Condo vacation rentals in Simcoe County
Find and book unique condos on Airbnb
Top-rated condo rentals in Simcoe County
Guests agree: these condos are highly rated for location, cleanliness, and more.
Vacation rentals for every style
Get the amount of space that is right for you
Popular amenities for Simcoe County condo rentals
Weekly condo rentals
Condo in The Blue Mountains
4.89 out of 5 average rating, 350 reviewsBase of Blue Mountain, Modern Updated Studio
Sep 30 – Oct 7
Condo in Collingwood
4.99 out of 5 average rating, 107 reviewsK's Cozy Condo -Minutes from Lake, Trails, Shops
Nov 6 – 13
Condo in The Blue Mountains
4.88 out of 5 average rating, 190 reviewsHidden Haven - Shuttle to Blue / Outdoor Pool
Oct 5 – 12
Condo in Innisfil
4.82 out of 5 average rating, 223 reviews1 bdrm/1 bath oasis at FH Resort in Innisfil
Jun 6 – 13
Condo in Innisfil
4.86 out of 5 average rating, 125 reviewsFriday Harbour Resort Penthouse Lake Simco
Jan 31 – Feb 7
Condo in Innisfil
4.8 out of 5 average rating, 107 reviewsFriday Harbor Resort Getaway
Jul 5 – 12
Condo in The Blue Mountains
4.97 out of 5 average rating, 299 reviewsGorgeous Two Bedroom Condo Overlooking Ski Hill
Aug 23 – 30
Condo in The Blue Mountains
4.94 out of 5 average rating, 114 reviewsBlue Mountain (Chateau Ridge) Slopeside Condo
Oct 5 – 12
Pet-friendly condo rentals
Condo in The Blue Mountains
4.9 out of 5 average rating, 371 reviewsSpring Getaway | Blue Mountain
Jun 4 – 11
Condo in The Blue Mountains
4.89 out of 5 average rating, 114 reviewsPet friendly, ground floor condo, steps to Village
Oct 8 – 15
Condo in The Blue Mountains
4.82 out of 5 average rating, 520 reviewsCreekside Smart Studio at Blue Mountain
Sep 16 – 23
Condo in Oro
4.95 out of 5 average rating, 40 reviewsHillside Haven: Serene Studio Retreat for 4
Apr 26 – May 3
Condo in Oro
4.95 out of 5 average rating, 79 reviewsPet-friendly, 1 BR condo in Horseshoe Valley
Dec 26 – Jan 2
Condo in Barrie
4.93 out of 5 average rating, 90 reviewsBright MCM 2 Bedroom Walk Up with Private Deck/BBQ
Oct 15 – 22
Condo in Shanty Bay
5.0 out of 5 average rating, 14 reviewsHorseshoe Valley Resort ,KING Bd 55”Tv Spa Skiing
Oct 7 – 14
Condo in Orillia
4.98 out of 5 average rating, 98 reviewsLuxury 1 Bedroom Apt In The *HEART* Of Orilla
Dec 15 – 22
Condo rentals with a pool
Condo in The Blue Mountains
4.92 out of 5 average rating, 246 reviewsCozy Studio Mountainside stay in Blue Mountains
Jul 21 – 28
Condo in The Blue Mountains
4.95 out of 5 average rating, 207 reviewsCozy & Charming Retreat at Blue Mountain
May 7 – 14
Condo in The Blue Mountains
4.97 out of 5 average rating, 126 reviewsSnowbridge Escape at Blue
Jan 8 – 15
Condo in The Blue Mountains
4.97 out of 5 average rating, 116 reviewsRustic Chic Renovated 2Bd Condo by Village
Sep 20 – 27
Condo in The Blue Mountains
4.92 out of 5 average rating, 406 reviews★Blue Mountain Village★ Cozy, Stylish, 360 Views
Oct 27 – Nov 3
Condo in The Blue Mountains
4.85 out of 5 average rating, 142 reviewsStill Winds - Shuttle to Blue / Outdoor Pool
May 10 – 17
Condo in The Blue Mountains
4.94 out of 5 average rating, 175 reviewsThe Blue Mountain's Dream Escape (Rivergrass)
Jun 1 – 8
Condo in The Blue Mountains
4.94 out of 5 average rating, 159 reviewsBlue Mountain condo in Historic Snowbridge
Dec 6 – 13
Destinations to explore
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