
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.

Four season glamping dome under the stars
Whether you are looking for a romantic getaway for two, a solo remote work week in solitude surrounded by nature, or a family adventure, this 4-season geodesic dome is just the right place. Explore picturesque trails of Scanlon Creek Conservation Area, enjoy inground pool in summer, experience breathtaking sunsets over the farm fields, the starry skies by the bonfire, mesmerizing dance of fireflies in June, and let the frogs and crickets lull you to sleep in the place where time stands still...

Fire & Ice Spa w/ Private Sauna!
Welcome to the most unique suite at Friday Harbour Resort! Relax, refresh and unwind in your very own private spa experience which includes large infrared sauna, 3 indoor fireplaces and outdoor fire table. Kiss those winter blues away while you warm up in the most cozy suite, perfect for a romantic getaway. Every stay includes a bottle of bubbly to toast with the one who is most important to you! Make Fire & Ice your next vacation destination and reconnect in a most romantic, relaxing suite!

The Loft at Bryn Mawr House
Welcome to your ideal Ontario getaway! Our full luxury suite offers a king-size bed, living room with a pull-out , fully-equipped kitchen, and ample parking . Enjoy our 11 acres, a fire pit, pond, and horseshoe area. Explore numerous provincial snowmobile trails, hiking, kayaking and canoeing in the Minesing Wetlands We're central to Blue Mountain, Horseshoe Valley and Snow Valley ski resorts. And Wasaga Beach is just around the corner! Your unforgettable Ontario adventure awaits – book now!

Off-grid Glamping Dome Nestled in the Woods
Welcome to our private campsite in Utopia, ON. Our family’s glamping dome is your chance to experience a unique getaway surrounded by the sights & sounds of nature. Amenities include camping essentials & some glamping perks: king size bed, bbq, fireplace, Indoor incineration toilet, soap & water, outdoor shower (summer only), kettle, cooking utensils. Nearby is Purple Hill Lavender Farms, Drysdale's Tree Farm, Tiffin Conservation Area, Nottawasaga & golf courses. Wasaga Beach is 30 min away.

Warnica Coach House
Welcome to the Warnica Coach House! This unique and historic property will not disappoint! Built by George R. Warnica in 1900, this spectacular property was the recipient of the Heritage Barrie award in 2018. The Coach House where you will stay, once housed horses and carriages, has been completely renovated top to bottom in 2023 with the finest touches. We are centrally located with a 30 second drive from the 400, and an 8 minute walk to the waterfront, restaurants, and downtown fun.

Spacious Apartment 5 Minute Walk to Innisfil Beach
Forget your worries in this bright, comfortable, second floor guest apartment just a short walk to Lake Simcoe & Innisfil Beach Park! Enjoy all the comforts of home in this beautiful space with high ceilings and lots of natural light. It's perfect for all seasons, and both long & short stays. We are an hour from Toronto, 20 minutes from Barrie, 30 minutes from Vetta Nordic Spa, 15 minutes from Three Feathers Terrace Event Venue &15 minutes from Friday Harbour Resort! NO CLEANING FEES!

Private Loft w Sauna, Fireplace, Wi-Fi & Projector
Welcome to the LOFT - A private, eclectically designed spa-inspired unique stay in the historic Webb Schoolhouse, less than an hour from Toronto. Featured in TORONTO LIFE, this private loft includes a sauna, unique hanging bed, wood stove, kitchenette and is filled with art, and huge tropical plants as well as a projector & giant screen for epic movie nights. Relax and recharge, roam the grounds and enjoy the beautiful outdoor spaces, the permaculture farm, animals, and fire pit.

Newly Built Woodsy Retreat - Your Perfect Escape
Woodsy Loft, an ideal home base for not just the beach and stunning sunsets, but Blue Mtn, Scandinave Spa, C-wood, brand new casino, all close by. Many bars, restaurants, beach and other things to do, within 5 min. Great place to stay in, too. Packed with amenities like screened in patio, XL bathtub w/ towel warmer, King size bed, 'The Frame' TV, full kitchen, fast WIFI, motorized blind...and the list goes on. Situated and designed to offer max. privacy and relaxation.

Bright basement apt with private entrance, Barrie
Welcome to Your Bright Basement Retreat in Barrie! Our cozy and modern 2-bedroom basement apartment offers the perfect balance of comfort and privacy. Located in a quiet residential neighborhood, it’s ideal for couples, small families, or business travelers. With its own private entrance, high-speed Wi-Fi, a fully equipped kitchen, and convenient access to downtown Barrie and the GO Station, this apartment has everything you need for a comfortable stay.

Private Basement Suite in a family neighborhood
Its a clean & spacious private Basement suite in a family neighborhood with all amenities that you may require for your stay. Features a queen bed, bathroom and kitchen. Free Parking is included. Highway 400, Park Place, Walmart, Costco, Canadian Tire are within 5-7 minutes driving distance. We offer our guests complete privacy from check-in to check-out, but always available if needed. Perfect for savvy budget travelers who deserve quality stay.

Glamping Dome Riverview Utopia
Come retreat into nature at the Riverview Glamping Dome… a 4 season getaway located on Rustic Roots Farm and Eco-retreat 1 hour north of Toronto. Whether you're looking for a romantic getaway or to come disconnect from the hustle and bustle of everyday life this geodesic dome is for you! Located on 64 sprawling acres come explore hiking trails, go fishing, relax in the hot tub, and stargaze fireside.

Boho by the Bay
BlogTO writes: " Friday Harbour Resort is a vibrant, upscale destination...That's perfect for a quick getaway..., with plenty of cool restaurants and shops, a waterfront pedestrian village, and year-round recreational activities." I encourage you to search eventsatfridayharbour to see what is seasonally available. if after searching, you still have questions or need clarification, please ask!
Popular amenities for Simcoe County holiday rentals
Other great holiday rentals in Simcoe County

Cozy Home in Barrie

Luxury Stay at Friday Harbour Resort Lake Simcoe

Waterfront Muskoka guest suite near Casino Rama

Wifi, Free parking, Ski, Kitchen, TV, BBQ

The Beach House, Georgian Bay, Beach View w/ Sauna

The Bubble Glamping Dome

Beautiful 2 Bed/2 Bath Condo, Private Balcony

New Cozy Rustic Apt | Free Parking
Destinations to explore
- Guesthouse rentals Simcoe County
- Rentals with beach access Simcoe County
- Fitness-friendly rentals Simcoe County
- Hotel rooms Simcoe County
- Rentals with pools Simcoe County
- Boutique hotels Simcoe County
- Bungalow rentals Simcoe County
- Dome rentals Simcoe County
- Rentals with breakfast Simcoe County
- Rentals with outdoor seating Simcoe County
- Villa rentals Simcoe County
- Beachfront rentals Simcoe County
- Rentals with a patio Simcoe County
- Luxury rentals Simcoe County
- Townhouse rentals Simcoe County
- Cottage rentals Simcoe County
- RV rentals Simcoe County
- Rentals with a sauna Simcoe County
- Rentals with a hot tub Simcoe County
- Farmstay rentals Simcoe County
- Rentals with a home theatre Simcoe County
- Holiday home rentals Simcoe County
- Pet-friendly rentals Simcoe County
- Rentals with a fire pit Simcoe County
- Family-friendly rentals Simcoe County
- Bed and breakfasts Simcoe County
- Cabin rentals Simcoe County
- Chalet rentals Simcoe County
- Waterfront rentals Simcoe County
- Tiny house rentals Simcoe County
- Loft rentals Simcoe County
- Condo rentals Simcoe County
- Rentals with lake access Simcoe County
- Private suite rentals Simcoe County
- Apartment rentals Simcoe County
- Rentals with a kayak Simcoe County
- Rentals with an EV charger Simcoe County
- Rentals with a washing machine and dryer Simcoe County
- Rentals with a fireplace Simcoe County
- Ski-in/ski-out rentals Simcoe County
- House rentals Simcoe County
- Smoking-friendly rentals Simcoe County
- Blue Mountain Village
- Snow Valley Ski Resort
- Beaver Valley Ski Club
- Mount St. Louis Moonstone
- Lakeridge Ski Resort
- Devil's Glen Country Club
- Osler Bluff Ski Club
- Craigleith Ski Club
- Angus Glen Golf Club
- TPC Toronto at Osprey Valley
- Port Carling Golf & Country Club
- Windermere Golf & Country Club
- The Georgian Peaks Club
- Muskoka Lakes Golf and Country Club
- Caledon Country Club
- The Club At Bond Head
- Muskoka Bay Resort
- Wooden Sticks Golf Club
- Dagmar Ski Resort
- Lake Joseph Golf Club
- The Georgian Bay Club
- Georgian Bay Islands National Park
- Barrie Country Club
- Alpine Ski Club




