ Sauna)
$321 per night