Skip to content

Vacation rentals in Simcoe County

Find and book unique accommodations on Airbnb

Top-rated vacation rentals in Simcoe County

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

Cottage in Sebright
Riverfront Entire Cottage HotTub & Sauna in forest
Make some memories at this unique and couple’s & family-friendly place. Start your next adventure and get away from the busy city. Our picturesque 1+1 bedroom cottage at the riverfront where you’ll be greeted with incredible views through the windows. Relax in the cold or wood burns HOT TUB and SAUNA. Only 20 min Casino Rama, 30 min from Orillia and 1:40 min from Toronto. Perfect for family fun, and couples’ retreats. Located on 0.7 acres of gorgeous riverfront land you’ll have plenty of space.
$70 per night
Loft in Barrie
Modern Loft-King Bed-17ft Ceilings-Ski Hills
Spacious loft apartment located in Barrie’s downtown core. Just one block away from the waterfront. Minutes away from Snowvalley and Horseshoe resort. This loft features: ✅ Private entrance ✅ In suit laundry ✅ king size bed ✅ Futon ✅ Dishwasher ✅ Full kitchen ✅ Flat-screen TV ✅A/C ✅ High-speed WIFI ✅ Pet friendly This High-end loft boasts 17 ft ceilings, character 1870 exposed brick, and a large heritage window for natural light, with compliments of modern and industrial finishes.
$97 per night
Loft in Barrie
Luxury Industrial Loft-King Bed-17ft Ceilings
Newly renovated loft apartment with keypad lock, insuite laundry, two 55"TV's and full kitchen. Located in the heart of downtown Barrie just steps away from all of the award-winning restaurants downtown has to offer. Minutes from Vetta Spa, perfect for a romantic getaway, business trip, or a night on the town. This loft features fast wifi, Netflix, stainless steal appliances, full kitchen, private entrance, covered parking. 15 minutes from Snowvalley and 20 minutes from horseshoe.
$97 per night

Other great vacation rentals in Simcoe County

Guest suite in Aurora
Newly Upgraded Aurora 1-Bedroom Unit
$75 per night
Condo in Barrie
Newly built Beautiful Lakeview 2BR & 2Bath Condo
$77 per night
Serviced apartment in Newmarket
Very bright and spacious 1 Br apt sleeping up to 4
$60 per night
Guest suite in East Gwillimbury
Stylish, Modern 2nd Floor Private Apt. Quiet Area
$60 per night
Private room in Newmarket
❤️Cozy 1 Bedroom Suite Basement with FREE Parking
$50 per night
Condo in Innisfil
Friday harbour AQUARIUS short term rental # 201
$68 per night
Rental unit in Barrie
Quaint and Cozy Basement Apartment
$51 per night
Guest suite in Newmarket
Adorable unit with 2 bedrooms & 2 parking spots
$51 per night
Home in Barrie
Cozy 1-Bedroom basement with kitchen and parking
$63 per night
Home in Newmarket
Fairytale Home - 2 BR/1WR Suite
$76 per night
Condo in Innisfil
Friday Harbour All Season Resort
$93 per night
Rental unit in Innisfil
Pool*Full Kitchen*Fireplace*BBQ*2 Queen*Smart TV
$67 per night
  1. Airbnb
  2. Canada
  3. Ontario
  4. Simcoe County