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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.

Luxury 2 Bedroom Lakefront Apartment
Entire residential home · 4 guests · 2 beds · 1 bath
Luxury 2 Bedroom Lakefront ApartmentEnjoy your private lakefront entrance directly on Lake Couchiching and relax in this modern 2 bedroom basement apartment. Stay in and enjoy your crystal gas fireplace or relax in the sit down shower with oversized rain shower and massage body jets . Or venture out, only 10 minutes to Downtown, restaurants, movie theatre, Costco, Casino Rama, snow mobile trails, skating, ice hut fishing and much more. Please note: this is a separate apartment in the hosts home.
Ramara waterfront cottage on St.John Lake
Entire cottage · 9 guests · 6 beds · 1 bath
Ramara waterfront cottage on St.John LakeBook your summer-22 getaway at our cozy cottage with amazing sunsets and great fishing: - 2 Kayaks, Paddle Boat, life jackets provided - Kids Playground, Obstacle Course, Hammocks - Large Firepit and BBQ, firewood and propane provided - Linens, blankets, towels provided - Unlimited Wi-Fi, Smart TV with Netflix and Amazon Prime - Kitchen and laudry fully equipped - 2 ceiling fans, portable A/C - Indoor Wood Stove/Baseboard Heaters - Indoor/ Outdoor Games - Parking up to 8 cars
Treetop Loft | Private Hot Tub + Spa | Muskoka Bay
SUPERHOST
Entire rental unit · 2 guests · 1 bed · 1 bath
Treetop Loft | Private Hot Tub + Spa | Muskoka BaySpacious cottage loft just steps to Muskoka Wharf. Enjoy your private hot tub overlooking your own little slice of the forest. Designed with couples in mind. Stunning kitchen with everything you'll need to wine, dine and unwind. Candlelit spa room with professional massage table, dressed with luxury hotel linens. Curl up next to the fire and enjoy your brand new 50" Smart TV; or throw on your favourite playlist. Seconds from waterfront restaurants, shops, toys and tours. Adult only. No pets

Vacation rentals for every style

Get the amount of space that is right for you.

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Popular amenities for Simcoe County vacation rentals

  • Kitchen
  • Wifi
  • Pool
  • Free parking on premises
  • Air conditioning

Other great vacation rentals in Simcoe County

  1. Entire guesthouse
  2. Wasaga Beach
Cozy 4-Bedroom Waterfront Guest House with Parking
SUPERHOST
  1. Entire cabin
  2. Georgina
Romantic Cabin in the Woods -80 km's from CN Tower
SUPERHOST
  1. Entire guest suite
  2. Oro-Medonte
The Studio at Bass Lake Retreat
SUPERHOST
  1. Entire rental unit
  2. Gravenhurst
OakLodge | Hot Tub + Wine Cellar | Private Retreat
  1. Entire cottage
  2. Tiny
The Lily Pad - Cozy Chic Getaway
  1. Entire cottage
  2. Innisfil
Cozy and private home with trails near the beach
SUPERHOST
  1. Entire guesthouse
  2. Victoria Harbour
Sunset Beach Cottage
SUPERHOST
  1. Dome house
  2. Nottawa
One-of-a-Kind Dome Stay near Collingwood!
  1. Entire cottage
  2. Innisfil
Quiet and Quaint Cottage 1 hour from city!
SUPERHOST
  1. Entire chalet
  2. Coldwater
OakRidge Retreat-HOT TUB 100s of acres WIFI
SUPERHOST
  1. Entire cottage
  2. Tiny
Bluestone 2022
SUPERHOST
  1. Entire cottage
  2. Wasaga Beach
Simplicity On The Bay