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Vacation rentals in Simcoe County

Find and book unique accommodation on Airbnb

Top-rated holiday 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.

  1. Entire guest suite
  2. Minesing
1 Bedroom with Heated Pool and Hot tub

Forget your worries in this spacious and serene space. Take a dip in the Heated Inground pool and relax in the Hot tub. Conveniently located less then one minute from Atv and dirt bike trails. Miles of walking trails at the end of the street. Minutes away from 3 different golf courses and 2 different ski hills. Parking for vehicles with Trailers and indoor parking for Motorcycles 20 mins from Wasaga Beach 30 mins from Collingwood Pool normally opened by mid Jun please ask at booking to confirm

SUPERHOST
  1. Entire guesthouse
  2. Victoria Harbour
Sunset Beach Cottage

Part log treehouse, part beach house and 100% of what you need to enjoy a peaceful getaway only 1.5 hours from Toronto! Walk up the private staircase and pause to enjoy the spectacular treetop and waterfront views from your own wraparound deck before entering your 900 sq. ft. oasis. Enjoy access to your own lawn, picnic table and beach* area and all that Georgian Bay and the area has to offer. *water levels fluctuate Insta: sunset_beach_cottage_canada

Holiday rentals for every style

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Other great holiday rentals in Simcoe County

  1. Entire cottage
  2. Utopia
Utopian WOW 2 Bdrm Box Car Cottage! NO SMOKING/PET
SUPERHOST
  1. Entire home
  2. Midland
Midland Stone Cottage
SUPERHOST
  1. Private room
  2. Barrie
Cheerful bedroom in a residential home!
SUPERHOST
  1. Private room
  2. Barrie
Near College & RVH-free parking- Netflix-Quiet
  1. Entire cabin
  2. Wasaga Beach
#3 The pink cottage , rustic fully renovated
SUPERHOST
  1. Entire guesthouse
  2. Gravenhurst
Waterfront Guest Cabin in Muskoka
SUPERHOST
  1. Entire chalet
  2. Phelpston
Dream Home Oasis; 7 bedroom, Hot Tub Swimming Pool
  1. Entire cottage
  2. Creemore
Cottage on the Noisy River/Blue Mountain/Wasaga
SUPERHOST
  1. Entire condo
  2. Collingwood
Sun & Ski Paradise - Year Round fun and relaxation
SUPERHOST
  1. Private room
  2. Barrie
Bright & Comfortable Bedroom [3] (WiFi incl.)
SUPERHOST
  1. Entire cabin
  2. Gravenhurst
One bedroom lake front cottage in Muskoka
SUPERHOST
  1. Entire cottage
  2. Waubaushene
Escape North to Saltbox by the Bay | 4-Seasons