
Vacation rentals in Simcoe County
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Top-rated vacation rentals in Simcoe County
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Popular amenities for Simcoe County vacation rentals
Other great vacation rentals in Simcoe County
Guest favorite

Apartment in Oro-Medonte
4.94 out of 5 average rating, 17 reviewsTwo units in Horseshoe Valley
Guest favorite

Home in Wasaga Beach
4.89 out of 5 average rating, 109 reviews20 min from Blue Mountain -Relax & Enjoy Winter
Guest favorite

Cottage in Waubaushene
4.94 out of 5 average rating, 18 reviewsWaubaushene Getaway

Apartment in Innisfil
4.82 out of 5 average rating, 33 reviewsRomantic Getaway At FH!
Guest favorite

Condo in The Blue Mountains
4.83 out of 5 average rating, 23 reviews3BR Ski In/Out Blue Mountain Resort | Balcony

Home in Tiny
4.89 out of 5 average rating, 9 reviewsGreat raccoon lodge
Superhost

Home in Wasaga Beach
4.88 out of 5 average rating, 50 reviewsCOZY Cottage steps away from the beach.
Top guest favorite

Cottage in Tiny
5 out of 5 average rating, 41 reviewsThe Hideaway Balm Beach Cottage
Destinations to explore
- Rentals with a washer and dryer Simcoe County
- Rentals with outdoor seating Simcoe County
- Guesthouse rentals Simcoe County
- Fitness-friendly rentals Simcoe County
- Chalet rentals Simcoe County
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- Rentals with a fireplace Simcoe County
- Bungalow rentals Simcoe County
- Ski-in/ski-out rentals Simcoe County
- Rentals with breakfast Simcoe County
- Apartment rentals Simcoe County
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- Hotel rentals Simcoe County
- Rentals with pools Simcoe County
- Rentals with a patio Simcoe County
- Townhouse rentals Simcoe County
- Cottage rentals Simcoe County
- House rentals Simcoe County
- Pet-friendly rentals Simcoe County
- Loft rentals Simcoe County
- Rentals with a fire pit Simcoe County
- Family-friendly rentals Simcoe County
- Cabin rentals Simcoe County
- Condo rentals Simcoe County
- Rentals with lake access Simcoe County
- Tiny house rentals Simcoe County
- Smoking-friendly rentals Simcoe County
- Rentals with a sauna Simcoe County
- Bed and breakfasts Simcoe County
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- Rentals with a hot tub Simcoe County
- Rentals with beach access Simcoe County
- Luxury rentals Simcoe County
- Rentals with a kayak Simcoe County
- Farmstay rentals Simcoe County
- Boutique hotel rentals Simcoe County
- Kid-friendly rentals Simcoe County
- Villa rentals Simcoe County
- Rentals with an EV charger Simcoe County
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- Blue Mountain Village
- Horseshoe Resort
- Mount St. Louis Moonstone
- TPC Toronto at Osprey Valley
- Port Carling Golf & Country Club
- Snow Valley Ski Resort
- Osler Bluff Ski Club
- Georgian Bay Islands National Park
- Muskoka Lakes Golf and Country Club
- Beaver Valley Ski Club
- Hockley Valley Resort - Golf, Spa and Ski
- Devil's Glen Country Club
- Lakeridge Ski Resort
- Lake Joseph Golf Club
- Muskoka Bay Resort
- Alpine Ski Club
- National Pines Golf Club
- Windermere Golf & Country Club
- Eagles Nest Golf Club
- Summit Golf & Country Club
- Angus Glen Golf Club
- South Muskoka Curling and Golf Club
- The Georgian Bay Club
- The Georgian Peaks Club
- Things to do Simcoe County
- Things to do Ontario
- Food and drink Ontario
- Wellness Ontario
- Tours Ontario
- Nature and outdoors Ontario
- Sightseeing Ontario
- Art and culture Ontario
- Entertainment Ontario
- Sports activities Ontario
- Things to do Canada
- Food and drink Canada
- Entertainment Canada
- Nature and outdoors Canada
- Tours Canada
- Wellness Canada
- Art and culture Canada
- Sports activities Canada
- Sightseeing Canada
- Family travel hub Tips and inspiration
- Family budget travel Get there for less
- Vacation ideas for any budget Make it special without making it spendy
- Travel Europe on a budget How to take the kids to Europe for less
- Outdoor adventure Explore nature with the family
- Bucket list national parks Must-see parks for family travel
- Kid-friendly state parks Check out these family-friendly hikes