Holiday houses 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.
0 of 0 items showing
1 of 3 pages
1 of 3 pages
Holiday rentals for every style
Get the amount of space that is right for you
Popular amenities for Simcoe County holiday rentals
Other great holiday rentals in Simcoe County
Guest favourite
Apartment in Penetanguishene
4.88 out of 5 average rating, 382 reviewsThe Haunted House Apt 302
Guest favourite
Home in Hawkestone
4.93 out of 5 average rating, 57 reviewsLakeside Cottage Getaway
Superhost
Cabin in Hawkestone
4.83 out of 5 average rating, 23 reviewsBlue Dreams Of Lake Simcoe
Guest favourite
Condo in Innisfil
4.95 out of 5 average rating, 19 reviewsThe Penthouse at Friday Harbour
Guest favourite
Cabin in Innisfil
4.93 out of 5 average rating, 81 reviewsLake Simcoe Cabin, Innisfil, Ont
Guest favourite
Loft in Midhurst
5.0 out of 5 average rating, 41 reviewsLoft - Ski - Hike - Swim - Relax
Guest favourite
Tiny home in Uxbridge
4.9 out of 5 average rating, 39 reviewsCountry Escape Tiny Home
Guest favourite
Dome in East Gwillimbury
4.98 out of 5 average rating, 42 reviewsStarry nights…
Destinations to explore
- Fitness-friendly rentals Simcoe County
- Tiny house rentals Simcoe County
- Cabin rentals Simcoe County
- Chalet rentals Simcoe County
- Waterfront rentals Simcoe County
- Rentals with a kayak Simcoe County
- Rentals with a patio Simcoe County
- Rentals with beach access Simcoe County
- Smoking-friendly rentals Simcoe County
- Kid-friendly rentals Simcoe County
- Bed and breakfasts Simcoe County
- Villa rentals Simcoe County
- Pet-friendly rentals Simcoe County
- Rentals with a washing machine and dryer Simcoe County
- Rentals with outdoor seating Simcoe County
- Hotel rentals Simcoe County
- Rentals with pools Simcoe County
- Family-friendly rentals Simcoe County
- Loft rentals Simcoe County
- Rentals with breakfast Simcoe County
- Rentals with a fire pit Simcoe County
- Condo rentals Simcoe County
- Rentals with lake access Simcoe County
- Monthly Rentals Simcoe County
- Boutique hotel rentals Simcoe County
- Beachfront rentals Simcoe County
- House rentals Simcoe County
- Cottage rentals Simcoe County
- Rentals with a fireplace Simcoe County
- Rentals with a hot tub Simcoe County
- Apartment rentals Simcoe County
- Townhouse rentals Simcoe County
- Farmstay rentals Simcoe County
- Private suite rentals Simcoe County
- Ski-in/ski-out rentals Simcoe County
- Rentals with an EV charger Simcoe County
- Rentals with a sauna Simcoe County
- Bungalow rentals Simcoe County
- Guesthouse rentals Simcoe County
- Yurt Rentals United States
- Yurt Rentals United Kingdom
- Castle Rentals United States
- Houseboats United States
- Holiday Caravans United Kingdom
- Private Island Rentals United States
- Farm Houses United States
- Farm Cottages United Kingdom
- Cabin Rentals Australia
- Luxury Cabins United Kingdom
- Luxury Cabins United States
- Holiday Chalets United Kingdom
- Cottage Rentals United States
- Holiday Cottages United Kingdom
- Mansion Rentals United States
- Villa Rentals United Kingdom
- Holiday Bungalows United Kingdom
- Bungalow Rentals United States
- Condo Rentals United States
- Holiday Apartments Australia
- Holiday Houses United States
- Holiday Houses United Kingdom
- Private Holiday Rentals United Kingdom
- Big House Rentals United States
- Big Cottages Australia
- Large Villas United Kingdom
- House Rentals with a Pool United States
- Cabin Rentals with a Pool United States
- Villas with a Pool United Kingdom
- Apartments with a Hot Tub United States
- Holiday Cottages with a Hot Tub United Kingdom
- Beach Cabins United States
- Beach Condos United States
- Beachfront Rentals United States
- Beach Houses United Kingdom
- Beach Villas United Kingdom
- Coastal Cottages United Kingdom
- Pet-Friendly Vacation Rentals United States
- Pet-Friendly Beach Rentals United States
- Pet-Friendly Cabin Rentals United States
- Dog-Friendly Cottages United Kingdom
- Luxury Dog-Friendly Cottages United Kingdom