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Holiday rentals in Simcoe County

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Top-rated holiday 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 bathroom
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.
Ramara waterfront cottage on St.John Lake
Entire cottage · 9 guests · 6 beds · 1 bathroom
Ramara waterfront cottage on St.John LakeCozy family cottage with amazing sunsets and great fishing. - Kitchen fully equipped - Bedding and towels provided - Laundry - 2 ceiling fans, portable A/C - Unlimited free Wi-Fi - Smart TV with Netflix and Amazon Prime - Large Firepit and BBQ, firewood and propane provided - Patio chairs and table, muskoka chairs - Indoor Wood Stove/Baseboard Heat - Indoor/ Outdoor Games - 2 Kayaks and Paddle Boat, life jackets available in different sizes - Kids Playground - Hammocks - Parking up to 10 cars
Cheerful and cozy 2-bedroom cottage
Entire cottage · 6 guests · 2 beds · 1 bathroom
Cheerful and cozy 2-bedroom cottageRelax with the whole family at this peaceful place to stay. Enjoy all year round activities. Minutes away from beach 3 and direct public access to the river across the street. As well as, a short drive to Blue Mountain Village and Resort. Hiking and trails within walking distance. Recently renovated 2 bedroom cottage with 1 queen bed, double bed and a queen air matrass. Large private yard with an outdoor firepit.

Holiday rentals for every style

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Popular amenities for Simcoe County holiday rentals

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

Other great holiday rentals in Simcoe County

  1. Entire cottage
  2. Innisfil
Cozy and private home with trails near the beach
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. Southgate
Thistle And Pine Cottage
  1. Entire cottage
  2. Tiny
The Lily Pad - Cozy Chic Getaway
SUPERHOST
  1. Entire guest house
  2. Victoria Harbour
Sunset Beach Cottage
SUPERHOST
  1. Dome house
  2. Nottawa
One-of-a-Kind Dome Stay near Collingwood!
SUPERHOST
  1. Entire cottage
  2. Tiny
Bluestone 2022
  1. Entire residential home
  2. Innisfil
✔Innisfil House✔Families Only✔Private Beach Access
  1. Entire rental unit
  2. Aurora
Lovely Lower-Level Apartment in Old Aurora
SUPERHOST
  1. Entire cottage
  2. Wasaga Beach
Simplicity On The Bay